The Best Wedding DJs in Winsted, CT

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246 Wedding Bands & DJs in Winsted, CT

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DJ Dan Fudim 
Rating: 5.0 (45 reviews)
  • DJ
  • Starts at $2,800
  • Serves Winsted, CT
  • Offer

After 14 plus years DJing weddings across New York, New Jersey, and Connecticut, I know the fear is not just bad music. It is awkward MC moments, dead air, generic playlists, and a dance floor that never connects. My style combines real wedding experience with NYC nightlife instincts: live mixing, clean announcements, calm planning, and room reading that keeps every generation included without making the night feel forced.

Awarded Best of Zola
From the moment we booked Dan, I felt this incredible sense of calm. I’d been told by others, “Your DJ will just do whatever they want”, but I quickly learned that Dan is different. He listens, really listens, not just to what you say, but to the things you don’t even realize you’re communicating. He takes those details, both spoken and unspoken, and uses them to craft a wedding experience that feels so personal, you’d think he’s known you for years. Dan’s kindness is the kind you feel, not just in the way he treats you, but in the way he treats your day. He takes his job seriously because he understands it’s not just about music; it’s about moments. And he works tirelessly to protect those moments. There are countless things he does behind the scenes that you’ll never even know about, all to make sure your day runs smoothly and exactly how you dreamed. Our wedding was especially tricky as we were blending Italian and Egyptian traditions, and I wasn’t sure how to make it all flow naturally. I told Dan how important it was to represent both cultures equally while also capturing us as a couple. He didn’t just nod and say, “Got it.” He researched. He planned. He asked thoughtful questions. He made sure every transition made sense, every song had a purpose, and every moment felt intentional. With Dan, you’re not just getting a DJ. You’re getting a guide, a sounding board, and someone who genuinely has your best interest at heart. You can ask him about things that have nothing to do with music— timeline issues, vendor suggestions, tricky wedding-day logistics—and he’ll give you honest, experienced advice because he truly cares about the big picture, not just his part in it. On the day itself, Dan wasn’t just playing music. He was quietly orchestrating the energy of the room. He made sure our guests were always engaged, that the dance floor was never empty, and that the flow of the night matched our personalities. Guests couldn’t stop talking about how perfectly the music blended our two cultures and one friend was literally Shazamming song after song because every single track was that good. Also, if you’re debating about a photo booth, DO IT and book it through Dan. The quality was insane. Everyone loves a photo booth, but these were hands-down the best photo booth shots we’ve ever seen at a wedding. Other agree.Crisp, vibrant, and so much fun—our guests are still raving about them. Dan sends you all the photos taken throughout the night and my husband and I keep going through them. It’s so fun to see our guests having a great time. Dan wasn’t just our DJ. He was our advocate, our cheerleader, and our behind-the-scenes hero. If I could give him 100,000 stars, I would. If you’re lucky enough to have Dan Fudim available for your date, book him immediately. It will be the best wedding decision you make.
Brianna B., a year ago
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Direct Entertainment DJ-PHOTO-VIDEO-BOOTHS 
Rating: 4.7 (61 reviews)
  • DJ
  • Starts at $845
  • Serves Winsted, CT

Your wedding deserves the perfect team — one that’s local, listens closely, and brings your vision to life. That’s us. At Direct Entertainment, we proudly serve couples across the U.S., combining the warmth of a hometown team with the reach of our National brand. Every Team brings the same energy, professionalism, and unforgettable memories — without the stress or the inflated prices. From your first message to your final dance, we make planning easy, transparent, and fun — no matter where love finds you.

Awarded Best of Zola
My husband and I used Direct Entertainment for our DJ and videographer for our wedding and we could not be more pleased!! The team was professional, great at communication, very kind and professional, and they helped make our day absolutely perfect! Jeff, our DJ kept the dance floor alive ALL NIGHT!! When the music had to stop at the end of the night, the dance floor was still completely full and no one wanted it to end. He did a great job announcing the events of the night, made sure that our ceremony music was perfect, and he stuck to our wedding playlist with the exception for a couple guest requests (which we were happy to allow). We were so happy and thankful to have Jeff there! Sie, our videographer also did a wonderful job! We have not yet received our video as our wedding was less than 2 weeks ago, but I already know it is going to be amazing. He was so great with communication, was prompt with his timing, and he even set up a second camera for guests to break away and give us well wishes for our marriage, which I'm so excited to watch back. He was very professional and wonderful to work with. We decided to add videography at the last minute because we thought we might regret not having it, and I am SO happy we asked Jim at Direct Entertainment if they had someone available for our day just a month before, and they did!! Jim, the coordinator at Direct Entertainment frequently checked in with us, asked us questions about ourselves, and genuinely made us feel like he cared about us and our special day. He was great to work with leading up to being assigned our designated DJ and videographer, and even after, he checked in to make sure we were happy and that all of the planning was going well. Overall, we would 1000% recommend Direct Entertainment for any wedding entertainment needs! I know they also offer several other services that we did not utilize, and I'm sure they are wonderful as well! Photos courtesy of Lang at Wandering Wolf Photography.
Bria S., 9 months ago
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SOUL OF BOSTON 
Rating: 5.0 (3 reviews)
  • Band or Ensemble
  • Starts at $9,500
  • Serves Winsted, CT
  • Offer

SOUL OF BOSTON is the funkiest, freshest and most "IN-DEMAND" party band in the Northeast, bar none! So if you want to get your groove on, just watch as this uber-chic, trend-setting, 9 pc musical juggernaut SLAYS dance jam after dance jam and lights your dance floor on fire! With its soul-crushing rhythm section, a horn section that will BLOW YOUR MIND, and 5 LEAD vocalists who hit EVERY high note, SOUL OF BOSTON rocks its way like a BOSS through every musical genre from 60’s Motown and soul classics, to epic 80’s rock anthems, to groovy 90’s “old skool” R&B, all the way to today’s biggest chart-busting pop hits!

Wow! We could not be happier with Soul of Boston! They did a phenomenal job this past weekend for our wedding! They had every single one of our guests on the dance floor the ENTIRE 3 hours!! All of the band members were lovely. So kind and polite and professional!! Of course our guests were blown away but what meant more was hearing how our other vendors loved working with them too. We are so grateful for the energy and time they put into making our day perfect!
Alicia B., 9 months ago
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Elation Entertainment 
Rating: 5.0 (25 reviews)
  • DJ
  • Starts at $1,699
  • Serves Winsted, CT

Elation is defined as extreme, exhilarating joy, and the emotion of great happiness. I chose the name to reflect the high level of service provided and the satisfaction our clients experience. Music has been the center of my life for as long as I can remember. Over the last 20 years, I've performed at hundreds of weddings and private celebrations, held residencies at local bars and clubs, and livestreamed mixshows online. Every one of those experiences shapes how I show up for your wedding.

Awarded Best of Zola
John from elation Entertainment did an amazing job as the DJ for my backyard wedding in September. He was on time, set up with ease, and the quality of his music and announcements was perfect for the outdoor venue. Not to mention that he stayed in constant communication with me for over a year to make sure all of my requests were fulfilled. He truly made sure that my day was worry-free and kept all of our guests on the dance floor all night long!
Abigail H., 2 years ago
Pryme Tyme Entertainment 
Rating: 5.0 (1 review)
  • DJ
  • Starts at $1,850
  • Serves Winsted, CT

FUN. IT’S WHAT WE DO BEST. Approachable, Charismatic, Interactive DJs Our focus is to enhance the vibe of your celebration. If you’re not eating, you should be dancing. We aim to be the most stress-free and FUN part of your celebration from the planning stages to the last song.

Aaron and the entire team were absolutely incredible and played such a huge role in making our wedding reception unforgettable! From the planning process through the wedding day, Aaron was communicative, attentive, organized, and so easy to work with. He made sure everything ran seamlessly and created such an amazing atmosphere from start to finish. The music was exactly what we envisioned, and the dance floor was packed all night long! Aaron did an amazing job reading the room, keeping the energy up, and making sure every moment flowed perfectly. Also, the photo booth was a huge hit throughout the night! If you're looking for a DJ who is professional, personable, and knows exactly how to create an unforgettable celebration, we cannot recommend Pryme Tyme enough. They exceeded all of our expectations, and we're so grateful they were part of our wedding day!
Marissa S., 20 days ago
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HiMotive Entertainment & Photobooth 
Rating: 4.6 (68 reviews)
  • DJ
  • Starts at $800
  • Serves Winsted, CT

2x BEST OF ZOLA award winner! HiMotive Entertainment & PhotoBooth delivers DJ, Photobooth, Special Effect and A/V services for weddings, parties, and corporate events. We use top-tier equipment and treat every client like family. Our flexible music and event packages ensure memorable experiences, with service spanning in all states east of the Mississippi River including Louisiana—major cities like Charlotte, Atlanta, Detroit, and NYC. Book us for customized, high-energy entertainment and seamless event planning.

Awarded Best of Zola
From the moment we booked HiMotive Entertainment & Photobooth, their communication was fast, easy, and personable. He was incredibly professional and went above and beyond to make our wedding day special. When we accidentally ordered the wrong sparklers, he made a miracle happen and got us some beautiful LED sparklers for our grand exit. And the music was absolutely perfect - our dance floor was so much fun all night long! We couldn't have asked for a better DJ. HiMotive truly delivered an outstanding value and we highly recommend them to any couple planning their wedding.
Rachel A., a year ago
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Mystic River Entertainment 
Rating: 5.0 (63 reviews)
  • DJ
  • Starts at $3,000
  • Serves Winsted, CT

Uniquely crafted music and purposeful lighting can empower you to create the most incredible and memorable night. Let me help you make that happen. Mystic River Entertainment is a modern DJ entertainment and lighting company for wedding and private events.

Awarded Best of Zola
Jeff was an absolutely incredible DJ! My wife and I were initially worried about people not dancing at our wedding, but Jeff completely eased our concerns and far exceeded every expectation. From the very first song, he had the dance floor packed and it stayed that way all night long. With 160 guests, I think every single one of them was up and dancing hours straight. Guests are still telling us it was the best music they’ve ever heard at a wedding, and many said they couldn't leave the dance floor because it was too much fun. It was the best night of our lives with our favorite people. Leading up to the big day, Jeff was unbelievably organized and professional. We spoke with a number of DJs, but Jeff stood out immediately as the most prepared and thoughtful. His online planning tools made the entire process seamless and stress-free, and whenever we had questions, he was always quick to respond and reassure us. He took the time to understand exactly what we wanted and then delivered beyond our wildest dreams. He created the perfect edit for our first dance and seamlessly mixed so many of our favorite songs throughout the night Jeff doesn’t just play music he created an unforgettable experience for us. We placed all of our trust in him, and he knocked it out of the park, over and over again. If we could give Jeff 1,000 stars, we would. We cannot recommend Jeff enough to anyone planning a wedding.
George, 10 months ago
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Modern Strings 
Rating: 5.0 (57 reviews)
  • Ceremony only
  • Starts at $650
  • Serves Winsted, CT

We are a husband and wife team located in New Haven, Connecticut who have played over 1000+ weddings and hire professionals from the top orchestras in New England. As a modern couple ourselves, recently married in May of 2021, we are very familiar with the process on both sides. Modern Strings offers a variety of ensemble choices for your budget that range from a solo violinist, to an electric duo, to full string quartet. Whether you are wanting to stay classic or try something unique, our music library can offer you classical, pop, religious, film, jazz music, and more!

Awarded Best of Zola
Choosing Modern Strings for our October wedding was the best choice we could've made! To put it simply, Celine and her team were amazing and incredibly talented!! The string trio played for our ceremony and cocktail hour and truly made it the wedding of my dreams, providing enchanting music to walk down the aisle to and setting the perfect ambiance for our 150 guests. Everyone was raving about how wonderful the music was!! Prior to the wedding, Celine was not only super responsive to all my communications but even helped guide me with my music selections. They have such a massive library and range of music to choose from, it was a hard decision!! If you want to elevate your wedding, appreciate great music/musicians, and want to create a magical experience for your guests please go with modern strings!!
Kate V., 2 years ago
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Austin Charnis Guitar 
Rating: 5.0 (56 reviews)
  • Solo performer
  • Serves Winsted, CT
  • Offer

I’m Austin Charnis, a classical, Spanish, and contemporary guitarist providing live music for ceremonies, cocktail hours, and receptions throughout New York, New Jersey, Connecticut, Pennsylvania, and beyond. With more than 15 years of experience, I create customized musical experiences that reflect each couple’s style, from classical music and romantic Spanish guitar to instrumental arrangements of modern compositions.

Awarded Best of Zola
Austin was absolutely amazing! We hired him about a month out from the wedding after our previous guitarist cancelled on us. Despite how last-minute it was, he dove in head-first, learning the music we needed him to learn, accommodating our requests, and being flexible with our questions and changes. The music itself was played so beautifully (it brought my now-husband who never cries to tears!!) and perfectly, it felt like we hired him a year out as opposed to only a month. Thank you, Austin, for stepping in when we needed you and helping make our ceremony that much more special!
Maddy M., a year ago
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Skylark Music 
Rating: 5.0 (50 reviews)
  • Band or Ensemble
  • Serves Winsted, CT

Jesse and Justin have been playing music together since they met performing in a band at Disneyland in 2001. After moving to Beacon, NY around the same time, it made sense to start an official wedding music business to share their love of music with some of the many happy couples getting married in the Hudson Valley. One thing they love about playing music for weddings is the variety that is required of them. Every gig is different and they all happen on one of the happiest days of the clients' lives!

Awarded Best of Zola
From our initial conversation, Jesse made my husband and I feel completely at ease. We came in with a lot of questions (and, admittedly, a fair amount of overthinking) around song choices and overall vibe, and he met every single one with patience, understanding, and great recommendations. On our wedding day, Jesse and his ensemble were nothing short of incredible. The live music didn’t just fill the space, but set the tone. It elevated the entire atmosphere of our wedding in a way that felt deeply personal, warm, and elegant—perfectly calibrated to who we are and what we wanted the day to feel like! Beyond the artistry, the level of professionalism was unmatched. Completely dialed in, Skylark made everything feel effortless (which, as a couple getting married, is a true gift). We honestly can’t imagine our wedding day without them. Their music made the day what it was. If you’re considering working with them, do not hesitate. It will be one of the best decisions you make!
Rebecca V., 7 months ago
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NATIONWIDE Wedding DJs - A Better DJ And Photographer - HAS STAFF IN YOUR AREA! 
Rating: 4.7 (43 reviews)
  • DJ
  • Starts at $499
  • Serves Winsted, CT

Congratulations, you have the rare opportunity to have one of the best wedding teams in the country at an amazing price for your big day. We have the budget friendly packages and prices that every couple wishes they had. Elevate your wedding celebration with our award-winning DJ-MC services, trusted by over 17,000 couples nationwide for more than 27 years! Our budget-friendly packages ensure that your wedding is not only fun for all your guests, but also stress-free. We also offer stunning wedding photography and HD video services, capturing every precious moment of your special day.

Awarded Best of Zola
I cannot say enough great things about A Better DJ and Photographer! From start to finish, they were absolutely amazing to work with. The DJ brought incredible energy, kept everyone engaged, and created a fun atmosphere while remaining professional and organized throughout the entire event. He was creative, easy to work with, and truly helped make our wedding unforgettable. The photographer was equally outstanding. Both the DJ and photographer went above and beyond to accommodate every need, request, and special detail I wanted for my wedding day. They listened to my vision and worked hard to make sure everything was exactly how I dreamed it would be. Because of their dedication, professionalism, and attention to detail, my wedding was absolutely amazing. They played a huge role in making our special day stress-free, fun, and memorable for us and all of our guests. I would highly recommend A Better DJ and Photographer for any event. If you want to have fun, enjoy exceptional service, and bring your dream event to life, they are the team to hire!
Dianna E., 25 days ago
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Louis Pettinelli Entertainment 
Rating: 5.0 (42 reviews)
  • Band or Ensemble
  • Starts at $3,000
  • Serves Winsted, CT

Louis Pettinelli Entertainment is a musical entertainment company that offers an unrivaled musical experience for clients around the country. We currently service over 25 metropolitan areas throughout the lower 48, and provide musical entertainment for hundreds of events every year. Our past clients include The United Nations, Lockheed Martin, Nationwide Auto Insurance, The Shell Oil Corporation, and many more. No event is too small or large for us. Louis Pettinelli Entertainment has musical ensembles that range from a soloist to a 15 piece party band, and everything in between!

Awarded Best of Zola
We hired Intrinsic Groove to perform at our wedding in April 2026 and it was nothing short of INCREDIBLE. We watched a lot of videos and felt confident they were going to be great, but they far exceeded our expectations. They were high energy, crowd engaging, phenomenal performers who met the vibe every single time. Vocals were KILLER. So many of our guests said it was the best wedding they’ve ever been to and I credit a lot of that to the energy the band brought. On top of a killer reception, they also did incredible ceremony and cocktail hour music that made everything flow harmoniously. You just can’t beat a killer band for your wedding, worth every penny! Highly recommend “Like a Prayer” by Madonna to get all generations singing along!! Photo Credit to our epic photographer, Victoria of An Endless Pursuit
Samantha F., a month ago
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Silver Arrow Band 
Rating: 4.9 (41 reviews)
  • Band or Ensemble
  • Starts at $2,890
  • Serves Winsted, CT

We're live music experts, wedding enthusiasts, and party starters, infusing every event with energy and full dance floors. We're here to make your wedding the greatest party of your life! The Silver Arrows are a premium, customizable 3 to 14 piece band specializing in high-energy music–at a sensible price. Our talented and professional musicians have performed regularly with touring and recording artists including Beyoncé, Camila Cabello, Jay-Z, Justin Timberlake, Lady Gaga, Lenny Kravitz, Rihanna, Stevie Wonder, Sting, Taylor Swift, and Tony Bennett, as well as working and touring with numerous Broadway shows.

Awarded Best of Zola
From our first conversation with Silver Arrow Band, we knew we had found the right fit for our wedding. They were quick to respond to our questions and made the planning process stress-free with their helpful guidance. On the night of our wedding, they delivered an awesome performance that kept the energy high and the vibe fun from start to finish. They managed the flow of the evening seamlessly, knowing exactly when to play what and keeping the momentum going all night long. We danced until the very end, and honestly, we didn't want the night to stop. Silver Arrow Band went above and beyond to make our celebration unforgettable, and we couldn't recommend them more highly.
Amanda S., 3 months ago
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Richards Entertainment | Interactive Saxophonist 
Rating: 5.0 (39 reviews)
  • Solo performer
  • Starts at $3,800
  • Serves Winsted, CT
  • Offer

Matthew Richards is a professional interactive saxophonist. He is the top sought after saxophonist in America. Matthew specializes in offering fun unforgettable live entertainment for Weddings. Having performed for hundreds of Weddings, client's reviews highlight Matthew's Energy, Talent, and Engagement. He is dedicated to making your vision come to life. He also values the relationship with his clients, having an amazing record in exceeding expectations. In hiring Matthew, expect your Wedding to be unforgettable! Matthew's client center approach, his passion & love for music will greatly add value to your special day!

Awarded Best of Zola
"Matt was absolutely incredible at our wedding! He traveled to Boston for us and he lit up the dance floor and made the best dance party. He communicated with our DJ beforehand on songs and style and then absolutely crushed it the entire night! I searched all over for a party saxophonist for our wedding and Matt went above and beyond our expectations. Hire him immediately!!"
Abby & C., a year ago
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MC Fish Entertainment 
Rating: 5.0 (30 reviews)
  • DJ
  • Starts at $2,100
  • Serves Winsted, CT

Whether it be subdued, elegant, wild or crazy, together we will work to come up with the perfect complement of planning and entertainment for your big event! We handle much more than just your music. We coordinate with all of your vendors or book them for you to make sure we’re all on the same page. We help in the various planning stages of your day and even “coach” a little when asked! Most people don’t plan events like this every day, yet we have done hundreds and we are confident we can help YOU make your special day, one of a kind.

Awarded Best of Zola
DJ Fish worked with us each step of the way to make sure the music and entertainment at our wedding was top notch. He offered amazing advice and guidance.
Brina, 9 months ago
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Golden Scroll Soloists 
Rating: 5.0 (30 reviews)
  • Ceremony only
  • Serves Winsted, CT

The Golden Scroll Soloists have been wowing Northeast audiences with a variety of styles for 20 years, melding familiar songs you love into an elegant string quartet experience. We helped popularize the "crossover string quartet", much like the Vitamin String Quartet, during the early days of classical crossover. Our style, now made mainstream by Bridgerton, predated the Netflix hit show by 15 years. We're ready to play for your ceremony, your cocktail hour, or maybe even your reception. Choose from a string quartet, string trio, string duo, or violin soloist. Let's start planning the soundtrack to your happily ever after!

Awarded Best of Zola
Kevin and Golden Scroll Soloists were our favorite vendors that we worked with for our wedding! I would highly recommend them. They're so easy to work with, flexible, and learned a beautiful piece I had selected for my dance with my dad. We hired them for the entirety of our wedding - pre-ceremony, ceremony, and reception. Their music was a highlight of the whole day. Our guests kept coming up to us and saying how incredible the music was. They were so surprised what string instruments could sound like. I cannot say enough good things about them.
Laura M., a year ago
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Rob Alberti Event Service 
Rating: 5.0 (30 reviews)
  • DJ
  • Starts at $2,000
  • Serves Winsted, CT

Pat brings a lifelong passion for music and lighting to every celebration he’s part of. Creating a custom soundtrack and designing lighting that adds depth and atmosphere are central to his approach. He focuses on how a celebration feels from start to finish, guiding the energy of the night with intention and care. Pat works throughout the Berkshires, Hartford, the Connecticut shoreline, the Hudson Valley, Newport, and the greater Boston area.

Awarded Best of Zola
Can't recommend Rob and his team enough! They did an incredible job with our wedding. I was still noticing trees that they uplit late into the night. They hung about 10 disco balls for us which was just SO fun. They were VERY professional and prompt. Will be suggesting them to everyone we know!
Sonya R., 2 years ago
Ariana Strings LLC 
Rating: 5.0 (29 reviews)
  • Band or Ensemble
  • Starts at $1,200
  • Serves Winsted, CT

Ariana Strings creates immersive, unforgettable musical experiences for weddings of distinction. ​With over 15 years of experience and over 800 events, Ariana Strings has become the trusted choice for couples seeking music that elevates their celebration. Our hand-selected ensembles bring concert-level artistry, emotional nuance, and modern elegance to every performance. From timeless classics to pop favorites, our music is crafted to reflect you and leave a lasting impression.​ We bring the concert stage to your wedding day.

Awarded Best of Zola
Ariana Strings was amazing to work with from the very beginning. From our first inquiry to our Zoom calls to pick the right package, Ariana made everything so easy and organized. She sent reminders, questionnaires, and covered every detail to make sure the music was absolutely perfect for our day. Every time we hopped on a Zoom, I left feeling confident we had made the right choice. We were married on 9.13.25, and having Ariana and her team there truly made the day feel magical. The addition of their production manager was such a bonus — everything was timed seamlessly, and it gave us complete peace of mind. Our guests are still raving about the music and how it added the most special touch to the day. We couldn’t be more grateful to Ariana and her team for helping make our wedding unforgettable.
Sarita and A., 10 months ago
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The Music Boutique 
Rating: 5.0 (27 reviews)
  • Band/dj
  • Serves Winsted, CT

INSPIRED MUSIC FOR EXCEPTIONAL MOMENTS! We approach every event with the same thought: People Remember Great Live Music! Whether you're creating an elegant & upscale atmosphere, or something fun & funky – the right live music makes a huge impact and creates a lasting memory for your guests! From our upscale, elegant String Trios, to our fun & funky Jazz groups – we play all the hits from Bach to Bruno Mars, Billie Holiday to Beyonce, Nat Cole to Coldplay, and Sinatra to Stevie Wonder! As a boutique collective, we customize each ensemble and setlist based on your vision, so your wedding day feels uniquely like your day.

Awarded Best of Zola
Working with Scott and his band was the best decision we made on our wedding day. We had a very specific vision where we would have a jazz quartet during the cocktail hour and have the pianist and bassist play classical music during the cocktail hour. While this was an atypical setup (usually Cello and Piano), Scott's band was up to the challenge and they absolutely nailed it! I even got to get up and sing a Sinatra standard, and play a tune on trumpet with the cocktail band to my now wife! What great energy the group had, they welcomed me in with open arms and smiles, and we really couldn't have asked for a more perfect day!
Charlie E., a year ago
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Herbert Holler 
Rating: 5.0 (23 reviews)
  • DJ
  • Starts at $1,500
  • Serves Winsted, CT
  • Offer

Herbert Holler is one of the most recognized, in-demand DJs in New York City and beyond. He specializes in providing the perfect music for your wedding, be it the frenzied dance floor of your reception, the conversation-friendly ambiance of your cocktail hour, or the serene, magical moments of your ceremony. He uses his 25-plus years of event-production experience, extensive knowledge of popular music, 20-plus years of full-time, professional, late-night club and private-event deejaying history, and an uncanny knack for reading party guests to keep you and all of your loved ones happy and having a blast. Holler at Herbert today!

Awarded Best of Zola
From the moment we started planning our wedding, we knew finding the right DJ would be crucial to making our special day truly unforgettable. After speaking with several DJs, we connected with Herbert and instantly knew he was the perfect fit. Herbert's thoughtful, knowledgeable, and caring approach immediately put us at ease. With his extensive experience as an event, wedding & party DJ, he provided invaluable guidance to help us craft the perfect flow and vibe for our ceremony and reception. On the day of the wedding, Herbert's high energy and impressive attention to detail kept our dance floor packed all night long. Our guests raved about the incredible music selection and the fantastic energy Herbert brought to the celebration. We feel so fortunate to have had Herbert's services contribute to our wedding, and anyone looking for a down-to-earth, experienced DJ would be incredibly lucky to work with him.
Leslie & B., 7 months ago
Bright Set Entertainment 
Rating: 5.0 (22 reviews)
  • Production company
  • Serves Winsted, CT

Your wedding day is one of the most important days of your life. With all that pressure, it’s no wonder couples can start to feel stressed. At Bright Set Entertainment, we’re honored to relieve some of that pressure by providing you with each of your wedding entertainment needs. Thinking you’d like a harpist or string quartet for your ceremony, but want a DJ or wedding band for your reception? No problem! Our "Mix & Match" packages offer different combinations of live music, photo booth, and DJ services. With such a wide variety of talented entertainers at our fingertips, it's our pleasure to provide you with exactly what you're looking for.

Awarded Best of Zola
We cannot recommend Bright Set Entertainment enough! We used Bright Set for our wedding at Mountain View Grand in May 2026 and hired them for our DJ, photo booth, ceremony and reception audio, and piano music. From the very beginning, Cassandra was incredible to work with. We spent over a year planning together, and she was organized, responsive, detail-oriented, and always willing to hop on a call, answer questions, or help think through ideas. One thing that really stood out was how invested Cassandra was in making sure everything ran smoothly. She wasn't just someone behind the scenes coordinating logistics — she was actually onsite for our wedding day and felt like part of our team. Unfortunately, we experienced an unexpected fire alarm interruption immediately following our first dance that temporarily paused our reception and forced guests outside. Cassandra, alongside our day-of coordinator, immediately jumped into problem-solving mode. When we were finally able to return to the ballroom, she creatively had us reintroduced to "Fire Burning" by Sean Kingston, which turned a stressful situation into a funny and memorable moment that had everyone laughing. We were so grateful for her ability to stay calm, think quickly, and help keep the energy positive. DJ Dennis was fantastic and kept the dance floor packed all night. He did an amazing job reading the room and creating a fun atmosphere for guests of all ages. The photo booth was a huge hit as well. Guests loved the glow booth and the customized photo overlay, and we ended up with so many great keepsakes from the night. Entertainment-wise, everything was seamless. The ceremony audio, microphones, piano music, reception flow, DJ services, and photo booth were all executed beautifully. If you're looking for an entertainment company that is professional, organized, talented, and genuinely cares about your wedding experience, Bright Set Entertainment is absolutely the team to hire.
Jennifer B., a month ago
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AllStar Weddings & Studios 
Rating: 5.0 (21 reviews)
  • DJ
  • Starts at $1,899
  • Serves Winsted, CT

With over 2,500 Five-Star Reviews we are a Full Service Wedding Team to help with all of your needs. We have a Full Time Wedding Staff to help you find and secure all of your needs to make your wedding dreams come true. Our Vision Statement is "You Have a Vision, We Make it Happen". That is what we pride ourselves on.

Awarded Best of Zola
Allstar was fantastic. Not only were they affordable compared to their competitors but their quality was exactly what we wanted. DJ Thomas Madden made our vision come to fruition. We truly couldn’t have asked for a better mentor to help us along the way. The constant check ins allowed us to rest assured our DJ was on top of it. If you want 5 star quality without breaking the bank, Thomas Madden is your guy! Thank you for everything!
Jordan & M., a year ago
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DJ Lou Paris 
Rating: 5.0 (19 reviews)
  • DJ
  • Starts at $4,000
  • Serves Winsted, CT

DJ Lou Paris is a Wedding DJ out of the Hudson Valley area of NY, providing an extraordinary service to my clients. From gathering all the important information about your wedding in detail to having emergency plans in place to make sure there are no interruptions. I go the extra mile in everything that is done.

Awarded Best of Zola
My wife and I had Lou DJ our upstate wedding and it was more than we could have dreamed of. From the beginning, he was nothing but professional. He met with us multiple times prior to the event to go over music selection, flow of the ceremony day etc. His website was very easy to use and allowed us to have a large role in our music selection for the day, even for the reception dance portion. Everything was reviewed at least 3 times to ensure there were no hiccups, and also to make sure we wouldn't have to worry about anything on the ceremony day. On the day, Lou came in very early to setup and his equipment was extremely unobtrusive and sounded amazing. From the ceremony to reception (and especially cocktail hour), the sound was fantastic and there was not a single hiccup (even with an outdoor ceremony and cocktail hour!). His flow through the reception was so smooth - and as a former college radio DJ, his music choice to fill in the gaps between the 'must plays' we sent him were impeccable!!! If you have a big heart for music and want it to be the backbone of any great party while having one of the most professional guys out there - Lou is 100% your guy. Thanks again Lou!!!!
Kate M., 2 years ago
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Larger Than Life ™️ Entertainment 
Rating: 5.0 (19 reviews)
  • DJ
  • Starts at $1,800
  • Serves Winsted, CT

DJ BrianD Is Larger Than Life Entertainment, Your Versatile DJ 4 All Occasions!! 19+ Years In The Wedding, Corporate Event, & Private Party Industry & 27+ Years Spinning Wax 2 CD’s 2 MP3’s! BrianD Began His DJ Career Packing Out Bars & Clubs All Over New England. He’s Had The Honour Of Showcasing His Talents Performing At The US Open In Vail, CO, Spinning Tracks 4 Richard Simmons At A Private Event, & Volunteering At The Boys & Girls Club In Dorcester, MA, Giving The Kiddos Lessons On How 2 DJ. His Passion 4 DJ’n Transitioned 2 A Different Clientele, Although His Love 4 Entertaining Has Always Remain The Same!

Awarded Best of Zola
Larger Than Life️ Entertainment was an absolute pleasure to work with for our wedding. From our very first conversation, Brian was incredibly thorough, detail-oriented, and comfortable providing guidance to ensure our special day went off without a hitch. His level of knowledge and friendly demeanor put us at ease throughout the entire planning process. On the day of, he was punctual, professional, and quick to adapt to any changes or requests from our guests. He nailed the vibe we were going for, keeping the dance floor packed and bringing the party to life all night long. We couldn't have asked for a better DJ - Larger Than Life️ Entertainment truly helped make our wedding a night we'll never forget. Photography: VMG Productions Location: The Watson Homestead
Meagan L., 6 months ago
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Joey G. Entertainment Dj & Uplighting 
Rating: 4.9 (19 reviews)
  • DJ
  • Starts at $800
  • Serves Winsted, CT

For your wedding, I will create a feel good environment that will connect people through a diverse collection of music and make memories that last a lifetime. I listen to the couples wants and needs to help make their wedding a success. I make sure to give them an experience they will not forget. Ceremony and Cocktail music/ equipment included.

Awarded Best of Zola
Joey G is like my cool uncle except he’s got sick DJ skills. He did our ceremony, cocktail hour, and reception. Not only was he professional and organized, but he also brought an incredible energy to our wedding. For the ceremony and cocktail hour, we provided him with a specific music selection, and even though we never rehearsed together, he nailed it perfectly. During the reception, we gave him a playlist, and he struck the perfect balance between sticking to our choices and reading the crowd to keep everyone dancing. One highlight was when Joey G handed the microphone to people in the crowd, turning our reception into an impromptu karaoke party. It was a blast! He was not only fun and engaging but also very attentive to our needs. He asked how to pronounce each name correctly for the toasts, ensuring everything went smoothly. We requested that he not take song requests, and he respected our wishes completely. The sound quality was stellar, and his equipment setup was flawless. Joey G understood our need for clean music as we had many families with young children attending, yet he still kept the atmosphere lively and fun. The dance floor was packed with all 150 guests! Joey G was also a great help with announcements, coordinating toasts, and working with friends and family to announce the newlyweds and photo groups. His flexibility and attention to detail were impressive. Overall, I highly recommend Joey G to any couple looking for an awesome wedding DJ. He provided a questionnaire that made the whole planning process so easy, and his execution was simply fantastic. Joey G truly made our wedding day unforgettable!
Joseph D., 2 years ago
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Brick Park Entertainment 
Rating: 5.0 (18 reviews)
  • Band or Ensemble
  • Starts at $3,500
  • Serves Winsted, CT

Brick Park is one of the MOST AWARD-WINNING Boston Wedding Bands + DJs of all time! We’ve been performing at weddings for over 15 years, and have received over 20 awards (including Boston’s Best Band by the Improper Bostonian)! Our hundreds of five-star reviews reflect our expertise in creating unforgettable celebrations and dedication to exceptional customer service. We offer our clients full customization, from the setlist to the size of the band. Our Live Band + DJ combo allows you to choose from 2-7 pieces, to create the perfect music entertainment package to suit your unique needs and budget.

Awarded Best of Zola
Thank you Brick Park Entertainment and Julian for taking the trip from Boston Massachusetts to Western Connecticut to play at my daughter’s wedding. From the first email to the last song played working with Julian was a pleasure. He was accommodating, kind and very informative. The process of picking out songs, working on the timeline and introductions was very simple and straightforward. Everything we asked for was accommodated, even our special guest singer. Brick Park really brought the fun, so talented, it was more like a concert than a typical wedding. I would highly recommend getting the DJ to spin songs while the band takes a break. There were certain songs we wanted the DJ to play, and it all worked out perfectly. Thank you to Julian and Brick Park Entertainment for a night we will never forget!!!
Patty M., 2 years ago
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Vibrant 
Rating: 5.0 (17 reviews)
  • Band or Ensemble
  • Starts at $3,800
  • Serves Winsted, CT

Vibrant puts your day first and foremost. Our premier performances and dedication to personalized service has led to our recent induction into The_Knot Hall of Fame 2020. We came together to provide couples with a personalized entertainment experience. Everything from string quartets or harpists for your ceremony, jazz trios for your cocktail hour, and 6 piece bands with horn sections for your reception, we offer it all in one convenient package. I will be working with you directly every step of the way from consultation and planning, to the day of the wedding.

Awarded Best of Zola
We used Justin and Vibrant for a corporate anniversary celebration. Our one goal was to have FUN and did we ever! Justin was extremely professional and an excellent communicator from start to finish. His assembly of musicians and singers was not only immensely talented but also brought our party to an elevated level of enjoyment for everyone. Highest recommendation!
Julie F., a year ago
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DJ Konsept 
Rating: 5.0 (17 reviews)
  • DJ
  • Starts at $1,900
  • Serves Winsted, CT

As a veteran DJ with 20+ years of experience and 250+ weddings, I create sophisticated, custom music programs based on your tastes. I handle all audio logistics—from timeline planning to day-of run-of-show. Pricing: Evening Celebration ($1,900): Cocktail, Dinner, and Dancing with 2 sound stations and polished MC services. Full Day Experience ($2,500): 3 sound stations plus my battery-powered ceremony system for vows on beaches or gardens—no noisy generators. My resume includes tours in the U.S./Europe/Japan, and playing alongside artists like Drake, Calvin Harris, and LCD Soundsystem. I bring elite professionalism to every event.

As someone with a background in the events and music industry, my standards for production are incredibly high. Edwin (DJ Konsept) completely exceeded them for my wife Emily and my wedding in Montauk, NY. From our first conversation, Edwin was the consummate professional. His communication is exceptional- he is highly responsive, asked detailed questions to understand our specific vision, took careful notes, and was completely open to direction. We gave him a complex, multi-stage run-of-show, and he executed every phase flawlessly. He managed our outdoor ceremony, providing perfectly balanced mics and audio so everyone could hear our vows. He then seamlessly transitioned to setting the mood for our outdoor cocktail hour, and ultimately closed the night out by crushing a high-energy indoor afterparty. He arrived over-prepared with backup equipment and intuitively grasped the distinct musical vibe needed for each portion of the day. Technically, Edwin is a master. His beat-matching, transitions, and ability to read a room's energy are unmatched. He completely avoided the typical "cheesy" wedding tracks, weaving together exactly the right mix to keep our guests engaged. Furthermore, his pricing is incredibly fair and transparent, offering immense value for the high-end talent and peace of mind he brings to the table. If you want an incredibly talented, stress-free professional who operates with style and a cool, collected energy, you need to hire Edwin. He made our wedding day absolutely magical!
Corbin B., 5 months ago
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DJ Ore Santana 
Rating: 5.0 (17 reviews)
  • DJ
  • Starts at $1,195
  • Serves Winsted, CT
  • Offer

I’m a bilingual (English/Spanish) open-format DJ & MC who specializes in weddings for couples who want a packed dance floor and peace of mind. I make sure every guest feels included and engaged from cocktail hour through the final song. I focus on smooth transitions, natural energy, and zero cheesy mic work. I provide professional sound, immersive dance-floor lighting, uplighting, and a photo booth guests love — so you can relax and fully enjoy an unforgettable night.

DJ Ore Santana was absolutely amazing to work with for our wedding! From the very beginning, his communication was top-notch - he was always quick to respond to my countless questions and ideas, and was so kind and patient throughout the entire process. On the day of the wedding, he truly listened to what we wanted and was able to create the perfect vibe all night long. The dance floor was packed from start to finish, and he seamlessly went with the flow of the evening, pivoting when necessary to keep the energy high. Our wedding night was absolutely perfect, and we have DJ Ore Santana to thank for that. We cannot recommend him highly enough!
Brandee K., 6 months ago