The Best Wedding Planners in Cheshire, MA

The Best Wedding Planners in Cheshire, MA

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138 Wedding Planners in Cheshire, MA

GemHidden gem
Only In My Dreams Events 

5.0

  • 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
I have worked with several event planners over several years. Oskar & Mike, in my opinion, are the best in the business. They are efficient, knowledgeable, and well-organized and hire the best professionals to work with them, more importantly, they are good people. They are a dream team.
SomeThingsFishyCatering , 3 years ago
Nene's Deco LLC 

5.0

  • 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
GemHidden gem
Katie O' Weddings & Events 

5.0

  • 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 and her team worked with us over nine months to ensure the wedding of our dreams was realized. They kept us on track with all the necessary, decision timelines, recommended our vendors, and visited a number of venues with us. Every minute of the day was orchestrated by the team flawlessly. One of the best moments was when they revealed the venue to us. It was magnificent. We cannot thank them enough.
Tracy M., 2 years ago
Quick responder
Effortless Events 

4.8

  • 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
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The Bailey Experience Wedding and Event Co 

4.3

  • Offers 5 services
  • Starts at $2,500
  • Serves Cheshire, MA
  • Offer

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
We booked Teyanna in 2022 for our August 2024 wedding and did not regret it one bit. It was an absolute pleasure from start to finish. Teyanna was beyond accommodating and informative throughout the entire process. Her precise, creative, and professional "client-first" mentality shone through. From countless Zoom calls to meeting up in person to select flowers, it was more than we could have asked for and were expecting. Her professionalism and creativity showed through when we had to improvise our outdoor ceremony to an indoor one thanks to a horrific tropical storm. She called us on the morning of our wedding to ensure we were doing okay and went over every detail with both my husband and me to make sure she and her team didn't miss anything. We cannot wait to work with Teyanna again in the future.
Stephanie D., a year ago
GemHidden gem
Dhalia Events 

5.0

  • 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., a month ago
Quick responder
Mills Memories 

5.0

  • Offers 4 services
  • Starts at $400
  • Serves Cheshire, MA

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
Working with Mills Memories was an absolute pleasure from start to finish. Her communication was clear, calm, and incredibly effective throughout the entire day. As a vendor, she made my life so much easier, ensuring I got all the shots I wanted and keeping everything running smoothly. Seeing the experience from the happy couple's side, her confidence and calm energy gave me complete peace of mind that the day would go perfectly as planned. I cannot recommend them highly enough to any couple looking for a top-notch wedding planner.
Kade A., a year ago
GemHidden gem
Liv Charron Events 

5.0

  • 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
Liv was amazing and I cannot recommend her enough! She was so on top of things, and that's coming from my extreme type-A self. If you are looking for someone with a "don't worry, I got this" approach and who delivers, BOOK LIV! Even if you think you have everything accounted for, you don't, but Liv does! Liv truly stepped up for the ceremony to make sure all of our requests happened, even with changes happening the day before. The reception was perfect and Liv made sure our vision became a reality. I brought a lot of extra decor so I'm sure it was not easy to set everything up, but Liv made it happen! I was able to enjoy the day and not fret about details. From venue changes to outfit changes to specifically timed songs to props - everything was coordinated perfectly. We cannot thank Liv enough for our wedding weekend :)
Megan, a year ago
Quick responder
Thyme & Details 

5.0

  • 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
Working with Thyme & Details was a dream come true for our wedding day. Dana and her team were prompt, professional and completely focused on making our vision a reality. Their excellent work and attention to detail resulted in so many compliments from our guests. Dana and her team were prepared for everything, seamlessly collaborating with our other vendors and the venue to ensure the day went off without a hitch. As the mother of the bride, I was able to relax and enjoy the entire day without a single worry, as the Thyme & Details team took care of absolutely every detail. The bride was present, relaxed and happy the entire day thanks to their hard work. We would highly recommend this vendor to any couple planning their wedding.
Jenni C., a year ago
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Wedding Planning Plus 

5.0

  • 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., 4 months ago
Quick responder
Before You Say I Do 

5.0

  • 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 from Before You Say I Do was an exceptional day-of-coordinator for our special day. Her communication style was frequent, clear, thoughtful, timely, and she was quick to respond to all of our questions and needs. The quality of her work and the value she provided was excellent-- she is hard-working and was incredibly considerate throughout the entire process. She went above and beyond, offering to bring additional decorations and even showing up the day before to assist with our traditional Vietnamese Tea Ceremony, which was not even on the same day as our official wedding. We had only hired her for her day-of coordination package, but even so, she was a consistent voice and helping hand for us for months leading up to the wedding. I can only imaging if we would have booked her whole wedding planning service, our wedding probably would have somehow been even more perfect than it already was. We are so grateful for her dedication and attention to detail in making our wedding day perfect. I highly recommend booking Annie!
Rachel D., a year ago
Quick responder
Rye Street Events 

5.0

  • Offers 3 services
  • Starts at $1,875
  • 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
Rye Street Events made our wedding dreams a reality.
Nicole & J., a year ago
Quick responder
The Professional Maid of Honor 

5.0

  • 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., a year ago
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Simply Loved Weddings 

5.0

  • 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, a year ago
Quick responder
MB Events 

5.0

  • 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, Doug & the MBE team was truly the best investment we could have made for our wedding day! We booked MBE back in January 2024 for our June 2025 wedding for partial planning & day-of coordination. Throughout the planning process, Marissa was my ROCK, making sure we stayed on track with booking vendors, creating a mood board for our day, budgeting, sending out save the dates and invitations, and taking all the necessary steps for a perfect day. Alyssa, MBE’s graphic designer, created our save the dates and invitations and was so amazing to work with, too! All our prep work led to the most perfect and seamless wedding day. The MBE team took care of EVERYTHING, flawlessly bringing our vision to life in just a couple hours. Thanks to the MBE team, everything was absolutely perfect and we were able to have stress-free morning getting ready with the bridal party. Marissa is pure MAGIC and made me feel so at peace throughout the whole process up until the very end of our wedding day. We’ve heard from so many couples that they were barely able to enjoy their wedding day because of all the stress / coordination, but thanks to MBE I can confidently say we had the best night of our lives at our wedding. It was a freaking dream and we couldn’t have done it without Marissa & her stellar team. BOOK THEM WHILE YOU CAN!
Stephanie E., 7 months ago
Quick responder
The Traveling Tee Events 

5.0

  • Offers 4 services
  • Starts at $3,500
  • 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.

Working with Steph was a dream! We decided to elope on Cape Cod – a new destination for both of us. As we live on the West Coast, we had no idea how to choose a great location or the best vendors from afar. After hours of online research, we stumbled upon a website that specializes in elopements and there was Steph! From the first phone call, it was clear that she is passionate about planning and helping couples have the wedding day of their dreams. She walked us through every decision and was there with recommendations when we had specific questions about enjoying the Cape. She thought of every detail to make our day as smooth as possible – including removing seaweed from the beach the morning of our ceremony! We highly recommend Steph’s expertise and passion to anyone planning their wedding.
Lauren B., 2 years ago
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Avenue Design Studio - Planning & Rentals 

5.0

  • 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 - Wedding Planning was an absolute pleasure to work with. Their communication style was efficient, kind, and trustworthy throughout the entire planning process. The quality of their work and value exceeded our expectations - it was an awesome experience that was even better than we had imagined! They did a fantastic job with the flowers, allowing us to let them handle the style and overall look of the bouquets, table pieces, and the beautiful flower arch, which all perfectly matched our vision. When our wedding coordinator unexpectedly got food poisoning the day of the wedding, they replaced her with someone else seamlessly, without any disruption. We are so grateful to the Avenue Design Studio team for making our special day truly unforgettable.
Jennifer P., a year ago
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Idyllwild Event Design 

5.0

  • Offers 3 services
  • Starts at $7,500
  • Serves Cheshire, MA

Idyllwild is an event design company for revolutionary spirits. We create laid-back and luxurious mountain love parties for New York's most passionate people. Idyllwild serves the Hudson Valley, south-central and eastern Catskills, and Western Berkshires, and functions in a hybrid online/in-person capacity. In addition to helping you plan all the visual aspects of your event, we offer floral design service, vendor and rental recommendations, sourced and custom-built decor and signage, and vintage accent furnishings. If your style is timeless as it is eclectic, rooted in Nature, beauty, and community, Idyllwild is for you!

Jasmin from Idyllwild Event Design will bring your vision to reality. With an open, present, and joyful communication style, she’s a dream to work with. I know any wedding I shoot that Jasmin has designed will be not just beautiful, but personal. She brings romance to every detail, from the breathtaking florals to the impeccable table settings and custom invites. She not only does it all, but does it all well.
Jess L., 9 months ago
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Events by Wei Yuh 

5.0

  • Offers 4 services
  • Starts at $3,500
  • Serves Cheshire, MA

As an event planner with over a decade of experience, I've had the privilege of helping countless couples create unforgettable celebrations. My passion lies in crafting personalized events that reflect your unique love story. From intimate ceremonies to grand receptions, I'm dedicated to ensuring every detail is perfect.

Awarded Best of Zola
Wei Yuh was hired for the task of organizing a lovely and elegant Victorian Romance themed wedding rehearsal dinner at the Omni Parker Hotel on October 24, 2025. Following the dinner, a private Ghost Tour of Boston also took place for the wedding party, and the timing for these events was crucial. She did so professionally, with good communication with myself, the hotel staff, and the florist. From lace table runners to floating candles, everything was perfect when we arrived. Wei Yuh also communicated well with our guests concerning the day’s itinerary, suggestions for appropriate dress (since the ghost tour could be a bit chilly), and handled special needs requests with ease. She took charge of scheduling gift presentations and toasts between courses, tweaking them as needed to meet our schedule. I couldn't be happier with her services and I appreciate the work she put forth to make this event a very special evening!
Nancy D., 2 months ago
GemHidden gem
A Lively Event 

5.0

  • Offers 4 services
  • Starts at $3,150
  • Serves Cheshire, MA

At ​A Lively Event, we specialize in thoughtful, detail-driven wedding planning for couples. Our focus is simple: bringing your unique wedding vision to life while building a genuine relationship with you every step of the way. We believe that planning your wedding should be just as joyful as the day itself. We prioritize communication, trust, and collaboration. Whether you’re dreaming of a romantic mountain ceremony or an elegant ballroom celebration, our team is here to guide you with expert logistics, creative solutions, and unwavering support. We handle the behind-the-scenes details so you can stay present and excited for your big day.

From the very first phone call with Katie with A Lively Event, I knew she was meant to be in our lives. We instantly clicked. Hiring her felt less like choosing a wedding planner and more like gaining a built-in best friend who also happens to be a logistics genius and life-saving personal assistant all wrapped in one. Katie has a remarkable gift for bringing every vision together seamlessly, even when there are many voices, ideas, and passionate opinions swirling in the mix. Every detail was handled with care, every question answered before I even had to ask. If anything went sideways (and let’s be real, there’s always something), she swooped in with grace and handled it before I even realized there was an issue. I never once had to stress or lift a finger. She was our voice, our advocate, and the one person who always ensured our wishes were front and center, and truly was the key to how perfect our wedding day turned out to be. Thanks to Katie, those few precious hours of our wedding day became some of the most unforgettable memories of our lives. Her heart, her hustle, and her unwavering support made every moment perfect. We are forever grateful to have worked with her, and even more grateful that she’s now a part of our life beyond the wedding. If you want someone who will champion your love story with joy and finesse, Katie is the one.
Jessica P., 3 months ago
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Yours Truly Planning 

5.0

  • Offers 7 services
  • Starts at $1,000
  • Serves Cheshire, MA

***CLICK ON GLOBE ICON UNDER PROFILE PHOTO TO FILL OUT WEDDING INQUIRY FORM. WE WILL ONLY RESPOND VIA BY FORM.*** If you would like us to get start on planning directly, we ask that you kindly fill out the form and one of our team members will get back to you as soon as possible!

Awarded Best of Zola
Would hire them again for another event! They were wonderful and professional!
Danielle G., a year ago
Quick responder
Charity Lynn Weddings 

5.0

  • Offers 1 service
  • Starts at $11,000
  • Serves Cheshire, MA

Through intentional design and meticulous planning, I craft a wedding experience that reflects your unique essence, infused with awe-inspiring details. Because your love story is the most extraordinary of all, I strive to create an experience that encapsulates the elements that make you special while meticulously attending to every logistical detail. Imagine a harmonious blend of beauty in the details and a spirit of epic celebration. I am passionate about creating authentic and thoughtfully designed weddings for couples who cherish their families.

Awarded Best of Zola
Charity has what it takes to make your wedding a special and positive experience. She is professional, kind, energetic and positive. She clearly wants to make your ideas and wedding that you have always dreamed of having come true, yet, she has plenty of ideas and suggestions when you are in need of some. She understands people and will want to get to know you as a couple so that she can prioritize giving you the amount and kind of help you need. She is calm voice in the background paying attention to all the little details to remove any stress that couples normally experience on their wedding day so that you can enjoy making memories with each other and your guests. I encourage any bride and groom to schedule a meeting with her. In minutes you will know that this is the right person to help your wedding planning go smoothly.
Joanne E., 2 years ago
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The Perfect Plan 

5.0

  • Offers 4 services
  • Starts at $3,500
  • Serves Cheshire, MA

The Perfect Plan was born from a deep-seated belief that every couple deserves to experience the joy of their engagement without the stress of wedding planning. Our founder, Connie Nye Clark, spent two decades immersed in the hospitality industry, mastering the art of event execution and building a robust network of trusted vendor relationships. She saw firsthand the difference a seamless, expertly planned event makes—not just for the guests, but for the couple themselves. We exist to guide you through every decision, big or small, ensuring your journey to "I do" is as beautiful and stress-free as the day itself.

Awarded Best of Zola
From the moment my husband and I booked The Perfect Plan as our wedding planners, we were impressed by their quick responsiveness and the wealth of information they provided. Connie and her team were incredibly knowledgeable, with a great attention to detail that allowed them to think ahead and ensure our special day ran smoothly from start to finish. Connie's upbeat and excited personality was a calming presence throughout the day, keeping me feeling calm and joyful. We are so grateful to The Perfect Plan for making our wedding day everything we dreamed it would be and more. Their professionalism and dedication truly made all the difference.
Danielle, 4 months ago
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Louisa Co. Events 

5.0

  • Offers 4 services
  • Starts at $1,400
  • 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.

To say Jamie is incredible is an understatement. Having Jamie as our wedding coordinator allowed us to enjoy our wedding to the fullest. She worked with us prior to the date to ensure all our i’s were dotted and our t’s were crossed, eased our stress and made the most perfect event timeline. I can’t imagine our wedding without her help, guidance and expertise. Even our vendors couldn’t stop complimenting her professionalism, organization and kindness! If you are looking for a wedding planner and coordinator, look no further! I would recommend Jamie to everyone.
Jillian, 3 months ago
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Daphne Ashley Events 

5.0

  • Offers 3 services
  • Starts at $3,600
  • Serves Cheshire, MA

Born on Valentine’s Day with a lifelong love for romance, I specialize in creating authentic, thoughtfully tailored weddings that feel effortless and true to each couple 🤍 With over a decade of experience, I bring calm, creativity, and seamless organization to every celebration, ensuring your day runs beautifully from start to finish.

Awarded Best of Zola
We love Daphne Ashley Events!! We opted for the full planning service and have worked with Shay for over a year, she really helped us throughout the wedding planning process that it made our lives so easy and much less stressful than if we did it on our own!! During the day it went on so smoothly since it was Daphne and Shay working as a team. It was such a magical and special day and we can’t thank them enough!
Jacqueline L., 9 months ago
West Monroe Events 

5.0

  • Offers 6 services
  • Starts at $1,500
  • Serves Cheshire, MA

Welcome to West Monroe Events – Your go-to for unforgettable weddings. Serving cities like Austin, Boston, and San Diego. We specialize in crafting beautiful, personalized weddings. Our expert team is dedicated to turning your dream day into a reality, handling every detail with care and precision. From intimate ceremonies to grand celebrations, we ensure your special day reflects your unique love story. Contact us today to start planning a wedding that you'll cherish forever.

Amanda is amazing, simply put. She came out for a wedding at The Videre and seriously brought SO much good energy. It was my first time meeting her, but by how welcoming she was, it felt like I had known her forever. Not only this, she goes above and beyond for her clients. All very needed things when it comes to your wedding day! (Photos are by Brittney Welch)
Robin Y., 10 months ago
GemHidden gem
unKAGed events 

5.0

  • Offers 7 services
  • Starts at $1,400
  • Serves Cheshire, MA

While planning events as a side hustle for over a decade, I have also been a nonprofit event coordinator, farmer, and music festival planner. My background gives me a unique perspective on each wedding I plan. Sustainability, Inclusivity and Couple Advocacy are extremely important to me. Some fun facts: Leo with Taurus Moon and Libra Rising, ENFP, a Peacemaker, and I love a good personality quiz. I'm a sucker for fashion, and like to joke that ! can smell a good consignment/vintage shop. I had a wedding Pinterest 8 years before I even met my husband, and I will do anything in my power to give you the wedding you want.

Awarded Best of Zola
We had a saga of a wedding day, which included 250 guests and spanned 3 venues in downtown Manhattan, NYC. We began working with Kris on a weekly basis starting three months before our wedding. With so much left to be done, we were in desperate need of her professional guidance! Kris assisted us in securing last-minute venue/vendor details and navigated us through all the easily-over looked logistics of the wedding day. She gave honest feedback on how our ideas could be realistically executed, and presented us with reasonable alternatives when needed. Because of her professional guidance and get-s***-done attitude, we knew we were in solid hands. On the day of the wedding, she made sure everything went as smoothly as possible (aka wrangling decor, vendors, and guests to keep us on schedule). When the inevitable wedding mishap arose, we were reassured that she had the issue handled. We loved our time with Kris and couldn't give her enough credit for all her support. Our only regret was that we didn't hire her sooner and for more services! We will definitely recommend unKAGed events to all our friends and family for planning their future events.
V. L., 2 months ago
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Lovelace Design 

5.0

  • Offers 5 services
  • Starts at $7,000
  • Serves Cheshire, MA

NOTE: Please email us directly if interested in working together... At Lovelace Design, we believe that planning your wedding should be a journey filled with moments of joy and connection. We specialize in designing events that are both sophisticated and intentional, so that you can savor every moment of your special day. We offer comprehensive event planning services for busy professionals that don’t have the time to plan every detail leading up to their big day. Our team of experienced planners will work closely with you to ensure that your wedding is truly unique and reflective of who you are.

Awarded Best of Zola
We can’t imagine our wedding day and planning process without Christina—we hired her for wedding coordination and are SO glad we did! From our first conversation with her to our hugs goodbye on the wedding night, Christina was warm, fun, and professional. She kept us and our vendors organized with regular touch points over email and Zoom in the months leading up to the wedding, giving us her professional opinion on ways to make the day flow and feel the way we wanted. During our rehearsal and wedding day Christina was organized, clear, detail-oriented and friendly to everyone involved and we knew our day was in the best hands with her. We were able to be completely present and soak in every moment because Christina and her team were working in the background to keep us on time and problem solving on the fly. If there is one thing you do for your wedding, hire a coordinator—specifically, hire Christina—you’ll be glad you did!
Sara, 3 months ago
GemHidden gem
Cathy's Elegant Events, LLC 

5.0

  • Offers 4 services
  • Starts at $9,000
  • Serves Cheshire, MA

Cathy founded Cathy's Elegant Events in 2010. Although she was born in NYC, her family moved to the Catskill Mountains at a young age, but they maintained a home in Brooklyn. This allowed her to have a unique upbringing in both Upstate New York and Brooklyn, where many of her relatives still reside. Cathy holds a degree in Mathematics and Statistics.

It was so fun getting to spend time with her and getting to know her during this process. Cathy made every little detail of our fairytale wedding come true. She was terrific during the planning process. When I wanted to try to handle projects myself, she stepped back and let me handle them, but was always there if I needed advice or help with anything. When I needed her to be more involved and hands on, I felt completely confident and comfortable letting her take things in the direction that she felt was best. She was always quick to answer emails and talk on the phone to hash out big picture items or last minute details. The week leading up to the wedding Cathy was AMAZING. We spent almost 2 hours on the phone making sure every last detail was taken care of and exactly the way I envisioned it. She ran our ceremony in the pouring rain and was always cheerful and positive, she was there for me for moral support all afternoon while I was getting ready, she helped setup the barn and ceremony beautifully and made sure every detail was in order. During the ceremony and reception, she made sure that my husband and I were taken care of the entire evening. Our day was absolutely perfect from start to finish and Cathy's expertise, guidance and help played such a huge part in the success of our wedding day. Thank you Cathy!! Tim and I are so grateful for all the hardwork and love you put into making our day great.
Elise D., a year ago
Eileen Smith Events 

5.0

  • Offers 5 services
  • Serves Cheshire, MA

Her experience, creativity & knowledge in the event industry puts her ahead of most in the area. She loves creating and working with clients on all levels to make their vision become a reality. "I love getting to know my clients and enjoy becoming their "New Best Friend" prior to the event.". Her talent in design, organization, and management makes any experience working with her effortless. She makes you feel so comfortable & give you the confidence it will be an amazing event.

Eileen was amazing as our wedding planner / month-of coordinator. Both my husband and I were SO glad we hired her. Eileen helped us make so many decisions during the planning process that led to an extremely smooth wedding day - from where the bar was located to how we processed down the aisle, from whether to do cake or a dessert bar, to when champagne was poured - she really nailed it. She also worked with all of our vendors to coordinate setup and was onsite to help make sure everything was set up correctly & as planned. Everyone jokes that something *always* goes wrong on your wedding day, no matter how much you plan, but really we had nothing go wrong thanks to Eileen! She made our day stress-free! It's also important to call out that our venue wedding coordinator quit a couple of weeks before our wedding, and Eileen stepped up and swooped in to make sure our new point of contact at the venue was fully up-to-speed. Thank god for Eileen! I highly recommend her. And if you're on the fence about needing a wedding coordinator -- just take the leap! SO SO worth it.
Claire M., a year ago

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