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The Best 10 Wedding Planners in Cheshire, MA

138 Wedding Planners in Cheshire, MA

Hidden 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.

“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 , 2 years ago

Quick responder

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

Hidden 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.

“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., a year ago

Trending

The Bailey Experience Wedding and Event Co

4.3

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

The Bailey Experience Wedding and Event Co. is a luxury planning firm known for creating elevated weddings on land and at sea. We bring clarity, confidence, and expert guidance to every celebration. Whether you are planning a cruise wedding or a sophisticated event at home, we handle timelines, travel, vendors, and logistics with intention. Every detail is managed with care so you feel supported, relaxed, and fully present. Weddings are planned with precision and executed with excellence at The Bailey Experience.

“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

Trending

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:

“The team at Dhalia Events was incredibly helpful during the lead up to our wedding day! They coordinated with all of our vendors to make sure that all aspects of our event were cohesive and synced up to perfection. Melissa and Deliece were always a few steps ahead of us anticipating all of our needs and addressing any issues that came up with professionalism and care. They made the last few weeks before our wedding way less stressful than they otherwise may have been, and we were lucky to have them! I cannot recommend the team at Dhalia Events highly enough.”

Conor M., 3 years ago

Hidden 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!

“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

Mills Memories

4.9

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.

“From the moment I met Justine, I knew Mills Memories was an awesome wedding planner. She listened to the very creative couple on their ideas and helped plan each one to make it happen. The information she shared with me as a fellow vendor was a blessing! It was only the details that mattered, direct, to the point, no fluff, beautifully outlined and easy to understand. You want someone like her to focus on essential information without all the unnecessary distractions. I appreciate this, as it's completely different and better than most planners I've worked with. The quality of her work and dedication is truly high-end and professional. She went with the flow and kept the entire day running smoothly. I highly recommend Mills Memories!”

Holly G., 5 months 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!

“Dana, Tara, and the entire Thyme and Details team are nothing short of extraordinary. From start to finish, their exceptional management skills, attentive listening, and dedication turned what we thought was impossible into a seamless, unforgettable reality for our September wedding. Their full-service planning is worth every penny—and more. The team handled every detail with precision and care, gracefully adapting to the inevitable twists and turns that come with planning such a major event. They didn’t just meet our expectations; they exceeded them with thoughtful touches and moments of surprise and delight throughout the year-long process. One of the standout aspects was their vendor recommendations. They guided us toward partners who perfectly matched the theme and energy we envisioned for our day, elevating the entire experience. When a major hurdle arose with the delivery timing of some rentals, Dana went above and beyond, advocating fiercely to ensure everything worked out perfectly. Her determination and professionalism made all the difference in what could have been a stressful situation. Thanks to their experience, tools, patience, and boundless endurance, planning became not only manageable but enjoyable. They gifted us a day filled with joy, celebration, and memories we’ll treasure forever. If we could relive the process, we would—and we would choose Thyme and Details every single time. We cannot recommend this incredible team highly enough.”

Brittany W., a year 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.

“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.

“Hiring Caroline and her incredible team at RYE Street Events was hands down one of the best decisions we made for our wedding day. From the moment we met Caroline, her calm energy, professionalism, and attention to detail immediately put us at ease. She took the time to understand our vision, our priorities, and all the little personal touches that mattered most to us. In the weeks leading up to the wedding, Caroline was a true lifesaver — organized, responsive, and three steps ahead of everyone. She coordinated with all of our vendors, created a seamless timeline, and made sure every detail was covered. On the actual wedding day, she and her team executed everything flawlessly. We had purchased a lot of decor and we trusted her to put the vision together, which she did perfectly. Because of Caroline and RYE Street Events, our day ran perfectly. We didn’t have to worry about a single thing — all we had to do was soak it all in. She handled every hiccup quietly behind the scenes and kept everything feeling calm, joyful, and completely stress-free. If you’re considering a day-of coordinator (or any level of planning help), stop searching and just hire Caroline and RYE Street Events. They are the dream team — professional, kind, and truly care about making your day perfect. We can’t thank them enough for helping make our wedding everything we hoped it would be and more!”

Anna L., 2 months ago

Quick responder

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.

“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., 2 months 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!

“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

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!

“I highly recommend Charissa and her team if you're looking for a wedding coordinator/planner! She is so professional, organized, and just the nicest person ever. We had so many questions and worries but Charissa helped us feel at ease throughout it all. She went ABOVE AND BEYOND on the day of the wedding... literally hauling extra chairs with her throughout the botanic gardens so we could get our photographs!! LOL! You can just tell how much she cares about her clients and we so appreciated the effort. We also had Kevin on her team set-up the decor at the venue and they did an amazing job -- we were blown away when we arrived! We got tons of compliments from our guests at how lovely the entire wedding was and I know we could not have pulled it off without Charissa / Simply Loved Weddings!!”

Stephanie, a year 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.

“We hired Steph as our day-of coordinator, and ended up working with her starting at 8 weeks out. She was easy to work with, and truly our wedding went as well as it did because of her expertise. She was hugely helpful in managing communication with our vendors, including a complicated venue, and helped us anticipate and plan for all the small details, like making sure we had something to eat after the ceremony, helping with the layout of the different spaces, and even providing a steamer for my dress. We put our full faith in her abilities and she totally delivered--we highly recommend her!”

Rachel, 3 years ago

Quick responder

MB Events

5.0

Offers 3 services
Starts at $3,000
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.

“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., 6 months ago

Trending

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.

“From start to finish working with Avenue Design Studio was a fantastic experience! I had an initial call with Chad and based on that I knew they were professionals who could bring my vision to life through floral design and day of coordination. Then they continued to provide clear and open communication throughout the planning process and were able to make suggestions as needed to advance my vision. The week of the wedding I was in contact with Morgan who would be our official day of coordinator. Morgan ended up saving the day when our bartender cancelled on us last minute; she stepped in and bartended on top of coordinating. Then she was able to work with me to donate our flowers to a women’s shelter; a cause that hits close to home for me. I cannot recommend Avenue Design Studio enough!!”

Jenna N., a year ago

Quick responder

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., 7 months ago

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., a month ago

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.

“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., a month ago

Trending

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!

“We hired Jessel and her team to help us with our large wedding and she was so professional, consistent, responsive and on top of everything! Would definitely use her again for other events. Thanks Jessel!!!”

Abey & J., 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.

“We loved working with Charity! She is a breath of fresh air! She made me feel comfortable and like she truly cared about us and our family. She handled all of our last minute stresses…. Things I didn’t think of during the planning process (like securing a dance floor for us 2 days before the wedding). I also couldn’t find a officiant, and she was able to help me find one. She calmed me down on my wedding day when I was overwhelmed and freaking out a little. And all of my friends and family loved her, especially my grandmother!!!!”

C&R, 2 years ago

Quick responder

The Perfect Plan

5.0

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

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.

“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, 3 months ago

Quick responder

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.

“Can’t recommend Amanda enough! She went above and beyond for our wedding day. She tackled any issue that came up had such a calming presence for us. They also handled decorations that turned out better than even I planned! As a type-A bride, I felt so comfortable giving her the reigns. Everything came out perfect and beautiful!!”

Payton D., 8 months ago

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.

“I don’t think I can truly explain or fit into a review how amazing Kris with unKAGed events is! We hired Kris because this was a destination wedding for us and we needed help with locating vendors and wanted to feel like we had someone that we could work with in the area that was familiar with the industry and able to coordinate day of for us. I had my initial call with Kris and immediately felt comfortable and listened to with any questions or concerns I had with planning. She offered us different vendors for catering, rentals, dj and cake. She setup up tastings and meetings with all vendors making sure we felt comfortable and confident with every vendor we went with. Kris went above and beyond being CCd on every email and on every call. She provided quick and accurate information throughout the planning process. We ran into issues with our venue along the way and Kris was right there beside us helping us and working through it. What can feel like the chaos of wedding planning we knew we could trust her and rely on her. When it came to day of as a bride it’s hard to feel like you don’t have full control over your day. However trusting Kris after working with her leading up to the big day I knew she was going to do all she could to bring my vision to life and make the best decisions for our wedding. She did just that! I can’t put into words how much she did for us - from all the work leading up, rehearsal, setting up ceremony site, setting up cocktail hour, setting up the reception tables and seating chart and then breaking it all down after - she truly does it all!! I knew I was hiring someone to help us along the way and for the day of our wedding what I didn’t know is I was hiring someone who would care about us the way she did.”

Lee-Anne D., a year ago

Hidden gem

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.

“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, a month ago

Hidden 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

Quick responder

Allure Affair

5.0

Offers 5 services
Starts at $500
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.

“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., 9 months ago

Quick responder

CityLux Events, Boston Wedding Planners

5.0

Offers 5 services
Starts at $3,000
Serves Cheshire, MA
Offer

CityLux is a boutique studio based in the Boston area. We started out as photographers and have recently expanded our services, offering video, and now wedding planning services. We are a small dedicated team of professionals. Our couples are down to earth types, who appreciate attention to detail, and laid back luxury.

“Allie and the CityLux team really outdid themselves! Everything was seamless and most importantly, FUN! I was hesitant to have a large wedding because of all of the planning that it entails, but hiring CityLux to help was hands down the best vendor choice we made. Our planning timeline was put together, and we’re were told what to focus on and when, which was a huge help with juggling life and work outside of wedding planning. Allie helped pull the vision out of my head and put it all together in a way I didn’t even know was possible to achieve! The actual wedding weekend was executed flawlessly, and we’ve had multiple guests tell us that the flow of the wedding day and entire weekend was so seamless. Some even said they had more fun at our wedding than their own kids! Our guests were wowed by the entire thing. You often hear people say their wedding day flies by, but my husband and I both look back on the weekend and know that we were entirely present and able to soak in each and every moment because of Allie and Sarah. I’ll cherish the memories forever!”

Anna D., 2 months ago