The Best Rap & Hip Hop Wedding Bands & DJs in Chestertown, NY

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137 Wedding Bands & DJs in Chestertown, NY

Rap/hip hop
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Luvdup DJs 
Rating: 5.0 (198 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $3,950
  • Serves Chestertown, NY

We are a WOMAN-OWNED and run boutique DJ Agency. We don't provide a cookie-cutter DJ service. We custom design the music to suit you and your fiance. We avoid the corny typical DJ experience so you get exactly what you want to hear at your wedding. We understand that DJing your event involves the perfect combination of bringing fun energy, choosing just the right music and being prepared. We always bring love and FUN to every event we are part of. We fully customize all the music and curate the day so it perfectly matches you.

Awarded Best of Zola
“Gemma is truly a master at her craft--to the point I've had multiple people come to me after the wedding telling me that I had an awesome DJ! We loved that Gemma tailored the dinner and afterdinner music to our vision and I think she really understood us as people. I knew from the first conversation with her with her bubbly energy that she'd be the perfect person to work with. She truly listened to our needs or any concerns we had and also was able to think of things we hadn't since she has so much experience. She also was able to help us out with some lighting needs which was fantastic. Her energy and toptier skills really brought the whole day together and we can't thank her enough!! I'm still so honored that Gemma went so above and beyond for us-- not only did she DJ but she also was there earlier in the day to do our wedding film on Super8! Overall such a cool and unique service. Don't even hesitate booking her, you found the one! 3”
Mariah L., 2 years ago
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The Dj Company 
Rating: 5.0 (5 reviews)
  • DJ
  • Starts at $1,400
  • Serves Chestertown, NY

Elevate Your Wedding Experience with The DJ Company! At The DJ Company, we understand that your wedding day is one of the most significant moments of your life. It's a celebration of love, commitment and the start of a beautiful journey together. As your trusted wedding DJ service, we are committed to making your special day truly unforgettable with our unparalleled expertise, passion for music and dedication to excellence. Contact us today to learn more about our services, check availability for your wedding date and take the first step toward creating the wedding of your dreams with The DJ Company CNY.

Awarded Best of Zola
“The DJ Company was the heart and soul of our wedding. Bobby knew we wanted a fun dance party and that’s what we got. Aside from a perfect setlist, they were on time, kind, professional, and fun to work with. If we renew our vows, The DJ Company will be with us again.”
Kathleen F., 2 years ago
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DJSCOTTYB 
Rating: 5.0 (2 reviews)
  • DJ
  • Starts at $500
  • Serves Chestertown, NY

Bushman Sands Dream Events — is built like a triple‑threat powerhouse: DJ, event coordinator, and ordained minister all in one brand. Here’s a clean, hype‑styled “About Your Business or You” section you can drop into quotes, websites, proposals, or client packets.

“From our first conversation, Bushman Sands Dream Events and DJ made us feel at ease. They kept in touch with us regularly to make sure everything was on track, and they really listened when we talked about what we wanted. They even took the time to build a playlist that worked for our whole family—from the youngest guests to people in their fifties—and they were careful to leave out anything that wouldn't fit our celebration. On the wedding day, they greeted everyone who walked in and made sure people felt comfortable and welcome, which meant so much since my fiancé had some worries from past experiences. Their attention to every detail and genuine care for how our day would go made all the difference. We can't thank them enough, and we would absolutely recommend them to any couple planning their wedding.”
Carissa, 18 days ago
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DJSCOTTYB 
Rating: 5.0 (2 reviews)
  • DJ
  • Starts at $500
  • Serves Chestertown, NY

I’m DJSCOTTYB, the energy and heartbeat behind Bushman Sands Dream Events. I bring a smooth, crowd‑focused DJ style that keeps your event flowing from the first song to the last dance. With years of experience in weddings, parties, and special events, I know how to read a room, match the vibe, and create moments people remember.

“From our first call with Bushman Sands Dream Events, we knew we had found the right DJ for our wedding. They responded to every email and text right away, answered all our questions, and made us feel heard throughout the whole planning process. On the day of our wedding, they kept the energy high with a perfect mix of songs that got everyone dancing. The sound system was clean and clear, and they read the room so well - they knew exactly when to slow things down and when to kick it up. We got so many compliments from our guests about how great the music and atmosphere were. We would absolutely book them again and highly recommend them to any couple looking for a DJ who actually cares about making their day special.”
Michelle, 4 months ago
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Vara DJs 
Rating: 5.0 (166 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $3,500
  • Serves Chestertown, NY

The best weddings have a feeling you can't quite put into words. The energy. The connection. The moments where everyone somehow ends up on the dance floor together. That's what we're here to create. Whether you're envisioning a DJ, our signature live band + DJ hybrid, or a fully customized entertainment experience, everything we do is tailored to create a celebration that feels like you. With thoughtful planning, and a team with taste that expertly matches yours, we'll help bring your celebration to life in a way that feels effortless. Because your wedding should never feel like someone else's. It should feel unmistakably yours.

Awarded Best of Zola
“Empire State Events by DJ Romantics was a fantastic choice for our wedding day. Their communication throughout the planning process was concise, helpful, and personable, putting us at ease. On the big day, their talented, energetic, and people-pleasing performance had our guests dancing all night long. Thaddus played every song on our must-play list and kept the crowd energized with seamless announcements. We couldn't have asked for a better DJ to make our special day so memorable.”
Brittany O., 2 years ago
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Direct Entertainment DJ-PHOTO-VIDEO-BOOTHS 
Rating: 4.5 (124 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $845
  • Serves Chestertown, NY

Guaranteed Compatibility... We will create what you’ve envisioned for your BIG day! Interaction/energy level Tone/vibe to match your personalities Music requests- we honor your playlist/do not play list

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., a year ago
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Supersounds Entertainment Inc. 
Rating: 5.0 (116 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $2,300
  • Serves Chestertown, NY

• 𝗗𝗝𝘀 𝘄𝗵𝗼 𝗿𝗲𝗮𝗱 𝘁𝗵𝗲 𝗿𝗼𝗼𝗺 and keep the energy on point! • Enjoy 𝘆𝗼𝘂𝗿 𝗺𝘂𝘀𝗶𝗰 𝘁𝗮𝘀𝘁𝗲𝘀 for YOUR wedding. • Sit back and relax as we 𝗰𝗼𝗼𝗿𝗱𝗶𝗻𝗮𝘁𝗲 & 𝗠𝗖 𝗮𝗹𝗹 𝘆𝗼𝘂𝗿 𝗮𝗺𝗮𝘇𝗶𝗻𝗴 𝗺𝗼𝗺𝗲𝗻𝘁𝘀 to perfection! We're so excited to bring our experience and energy to your once-in-a-lifetime celebration!!! We have been in business since 1978 (nearly double that of any Vermont Wedding DJ company) and have performed at thousands of weddings since our founding. We are the only Vermont Wedding DJ company that has videos of all our DJs! We also offer photo booths, videography, and wedding up-lighting!

Awarded Best of Zola
“Supersounds was the perfect fit for our wedding! From the moment we first spoke with Joe, we knew we would have a good time. He was very easygoing and professional. On the day of the wedding, Joe was truly in charge and ensured everything ran smoothly. He kept our reception fun and lively by expertly mixing the playlist we had curated, and surprised us with a fun bonus song that really capped off the night perfectly. Joe's professionalism and ability to keep the party going made him an invaluable part of our special day.”
Alexandra L., 2 years ago
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Seductionz Soundz Entertainment & Services 
Rating: 5.0 (82 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,800
  • Serves Chestertown, NY

Seductionz Soundz Ent. is a full-service wedding entertainment and production company dedicated to creating unforgettable celebrations. Our mission is to provide exceptional customer service from your first inquiry to your event day, ensuring a seamless experience. With over 15 years of experience, we deliver high-quality music that keeps your guests on the dance floor. We take the time to understand your vision and bring it to life with professionalism and energy, turning your wedding into one amazing, memorable event. At Seductionz Soundz Ent., we don’t just play music, we create experiences, turning your wedding into one AMAZING event.

Awarded Best of Zola
“Seductionz Soundz made my dream wedding come to life in the most beautiful and unforgettable way. From the moment we connected, Tiffany was phenomenal — her organization, calm presence, and dedication made me feel cared for every step of the way. She listened to my vision, reassured me when I had concerns, and made sure every detail was handled with love and precision. My wedding was in the garden at The Grand Marquis, outdoors during the day, and I dreamed of walking on clouds for my entrance. Because of the wind, I was told it might not be possible. But Tiffany, DJ Dave, and MC Kevin made it happen for me anyway. The moment I walked in surrounded by clouds was truly magical — like something out of a dream — and it is a memory I will cherish forever. DJ Dave and MC Kevin brought amazing energy, kept the flow perfect, and made sure every moment was seamless and full of joy. Even though it was a daytime wedding, the celebration felt full of life, excitement, and emotion. They didn’t just play music — they created an atmosphere. This team didn’t only provide entertainment — they created memories, moments, and emotions that will stay with me forever. They genuinely cared, and it showed. I would recommend Seductionz Soundz, Tiffany, DJ Dave, and MC Kevin to any bride who wants a team that delivers excellence with heart.”
Sharon F., 10 months ago
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HiMotive Entertainment & Photobooth 
Rating: 4.7 (78 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $800
  • Serves Chestertown, NY

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
“DJ Motiv was extraordinary. I was so impressed by his professionalism, communication, and willingness to make sure our night was perfect. I was skeptical at first with some reviews mentioning that the DJ’s weren’t playing the songs they chose. I immediately reached out and that was informed that it would not be an issue. ALL of our chosen music was played, with some song requests of guests (with bride’s approval, per DJ motiv - loved that). DJ Motiv checked in with us constantly, even to make sure our food was at our table, if we needed drinks, if the music was going well, and if there was anything he could do. He was going above and beyond to make sure we had what we needed. I even threw in special requests during my wedding, including him stopping my parent dance half way (on purpose) as if the music turned off, to take the mic and give a short speech. He did it phenomenally. I had a game request, with him being the commentator and director of, and he took that role and ran with it. The wedding guests LOVED him. I have nothing negative to say about his services. Even the photobooth was done great! I also had a custom sign made, with our new last name, and it was perfect! Such a great item to be able keep, and you get a year warranty on it. Anyway, I highly recommend this DJ!! He MADE our wedding perfect. Everyone loved him.”
Gracie W., a month ago
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NATIONWIDE Wedding DJs - A Better DJ And Photographer - HAS STAFF IN YOUR AREA! 
Rating: 4.7 (54 reviews)
  • DJ
  • Starts at $499
  • Serves Chestertown, NY
  • Offer

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
“Nationwide Wedding DJs made finding a DJ for our wedding so much easier than we expected. Michael was quick to respond and got us connected with DJ Danny Crush, who turned out to be perfect for our event. Once we were linked with Danny, we didn't need a middleman anymore and could communicate directly, which streamlined everything. The setup was smooth and Danny kept the energy high all night long. Using an agency like Nationwide to find a local DJ in our area saved us hours of searching on our own. The booking process could use some polish in their planner formatting, but overall we're grateful for how efficiently they got us to the right person for our special day.”
Jazzy M., 2 months ago
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Silver Arrow Band 
Rating: 4.9 (44 reviews)
  • Band or Ensemble
  • Starts at $2,890
  • Serves Chestertown, NY

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
“The Silver Arrow Band was an absolute hit at our wedding! From the very first planning call, their communication was consistent, clear, timely and incredibly helpful as we planned the music for our big day. On the night of, the band's talent and energy kept the dance floor packed - they played a super fun, high-energy playlist that had all our guests dancing all night long and curated/ MCed great music during dinner and in between sets. A special shout-out to Sam, who is from my hometown and did an amazing job keeping the vibes going strong. I cannot recommend the Silver Arrow Band highly enough for any couple looking to have an unforgettable wedding celebration.”
Allison W., a year ago
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DJ Ore Santana 
Rating: 5.0 (44 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,195
  • Serves Chestertown, NY
  • 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., 9 months ago
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Richards Entertainment | Interactive Saxophonist 
Rating: 5.0 (44 reviews)
  • Solo performer
  • Starts at $4,000
  • Serves Chestertown, NY
  • 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
“Richards Entertainment Interactive Saxophonist was a fantastic addition to our wedding day. From the beginning, they were really efficient, easy to work with, and inviting and friendly. Matthew, the saxophonist, brought great energy to the dance floor and had everyone up and moving. We were surprised to see how packed the dance floor was of all ages. everyone was really enjoying themselves! Matthew can jam to any kind of music (classics, Bollywood, dancehall, modern hits) and is an amazingly talented musician. It was so much fun to have him at our event, and we're so grateful for to him!”
Nupur P., a year ago
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Cover Story Entertainment 
Rating: 5.0 (42 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Serves Chestertown, NY
  • Offer

Cover Story Entertainment (as featured in all the leading and best publications all over New England and beyond as well as TV shows) was established by Chris Troxell, when he graduated from Berklee College of Music with a performance degree and a passion for perfection. Since the initial launch, CSE has expanded their entertainment and event services, offering clients the ease of single vendor coordination with the benefit of access to our prestigious performers, photographers, and videographers. A 12-year winner of Knot’s Best of Weddings and 13-year winner of Couples’ Choice Awards, CSE is among the BEST of NEW ENGLAND

Awarded Best of Zola
“We worked with Cover Story for our wedding in July and had the best experience. From the beginning Cover Story went above and beyond, they were easy to communicate with, very organized, and even learned our first dance song, which made it so special. The dance floor was packed all night and our guests are still raving about how great the band was. Highly recommend if you want your wedding to feel like a huge party!”
Erin H., a month ago
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DJ Alan C 
Rating: 4.6 (40 reviews)
  • DJ
  • Serves Chestertown, NY

Over 25 Years of DJ'ing experience. Providing professional sound and lighting at reasonable costs. With an extensive library of over 200K songs providing music for all types of genres. Able to beat mix music when needed.

Awarded Best of Zola
“Alan C was easy and great to work with! We had a music range from Bad Bunny, Creed, The Killers and more! We shared with him a playlist of some of our favorite songs, a list of "do not play" whether they were styles of music, artists or specific songs and a "must play" list. His online forum was easy to navigate and use. We loved the uplighting and the audio guestbook (phone)!! Also I appreciate that he read and followed through with all the small notes we left for him (specifically we asked for father/daughter, mother/son and first dance to end after the chorus and not play the entire 3-4 minutes). Such a great time. We received so many compliments on our music and the dance floor was busy all night long! He was always very responsive and quick to work with any last minute changes (we had a rainy day).”
Chris & M., a year ago
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Upbeat Occasions 
Rating: 5.0 (36 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,799
  • Serves Chestertown, NY

It’s the one-on-one relationship that you have with your event host throughout your planning that will, and absolutely should, spill over into the atmosphere of your event. Getting to know you with the desire to personalize your entertainment, not simply customize, is a large part of where creativity comes from, and not just mine, but yours as well! I love to offer many suggestions and ideas for your event but also find it just as important to hear your "unique" and "awesome" ideas.

“From start to finish, working with Upbeat Occasions was a breeze. DJ Chris was responsive to our requests and took time to really understand what we wanted, while also reading the room and keeping the energy right all night long. His transitions were smooth and the song order kept people engaged—the dance floor didn't empty once, and I was out there dancing to nearly every track. What impressed us most was how laid back he was while staying totally in tune with what the crowd needed, and our guests wouldn't stop raving about the music selection. Chris made our reception feel effortless and fun, and honestly, it's hard to imagine our day going any better. We'd absolutely recommend Upbeat Occasions to anyone looking for a DJ who actually cares about making your wedding special.”
Charlotte C., a month ago
Groovin' You Entertainment 
Rating: 5.0 (29 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Serves Chestertown, NY

We are Groovin' You Entertainment (GYE), your premiere destination for live music experiences that transform your events from fleeting moments to lasting impressions. GYE has been delivering excellence in the entertainment industry since 2010, curating a roster of unmatched world-class talent and expertly-crafted playlists that get everyone from 7 to 70 and beyond on the dance floor and keep them there all night.

“Groovin’ You Entertainment was an absolute dream to work with for our wedding! They provided ceremony sound and cocktail-hour musicians, and everything was truly perfect. The ceremony audio was seamless, and the music during cocktail hour created the most romantic atmosphere — our guests are still talking about how beautiful it all felt. The planning process was incredibly easy and stress-free. The team was organized, responsive, and made sure every detail was taken care of so we could simply enjoy the day. We’re so grateful for their talent and professionalism. Highly recommend GYE to any couple looking to elevate their wedding experience!”
Elise S., 10 months ago
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Unique Class DJ's 
Rating: 5.0 (28 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,000
  • Serves Chestertown, NY
  • Offer

For over 25 years, Unique Class has performed in various venues and establishments throughout New York and Beyond. Our Superstar team of Highly Talented Latin DJ's, Bilingual (English/Spanish) MC's & Party Motivators have provided superior quality entertainment for hundreds of Weddings, Sweet Sixteens, Corporate Events and More! Born and raised in the diverse communities of Brooklyn, NY, we bring a cultural blend and style of music that ranges from Salsa to Top 40, Merengue to Motown and more. An extremely diverse musical library, every genre in our library has been touched over the years. From your favorite classics to the songs of today.

“I hired Unique Class DJs for our wedding and people STILL talk about our wedding and how much fun it was (that was back in 2014). Many friends have said, “you guys should have a 10 year anniversary party and get the same DJ!” Javier is amazing, professional, a great communicator and overall reliable. We met prior to the wedding to go over our favorite music choices and just with a simple list of songs, he was able to create an amazing playlist/mixes of songs that kept to party going ALL night. One of my guests even mentioned she caught two wedding crashers who were dining downstairs at the restaurant of our wedding venue who joked “we had to come upstairs and take a look because the music is great!” Several years later we hired Unique Class DJs for our daughter’s birthday and Javier was also amazing. I’ve also recommended clients to Unique Class DJs and all are extremely satisfied.”
Anthony S., 9 months ago
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The Barnstorm 
Rating: 5.0 (28 reviews)
  • Band or Ensemble
  • Starts at $22,500
  • Serves Chestertown, NY

The Barnstorm is an NYC-based party rock wedding band, best known for their electric and engaging dance party receptions. It's been said they're "not a real wedding band," but rather "an incredibly fun and engaging band that just happens to absolutely rock weddings!" Whether it's today's hits, top 40, hip hop, classic rock, Motown, and all things in between, The Barnstorm can do it all - putting their own spin on everything they do.

Awarded Best of Zola
“If I could give The Barnstorm Band more than five stars, I would! They performed at our wedding on June 14 at The Roundhouse in Beacon, NY, and they absolutely exceeded every expectation. From the elegant and heartfelt ceremony music to the last song of the night, they were phenomenal. The dance floor was packed from the moment they started playing until the very end of the reception. They have an incredible ability to read the crowd, keep the energy high, and seamlessly transition between songs to keep everyone engaged and having the time of their lives. Our guests are still talking about how amazing the band was and how much fun they had dancing all night. What truly set The Barnstorm Band apart was their willingness to make our wedding feel uniquely ours. We are huge fans of Phish and Goose, and they actually learned songs specifically for our wedding. Not only did they learn them, but they absolutely nailed them! It was such a special and personal touch that meant the world to us and made the celebration even more memorable. Beyond their musical talent, they were professional, responsive, easy to work with, and clearly passionate about what they do. They brought sophistication when the moment called for it and then turned the reception into an unforgettable party. If you want a band that will wow your guests, keep the dance floor packed, and create memories that last a lifetime, book The Barnstorm Band immediately. They were one of the best decisions we made for our wedding, and we couldn't recommend them more highly.”
Carolyn, 3 months ago
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Larger Than Life ™️ Entertainment 
Rating: 5.0 (26 reviews)
  • DJ
  • Starts at $1,800
  • Serves Chestertown, NY

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
“From the moment we first spoke with Brian, we knew we were in great hands. He’s so easy to talk to, professional, and truly on top of everything. Planning a wedding can be overwhelming, and Brian was there every step of the way—not just as our DJ, but as a calming and supportive presence. He gave us great suggestions on song choices to keep the energy upbeat and make sure all age groups felt included. When I was unsure about other vendors like hair and makeup, Brian even stepped in with thoughtful recommendations—he really goes above and beyond. On the big day, everything flowed perfectly. Brian kept the schedule on track, the energy high, and the dance floor full. We wanted the music to reflect both me and my husband’s taste, and Brian made it all come together seamlessly. We couldn’t have asked for a better DJ. He was such a big part of what made our day unforgettable. Thank you, Brian!”
Kristina, a year ago
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DreSteff Events 
Rating: 5.0 (25 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,650
  • Serves Chestertown, NY

DreSteff Events: Music That Moves You! We believe your wedding deserves more than a playlist—it deserves a soundtrack that tells your story. Based in Montclair, NJ, we specialize in creating moments that feel as real and unforgettable as the love you’re celebrating.

Awarded Best of Zola
“DJ Steff was fantastic — we got compliments from guests of all ages all night. He was responsive, organized, and flexible; when we decided last-minute to skip the shoe game due to golden hour timing, he adapted without any fuss. The ability to submit must-play, play-if-possible, play-if-requested, and do-not-play lists separately was a great touch, along with the complimentary dance floor lighting and photo booth. Our guests raved about what a great DJ he was too. One of them even said “I want to get married again just so I can hire your DJ”. Highly recommend!”
Kayleigh S., 4 months ago
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Shawn Gillie Entertainment 
Rating: 5.0 (19 reviews)
  • DJ
  • Serves Chestertown, NY
  • Offer

Shawn Gillie has been heard on FLY 92.3, B95.5, 107.7 GNA and many other stations in the capital region. He has hosted large events and festivals and specializes in weddings. Shawn not only offers DJ services but also Audio Guestbook and Photo Booth Services as well. Reach out for pricing and packages!

Awarded Best of Zola
“Shawn did an incredible job as the DJ at a wedding here at Brookledge! He kept the energy up, the dance floor full, and created a great atmosphere for the entire evening. His music selection perfectly matched the couple’s style, and everyone had a blast. We highly recommend Shawn for any wedding!”
Helen, 2 years ago
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DJ Maxx Saint 
Rating: 5.0 (16 reviews)
  • DJ
  • Starts at $1,399
  • Serves Chestertown, NY

DJ Maxx Saint is a professional Wedding DJ serving New Jersey, New York, and Pennsylvania. Specializing in elegant, high-energy wedding receptions, DJ Maxx Saint provides live mixing, clean music, and seamless event flow from the ceremony through the final dance. Known for personalized playlists, refined crowd reading, and a modern QR-code music request system, each celebration is thoughtfully curated to reflect the couple’s vision while keeping the dance floor full all night.

Awarded Best of Zola
“DJ Maxx Saint is amazing!! He was so great to work with, made everything very clear, and worked very hard to make our day amazing. We had three different spaces with music/mics at our wedding, and each was perfect. DJ Maxx made it effortless, and everything flowed perfectly. We had an outdoor ceremony and cocktail hour and a tented reception and everything worked perfectly. He made sure the reception was so fun and everyone was enjoying themselves. He helped us set up a great flow for reception and was super flexible when things changed. He made the party so fun and made our super mixed song request work perfectly. I highly recommend DJ Maxx Saint for any wedding!!!”
Stephanie B., a year ago
DJ Lucas Walters 
Rating: 5.0 (15 reviews)
  • DJ
  • Serves Chestertown, NY

Lucas Walters is a DJ, creative director, event producer, and restaurateur. With an ethos rooted in music, culture, hospitality, and experience, Lucas’ client portfolio spans Fortune 500 companies, Industry leaders and mavericks, Austrian royalty, couples madly in love, and individuals who love to dance. He’s provided creative services and musical direction for weddings, international conferences, corporate events, retreats, films, some of the world's most beloved nightclubs, and underground music events and festivals.

Awarded Best of Zola
“Lucas is an absolute rock star! He was extremely easy to work with leading up to our wedding and on our wedding day. The music he selected for the whole day/night was on point and kept everyone movin' and groovin'! We highly recommend Lucas to be your DJ for any event.”
Dominick M., 5 years ago
Quick responder
EP Event Group- DJ-MC-Musicians-Lighting-Photo-Video & More! 
Rating: 5.0 (13 reviews)
  • Band or Ensemble
  • Starts at $850
  • Serves Chestertown, NY

Ep Event Group is a full scale, full service event production company, based in Westchester and serving the tri-state area with entertainment excellence and reliability for 36 years. We are a one stop shop for all of your wedding entertainment needs, including DJs, MCs, Professional Sound, Lighting, Staging, Musicians, Photography, Videography, Photo booths and so much more! We can and will work with your budget- Owning all the specialty upgrades & Enhancements allows us the freedom to do this. For Instance Book DJ MC Package /Free Photo Booth of your choice ! Book Photo & Video Team take 30% off total combined cost! Congratulations -

“Our wedding was an absolute blast thanks to the incredible team at EP Event Group. From the moment we first spoke with them, their communication was clear, professional, and personable. They were hardworking, outstanding, and incredibly attentive throughout the entire planning process and on the big day. During our first dance, they flawlessly transitioned when we wanted, and when I gave a subtle nod, they seamlessly invited the rest of our guests to join us on the dance floor. They really know how to get everyone moving and I just wish I could be out there dancing again! I highly recommend EP Event Group - they are true professionals who are on-time, flexible, and willing to adapt to make your wedding day perfect.”
Jayson, 9 months ago
Quick responder
Platinum Entertainment 
Rating: 5.0 (12 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Serves Chestertown, NY

Hello my name is Tony Mancuso. I am a DJ/Entertainer. I have spent half my life making people happy out on a dance floor. I love music and I love the way music makes people feel. You are hiring me to DJ the biggest day of your life and that is a responsibility I do not take lightly. My Philosophy is simple...I Work For You! MY # 1 priority is to make your event amazing from start to finish...No Exceptions! Together we will create a playlist for your day that represents your unique tastes and one that will provide the most enjoyment for you and your guests. Your love is unique...so should be your Wedding Day.

Awarded Best of Zola
“The first time I met Tony I knew he was going to be our DJ. He was so easy to talk to, and aside from that out of all the DJs we met with he was the only one that asked us what we wanted and what kind of music we had in mind. Hiring Tony was by far THE BEST decision we have ever made. Our dance floor was packed all night, and even the event staff were dancing throughout the night because he was that good. Everyone I talk to raves about how much fun they had and how awesome he was. Not only will he make sure the music is great and your dance floor is on fire, but he actually cares about what you and your significant other want. The week before our wedding so many vendors were reaching out to us about all the things that needed to be finalized; but when we met with Tony that Tuesday before our wedding he was such a breath of fresh air. After that meeting my finance and I were like okay we are ready, and we know we are going to have fun. Not only is Tony himself an amazing DJ and person but so are the other members of his team. One of his associates was the DJ for our afterparty and he was equally as amazing. We can honestly say that we had SO MUCH FUN at our wedding and a large part of that was due to Tony and his team. We would hire Tony and his team again in a heartbeat and we recommend that you hire him too!”
Maria M., 2 years ago
Quick responder
DJ Chris Johnston - Love of Music 
Rating: 5.0 (11 reviews)
  • DJ
  • Starts at $2,750
  • Serves Chestertown, NY

Recognized as one of the top DJs in Upstate New York, Chris Johnston is the premier choice for couples seeking a sophisticated and dynamic DJ experience in the Capital District area - covering the Albany, Saratoga Springs, Lake George and Adirondack regions.

Awarded Best of Zola
“My wife and I got married two days ago, and hiring DJ Chris Johnston was one of the best decisions we made. I would recommend him to anyone without hesitation. I could not wait to write him a review. Music was really important to us, and we have pretty eclectic tastes, with different genres and must-play songs we each cared about. I was getting a bit stressed during the planning process, but Chris was incredibly patient and easy to work with. After meeting with him, it became clear the best approach was to give him our key songs and overall vibe, then trust him to read the room, that turned out to be exactly right. Our wedding crowd was diverse in age and music preferences, and Chris handled it perfectly. He seamlessly balanced different styles and kept the dance floor going all night. In just the past two days, we've had people of all ages tell us how great the music was. This is just one example of many messages we've received: "I don't know who picked your music selection, but it was the best ever. It had a lot of our kind of music, then switched back and forth with the younger generation's music. Loved it!" What's impressive is that while he played our must-play songs, a lot of the night was driven by his instincts, and he absolutely nailed it. We're incredibly grateful for his role in making our night so memorable. If you're considering a DJ, book Chris, you won't regret it.”
Christopher F., 5 months ago