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
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., 2 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
From the moment I spoke to Madison, I just knew we were in the best hands. The last three months can be extra stressful leading up to the wedding and Madison and her team made me feel so at ease leading up to our big day. From coordinating with vendors on all the logistics, to the small details that I wouldn't have even thought of, Madison and her team always had it covered and handled everything with professionalism and always 5 steps ahead. They truly went above and beyond, allowing us to enjoy every moment without a single worry. And no ask was too small or large - we had to fully dismantle the venue the same night of and Madison and team took this off my plate which was a lifesaving moment! If you’re looking for a wedding planner who will treat your special day as if it were their own, look no further. Thank you, Madison & team!
Christina P., 10 months ago
Quick responder
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
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., 2 months 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
It is not unusual for wedding planning to begin more than a year in advance of your big day. Venue, flowers, decor, churches (bring your own priest which is a thing), engagement photos, DJ, wedding party, save the dates, invitations. The list DOES. NOT. STOP. With all of these moving parts it really makes you wonder how such a complex event can happen without the slightest issue and seemingly end before you know it. Well, Liv is our reason. After months of planning, and picking, and choosing, and changing, and scrapping ideas our bandwidth for creativity and follow-through was wearing thin. Liv saved the day. She seamlessly coordinated communications between all parties and vendors to ensure that everyone was on the same page. I will honestly say that without her our day would not have come together like it did. Everyone tells you that something will inevitably go wrong regardless of how thorough your planning. Liv didn’t let that happen. The groomsmen forgot tie clips. Liv ran 5 blocks to pick up tie clips for the boys and was back before the girls even arrived at the church. Her foresight and planning were impressive but her ability to think and adjust on the fly is what made our day go off with zero issues. We cannot thank Liv enough for her help. Do yourself a favor and let Liv take it from here. Thank you again!!!
Kayla B., 2 years 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
All couples need Dana and her team with Thyme & Details for their big day. We hired Dana as a day of coordinator but she is so much more than that. She went to countless vendor meeting and kept track of all of my overly detailed instructions to make sure each piece of our day (timeline, vendor contracts, etc) worked with those details. When the venue dropped the ball, others got details wrong, or vendors fell through, Dana was always a step ahead and came up with even better solutions than our original plans. Dana really knows the ins and outs of organizing a wedding, is in tune with the Columbus wedding scene, and has incredibly valuable connections. Overall we were blown away by Dana and her team’s professionalism and dedication to our wedding. Dana’s communications were always prompt, detailed, and thorough every step of the way, making the planning process a breeze. She lead our rehearsal too which is exactly what we needed. Her team also went above and beyond the day-of to ensure every aspect of our special day was executed flawlessly. We cannot recommend Dana and her team highly enough to any couple looking for a wedding planning team that will truly make their day unforgettable. Could not imagine our day without her!
Helen S., 3 months 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
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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 is the best person for the job. She was so attentive to all the details of my wedding down to the seconds. She will fix any and all hiccups on your special day and make everything look gorgeous. I would recommend her 100% to everyone
Shelby, 2 years ago
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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
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
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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
I could not have asked for a smoother wedding day. When we first decided to have our ceremony and reception at two separate locations, and eventually realized we would be working with around ten different vendors, I didn’t fully understand how essential an experienced day-of coordinator would be until late in the planning process. Looking back, I’m so grateful I had the foresight to book with MB Events. I worked with Caroline, and she was truly my rock on our wedding day. She communicated clearly and consistently and brought such a calm, genuine presence that immediately put me at ease. We had a few last-minute changes with some guests who were unable to attend while another one was added at the last minute. Caroline handled everything by coordinated directly with the venue to remove chairs and add name cards without needing any prompting from me. I was extremely stressed leading up to the wedding, but in hindsight, I really didn’t need to be. Caroline had everything completely under control! We met four times before the wedding: an initial Zoom meeting, another Zoom call about three months out to review the timeline and vendors, a venue walkthrough, and the rehearsal. She was incredibly detail-oriented and always thoughtful in her approach. It was so helpful to have a professional to bounce ideas off of, and she often raised considerations I hadn’t even thought of. I truly felt like she was my safety net throughout the process. Caroline planned everything down to the minute while remaining flexible and when changes came up. I never once felt rushed, and I appreciated how down-to-earth and approachable she was. Our wedding day came together so well, and I genuinely believe MB Events was the cornerstone that made it all happen.
Amy, 24 days 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.

I won't lie in this review and say that I did not think I needed a wedding planner when my now wife and I were about 8 months out from our wedding date. Steph is absolutely the most worth it investment we made for our wedding. From day 1, you can tell that she is going to make your wedding day and lead up to it as easy and seamless as possible. I genuinely do not think our wedding would have been as smooth or fun if I had to worry about making sure everything was in place and on time. Steph goes above and beyond what you will typically see for a wedding planner, going so far as to meet with your vendors multiple times in the months leading up to your wedding and take A LOT of the worry and stress off of the couple. She was absolutely one of the easiest and kindest people to work with, guiding our choices and timeline with her plethora of experience. Additionally, she does not push anything on the couple that they are not comfortable with, and is always open to having extended conversations about certain topics and being willing to share ideas. I cannot overstate how crucial she was to our wedding, and how much her help changed my mind about needing an amazing wedding planner like Steph. If you want someone who will always be on your side and working to make your day special, she's the right person for you!
Matthew H., 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 - 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., 4 months 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., 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
We loved working with Jessel and her team on a large wedding that wanted us to cater! She was friendly, professional, and personable. We would work with her again if given the chance.
We Are Friendship Boba, 2 years 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 is such an awesome person to work with! She’s very organized, and also inspiring to be around! She really is the best planner around!! I hope we get to work again ASAP!
Jordan Canney, 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.

My husband and I had the most amazing experience working with Jamie. We only had a 3 month engagement, so it was crunch time pretty much the entire time we were planning. We hired Jamie 2 months prior to the wedding, and she made everything so stress free. Anything we asked of her, she was more than happy to do, and if she didn’t have the answer right away, she would find out and get back to us in a very timely manner. I did all the decorating myself, and Jamie had some great ideas to help me execute my day. While she kept things professional, she also felt like a friend. Her kind spirit and go getter attitude was so great to have on the day of our wedding. She handled EVERYTHING the day of the wedding and everything ran so smoothly. Everything that needed to be done the day of was in the perfect spot just where I asked her to put things, and she ran the event flawlessly. She was in contact with all my vendors and she worked out all the details with them so I wouldn’t have to which was the biggest help. My husband and I did not know what to expect going into planning, but Jamie and her team exceeded our expectations. If you are looking for someone to help you plan your wedding, I would say stop looking you have found your girl. Jamie’s assistant was also amazing and just as pleasant. I highly recommend working with Jamie and her team, and I would 100% hire her again for another event. Best experience
Kendra, a month 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
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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
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
GemHidden 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.

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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