The Best Wedding Planners in Cheshire, MA

The Best Wedding Planners in Cheshire, MA

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167 Wedding Planners in Cheshire, MA

GemHidden gem
Only In My Dreams Events 
Rating: 5.0 (5 reviews)
  • Offers 3 services
  • Starts at $3,000
  • Serves Cheshire, MA

We know that planning a wedding can be a daunting task! You’ve made the wonderful decision to declare your love in front of friends and family. Now the stress can begin. You’ll likely start asking yourself questions like: Where should we marry? What vendors do we need? Can we afford it? Who should we invite? How do we stick to a timeline? Never fear, after over 10 years of helping couples plan their dream weddings, we’re here for you. .Our wedding coordinator/planner extraordinaire Phil will be there to guide you from the start of your process until the end of your wonderful day.

Awarded Best of Zola
“We got married in the Berkshires in October 2023. Philip and Only In My Dreams worked with us for a whole year prior and made the wedding day perfect. Literally everything went off without a hitch - everyone had told us to expect things to go wrong, but nothing did! Philip found us the perfect venue, catering, photographer, DJ, florist, and had the best ideas for personal touches that made the wedding unique. He was there the day of to set everything up so we could just enjoy the wedding day without worrying about anything, even a last-minute change due to weather was handled without a problem. Our guests said it was the best wedding they've been to - thanks to OIMDE for making it happen!”
Robbie & C., 3 years ago
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Nene's Deco LLC 
Rating: 5.0 (1 review)
  • Offers 4 services
  • Starts at $950
  • Serves Cheshire, MA

Decoration is my passion! Nene's Deco offers decorations services for all type of parties from wedding, to birthdays , baby shower, bridal showers, proposal, intimate decorations , baptism, corporate events, all milestones in your life or in the life of your business you will allow us to celebrate with you. We offer also event planning services, day of coordination, partial and full planning. We serving the Berkshires, Albany area, Springfield area , 50 miles radius from our location in Pittsfield MA. Choose your date and your theme, and we will take care of everything else. 💞

“Nene and team were amazing. Amazing. I could write an entire book on how helpful they were before and during the wedding. Nene was our Day of Coordinator and helped us stay on track throughout the entire event. We put together a backyard wedding and Nene helped us to put together an entire schedule for the day. She became the point in contact of all of our vendors, and she helped control the flow of the crowd during this event. Where Nene shines is that everything I said Nene took control of unprompted. She never needed any direction and most of the time gave us ideas we did not initially think of. We were so lucky to have Nene on our side. She made our day special.”
Chukwudi M., 2 years ago
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Jillian J Events 
Rating: 5.0 (1 review)
  • Offers 5 services
  • Starts at $5,500
  • Serves Cheshire, MA

Jillian Schuster is a seasoned wedding planner with over 18 years of event experience, offering comprehensive planning and on-site event management in the Berkshires, Hudson Valley, and NY Tri-State Area.

“Jillian J Events was the perfect wedding planner for our special day. From the very beginning, Jillian's communication style was organized, communicative, calm, positive, and thorough. She worked closely with us to understand our unique needs and wants, and delivered high-end service that was truly personalized. When rain threatened to ruin our outdoor photo plans, Jillian quickly reworked the schedule to ensure we got all the shots we wanted before the storm hit. She also helped our first-time officiant family members prepare their speech, making sure everything went smoothly. Jillian's unflappable demeanor and grace under pressure put us at ease throughout the entire planning process. We felt completely confident that everything was taken care of, allowing us to fully enjoy our wedding day. Jillian J Events exceeded our expectations and we highly recommend her to any couple planning their dream wedding. We love Jillian!!”
Sascha M., a year ago
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EventsByAng LLC 
Rating: 5.0 (46 reviews)
·Ratings include Zola and Google reviews
  • Offers 5 services
  • Starts at $1,899
  • Serves Cheshire, MA

Hi there! We’re Angelina and Carmelo, the husband-and-wife duo behind Events By Ang. What started as a small passion project quickly grew into a full-service event planning business that we now run together with heart and hustle. From intimate celebrations to large-scale parties, we specialize in creating unforgettable experiences tailored to each couple’s unique vision. With our combined creativity, organization, and love for bringing people together, we’re here to make your wedding day as seamless and special as possible.

Awarded Best of Zola
“My wedding day truly wouldn’t have been as smooth without the help of Ang. Ang ensured that everything was exactly how I envisioned. She wasn’t afraid to speak up for me, which is exactly what I needed for a day of coordinator. I would highly recommend Ang!”
Jade, a year ago
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Wedding Planning Plus 
Rating: 4.9 (45 reviews)
·Ratings include Zola and Google reviews
  • Offers 7 services
  • Starts at $2,500
  • Serves Cheshire, MA

The WPP Team is unlike any other wedding planning company in Upstate New York. Composed of a core group of four event planners, including the only in-house event designer in the area, WPP is able to care for their couples and bring their visions to reality from day one until the confetti hits the floor as the celebration ends. Add to that a talented group of dedicated event coordinators and Team WPP is able to build authentic event experiences and dazzle on wedding day like no one else can.

Awarded Best of Zola
“Wedding Planning Plus was an excellent choice for our wedding planning needs for our June 2025 wedding at the Equniox Resort in Manchester, VT. From the start, their communication style was direct, helpful, and calming, which was greatly appreciated as we planned our big day. The quality of their work and value they provided was outstanding - they were focused, supportive, and incredibly well-connected in the region, using their network of vendors to perfectly execute our wedding and beautifully and bringing our garden party tent reception vision to life. On the day of, Eliza ran the schedule effortlessly and her competence completely allowed my husband and I to be fully present. In particular, we appreciated the way that she approached us over the course of the wedding to check if we still wanted to do the next scheduled item, it gave us a sense of control over how we spent our time rather than feeling like we were manically running from task to task. So many of our friends and family have reported back that the wedding was the smoothest of the weddings they had attended this year, and its all thanks to WPP. We are so grateful for the incredible support Wedding Planning Plus provided and would highly recommend them to any couple planning their wedding.”
Lydia S., a year ago
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Love & Laughter Weddings 
Rating: 4.9 (39 reviews)
  • Offers 6 services
  • Starts at $1,500
  • Serves Cheshire, MA
  • Offer

Love & Laughter Weddings is a full-service wedding planning and coordination team with over a decade of experience helping couples bring their weddings together. We offer full planning, partial planning, coordination, and design, whether you need support from day one or someone to step in and take the reins closer to the wedding. Our team works nationwide, with a strong presence in Philadelphia, New York City, California, and Puerto Rico. We also travel for destination weddings throughout the U.S. and beyond. Big wedding, small wedding, hometown or destination, we’re here to make planning easier and make sure you can actually enjoy it.

Awarded Best of Zola
“From the moment we signed on for the full planning package with Love & Laughter Weddings, everything felt calm, organized, and completely under control. Our two years of planning were such a fun and seamless experience because of Evelyn, Kiara, and Ashley. Evelyn is the definition of calm, kind, and professional. She has a steady, positive energy that immediately puts you at ease. No matter what came up, she handled it with grace and confidence. We always felt supported, heard, and truly understood. She listened closely to what we envisioned and somehow brought it to life even better than we imagined. Kiara and Ashley were just as incredible. On the wedding day, the entire team moved with precision and care. Everything flowed beautifully, and we were able to be fully present without worrying about a single detail. They executed our design flawlessly. Every element felt intentional, elevated, and completely reflective of us. It genuinely exceeded our expectations. Over the two years we spent planning together, we never once felt alone in the process. Communication was consistent, thoughtful, and thorough. They delivered in every department, from logistics and design to vendor coordination and timeline management. We are beyond grateful for these incredible women who are true professionals at their craft. We cannot recommend Love & Laughter Weddings enough. My sisters will absolutely be using them for their weddings, and if you are considering hiring them, do it. You will be so thankful you did.”
Jenna G., 8 months ago
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Mills Memories 
Rating: 4.9 (37 reviews)
  • Offers 5 services
  • Starts at $600
  • Serves Cheshire, MA
  • Offer

Justine Mills is the founder of Mills Memories, a full-service wedding company dedicated to creating unforgettable celebrations. With a deep passion for helping couples bring their unique vision to life, Justine blends creativity, organization, and an eye for detail in every event she plans. Known for her warm approach and dedication to stress-free, seamless weddings, she works closely with each couple to craft beautiful, personalized experiences. Justine’s commitment to excellence ensures that every wedding is not only stunning but also a joyful, meaningful day for all.

Awarded Best of Zola
“My team and I had the pleasure of working with Justine at a wedding in the Hudson Valley in June and she was such a joy! Reached out to us in advance to make sure the whole vendor team was on the same page, was beyond communicative on the wedding day, and even when there was a surprise downpour, she found a way to move things around so coupe was able to still have their ceremony outdoors like they had hoped for! Working with a planner that is so kind and communicative is such a treat. We'd absolutely reccomend Justine to anyone, and we can't wait to see her again!”
Mae Krell P., 3 months ago
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Eventistry 
Rating: 4.9 (36 reviews)
·Ratings include Zola and Google reviews
  • Offers 3 services
  • Starts at $4,500
  • Serves Cheshire, MA

For as long as I can remember, I have had a deep passion for designing and planning events that reflect each couple’s unique story. In the past several years, I have had the honor of working with couples to transform their personal style and creative ideas into a reality. Eventistry offers couples Full Service Planning, Wedding Coordination and Destination Planning services from the US to every corner of the world. With your love story in mind, I will seamlessly bring together the details to create your most memorable day!

Awarded Best of Zola
“Thank you for bringing to life my vision. It was beyond my expectations. It had class, elegance, sophistication with a touch of warmth. I was able to enjoy my special occasion because it was well organized and beautifully executed.”
Noemi M., 2 years ago
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Effortless Events 
Rating: 4.7 (32 reviews)
  • Offers 7 services
  • Starts at $1,000
  • Serves Cheshire, MA

Imagine walking into your wedding venue and being completely blown away by how perfectly every detail has come together. No stress, no worry - just pure joy and excitement for the celebration ahead.✨ At Effortless Events, we're dedicated to making that vision a reality. Our passion is to deliver unforgettable experiences that exceed your expectations, making your special day truly unforgettable. We believe that every wedding is more than just an event - it's a once-in-a-lifetime celebration of love, commitment, and happiness. That's why we're here to take care of every detail, from start to finish, so you can relax and enjoy every moment.

Awarded Best of Zola
“We used Madison at Effortless Events for our wedding florals and we couldn't be happier!! Madison was absolutely lovely to work with, she is so kind and was so quick to respond to any questions or concerns I had throughout the planning process. She was great at communicating, worked with my budget and was extremely professional. We sent inspiration photos back and forth to each other to make sure my vision came to life. My wedding florals were absolutely beautiful and were exactly what I wanted!! I loved them so much and am so happy with the way everything turned out. We are so grateful we chose Madison for our wedding day florals. We definitely recommend choosing her for your wedding florals as well!!!! 1000000/10 recommend!!!”
Casey C., 2 years ago
GemHidden gem
Katie O' Weddings & Events 
Rating: 5.0 (31 reviews)
  • Offers 7 services
  • Starts at $3,500
  • Serves Cheshire, MA

At Katie O’ Weddings & Events, our goal is to make every client sparkle. This means brighter smiles, louder laughs, and more excitement than you have ever experienced. Sparkling is about being fully immersed in the moment; it’s about being completely present, completely joyful, aware, and moved by all the positive energy and love surrounding you.

“Katie O Weddings & Events is simply the BEST! From start to finish, they made our wedding exactly what we envisioned and honestly, even better than we could have imagined. Their attention to detail is unmatched, and their ability to truly listen to our vision and elevate it in ways we didn’t even think of was incredible. As someone who plans large events for a living, I wasn’t sure I needed a wedding planner—but after meeting with Katie and Casey, and understanding all that they offer, I quickly realized just how much I did. Their expertise, organization, and creativity brought everything to life in a way we never could have done on our own. They also helped us put together the most incredible team of vendors, many of whom came from their recommendations, and every single one was amazing. The value they bring through their network alone is huge. They handled every detail so seamlessly that we were able to be fully present and enjoy the entire weekend with our family and friends. What stood out just as much was how they treated our guests, they made our family and friends feel so special and comfortable, like they were their own. The KOWE team goes above and beyond in ways you don’t even realize until you’re in it. I genuinely don’t know how people get married without them!!! I truly loved working with them and honestly miss it! We are so incredibly grateful for Katie & Casey and we could not recommend them more highly to anyone considering a wedding planner (or honestly even if you’re not, I strongly encourage you to meet with them and see just how much they can elevate your entire experience!!) Thank you, Katie & Casey”
Elizabeth H., 6 months ago
Everlasting Affairs, LLC 
Rating: 5.0 (31 reviews)
  • Offers 4 services
  • Starts at $5,000
  • Serves Cheshire, MA

Everlasting Affairs was born out of a driving passion for the event industry and the ability to mold our clients dreams into reality. Since our inception, we’ve committed ourselves to creating impactful and one of a kind experiences for our clients and their guests, no matter the size of the event. Our team strives to meet and exceed the needs of each and every one of our clients. This is because we understand the importance of working with (not just for) our clients in order to make their events unforgettable, forging memories that last long after the last guest leaves.

Awarded Best of Zola
“We could not have been happier to have Victoria on our team for our July 2024 wedding! We hired Victoria for wedding day management. She went above and beyond throughout our planning process and made us feel like we were her top priority, even though we know she works with many couples throughout the wedding season. Her organization, attention to detail, and patience are unmatched. The BEO that she creates for the wedding day was so informative and detailed and brought so much joy to this Type A bride! During planning, I was struggling with the color scheme and table design for the reception. Victoria came to my rescue and helped design our table scapes and handled all correspondence with the rentals company. The outcome was absolutely stunning and I could not have been happier. Similarly, I did not know how to go about creating the timeline for our transportation and wedding day. Victoria provided this for us and it was seamless and so easy. Our family and wedding party were so impressed with how she ran our wedding rehearsal. On the wedding day itself, she made sure that the day flowed smoothly. From collecting and setting up all of our day-of details, orchestrating the flow of our wedding ceremony, and even bustling my wedding dress, she was involved in every aspect of our day and ensured that it was perfect. My husband and I could relax and be fully present knowing that Victoria had everything under control. I cannot recommend Victoria and Everlasting Affairs highly enough!”
Tess D., 2 years ago
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House of Elleon (La Elleon Events & Design Co.) 
Rating: 5.0 (30 reviews)
·Ratings include Zola and Google reviews
  • Offers 7 services
  • Starts at $500
  • Serves Cheshire, MA

House of Elleon is a luxury white-glove wedding and event planning & design studio founded by Noelle Cappuzzo, specializing in refined, editorial celebrations with an emotional core. Each event is a carefully curated experience where the client’s vision is executed with precision, elevated through thoughtful design, and brought to life with seamless flow. With a focus on enhancing the overall experience—not just the aesthetic—Noelle blends creative direction with logistical mastery so every moment feels effortless, intentional, and distinctly personal. Events are expertly produced, emotionally resonant, and elevated from start to finish.

“From the moment we met with Noelle and the team at House of Elleon, we knew we were in good hands. Their communication was friendly, honest, and timely throughout the entire planning process. The quality of their work was truly exceptional - they were incredibly attentive, paying close attention to every detail to bring our wedding vision to life. They listened to us and carried out our ideas down to the smallest details (like hiding ceramic cows under my parents’ name tags), and were creative with my extra decorating material without specific direction from me (who had plenty of other things to worry about). I would definitely recommend House of Elleon to anyone who has a vision they want to bring to life!”
Kelly O., 8 months ago
Quick responder
Thyme & Details 
Rating: 5.0 (23 reviews)
  • Offers 3 services
  • Starts at $3,500
  • Serves Cheshire, MA

Thyme & Details offers wedding planning and design services to sentimental couples looking for good vibes and premium personal touches. We know how important it is to be present in the moment – not worrying about organization, budgeting, managing vendors, etc. Let's make planning zesty so you can focus on your VIPs and enjoying your journey. We are based in Ohio but available for travel. Reach out so we can create something unforgettable!

Awarded Best of Zola
“Dana and her team were absolutely fantastic to work with throughout the wedding process. We used her day of coordination services and even before the wedding she went above and beyond by recommending vendors as well as reached out to them in advance to introduce herself. Dana and her team were incredible the day of our wedding by moving our ceremony arch inside to make it a photo opportunity. Dana and her team made our special day seamless and where we could enjoy every moment with our family and friends without worrying about the logistics. They were instrumental in making it a perfect day!”
Christine F., 8 months ago
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Before You Say I Do 
Rating: 5.0 (22 reviews)
  • Offers 5 services
  • Starts at $2,400
  • Serves Cheshire, MA

Hello, my lovely couples! My name is Annie and I have started my business at the beginning of 2023 and so far I've had clients from all over the East Coast. I am focused on Partial, Full time Wedding planning, Elopements and A-la carte. My goal is to help my clients and make sure that their wedding goes by the plan that they created.

Awarded Best of Zola
“Annie is an absolute dream to work with! I never thought I would have a DIY wedding, but here we were-and Annie made it all come together perfectly. From the moment we hired her to the final moments of our wedding day, she was organized, thoughtful, and incredibly calm under pressure. Every detail was executed flawlessly, and her ability to bring our vision to life exceeded all of our expectations. On the wedding day, Annie and her assistant, Marina, ensured everything ran seamlessly. Their attention to detail, professionalism, and genuine care made the entire experience feel effortless. We truly could not have done this without them! If you’re looking for a wedding planner who will go above and beyond to make your day magical, Annie is the one. We are forever grateful for her dedication and expertise in making our wedding so special. Highly, highly recommend! Mr. & Mrs. Decker”
Magdalena D., 2 years ago
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Louisa Co. Events 
Rating: 5.0 (22 reviews)
·Ratings include Zola and Google reviews
  • Offers 4 services
  • Starts at $2,000
  • Serves Cheshire, MA

At Louisa Co. Events, we create weddings that feel effortless, elegant, and deeply meaningful, blending timeless style with modern sophistication. With over 10 years of experience across New England, trusted vendor relationships, and a calm, creative approach, I ensure that every moment is beautifully orchestrated and every detail perfectly aligned.

“We had the best experience working with Jamie from wedding prep to all things day of wedding! Jamie thought of every last detail and made everything come to life just as we imagined. We are still in awe of how beautiful the day was, all thanks to Jamie and her amazing team. Not only was Jamie super communicative with us leading up to the wedding, she proactively reached out to ALL of our vendors and kept everything super organized. When juggling many things at once, Jamie came to the rescue and put our minds at ease. Highly recommend Jamie and her team for any and all weddings!!”
Emily H., 5 days ago
GemHidden gem
The Bailey Experience Wedding and Event Co 
Rating: 4.3 (22 reviews)
  • Offers 5 services
  • Starts at $2,500
  • Serves Cheshire, MA

The Bailey Experience Wedding and Event Co. is a luxury wedding planning firm specializing in refined celebrations on land and at sea. Known for calm oversight and intentional execution, we curate wedding experiences that feel composed, elevated, and thoughtfully delivered. From cruise weddings to sophisticated celebrations throughout Washington, DC, Florida, and beyond, our work is defined by discretion, clarity, and seamless direction, allowing couples to be fully present throughout their celebration.

Awarded Best of Zola
“The Bailey Experience Wedding and Event Co. was a dream to work with for our Open House at LOFT39. Their communication style was professional, prompt, and friendly, putting us at ease throughout the planning process. The quality of their work was truly seamless - they meticulously managed load-in and schedule, ensuring the event started flawlessly. Their team's organizational skills, beautiful design work, and professional management made them a trusted, preferred planning and decor vendor for our clients at LOFT39. We would recommend The Bailey Experience over and over again for their visionary approach to weddings.”
Kendall O., a year ago
GemHidden gem
Dhalia Events 
Rating: 5.0 (22 reviews)
  • Offers 6 services
  • Starts at $3,600
  • Serves Cheshire, MA

Dhalia Events is an award winning event production company & was recently named "Best Planners in the Northeast" by LuxLife Magazine. Our magic is borne out of an insistence on creating bespoke, highly personalized experiences. We focus on the uniqueness of our couples by encouraging them to be their most authentic and raw selves. We've commissioned events for large brands such as Volvo Cars and worked with top tier social media influencers to plan their events. Our team has also worked regionally and internationally producing gatherings including destination weddings & corporate retreats. Our couples book us for the following reasons:

Awarded Best of Zola
“We absolutely loved working with Dahlia Events for our wedding. Deliece was our main point of contact, and she was truly a joy and an absolute pleasure to work with from start to finish. She took care of everything we needed, and so much more than we even knew to ask for. Deliece came prepared with spreadsheets, thoughtful questions, and clear guidance that helped us navigate decisions we didn’t even realize we needed to make, but that proved to be essential. Her organization and attention to detail made the entire planning process feel manageable and well-supported. She handled communication with all of our vendors seamlessly and always made us feel completely taken care of, no matter the detail. When a few hiccups came up along the way, she addressed them with such ease, professionalism, and genuine empathy that we never felt stressed or worried. Beyond her incredible competence, Deliece also brought the warmest, most positive energy, our calls were always something we genuinely looked forward to. And on the wedding day itself, nothing was missed (and I truly mean nothing). Everything ran so smoothly, allowing us to fully enjoy the day without a single concern. We cannot recommend Dahlia Events highly enough. Working with Deliece was one of the very best decisions we made for our wedding.”
Autumn Hamra K., 10 months ago
GemHidden gem
Liv Charron Events 
Rating: 5.0 (21 reviews)
  • Offers 3 services
  • Starts at $5,000
  • Serves Cheshire, MA

Hi there! My name is Liv and I am a New England born event planner. Being the youngest of 12 cousins, I went to my fair share of weddings growing up. I naturally fell in love with seeing the first chapter of my friends and families life begin. I’ve worked with some of the best vendors in the Seacoast, learning and growing as much as possible. In October 2021, I took a leap of faith and opened my own business! I'll never take for granted being able to work with clients I love, doing what I love. Let’s make your dream wedding a reality!

Awarded Best of Zola
“I can't say enough good things Liv! From the start, she was incredibly organized and truly brought my vision to life. She was so creative and had an eye for detail that I never would have thought of myself. Every step of the way, she was there to answer all my questions and guide me through the process, making everything so much easier and stress-free. I felt completely confident in her abilities, and she made my wedding day absolutely perfect. If you're looking for someone who will truly make your dream wedding come true, look no further!”
Kelly M., 2 years ago
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Starlit Events 
Rating: 5.0 (20 reviews)
·Ratings include Zola and Google reviews
  • Offers 7 services
  • Starts at $3,500
  • Serves Cheshire, MA

Nestled in the beautiful Hudson Valley, Starlit Events is your top choice for NY event planning services. Whether you're dreaming of vibrant and unique wedding venue in NYC, longing for the lush beauty of the Catskill Mountains, or captivated by the breathtaking wedding locations in upstate New York, we've got you covered. Our reach goes beyond New York City, making us a favorite for anyone seeking a Tri-state wedding planner proudly servicing New York, New Jersey, and Connecticut.

“We absolutely loved working with Starlit Events. From our first interaction Samantha was open and respectful. The team did an amazing job to ensure our wedding day was exceptional. Everything ran smoothly, all vendors arrived on time. Our guests raved about the beautiful day. We are so grateful to the Starlit Events team for helping make our special day perfect. We would highly recommend them to anyone looking for a planner!”
Gabriella, a year ago
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Small Town Moments LLC 
Rating: 5.0 (20 reviews)
·Ratings include Zola and Google reviews
  • Offers 6 services
  • Starts at $120
  • Serves Cheshire, MA

I’m Amber-Lynn Watson, founder of Small Town Moments. My passion for planning started with our own wedding, a Jack and Jill, and a fundraiser I organized for the American Heart Association in memory of my cousin. I discovered I thrive on the small details that others often overlook—like timing a ceremony with the sunset or organizing raffles so everything runs smoothly. Today, I bring that same heart and precision to every wedding and event I plan. My goal is simple: to ease your stress, keep things beautifully organized, and help you fully enjoy a day filled with unforgettable moments.

“Amber helped us coordinate our wedding on 8/22/26, and we truly could not recommend her enough! She was SO helpful throughout the entire planning process and made sure our wedding day went off without a hitch. We met with Amber several times leading up to the wedding, and she helped us create our timeline, communicate with all of our vendors, review contracts to make sure everything was in order, and make sure we didn’t overlook any important details. A few weeks before the wedding, she came out to our venue and walked through the property with us. This was especially helpful because we were having our wedding on family property rather than at a traditional venue. Amber also attended our rehearsal, coordinated the ceremony, and made sure everyone knew where they needed to be and when. On the wedding day itself, she worked with all of our vendors so we didn’t have to worry about a thing. She was great about checking in with us throughout the day while still being very under the radar. She always seemed to know exactly where she needed to be and what needed to happen next. Having Amber there allowed us to truly enjoy our wedding day without worrying about logistics or putting out fires. She was organized, attentive, and incredibly helpful from start to finish. We would highly recommend Amber to anyone planning a wedding. She was absolutely wonderful!”
Kylie K., 18 days ago
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Rye Street Events 
Rating: 5.0 (19 reviews)
  • Offers 3 services
  • Starts at $300
  • Serves Cheshire, MA

Rye Street Events was born from a deeply personal place: the joy she discovered while planning her own wedding! Inspired by the joy and creativity she found in bringing her special day to life, Caroline launched RSE with a mission: to turn each client’s unique vision into an unforgettable reality. With a strong unwavering commitment to excellence, Rye Street Events specializes in crafting one-of-a-kind experiences that leave lasting impressions. We are ready to bring your next celebration to life — and create memories you and your guests will cherish forever.

Awarded Best of Zola
“Caroline executed our vision perfectly and I couldn't have made it through the day without her! She took my vision and made it an absolute dream. Every detail was perfect and it cut out so much unnecessary stress for me on our big day. She is so personable, creative, friendly, and reasonably priced and we couldn't be happier! Thank you for everything, Caroline! I would 100% recommend Rye Street Events for any of your coordinating, decorating, and planning needs.”
Kelsey B., 2 years ago
Quick responder
Allure Affair 
Rating: 4.6 (18 reviews)
·Ratings include Zola and Google reviews
  • Offers 4 services
  • Starts at $1,350
  • Serves Cheshire, MA

At Allure Affair, we specialize in creating luxurious, beautifully curated weddings and events. Whether you're planning a grand celebration or an intimate elopement, we bring your vision to life with creativity, precision, and seamless execution. Our services include full-service planning, event design, and day-of coordination, ensuring a stress-free and unforgettable experience. For couples seeking select assistance, our à la carte services provide customized support tailored to your needs. From sourcing stunning venues to collaborating with top-tier vendors, we handle every detail with care and expertise.

Awarded Best of Zola
“Allure Affair was an absolute delight to work with for my best friend’s birthday celebration. Their prompt and efficient communication eased the stress of planning, ensuring every query was addressed with care. Their professionalism was matched by their ability to seamlessly incorporate our personal vision into the event, making it feel uniquely ours. Despite working within a limited budget, they went above and beyond, creatively utilizing existing décor to maximize impact without compromising elegance. Their meticulous attention to detail and dedication truly elevated the occasion, leaving us thoroughly impressed. Worth every penny—without a doubt, we would love to collaborate with Allure Affair again for future events.”
Sri L., 2 years ago
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Forever Awaits by Valerie LLC 
Rating: 5.0 (18 reviews)
·Ratings include Zola and Google reviews
  • Offers 6 services
  • Starts at $3,000
  • Serves Cheshire, MA

Hi, I’m Valerie — planner and designer behind Forever Awaits. I create weddings that feel effortless, elegant, and completely you. From lakeside celebrations in New Hampshire to Icelandic elopements, my style blends romantic, natural, and luxe design with seamless coordination. When I’m not crafting wedding magic, I’m exploring the outdoors with my husband Justin and our Swiss Mountain Dog, Minnow. I’m passionate about transforming your vision into an unforgettable experience that feels genuine, beautiful, and stress-free.

Awarded Best of Zola
“We worked alongside Valerie on a two-day styled wedding photo shoot, and she truly blew us away. She planned the event from top to bottom, and it was absolutely incredible. Valerie’s organization, attention to detail, and creative vision made the entire process seamless, fun, and exciting. The final product was beyond dreamy and completely Pinterest-worthy. Both styled weddings were personal, tasteful, and beautifully executed. As a vendor, we wholeheartedly recommend Valerie to all of our couples looking to make their wedding day an absolute dream come true. She is fun, energetic, and organized! An absolute pleasure to work with!”
Vintage Love E., a year ago
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Solstice Planning Studio 
Rating: 5.0 (18 reviews)
  • Offers 3 services
  • Starts at $3,500
  • Serves Cheshire, MA
  • Offer

Every wedding I plan is approached with the same care, consideration, and attention I would give if it belonged to someone I love. That philosophy shapes every recommendation I make from the biggest decisions to the smallest details. My background is in hospitality, so creating experiences where people feel welcomed and cared for has always been at the heart of what I do. I bring that same mindset to every wedding, helping couples navigate the planning process with guidance they can trust and creating celebrations that feel genuine, meaningful, and entirely their own.

Awarded Best of Zola
“Danielle wasn’t directly my wedding planner but I worked with her at my job several years ago! She wanted to help be a part of the planning process and I was so grateful for her help! I planned most of my wedding myself but having her there to lean on and bounce ideas and recommendations off of was really what I didn’t know I needed. She would go out of her way to find different options and price points for me to help save in any way and my goodness I needed that help and organization! She kept things real and did not sugar coat anything which I genuinely appreciated. I can’t wait to recommend her to my sister who will hopefully be engaged in the next few years!”
Torri O., 8 months ago
Quick responder
The Professional Maid of Honor 
Rating: 5.0 (16 reviews)
  • Offers 4 services
  • Starts at $2,500
  • Serves Cheshire, MA

💍 The Professional Maid of Honor isn’t just a planning service—it’s your wedding day hype squad and backup bestie! Based in Boston and serving all of New England (Maine, New Hampshire, Vermont, Massachusetts, Rhode Island & Connecticut), we handle everything from dreamy invites to vendor wrangling with style, creativity, and a little extra sparkle. Whether you need full planning, partial support, or just someone to run the show on the big day, we’ve got you. Let’s ditch the stress and make your “I do” unforgettable!

Awarded Best of Zola
“Katelynn made the planning of our wedding a pleasure. She was organized, always upbeat, has a great network, excellent ideas, yet not afraid to push back when needed. She kept the process moving along which allowed us to mostly enjoy the whole thing. She set us up for an amazing wedding, more beautiful than we could have even imagined. We loved working with her and recommend her wholeheartedly.”
Elizabeth V., 2 years ago
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Simply Loved Weddings 
Rating: 5.0 (15 reviews)
  • Offers 4 services
  • Starts at $150
  • Serves Cheshire, MA

I'm Charissa owner & lead planner. My doormat says it best, 'running on coffee, wine, and the dog's time', but seriously I start every intro call with the disclaimer that you may hear the barking, snoring, or a squeaky toy in the background. I'm the twenty-something-year-old that's gone from throwing "Weddings" in her neighbor's driveway, to throwing them in some pretty amazing spaces. With over a decade of experience in weddings and corporate events, this isn't my first rodeo. Weddings are sort of my thing!

Awarded Best of Zola
“Simply Loved Weddings was an absolute pleasure to work with for our wedding. From the moment we met Charissa, we were impressed by her calm, direct, and easygoing communication style. She truly listened to our vision and was able to elevate it through her organized, efficient, and trustworthy approach. Charissa went above and beyond, checking in with us multiple times to ensure everything was running smoothly. On the day of, we were able to simply enjoy ourselves, confident that Charissa and her team had everything under control. As far as we know, the entire event went off without a hitch, thanks to their incredible coordination and delegation skills. We cannot recommend Simply Loved Weddings highly enough!”
Anne-Levert, 2 years ago
GemHidden gem
MB Events 
Rating: 5.0 (15 reviews)
  • Offers 3 services
  • Starts at $3,500
  • Serves Cheshire, MA

Here at MB Events, our number one goal has always been to have happy clients. From helping them plan at a pace that works for them, to keeping everything organized and stress free. We truly value the friendships that are made throughout the process.

Awarded Best of Zola
“Working with Marissa and her team at MB Events, was by far the best decision my husband and I could have made during our wedding planning process. Marissa truly goes above and beyond for her clients, and her passion for her work is apparent from start to finish. My husband and I chose a venue where every aspect of our wedding needed to be coordinated with third-party vendors (string quartet, DJ, catering (incl. table, chairs, linens), set up, breakdown, etc). When we realized how much we underestimated the time and coordination needed to plan such an important event, we knew we needed help. Enter: MB Events. From the start, Marissa kept my husband and I organized throughout the entire wedding planning process, ensuring our vision for the day came to fruition, and truly made our wedding day better than we had ever expected. We planned an outdoor wedding, and inevitably it was supposed to pour (thunder, lightning, flood, tornado warnings), and Marissa and her team worked from sunup to sundown to ensure that our day was exactly as we had imagined, rain or shine. Marissa was an advocate for my husband and I when difficult day-of -decisions needed to be made in relation to the rain, which allowed us to just “focus and take in the moment” which we are extremely grateful for. With some last minute timeline adjustments by Marissa, we were able to have the outdoor ceremony of our dreams. This would not have happened without the expertise and dedication of Marissa and her team. Multiple times throughout the wedding planning process I told my husband that Marissa seems to be the only vendor we chose that is actually “on our side.” We struggled with the organization and responses of other vendors, especially as the wedding season was in full swing, but Marissa never missed a moment. She was professional, quick to respond, and extremely reliable. I know that there are many options when choosing a wedding planner, but I can honestly say, I believe Marissa and her team to be the best there is. Personally, the only downside I’ve found about working with Marissa has been the end of it all… because it feels kind of like I don’t have my best friend around anymore!”
Christina R., 2 years ago
Quick responder
The Traveling Tee Events 
Rating: 5.0 (14 reviews)
  • Offers 3 services
  • Starts at $8,000
  • Serves Cheshire, MA

Curating timeless memories with the beauty God gave us. Sustainably-focused, intentional design for intimate experiences. We offer full planning and design, month of coordination plus, and content creation through our Moments by The Traveling Tee Events division.

“There truly aren't enough words to express how grateful we are for everything Stephanie and her team did for us. From the very beginning of the planning process through the final moments of our wedding day, she exceeded every expectation we had—and then some. She and her team anticipated needs before we even realized we had them, solved problems before they ever reached us, and somehow made an event with countless moving parts feel completely effortless. We were able to be fully present on our wedding day because we never had to worry about a single detail. We knew everything was being handled, and it absolutely was. More than anything, she took incredible care of us as a couple. She constantly checked in to make sure we had everything we needed, kept us on schedule without ever making us feel rushed, and made us feel like the only two people in the room. Her calm presence, professionalism, and genuine kindness made what could have been a stressful process feel exciting, enjoyable, and completely stress-free. The day flowed more perfectly than we ever imagined, and that's entirely because of the work happening behind the scenes. Every vendor knew where to be, every transition happened seamlessly, and every little detail we had envisioned came to life flawlessly. We didn't have to think about logistics once—we just got to soak in every moment with our family and friends. Our guests repeatedly commented on how smoothly everything ran, and while they saw a beautiful wedding, we know it was because of the incredible person orchestrating it all. Hiring her wasn't just one of the best wedding decisions we made—it was the best decision we made. She gave us the priceless gift of actually experiencing our wedding day instead of managing it. We would recommend her a thousand times over to anyone looking for someone who genuinely cares, goes above and beyond in every possible way, and delivers absolute perfection.”
Michaela B., 4 months ago
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Avenue Design Studio - Planning & Rentals 
Rating: 5.0 (12 reviews)
  • Offers 6 services
  • Starts at $250
  • Serves Cheshire, MA

At Avenue Design Studio, we began as a floral business, but quickly realized we could offer so much more to our clients. Over our 10+ years of working with couples on those special lifetime moments, we found ourselves stepping in to assist our brides and event clients with planning, vendor coordination, and overall event management. This inspired us to shift our focus and create Avenue Design Studio, a full-service event planning and design company. Whether you’re looking for full-service planning or just need assistance with specific aspects, we provide multiple packages and a la carte options to fit your needs. You dream it, we create it.

“Avenue Design Studio - Planning & Rentals was an absolute lifesaver for our wedding. When our caterer canceled the night before the wedding, Chad jumped into action and put together the most incredible charcuterie board for our cocktail hour. They went above and beyond, spending countless hours that morning to ensure everything was perfect. Chad's attention to detail and tireless efforts truly made our wedding day special. We couldn't have pulled it off without the Avenue Design Studio team, and we are so grateful for their professionalism and responsiveness in a stressful situation. We highly recommend them to any couple planning their big day.”
Jessica W., a year ago
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HAP'N 
Rating: 5.0 (12 reviews)
·Ratings include Zola and Google reviews
  • Offers 3 services
  • Starts at $1,800
  • Serves Cheshire, MA

Jazmine's journey into wedding planning began with a deep-seated love for creating memorable experiences. Jazmine is unwaveringly committed to her partners in planning. She takes the time to understand each couple's vision, preferences, and dreams, ensuring that every detail is thoughtfully considered and flawlessly executed. Her meticulous attention to detail and dedication to excellence are evident in every aspect of her work. Jazmine's approach to wedding planning is centered around collaboration and communication.

Awarded Best of Zola
“Words cannot express how amazing Jazmine and her team are. We got married at my families Christmas Tree Farm (not a wedding venue) and worked closely with Jazmine the entire year leading up to the wedding. We turned a backyard wedding into a venue, and this is all thanks to Jazmine and her team. Every. Single. Detail. Was executed to perfection. You’ll spend a lot of time working with Jazmine leading up to the wedding day. Please trust her process as she knows exactly what needs to happen, what will work best, and how to take everything over so you don’t have to worry about anything. Jazmine listens to your vision, understands where to bring it, and fully brings it to life on your wedding day - without you needing to worry about one thing. Jazmine and her team are hardworking, caring, and dedicated to making your dream day come true. In my opinion, the most important thing about Jazmine is: she isn’t just another wedding vendor to keep tabs on. SHE is the one holding other vendors accountable. SHE is the emotional support on your big day. SHE is the calmness I needed when everything was coming together, but also a little stressful. I am so thankful for our vendor team, but especially Jazmine and her team who flawlessly executed our wedding day.”
Emmy D., 17 days ago