The Best Wedding DJs in Chilmark, MA

The Best Wedding DJs in Chilmark, MA

How do we sort results, including Sponsored Ads and personalized results?


171 Wedding Bands & DJs in Chilmark, MA

Quick responder
Lex Musiq 
Rating: 5.0 (11 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $2,000
  • Serves Chilmark, MA
  • Offer

I’m Alex, professionally known as Lex Musiq, a wedding DJ and founder of Toast to That Entertainment. After years of building an entertainment company and creating celebrations for hundreds of couples across New England, I launched Lex Musiq as my personal DJ brand for couples seeking a more elevated, hands-on experience. Music has always been about more than simply playing songs for me. I love creating moments, reading a room, bringing different generations and cultures together, and building a celebration that genuinely reflects each couple.

“We had such a great experience with Lex for our wedding! From the beginning, he made the whole planning process easy and really took the time to understand the vibe we wanted for our day. The music was one of the best parts of the night. Lex kept the dance floor going, played a great mix for everyone, and did an amazing job reading the crowd. Our guests were dancing all night and we had so many people tell us afterward how much fun they had. Lex was professional, easy to work with, and made everything feel stress-free. You can tell he genuinely cares about making sure his couples have an amazing wedding. We couldn't have been happier with our choice and would absolutely recommend Lex to anyone looking for a wedding DJ! Karen”
Karen D., 2 months ago
Quick responder
Luvdup DJs 
Rating: 5.0 (196 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $3,950
  • Serves Chilmark, MA

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
“We can’t recommend Luv’d Up DJs highly enough! We initially worked closely with Gemma, who paired us with Ty—and he truly didn’t miss a beat on our wedding day. From the moment Ty took over, he made us feel confident that everything would run smoothly. Luv’d Up DJs were completely receptive to our vision, playing exactly what we had curated for our day, while Ty seamlessly filled in the gaps where needed. Their services were affordably priced, and they consistently delivered excellent, professional service throughout the entire process.”
Michael, 10 months ago
Quick responder
Cover Story Entertainment 
Rating: 5.0 (44 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Serves Chilmark, MA
  • 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 knew Cover Story was the perfect choice for our wedding from our very first call with Chris. Chris and Elena made the entire planning process clear and easy from start to finish. They brought their expertise and guidance exactly when we needed it, while still giving us plenty of room for creative input. The whole collaboration felt natural and seamless. They made us feel totally safe asking all of our questions and took care of everything, working with our venue effortlessly. The performers on the day were phenomenal, and our guests are still talking about it! Their talent was incredible, and they were kind, fun, and professional to work with. Our ceremony guitarist learned our entrance songs and performed them beautifully. Our special dances were played from mp3 and were timed perfectly. Even though we honestly didn't give them much direction for timing, they just nailed it! And then the party! Our family and friends love to dance, and the band kept the energy high all night long. They even learned a couple of extra songs for us that sounded amazing. Their talent is honestly unreal. They definitely were supposed to take more breaks than they did, but they just kept playing, and even gave us an encore. After the wedding, we got to chat with some of the band members, and they were all so kind and genuinely cool people. The entertainment really shapes the overall atmosphere of a wedding, and because of Cover Story, our wedding day was perfect. We'd recommend Cover Story for any event, hands down!”
Kyra W., a month ago
Quick responder
Direct Entertainment DJ-PHOTO-VIDEO-BOOTHS 
Rating: 4.6 (132 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $845
  • Serves Chilmark, MA

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
“Brian, our DJ was fantastic. He was so attentive and followed every request to a T. He was SO happy for us and truly genuine in his well wishes for me and my husband. He kept the dance floor packed all night, filled in the blanks where I couldn’t come up songs, and kept everything running smoothly! We appreciate him so much, and wish Mr. Brian the absolute best. Jim, the owner, was also extremely communicative and so easy to work with and kind. It’s more than just a business to them, they actually care about your special day. Direct entertainment has the best pricing and package options by far, and the level of care was unmatched from the very first conversation. Thank you Brian & Jim from the bottom of our hearts! We want to do it all over again!!!!”
Taylor M., a year ago
Boston Premier Band 
Rating: 5.0 (105 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Serves Chilmark, MA

Boston Premier has been part of some amazing events, and there's nothing that makes us happier than to celebrate one of life's biggest moments with special people like you. Over the many years we have been performing at weddings, we’ve developed a signature style to our events that couples continuously hire us for. Boston Premier receptions are engaging, meaningful, and detailed so that every segment of the evening is precise and perfect. Additionally, we are energetic, creative, polished, and fun – and love to infuse those elements into every event we perform at!!

Awarded Best of Zola
“Working with Ceasar and the entire Boston Premier Band was absolutely amazing! The process was so smooth from booking, video conversations, planning the day-of timeline, and every part of the wedding itself. A month later, people are still reaching out to compliment the band! They played music across all genres and generations; the dance floor was never empty. The last-minute requests I had were honored, and knew the whole evening was going to be in great hands. Thank you to each member of the band, we loved every second of your performance, and the amount of smiles and joy in all the photos is a big tribute to you all. If you are in the area, BOOK THEM!”
Alexis G., a month ago
Quick responder
HiMotive Entertainment & Photobooth 
Rating: 4.7 (79 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $800
  • Serves Chilmark, MA

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., 2 years ago
Quick responder
Dj Double E 
Rating: 5.0 (66 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,250
  • Serves Chilmark, MA
  • Offer

Hello I'm Eddie and Here at DJ Double E we strive at five star reviews and cherish and handle your wedding as it was our own we have lots to offer from three stages of dance floor lighting up lighting packages dancing on the clouds cold spark introductions monogram gobos excellent MC service setups for every occasion projection projects economical photo booth bundles bubbles fog machines laser lights moving heads and we even offer photography for every event possible please check us out and check all our reviews Google us! You will not be disappointed 😊

Awarded Best of Zola
“In today's world everything is extremely overpriced and service is terrible. My wedding was very stressful for me because of this. I did not have a DJ or a Photographer and honestly was considering just something small scale, until I talked to Ed from DJ Double E. I would give them 10 stars out 5. From the minute I talked to Ed it was a breath of fresh air from the million other outrageously priced DJ's. The price is unbeatable but that's not why I would recommend them. They are absolutely phenomenal and made my entire wedding. The music was perfect from ceremony to the last dance. They were so professional, so involved and so fun. We had a daytime (early) wedding. It is so challenging to get people up and have a good time at 12:30 in the afternoon, I was having meltdowns about it, they reassured me but had the entire place up and having fun. You didn't know if it was day or night. They helped us more than the attendants at the venue. Over 100 guests said how amazing they were. The pictures they took could not be any better. Any other DJ who had packages like this (photo booth etc...) were THOUSANDS, yes THOUSANDS, more!!! I really hate to admit but I'm not easily pleased however I would put my name on the line for DJ Double E after how they made my wedding. DJ Double E exceeded all my and my husband's expectations and -consider yourself lucky if you hire them for any event. I'll be calling them again!!!”
Carstene W., 2 years ago
Quick responder
NATIONWIDE Wedding DJs - A Better DJ And Photographer - HAS STAFF IN YOUR AREA! 
Rating: 4.7 (59 reviews)
  • DJ
  • Starts at $499
  • Serves Chilmark, MA
  • 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
“Michael and Michelle from Nationwide Wedding DJs made our reception feel special from start to finish. They were professional throughout our planning and on the day of the wedding, which gave us peace of mind. What stood out most was how Michael kept our guests engaged all night, he had everyone dancing and feeling included, whether they were young or old. The attention to detail in their music selection and timing was spot-on, and everything ran smoothly without us having to worry about anything. We would definitely recommend them to other couples looking for a DJ team that truly cares about making their day memorable.”
Jedidiah & B., 10 days ago
Quick responder
Louis Pettinelli Entertainment 
Rating: 5.0 (50 reviews)
  • Band or Ensemble
  • Starts at $3,000
  • Serves Chilmark, MA

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
“Louis Pettinelli Entertainment was an absolute dream to work with. I thought that a live band for our wedding would be out of our reach, but LPE was so easy to work with and what an incredible value! Our band, LPE Snapshot was incredible and our ceremony musicians were amazing too! The vocalists were high energy and kept the whole event moving. They were great Emcess and they even added some special non-traditional reception activities for us. They were super flexible and played all the songs we asked for- even some very “niche” tracks we asked for during the ceremony. So many of my guests said the band was their favorite part of the reception. I highly recommend LPE entertainment! (I am also a musician myself so I’m very picky!)”
Katie, a year ago
Quick responder
Silver Arrow Band 
Rating: 4.9 (44 reviews)
  • Band or Ensemble
  • Starts at $2,890
  • Serves Chilmark, MA

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
“BOOK. THIS. BAND. You will not regret it. We booked a solo violin for the ceremony, 3 piece jazz trio for cocktail hour, and a 7 piece band for the reception. Silver Arrow Band brought all the energy and more to our wedding. They followed our do's and don'ts perfectly and were great at reading the crowd. I am not exaggerating when I say that every single guest told us that Silver Arrow Band was the best wedding band they’ve ever seen. Guests were mad that they didn’t have them at their own wedding. Our dance floor was packed all night. I wish I could get married again just to experience it all over. Please book them.”
Johanna S., 4 months ago
Quick responder
Style Points DJs 
Rating: 5.0 (43 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $2,400
  • Serves Chilmark, MA

Hi! My name is Matt and I am the owner and head DJ of Style Points DJs. I began DJing in 2016 with my friend Jerry after discovering a mutual love for electronic dance music from the likes of Zedd, Martin Garrix, and Hardwell. I've found an overwhelming passion in DJing and event coordinating, so much so that I've worked tirelessly to do it full-time since 2021. I believe that the DJ is the cornerstone of wedding vendors and I do everything in my power to make sure that I can make the vision of your wedding into a reality.

Awarded Best of Zola
“DJ Style Points was incredible to work with and played a huge role in making our wedding night a massive success. Our guest list spanned multiple generations, so we really needed someone who knew how to read the room and keep everyone engaged. Matt understood this perfectly—he had the dance floor packed all night and blended the music seamlessly. Any concerns we had regarding song lengths or flow, he was already ahead of it. He uses a custom planning form that was incredibly thorough, which made it so easy for us to help structure our timeline and music preferences. It also didn't go unnoticed by our other vendors; they were all very complimentary of how well he managed the energy throughout the night. If you want a DJ who is organized, professional, and a true master at keeping the party going, look no further!”
Delaney L., 3 months ago
Quick responder
Taylor Events LLC 
Rating: 5.0 (41 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $2,095
  • Serves Chilmark, MA

At Taylor Events, great weddings begin with thoughtful planning. We guide you through every detail of your ceremony and reception so the flow feels natural and effortless. Our DJ and MC services are delivered with modern, elegant setups that elevate the room without distracting from it. The result is a seamless, high energy celebration that feels polished, organized, and true to you.

Awarded Best of Zola
“Paul was absolutely amazing!! The photos were perfect. I would definitely recommend him to anyone who needs a Photo Booth! The album we received after was perfect. All the photos that were taken were included. Thank you Taylor Events for everything!”
Michelle M., a year ago
Quick responder
Entertainment By Scott Sica 
Rating: 4.9 (41 reviews)
  • DJ
  • Starts at $750
  • Serves Chilmark, MA

For the past 30 years, Scott has been providing DJ, Lighting & Event Services to Clients throughout New England. It is our pleasure to be your trusted choice to ensure that your special Celebration is a complete success! Scott brings the experience your deserve to every event. When you hire a DJ for your event, you want your expectations to be met, both on, and off the dance floor. This is what we do with Obsessive Passion. We are a Full time Entertainment Company with over 50,000 song titles on hand, the best Sound, Lighting & PhotoBooth equipment. We are proud to provide a highly personalized & Distinctive service to our couples.

Awarded Best of Zola
“We hired Entertainment By Scott Sica for our wedding at the Beauport Hotel in Gloucester, and they exceeded all of our expectations. From the beginning, their communication was easy, professional, and consistent, which put us at ease throughout the planning process. The quality of their work and overall value was excellent - they provided a well-put-together package that included a photobooth, DJ, and uplighting. Initially, we weren't sure about booking the platinum package, but we're very glad we did. Scott was classy and appropriate for the environment, but also knew how to get the party started and get our guests cutting loose on the dance floor. As a somewhat picky customer with high expectations, I can confidently say that Scott Sica has earned the title of "our new family DJ" - we highly recommend them for any wedding or event!”
Matthew A., a year ago
Quick responder
Music on the Move 
Rating: 5.0 (40 reviews)
  • DJ
  • Starts at $1,500
  • Serves Chilmark, MA

We are so excited to have won Best of Zola three years running. We are a small, personalized mobile DJ business that entertains weddings all over New England. We work with you to design your reception using your preferences as a guide and our weddings are never cookie-cutter. In addition to DJ services, we can also supply fun portable Photo Booths, professional wireless uplighting, and unique Audio Guestbooks.

Awarded Best of Zola
“Justin from Music on the move was a fantastic DJ for our Wedding. Not only did he meet with us to discuss what we wanted but he sent over a comprehensive survey to make sure that no detail went unplanned. As a Type A person and borderline Bridezilla I really appreciated how much time Justin spent reviewing our music choices and how we wanted our day to flow.”
Julia D., a year ago
Quick responder
Cape Cod String Quartet - Dan Flonta 
Rating: 5.0 (38 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Serves Chilmark, MA

Dan Flonta is a violinist and he is the founder of the Cape Cod String Quartet. Mr. Flonta is a very active member of the performing community on Cape Cod. Mr. Dan Flonta earned his Master of Music in Violin Performance from Bowling Green State University in Ohio and his Bachelor of Music in Violin Performance from The Gheorghe Dima Music Academy in Cluj-Napoca, Romania. Dan performs solo and chamber music concerts throughout the year. In addition, Dan provides music for many events such as weddings, cocktail parties, corporate events, private parties and many others.

“The Cape Cod String Quartet - Dan Flonta provided exceptional service for our wedding day. Their communication was quick and easy, which made planning the music for our ceremony a breeze. The quartet was personable, professional, and created an intimate atmosphere with their beautiful presentation of music. They were able to seamlessly incorporate the specific songs we requested as part of our ceremony, which made the day even more special. We would highly recommend the Cape Cod String Quartet to any couple looking for talented, personable musicians who will go above and beyond to make your wedding day unforgettable!”
Caitlin and N., a year ago
Boston Common Band DJ Combos 
Rating: 5.0 (34 reviews)
·Ratings include Zola and Google reviews
  • Band/dj
  • Serves Chilmark, MA

You've found THE ONE! Now You've found THE BAND! Boston Common Band + DJ ensembles are the most awarded entertainment group in all of New England over the past 10 years. All bands feature dedicated lineups and deliver an All-Inclusive entertainment package; Including comprehensive online planning + tour-quality sound & lighting production which will keep everyone, ages 7-70 on the dance floor - partying all night long! Our Band+DJ Packages are scalable from 3pc to 10pc and flex to meet your style and preferences!

“The Boston Common Band delivers a level of unparalleled quality that can be difficult to find in today's day and age of event entertainment. While some options specialize in only one thing, Boston Common has everything covered from minute one! Timely and responsive communication, friendly personable staff, kind and honest guidance ... and to top it off, a ridiculously talented group of performers sure to make you feel like an absolute rockstar on your most special of days!”
Jeff Mader, 6 years ago
TrendlineTrending
Unique Sounds Entertainment & Event Professionals 
Rating: 5.0 (31 reviews)
  • DJ
  • Starts at $1,195
  • Serves Chilmark, MA

We pour our heart and soul into every event we do to ensure your party is a total success. Even though we service hundreds of weddings and events each and every year, our number one goal is to provide the highest level of entertainment, customer service and quality of service that you should expect and deserve.

Awarded Best of Zola
“From our first conversation, Blake from Unique Sounds made us feel confident in our choice. He stayed in touch throughout the planning process and even worked with us on last minute changes without any pushback. On the wedding day, his energy was contagious and kept our guests dancing the entire night. We heard compliment after compliment about how Blake read the room and played exactly what people wanted to hear. Honestly, it was the best night of our life and we have them to thank for so much of that. We would recommend them to anyone looking for a band that is truly professional, fun, and invested in making your celebration unforgettable.”
Laura C., 5 days ago
Groovin' You Entertainment 
Rating: 5.0 (30 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Serves Chilmark, MA

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., a year ago
Quick responder
Press Play Entertainment 
Rating: 5.0 (29 reviews)
  • DJ
  • Starts at $2,000
  • Serves Chilmark, MA

Press Play Entertainment, has been providing the soundtrack for a variety of events for over 30 years. Our trusted staff specializes in Bar/Bat Mitzvahs, weddings, and corporate functions, as well as other special events. At the end of the night, we want your guests to leave the party dancing and with smiles on their faces. Our family of DJs, Emcees, and party planners are here for you. With years of experience and the passion to provide excellent service, Press Play Entertainment is a family for your family.

Awarded Best of Zola
“Working with Keith and having DJ Jay at our wedding was so great. Keith made the planning very easy and had some fun song suggestions. Jay was very kind and receptive to our requests and kept our guests on the dance floor without being too hype and pushy. It was exactly what we were looking for!”
Hazel S., 2 years ago
Quick responder
Larger Than Life ™️ Entertainment 
Rating: 5.0 (27 reviews)
  • DJ
  • Starts at $1,800
  • Serves Chilmark, MA

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
“Brian is one of the best wedding DJs in the business. In the past two years I’ve been to eight different weddings. Brian was the DJ for three of the eight, and the party/reception component of the events was never more fun than when Brian was driving the bus. He is an east coast DJ, but he spun tracks at both of my sister-in-laws’ weddings and as we were searching for a DJ for our own wedding we reached out just to see what he would charge for a wedding in Chicago. Turns out the price was right. Brian traveled to Chicago, MC’d our entire wedding, brought all of the equipment necessary and made our day exceptional in every way. I think there are a few things that really set Brian apart from other wedding DJs. Anyone can stand there and run through a playlist, but Brian went off book a few times to match and capture the energy of the guests. As we were in the midst of the planning process he added zero stress, and just calmly walked us through the process of selecting songs. He had suggestions and recommendations along the way. He even brought an extra speaker so that we could plug our digital piano in and the pianist would be able to play loudly enough. Overall, we can’t recommend Brian highly enough. You will not regret choosing him to DJ at your wedding, party, event. Whatever it is, Brian is a huge value add and a pleasure to work with.”
Colleen S., 2 years ago
Quick responder
The O-Tones 
Rating: 5.0 (27 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Starts at $3,000
  • Serves Chilmark, MA

The O-Tones, a hot New England Swing and Soul band will melt your hearts and get your feet dancing. They’ve got soul. The O-Tones band has been playing for public and private events all over New England since 1990 and is a dynamic entity. Their repertoire includes many decades of music from the 1940s Swing tunes by Ella Fitzgerald and Frank Sinatra and others to Soul and Motown hits like Marvin Gaye, Aretha Franklin, The Temptations and many more! They will make your ceremony, cocktail hour, dinner and/or dancing special and unforgettable!

Awarded Best of Zola
“We’ve been big fans of the O-Tones for many years. We wanted to hire the full six-piece band, but our small venue -an outdoor pavilion-could not accommodate that. Mary Witt, band leader and outstanding vocalist, suggested a duo, herself on bass and guitarist John Caban. Their repertoire included swing, R&B, classic rock and soul. They were very flexible and professional. We chose as our first dance the Etta James classic “At Last”. (We are in our 70’s!!!) Mary and John’s rendition was moving and a bit sultry - just perfect for us. Their ability to read the crowd and go with our flow added so much to the fun and the warmth of our special day!”
Linda S., a year ago
Quick responder
Milestones & memories Llc 
Rating: 5.0 (25 reviews)
  • DJ
  • Starts at $2,298
  • Serves Chilmark, MA

At Milestones & Memories LLC, we specialize in bringing your wedding vision to life. Founded by Rocky Ferrenburg, we provide premier DJ services, ensuring the perfect soundtrack for your day. With over a decade of experience, DJ Roc creates a fun, memorable atmosphere tailored to your love story. Our services include professional DJ entertainment, photo booths, lighting, and special effects like cold spark machines and low-lying fog. We offer personalized packages to suit your needs, ensuring a seamless and unforgettable celebration. Let us help you make your dream wedding a reality.

“DJ Roc did an amazing job at our wedding last weekend! Really made the day the best is could possibly be! He was very good at communicating with us (bride & groom) on what music we want and what were our expectations are for the event. He did great at introducing our wedding party and us as the couple. Very personable and easy to talk to guy. And don't forget his sound system is top notch!”
Nathan B., a month ago
Quick responder
BEG Event Group 
Rating: 5.0 (24 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $2,500
  • Serves Chilmark, MA

BEG Event Group is a boutique wedding entertainment and production company serving New England and beyond. Our team of professional DJs and Event Hosts are selected for their presence, musical intuition, and ability to read a room at a high level. Every BEG celebration is designed around one core goal. A packed dance floor and an atmosphere that feels effortless from the first transition through the final song. Founder Drew Trofimow leads the creative direction of the company and personally performs at a select number of weddings each year.

Awarded Best of Zola
“I've never worked with a DJ as good as Drew and his crew. Drew had sent me an email a few weeks before the couples wedding with the reception timeline (a first) and kept me up-to-date with any last minute changes the day of. It is clear by working with Drew how much he loves his job and how much he cares about the couples he works with. He got the crowd going, the dance floor was always packed and he invited the couple up to DJ booth which was so fun for them and also amazing for pictures. If you are looking for a DJ who cares, gets the dance floor going and is easy to work with, BEG Event Group is it. I will be recommending them to all my clients!”
Danielle Littles, 2 years ago
Quick responder
Taylor Field Sax & DJ 
Rating: 5.0 (23 reviews)
·Ratings include Zola and Google reviews
  • Solo performer
  • Starts at $1,500
  • Serves Chilmark, MA

I'd love to elevate your special day & make your guests smile! I've played sax at countless weddings & events over the last 10 years. I customize my performance for YOUR event. I play Classy Jazz, Pop, Soul, House & more. Book Me For: - Solo sax w/ pro backing tracks - Sax w/ a DJ - Sax WHILE DJing - Sax + sing - Sax w/ 2-4 person band For most venues, I bring my own soundsystem. I deliver a flawless performance - AND flexibility and clear communication throughout the booking process. Whether you're planning a wedding, corporate event, or private party, I'll help you and your guests have a memorable, awesome time!

“We hired Taylor Field Sax to provide music for an engagement party and they were absolutely fantastic. From the moment we first spoke with them, they were professional, personable, and easy-going. They took the time to understand the vibe we were going for and tailored their performance accordingly. Their saxophone skills were truly impressive, and they had a knack for reading the room and playing music that matched the mood. We couldn't have asked for a better musical act to help make our special day so memorable. We highly recommend Taylor Field Sax to any couple looking for talented and reliable musicians.”
Lisa H., 7 months ago
Quick responder
Brick Park Entertainment 
Rating: 5.0 (23 reviews)
  • Band or Ensemble
  • Starts at $3,500
  • Serves Chilmark, MA

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
“We hired Brick Park for our wedding in July 2026, and it was truly one of the best decisions we made! From the very first time we saw them perform in Boston, we knew they would be the perfect fit for our wedding. Throughout the entire planning process, Julian was incredibly communicative, helpful, and easy to work with. He performed live during our ceremony and cocktail hour, followed by the full four-piece band with Christianne, Jinsoo, and Jon for our reception—and every single band member absolutely delivered. Our guests were on the dance floor all night, and we had so many people ask us for their information afterward. They brought such an incredible energy to our wedding and made the night so much fun. I cannot recommend Brick Park enough if you’re looking for an amazing wedding band and a guaranteed great time. They were absolutely phenomenal!”
Paige A., 2 months ago
Quick responder
Vibrant 
Rating: 5.0 (21 reviews)
  • Band or Ensemble
  • Starts at $3,900
  • Serves Chilmark, MA

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
Quick responder
GigRoster Band & DJ 
Rating: 4.7 (20 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Starts at $2,500
  • Serves Chilmark, MA

The GigRoster Live Band & DJ Entertainment is a wedding band company providing musical entertainment for weddings & receptions. Our Talent Coordinator works with couples to find out about their musical tastes and vision for the big day before crafting the perfect package whether you want live music, DJ or a package of both. Our diverse musicians can play across all manner of genres and styles. From classical to funky disco classics, to smooth soul and modern pop hits, they can perform it all. Our talented group will interact with your guests and encouraging every last audience member to get involved in the celebration of your big day!

TrendlineTrending
Weir the Music 
Rating: 5.0 (20 reviews)
·Ratings include Zola and Google reviews
  • Ceremony only
  • Serves Chilmark, MA

Imagine your guests entering the space and being greeted not by a playlist, but by the warmth of live piano and vocal music that instantly sets the emotional tone and signals that every detail of your day has been thoughtfully curated. Jonathan specializes in luxury weddings and private events, offering live piano and vocals with a repertoire spanning classical selections, modern love songs, jazz standards, and timeless arrangements that feel intimate, polished, and timeless. From ceremony moments filled with meaning to cocktail-hour music that flows effortlessly through the room, moments are designed to enhance your aesthetic.

“If you’re looking for musicians who will leave your guests talking long after your event is over, look no further than Weir the Music! From the very first note to the very last song, they completely exceeded every expectation we had. They are an incredibly talented husband-and-wife duo whose chemistry, passion, and love for music shine through in every performance. The combination of the saxophone and piano created the most beautiful, elegant, and unforgettable atmosphere for our wedding. Even after our wedding, our guests are still talking about how amazing they were! So many people have reached out to tell us how much they loved the music and how it made our ceremony and reception feel so personal and magical. What truly sets Weir the Music apart is that they don’t just play music—they create an experience. They went above and beyond in every way to make our day feel extra special. Their professionalism, kindness, attention to detail, and genuine care made us feel like we were their only priority. They made every moment feel effortless and unforgettable. It was truly an honor to have them be part of one of the biggest days of our lives, and I honestly wouldn’t have wanted it any other way. They are an absolute powerhouse duo, and their talent is simply phenomenal. If I could give them more than 5 stars, I would in a heartbeat. We cannot wait for the next opportunity to hire them again! Thank you for helping create memories that will last us a lifetime. Highly, highly, HIGHLY recommend Weir the Music! You will not be disappointed. -Dee 3”
Denietra S., 4 months ago
Quick responder
Remedy Sound & Entertainment 
Rating: 5.0 (19 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,495
  • Serves Chilmark, MA

With over 20 years of experience and keeping dance floors packed since 2004, DJ Reminisce is passionate about creating unforgettable wedding and event experiences. From Caribbean and Latin favorites to Hip-Hop, Top 40, EDM, and timeless classics, he expertly blends music to match the unique style and energy of every celebration.

Awarded Best of Zola
“From the very first zoom meeting I knew Eric was our guy! Very professional and accommodating. Once we committed he provided a google doc to figure out or music and how we wanted the flow of our wedding. And let me tell you yesterday he did not miss a beat. The way he adapted to small changes and keeping us on track was truly incredible. We had 3 locations at our venue and he had no issues changing over keeping the day a smooth transition. From ceremony, tent dining to barn dancing the music was just on point. He really knew how to keep the music going and no steel moments. The best part was after all the wedding moments were done we had the dancing in the barn and he had my 150 guest dancing from being to end! I got so many compliments on the play list and was told by my guests that my wedding was the best wedding they’ve ever been to and I believe that was because I picked the most AMAZING DJ and the prettiest venue! Eric will always be our go to DJ if we ever put on another event!!!”
Laura K., 5 months ago
Quick responder
Sector Black Productions 
Rating: 5.0 (18 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,999
  • Serves Chilmark, MA

Sector Black Productions is a premium DJ and event production company serving New York, Connecticut, New Jersey, and surrounding areas. With over 15 years of experience, our team creates the perfect atmosphere for every part of your celebration. From elegant lighting to clean, modern setups, every detail is designed to complement your venue, not overpower it. It’s your day, your music, your style and It’s our mission to create a completely personal and unforgettable event. We bring different generations, cultures, and musical styles together to one packed dance floor.

“Joey is great. 100% recommend. His ability to reach the crowd is unmatched. Plus his setups... wow ... stands out way more than all these typical djs that have the same things.... BOOK!”
Danielle, 12 days ago