The Best Wedding Photographers in Cheshire, MA

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776 Wedding Photographers in Cheshire, MA

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Photo Phrame Photography- Award Winning Wedding Photographer 
Rating: 5.0 (17 reviews)
  • Photojournalistic style
  • Starts at $1,500
  • Serves Cheshire, MA

Back in 2000, we (My Father and I) started creating Professional Wedding Photography that was exceptionally profound, beautiful and meaningful. Today we continue that tradition, but have expanded our expertise and added an Elite team of life-long Professional Friends to bring you the very best Photographic and Cinematic Video Wedding creation and documentation in the North East. Together our merry band of crusading wedding creators will do what no one else can.

Awarded Best of Zola
Tom was an amazing photographer! From the first day that we had a Zoom conference with him, we knew he would be a good fit for us. Communication was clear throughout the entire process (from our engagement photos to our wedding day photos) and he was always friendly and personable. He showed up on time for our wedding and worked well with everyone in our wedding party as well as our family members. He knew how to make us laugh and was more than a welcome guest on our special day. We are so happy to have found Tom in our search for a wedding photographer and could not be happier with the results. We truly felt that he took the time to get to know us and made our wedding day all the more special because of that. Do not hesitate to book Tom for your wedding or any other photo opportunities. Thank you, Tom!!
Jesse C., 2 years ago
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So Behold This Inc. 
Rating: 4.9 (54 reviews)
  • Fine art style
  • Starts at $1,800
  • Serves Cheshire, MA

Whether you're enjoying wedding planning and excited to choose a photographer, or ready for the entire shindig to be over, I want to help and support you from right now until the dance floor, while creating dramatic images that tell a story of you two, your day, and your unique brand of love. Take a look at my full body of work on my website, and if you like what you see and read, let's have our first conversation!

Awarded Best of Zola
When we first spoke with Johnny, there was no hesitation he was who we wanted to work with. Throughout the process, he was our hype man and was always happy to answer any questions, big or small, that we had leading up. Both he and Alegre were absolutely incredible on our big day. From the start, they made us feel so comfortable and made it easy to be ourselves around the camera. We had a lot of fun and they happily helped whenever they could. Johnny has a great eye and captures each moment in a way that brings it to the next level, making them look like true pieces of art while making them still feel true to us. We were absolutely in awe looking back at the pictures. We couldn’t be happier with the experience they gave us. They are truly the best of the best!
Ileana N., 2 months ago
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Danielle Littles Photography 
Rating: 5.0 (17 reviews)
  • Photojournalistic style
  • Starts at $3,799
  • Serves Cheshire, MA

Hi, I'm Danielle (but you can call me Danie) I’ll let you in on a little secret—I don’t love my wedding photos. And while I loved the day, I didn’t connect with my photographer, and it shows. That’s why, as your photographer based in Massachusetts, I prioritize getting to know you as a couple and helping you feel comfortable from the first moment we connect. Because when you feel good, your photos will shine. I'll capture the moments that matter, big and small, and I'll do it in a way that's relaxed, authentic, and true to your vision.

Awarded Best of Zola
Danielle was hands down the best vendor we had for our wedding — truly above and beyond in every way! From the moment I met her, she brought such a calming presence that instantly eased my nerves. Throughout the day, she became my go-to person for almost everything, not just photography. Whether it was helping with timing, keeping us on track, or simply offering a reassuring word, Danielle was always there! She captured every special moment with such care and creativity. The photos are absolutely stunning — timeless, emotional, and full of life. But beyond the incredible images, it was her professionalism, kindness, and calming energy that made the biggest impact. One of my favorite moments of the day was a surprise I had planned for my soon-to-be husband. We play the game “punch buggie,” so I arranged to have a vintage VW Beetle as the ultimate punch buggie surprise on our wedding day. Danielle went out of her way to help make it happen — she reached out to the owner of the car, coordinated the timing and location, and helped execute the surprise flawlessly. It was such a fun and meaningful moment, and it all went off without a hitch thanks to her! I would absolutely recommend Danielle to anyone in a heartbeat!! If we could do it all over again, we’d book her again without hesitation. She is truly a gem and made our day that much more special!
Christine M., a year ago
GemHidden gem
Cinematic Reverie Co LLC 
Rating: 5.0 (3 reviews)
  • Classic style
  • Starts at $4,100
  • Serves Cheshire, MA
  • Offer

My name is Nicole, I've been doing wedding and portrait photography for 10+ years. In 2020, my husband Ben and I got married and now work together doing Wedding Photo/Video. He's been such a blessing, we work together so well. We love to capture not only those big moments but the smaller special things. All those little moments that will last a lifetime.

Nicole and Ben did both our wedding, and anniversary shots. We loved how natural all the photos came out! Highlighting our most authentic selves in the best way! Both have an amazing attention to detail and are always ready to capture the perfect shot… expect to hear the camera clicking in moments you’d least expect! And last but not least both are so kind and fun loving which has a natural way of putting you at ease. 10/10!
Zach & M., 5 years ago
GemHidden gem
Tricia McCormack Photography 
Rating: 5.0 (3 reviews)
  • Classic style
  • Starts at $7,400
  • Serves Cheshire, MA

If you're reading this, you must feel that knowing WHO will capture your wedding day is important. I couldn't agree more. It feels like a dream to live here in the Berkshires with my husband and two sons. My boys could make my heart burst! I moved back here after working in the corporate world in Boston and NYC for 10 years. I am a fitness instructor and being directive in a calm and encouraging way can really be helpful on your wedding day. Motivating others to feel confident and wonderful about themselves is a big source of joy in my life.

We can't say enough wonderful things about Tricia and her team. Her natural, thoughtful style perfectly captured the joy of our special day while highlighting the beauty of Tanglewood and the Berkshires. She was professional, communicative, mindful, and truly so much fun to be around. She genuinely cared about us and making our day unforgettable. Can't recommend her highly enough!
Kelsey H., 2 years ago
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Belanger Photography of The Berkshires 
Rating: 5.0 (2 reviews)
  • Classic style
  • Starts at $3,600
  • Serves Cheshire, MA

So you want to know a little about Belanger Photography of The Berkshires? Hi! I am Jeffrey Belanger, owner and lead photographer of Belanger Photography of The Berkshires. My wife, Kristen Belanger, works alongside me as the second photographer to run our Berkshire based photography business. We specialize in weddings, engagements, and elopements. Outside of business we love to go out hiking, kayaking, fishing, spend time with our families, try new restaurants, and lay on the beach every chance we get!

Jeffrey and Kristen were wonderful to work with for our wedding in July 2023! They really listened to our vision and captured our dream wedding. Their teamwork, communication, and preparation made our day seem perfect. Thank you!!!!
Jodie W., 3 years ago
Avida Love Photography 
Rating: 5.0 (1 review)
  • Classic style
  • Starts at $6,800
  • Serves Cheshire, MA

My name is Amy Whalan. My photography business is based in Berkshire County, Massachusetts and I love to travel for photography so don't be afraid to ask! As a portrait photographer, it can safely be assumed that exploring, light, and people inspire me and that photography is my passion. I’m an aficionado of outdoor sessions, big windows, stylish couples, and gorgeous locations, especially if they involve horses or lots of dancing.

Amy was SO amazing. From the very first meeting to the after party. She was so quick to respond and so fun to work with. The photos are actually so stunning, I was in shock! I look at the gallery basically everyday. Hire Amy!!! She’s the best.
Hannah, a year ago
Casey Dawn Photography 
Rating: 5.0 (1 review)
  • Photojournalistic style
  • Serves Cheshire, MA

If you told me photography was going to be my career 10 years ago, I wouldn’t have believed it. But, looking back, all the signs were there and just had not been fully realized. I have always been attracted to imagery, and was obsessed with fashion magazines growing up… so naturally when trying to figure out what the heck to do with my life, I chose an education in fashion. I imagined I would love city life and working in the corporate world, never wanting to return to my Berkshire roots…. but boy was I wrong.

If you're looking for someone who can perfectly capture every laugh, tear, and wild dance move at your reception, please look no further. Our photographer, Casey was an absolute rockstar from start to finish! Not only did she blend into our wild group seamlessly, but they somehow managed to be everywhere at once without ever being intrusive. Casey caught so many candid, joy-filled moments that we would’ve completely missed, all while capturing such fun and intimate detailed moments between me and my husband. Casey's eye for storytelling is unreal, and every photo feels like a mini time capsule from the best party of our lives. What I really appreciated was their energy – upbeat, calm, and always in the moment. Getting your picture taken by Casey feels like your hanging out with your best friend. You could tell she genuinely loves what she does, and that passion shows in every single image. She made everyone feel comfortable and confident, and it shows in the natural, vibrant shots we now get to relive again and again. We’ve looked through our sneak peak photos about a hundred times already, and every time we find something new to smile about.
Samantha B., 9 months ago
Sundae Design + Photography 
Rating: 5.0 (1 review)
  • Editorial style
  • Starts at $2,500
  • Serves Cheshire, MA

Kari Giordano is an award-winning art, design, and photography instructor who has worked in the arts for more than a decade. She earned her BFA from SUNY New Paltz and her Masters degree from Rhode Island School of Design. Giordano has created design and photography for clients throughout the Berkshires, where she lives, and the Hudson Valley, where she’s from. Her favorite aspect of wedding photography is getting to know each couple and being a part of making their special occasion perfect.

Sundae Design and Photography absolutely made our wedding the greatest experience. Kari was so easy to work with and her ideas were so amazing and helpful. Everything was perfect, from our Save the Dates to our Thank You Cards and everything in between. Not to mention the photo booth! --Those were some of our favorite photos from the night. Kari's photography was really stunning and we will be able to cherish those moments through her lens forever through the beautifully edited photos as well as the really sweet hardcover photo book she made which included some of our favorites. It is just so clear that Kari loves and truly enjoys her work. I would, and have, recommended her to everyone I know getting married.
Jess and T., 6 years ago
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Once Like a Spark Wedding Co. 
Rating: 4.9 (95 reviews)
  • Photojournalistic style
  • Starts at $1,845
  • Serves Cheshire, MA

More than a decade ago, two sisters - knew there had to be a better way to allow talented photographers and videographers to focus on what they do best -- create gorgeous art -- while providing couples with better support in the planning process. Together, they created an all-inclusive, stress-free environment where couples can choose from talented local photographers and videographers and work with a small team of planning experts equipped and eager to make everything a success. With the pressure gone, you can truly enjoy your big day. Relax and rest assured that all the emotional and moments will be documented with unmatched quality.

Awarded Best of Zola
From the moment we booked Once Like a Spark Wedding Co., we knew we were in good hands. Rhi, our photographer, was professional, prompt, and concise in all of her communication leading up to the wedding. On the day of, she was fully present and engaged, capturing all the special moments without being overbearing. Rhi's creativity, personable nature, and great insight allowed her to get beautiful, natural shots that truly reflect the personality of our wedding. We are so happy we chose Once Like a Spark Wedding Co. - Rhi made us feel comfortable and we trusted her ideas and suggestions, which resulted in photos we will cherish forever.
Lisa F., a year ago
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The Talented Photographer - Award Winning Photography. 
Rating: 5.0 (80 reviews)
  • Editorial style
  • Starts at $1,995
  • Serves Cheshire, MA
  • Offer

Hello! We are Christian and Ana. We have put together the best wedding photo & video team in America. Whether you are camera shy or not, you will get beautiful photos with us. That's why couples are raving about us: we get beautiful photos out of EVERY SINGLE WEDDING!

Awarded Best of Zola
We are absolutely thrilled with our experience with The Talented Photographer! Christian made the entire process smooth and stress-free with clear communication and organization that comes with his experience. We chose the Easy Package and our day was captured beautifully. Christopher was our photographer and was wonderful to work with. He was so detail-oriented, which truly made a difference in capturing every meaningful moment. The family and friends we’ve shared the album with are also so impressed. We are very happy we chose to go with The Talented Photographer!
Maura G., a year ago
Ergin Photography 
Rating: 5.0 (70 reviews)
  • Classic style
  • Starts at $1,000
  • Serves Cheshire, MA

Hi, I’m Ergin — a Boston-based wedding photographer with a passion for turning moments into timeless memories. My approach blends modern elegance with natural storytelling. I focus on capturing genuine emotions, real connections, and all the little in-between moments that make your day unforgettable. With experience photographing weddings across Boston and New England, I strive to create a calm and enjoyable experience for every couple I work with. Whether you’re planning a grand celebration or a small, intimate gathering, I’m here to capture your story in the most authentic and beautiful way. Let’s create something timeless together.

Awarded Best of Zola
From our first interaction with Ergin Photography, we were impressed by their fast, kind, and responsive communication style. They were incredibly adaptable and caring throughout the entire process, making us feel completely comfortable in front of the camera and helping to bring out our genuine smiles and moments. The quality of their was great. Ergin was super easy to work with, and the photos they delivered were amazing. We really appreciated their talent and professionalism, and we're very happy with the final results.
Noor, a year ago
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Emma Melin Studios 
Rating: 5.0 (56 reviews)
  • Editorial style
  • Starts at $8,000
  • Serves Cheshire, MA

I am a queer, New York City-based photographer documenting candid joy and human connection. Drawn to emotion and the beauty in everyday moments, I approach my work with mindfulness and intuition – balancing gentle guidance with an observational presence. What I value most about my job is the ability to connect with people and witness their stories unfold in raw, vulnerable ways. I hope that my work is a reflection of these moments: honest, emotive, and intentionally seen.

Awarded Best of Zola
Emma was awesome to work with. Communicating with her from the beginning of the process was super clear, prompt, and professional. She was easy to talk to and has a casual style that I appreciate, while still guiding us through the process and making sure we were on track with scheduling, deciding on details for the day, etc. Of all of our vendors, she was by far the most organized. The quality of her work is simply gorgeous and she managed to make us look much cooler than we really are! She captured all the candid moments we had hoped for, and we were amazed at how quickly she got through our posed photos so we could just enjoy the rest of our wedding day. My dad even commented, "Wow, I don't know when you guys had time to get all of these!" after seeing the gallery. We also had a laundry list of family/wedding party pairings and we got through them all promptly after the ceremony, without a ton of fuss, which is exactly as we'd requested. She pulled us aside after dinner when the sun was at the perfect height to get a few more photos, and they're some of my favorites despite only taking us away from the party for about 5 minutes. The preview gallery came SO fast (I believe it was within a day or two) and the pics were just amazing. She was so accommodating of anything we wanted to do, and also had suggestions whenever we weren't sure what we wanted. I also requested to get a couple photos before our final gallery was done so that my mom could use them for Christmas cards and she was so accommodating of that request and sent them right away. We had a great experience and are so happy with our final gallery. Thanks, Emma!!
Emma D., 2 years ago
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Christopher Duggan Photography 
Rating: 5.0 (50 reviews)
  • Photojournalistic style
  • Starts at $7,950
  • Serves Cheshire, MA

In the 20 years that I've been photographing professionally, I’ve honed my skill of knowing when to step in and make things happen, and when to step back and simply *allow* things to happen. Documenting the REAL emotion of the day is how we capture those picture-perfect moments. They happen organically, not by force, and I promise you: we're not going to miss ANY of them. = )

Awarded Best of Zola
Christopher Duggan Photography was a dream to work with for our wedding. Christopher and his team were timely, personal, professional, and compassionate in all of their communication with us. The quality of Christopher's photography is simply exquisite - the images he captured from our wedding day are extraordinary and magical, truly capturing the essence of our special day. Christopher and his team paid such close attention to detail, and made the day so loving and fun. They were a joy to have as part of our wedding day. I cannot recommend Christopher Duggan Photography highly enough for any special event - their exceptional communication, top-notch skills, and warm personalities lead to photographic memories you will cherish forever.
Madalyn P., 2 years ago
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Promani Weddings 
Rating: 4.9 (50 reviews)
  • Photojournalistic style
  • Starts at $1,600
  • Serves Cheshire, MA

I’m Benjamin — owner, photographer, and filmmaker — and I personally oversee every wedding that comes through Promani. From your first message to the final gallery, I make sure your images feel genuine, timeless, and true to you. Our couples love knowing their memories are handled with a blend of high-end creativity and hands-on attention. If you’re looking for a team that’s organized, warm, and deeply invested in your day, you’re in the right place.

Awarded Best of Zola
Working with Promani Weddings was one of the best decisions we made for our wedding, and Lola and Nathan were the dream team that made it all come to life. Their expertise and creativity truly captured the magic of our day, and we couldn’t be happier with the results! Lola, our photographer, was an absolute joy to work with. Her ability to capture candid moments as well as beautiful posed shots was incredible. She has an eye for detail and a knack for making everyone feel at ease, which resulted in a stunning collection of photos that perfectly reflect the emotion and beauty of our wedding day. Her friendly demeanor and professionalism made the whole experience enjoyable and stress-free. We so appreciated her help in developing our wedding time-line, and her flexibility and leadership when it needed to be altered. Nathan, our videographer, was equally fantastic. His skill in creating a cinematic experience was remarkable. He captured all the important moments, and was so much fun to work with throughout the day. Together, Lola and Nathan from Promani Weddings provided a seamless and memorable experience. Their talent, professionalism, and dedication were evident throughout the entire process, and we are thrilled with the final results. If you’re looking for a photo and video team that delivers exceptional work with a personal touch, Promani Weddings is the perfect choice. Thank you, Lola and Nathan, for preserving our special day in such an extraordinary way!
Jessica S., 2 years ago
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Portraits By Sean 
Rating: 5.0 (47 reviews)
  • Photojournalistic style
  • Starts at $2,500
  • Serves Cheshire, MA



I present fun, elegant, and exciting Wedding Photography for my clients. My style is photojournalistic; I feel it's the most effective way to tell a story. After all, there is so much happening on a wedding day. Between the ceremony, dancing, and endless extravaganzas, the most memorable moments will naturally occur.  My goal is to capture the emotions and memories of your day through my lens. These recollections are your forever keepsakes, a chapter of your life's story. Every image accounts for those who were by your side, delighted for you, and the next step in your journey. I appreciate you for giving me a few moments of your time.t

Awarded Best of Zola
Sean was absolutely amazing to work with! He was always available during the planning process to give me advice on timeline and made our day go smoothly! I am so happy to have booked Sean for our wedding in September! He did an excellent job and I am still so in awe of how well our pictures turned out! I cannot recommend Sean and his team enough!!!
Hanah G., 9 months ago
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Rob Spring Photography 
Rating: 5.0 (45 reviews)
  • Photojournalistic style
  • Starts at $3,900
  • Serves Cheshire, MA
  • Offer

Rob Spring Photography is a wedding photography company in Saratoga Springs, New York. They specialize in candid wedding day photography with a fun twist. With a mix of contemporary and traditional styles, this photographer captures all the details on the couple's special day. Having photographed over 600 weddings, Rob Spring Photography knows how to make couples feel comfortable in front of a camera, or even forget it’s there!

Awarded Best of Zola
Rob Spring Photography is the best in the game! Sarah was so amazing to work with through the entire planning process and was a joy the day of. Our engagement pictures came out amazing and Sarah was accommodating and flexible with her schedule. The day of team was absolutely fantastic. Sarah, Dyan, and Eden made us all feel so comfortable and made taking photos all day so much fun. The photos are absolutely beautiful!! They also got some awesome candid shots during the reception. The sneak peek turn around time was perfect and it was so great to have some quick photos to remember the day while it was still fresh. I can’t wait to see how the rest came out!! Highly recommend Rob Spring & his team for your next occasion. You won’t be disappointed!
Heather H., 2 years ago
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PictureMeThisByLacie 
Rating: 5.0 (45 reviews)
  • Classic style
  • Starts at $4,000
  • Serves Cheshire, MA

My husband and I come as a photo team! We feel your day should be captured your way! So we tailor our style and editing to each unique couple! It’s not about us, it’s about you. We will help you document what is most important to you, the way you envision! Just like you, we have felt awkward in front of the camera. We’ve had photos taken of us that we didn’t like. We will make sure you not only feel comfortable, but that you look good! We give you prompts to keep you moving so you look and feel natural and comfortable.

Awarded Best of Zola
Where do I start with Lacie and Tim?!? Lacie was the first vendor I booked and for a good reason, it took one call and that was it - I knew she would be perfect for our wedding day. My husband and I have always been photo-shy and have often took awkward photos, and had a fear this would happen during our wedding day. There was never a moment that Lacie did not know what to do or what to suggest. We never had to think about it. What I believe contributes to Lacie's photo magic is she is an amazing person, incredibly easy to talk to and a joy to be around, and makes you feel confident and comfortable - we realized during photos it was like we were gabbing and being around one of our friends, and this distracted us from the fact and anxiety that we were actually taking a photo. Not only did this make taking photos fun, but it captured a lot of great candid moments and the photos felt natural and not overly staged. On wedding day, they were on top of it - timely, organized, and efficient. They were also incredibly supportive while we were both pretty anxious. They also give your sneak peaks freaky fast. We have already seen a few of them, and they look straight out of a magazine. It was an absolute joy working with Lacie and Tim, and we definitely plan to use them again in the future as we grow our family.
Ariana & D., a year ago
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Anchor Studios Photography 
Rating: 5.0 (43 reviews)
  • Fine art style
  • Starts at $1,000
  • Serves Cheshire, MA

I’m Edgar, an HTX-raised native with Salvadorian roots. I am the owner, creative director, and lead photographer at Anchor Studios Photography. I'm a wedding and elopement photographer based out of Pittsburgh, PA! However, the stories I capture don't start and end there. I love to travel to capture stories all around the world.

Awarded Best of Zola
We were so impressed with Anchor Studios Photography from start to finish. Edgar communicated with us perfectly throughout the planning process and made everything easy to understand. He positioned us naturally so our photos felt authentic and candid rather than stiff or forced. He captured exactly what we had envisioned, and his professionalism put us at ease the entire time. Beyond just taking pictures, Edgar gave us a fun day together and created one of our favorite memories from the whole wedding planning journey. We made a great choice with him and would recommend Anchor Studios to any couple looking for a photographer.
rae, a month ago
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Ledd Lens LLC, Photo and Film 
Rating: 5.0 (43 reviews)
  • Photojournalistic style
  • Starts at $1,399
  • Serves Cheshire, MA

The company has done over 400 weddings for the last 5 years, so we use these experiences to provide quality services. We also provide discount for Military/Veterans and teachers. We have serviced 42 states so far. We offer both photo and video services. Quicker turnaround time compare to most companies. Our shooting style of is photojournalistic, natural & CINEMATIC. Our editing style is very easygoing & flexible. Our biggest markets are the following: FL, New England area, PA, IL, DMV area, Tri-State area, Southern CA, MI, OH, CO.

Awarded Best of Zola
Ledd Lens LLC was a fantastic choice for our wedding photography. From our first meeting, Ledd was clear, consistent, and approachable in his communication. He took time to understand our vision and preferences. On the big day, Ledd and his team were engaging and patient, skillfully capturing all of the special moments while keeping things light and fun. The end result is a beautiful, detailed, and creative set of photos that we will treasure forever. Ledd delivered excellent quality and value. We highly recommend Ledd Lens LLC for wedding photography - they truly contributed to making our day special!
Jia Y., 2 years ago
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Gloria Bloise Photography LLC 
Rating: 5.0 (39 reviews)
  • Photojournalistic style
  • Starts at $2,750
  • Serves Cheshire, MA

I am SO excited that you stumbled upon my work! I shoot weddings all across Florida & New England! Capturing raw, true emotions as they happen is what I’m all about. I want to capture it all on your big day. From the moments of you putting your dress to the tears running down your face as you read your vows to each other. To the first kiss and “OMG you’re my spouse now!!” feels. To the unexpected Taco Bell run you make after the ceremony or your grandparents getting down on the dance floor. Being able to grab the moments for you to hold to forever, is such a rewarding humbling job for me.

Awarded Best of Zola
Gloria was amazing! Not only did she create such beautiful photos for us (both engagement shot and wedding day gallery) she is such a lovely personality to have with you on your wedding day! The engagement shoot was great- she made us really comfortable and she got such beautiful photos! The day of the wedding we had a second shooter (Sam) who got such great candid background shots to add to the spectacular gallery Gloria shot! The team managed to catch every important moment and I will cherish these photos forever! Side note- Gloria saved the day when we lost hook for my bustle within the folds of my wedding dress, she stepped in and immediately solved the problem. I will be grateful for both Gloria and Sam every time I look at these photos!
Caroline Quigley (., a year ago
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Meraki Photo, Inc. - Award Winning Wedding Photographer 
Rating: 4.9 (36 reviews)
  • Editorial style
  • Starts at $2,300
  • Serves Cheshire, MA

Your wedding day is a story of connection, from the quiet moments you share before the ceremony to the wild celebration on the dance floor. Our purpose is to capture all of it, the big emotions, the small details, and everything in between with a genuine and artistic eye. We don't just take pictures; we create a timeless narrative of your love story that you'll cherish forever.

Awarded Best of Zola
From our very first meeting with Rayleen to discuss what we wanted out of our wedding photos and engagement session, we knew we were in the right hands. She was bubbly, asked the right questions, giving us the feeling that she genuinely wanted to get to know us, and attentive to detail. These characteristics show through her work and we will treasure these photos for the rest of our lives. I also want to add that if you feel semi awkward having photos taken of you like I do, have no fear with Rayleen! I so appreciated that she would gently move me into a position that was the most flattering for me and made me feel so confident. Our photos came out so incredibly beautiful and we will be booking with Rayleen for any and all future events for photography.
Carolyn, a year ago
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Jessica Yurko Photography 
Rating: 5.0 (36 reviews)
  • Photojournalistic style
  • Starts at $4,695
  • Serves Cheshire, MA

You know that all encompassing feeling when you’re revisiting a vivid memory? You can smell the fresh air, feel the way the sun hits your face just so, hear the voice of the loved one next to you, remember the joke that they delivered and instantly you’re laughing all over again. That magic is what I hope to capture as your photographer. It’s my job to hold those moments in time so that they don’t have to fade. You’ll forever be able to revisit the moment, see the exact way they smiled, revisit that incredible sunset, relive the memory and turn back time.

Awarded Best of Zola
Hiring Jess was one of the best decisions we made for our wedding, period! From the first time we met, Jess showed genuine care, attention, and excitement about who we are and our special day. Our work kicked off together during an engagement shoot at Coney Island. She went above and beyond-driving 5 hours from the Hudson Valley to meet us at our dream location. We spent the night together, and she never made us feel like we were on the clock. Jess is truly so generous with her time. Our wedding day was of course, even more special. Taking photos with my husband, Jess, and her brilliant second shooter were some of the best moments of our day. Jess went above and beyond her role of photographer - making sure our special people looked tidy, keeping us all on schedule, and ensuring we were well fed and hydrated throughout the day. What really stood out is the care she showed for my loved ones: a family member with autism, and my 97-year-old grandma; having adjusted the schedule to accommodate them. We received a highlights gallery within days of our wedding, and the full album within 2 months (gratefully before Thanksgiving so we could reminisce over the holiday with our loved ones). Before our wedding, I walked through my Pinterest board with Jess. I see so much of what we discussed shine through in our photos. I am so impressed with Jess' attention to detail and diversity in portfolio - from documentary style to editorial shots. Finally, Jess has great knowledge of our venue, Bear Mountain Inn and the accompanying state park. She took us to incredible hidden pockets in the woods, and navigated to the more heavily trafficked viewpoints with expertise. We are so grateful to Jess for capturing our day with so much warmth and love. Hiring Jess is the best decision you'll make in wedding planning! 3
Rachel, 7 months ago
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Heather Christine Photo + Film 
Rating: 5.0 (35 reviews)
  • Photojournalistic style
  • Starts at $3,000
  • Serves Cheshire, MA

Hiii! I'm Heather Schoolcraft - owner & CEO! I'm a small town gal from WV who LOVES traveling and pops of color. I've designed my entire company around creating authentic + magical love stories. On your wedding day, our goal is to make you feel comfortable in front of the camera, and to focus on the raw + real moments on your day. Don't settle for less because you have to; let ME help you get the photos + video that you've always dreamed of.

Awarded Best of Zola
Working with Heather & Andrew was truly one of the best decisions we made for our wedding. From the moment they arrived, they brought such a calm, encouraging energy that instantly made us feel comfortable. They captured every detail, every emotion, and every moment we didn’t even realize we’d want to remember. Our photos are absolutely breathtaking!!! They somehow managed to be everywhere at once without ever feeling intrusive. The candid shots, the portraits, the tiny in-between moments… all of it feels like a perfect retelling of our day. We will genuinely treasure these photos forever. If you’re looking for someone who is talented, professional, kind, and truly invested in your vision, definitely go with Heather & Andrew! We booked photographers and got magicians!!! I didn’t know we could look that good! Not only did we get amazing photos, we got new friends! They’re the best. Absolutely 11/10 recommend!!!
Johnna & E., 8 months ago
Quick responder
Ali Cushing Photography 
Rating: 5.0 (35 reviews)
  • Photojournalistic style
  • Serves Cheshire, MA

My name is Ali Cushing; a NY-based photographer working in a blended documentary and editorial approach, emphasized with a cinematic method, and a personalized, true to life editing style. I am honored to be entrusted with depicting genuine love, authentic characters, and immortalizing precious memories. I see beauty in the subtle details as much as the wide, epic scene, while I see glory in the mundane in-between moments as much as the heart thudding highs. I am adamant that everyone, of all genders and orientations, any ethnicity, culture, or faith, all shapes, ages, and abilities, are welcome and I’d be delighted to work with you.

Awarded Best of Zola
My husband and I cannot recommend Ali enough to anyone looking for a photographer!! We first got in contact with Ali last year for our planned wedding, but due to unforeseen circumstances we were unable to have our big day, BUT we were lucky enough to transfer her services over to my sister and brother and law! After meeting Ali in person on their wedding day and seeing the magic she can do, it was an absolute no brainer that she would be there for our big day and any and every other event we need photography for! She truly became family and we cannot thank her enough for everything she’s done! She goes above and beyond in her work and truly makes the day so much easier and more fun than ever!
Gabrielle M., a year ago
Erin Wholley Photography 
Rating: 5.0 (34 reviews)
  • Photojournalistic style
  • Starts at $7,000
  • Serves Cheshire, MA

Visit my Instagram for contact info and more photography! — ErinWholleyPhotography • Weddings are a culmination of love, life, happiness, family history, commitment, art, and so much more. My love for photography and the importance it plays in remembering cherished moments spans decades. Photographs are one of the only tangible items you receive after your wedding day (aside from the memories) to help you relive this time for the rest of your days. I will hype you up all day long to make sure you are enjoying every aspect of your day with your partner— that’s truly what it’s all about!

Okay where do I even start? Erin is the absolute sweetest, a true gem! My mother in law referred her, and we couldn’t have been luckier. She made Matt and I feel so comfortable and confident the entire day, and even weeks leading up to the wedding day. The one thing I would recommend is hiring her, because your wedding day is the most chaotic overwhelming beautiful experience, and she keeps you cool, calm, collected and fully present. There would be moments where I would get overwhelmed, and she would just remind me to take a deep breath and enjoy it because it truly goes by in a blink! All my girls and Matt’s guys LOVED her she was hilarious and SO bubbly it would just put a smile on everyone’s face! She also was able to control in a calm manner two wedding parties and a large family, which is hard to do! Love love love her, you need her for your special day! I will be using her for all future shoots (maternity; baby, family etc if she allows LOL)
Stephanie P., a year ago