The Best Jazz Bands for Weddings in Winchester, MA

The Best Jazz Bands for Weddings in Winchester, MA

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


141 Wedding Bands & DJs in Winchester, MA

Jazz
Quick responder
BEG Event Group 

5.0

Winchester, MA
  • DJ
  • Starts at $2,695

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
Music on the Move 

4.9

  • DJ
  • Starts at $1,500
  • Serves Winchester, 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
We had the best experience working with Music on the Move. John Gleason was our DJ and did the most amazing job, from assisting us with timeline and organization to a stellar setup and music curation. He was flexible on the day of and able to make last minute adjustments without any hiccups. We were complemented many times on how great the music and DJ was. Highly recommend!!!
Kiley and J., 9 months ago
Quick responder
Spike Events 

5.0

  • DJ
  • Starts at $1,600
  • Serves Winchester, MA

Spike Events is a husband and wife team providing high quality and personalized service to engaged couples in Massachusetts, Rhode Island and parts of New England. Each wedding is unique and because of this Spike Events works closely with every couple to satisfy their needs. They don't offer your typical wedding DJ packages; instead they offer inclusive a la carte services so you can choose exactly what you want and need for your wedding. Their services include wedding DJs, lighting, photo booths, audio guestbooks and other event rentals. Countless 5 star reviews and 20 years of experience is behind Spike Events.

Awarded Best of Zola
We booked Spike Events for our October wedding and Spenser was absolutely amazing! We had several meetings beforehand and he was on top of every concern we had. We had a wedding at a private residence outside, so electrical needs were tricky. Spenser was thorough in what he needed supplied from us and we were able to get the right electrical needs for both his sound system and the two arcade tables we rented. He also was such a fun personality to have around and added so much to the party! We have so many great photos of everyone up and dancing due to his skill of keeping things fun! He did a great job following our timeline and was very helpful in adding to it as needed when we weren't sure how to schedule things such as first dance, cake cutting and parental dances. We had aunts and uncles that I've NEVER seen dance, out on the floor tearing it up!You would not regret hiring this company! (Included in the review is the last dance of the night when everyone had gone home and my husband and I closed out the dance floor!)
Caroline Quigley (., a year ago
Quick responder
The Dave Macklin Band 

5.0

Winchester, MA
  • Band or Ensemble

The Dave Macklin Band brings the soul of Motown, the groove of Funk, and the fire of today’s Top 40 to every stage. High-energy, authentic, and versatile — we turn every celebration into a full-throttle live experience of Peace, Love & Funk!

As a wedding planner, I had the pleasure of working with The Dave Macklin Band for my clients wedding, and they were truly exceptional. Their communication throughout the planning process was prompt, courteous, and they clearly demonstrated their expertise. On the day of the wedding, they had the dance floor packed all night with an amazing array of music that kept the guests entertained. The quality of their work was outstanding, and I felt the value was incredible - it was money well spent. They were a joy to work with and very amenable to requests. I cannot recommend The Dave Macklin Band highly enough for any couple looking for an incredible wedding band experience. Charlene DeLuca - Just A Girl Events
Just A G., 6 days ago
Quick responder
Joseph & Erika 

5.0

  • Band or Ensemble
  • Starts at $4,350
  • Serves Winchester, MA

We’re here to make things simple: We play live music. We DJ. And we help create unforgettable moments that are uniquely you. If you’re ready for a soundtrack for your wedding day that perfectly complements your vibe, delivered to you in a totally unique, no-compromise entertainment package, we’ve got you covered!

Awarded Best of Zola
I had the pleasure of photographing a wedding where Joseph & Erika were the entertainment, and I was completely blown away! They had the crowd going hard all night, and the versatility of having a DJ along a live performance in one package cannot be understated. They add a vibrant and classy touch at the same time! I heard compliments about their chemistry and vibe all night long. The dancefloor will definitely be packed if you have them at your wedding!
Gleb B., a year ago
Quick responder
Freedom Music Events 

5.0

  • DJ
  • Starts at $1,495
  • Serves Winchester, MA

Premier DJ & Event Services in Boston, Serving All of New England! Your wedding isn’t just another date on the calendar, it’s a once-in-a-lifetime moment, and you deserve a team that gets that. At Freedom Music Events, we understand that your wedding day is one of the most meaningful moments of your life and we’re honored to help make it unforgettable. From your walk down the aisle to the final song of the night, we specialize in creating a personalized experience that reflects your unique style and love story, ensuring that your celebration flows effortlessly and feels exactly the way you imagined.

Awarded Best of Zola
I wish I could rate freedom music events a million stars. They were amazing, had the dance floor packed all night. And when I had to change venues last minute they were so accommodating and reassuring . If you are looking for a DJ for your wedding don’t think twice! Freedom music events is the only dj I would ever recommend!!!!
Julie P., 3 months ago
GemHidden gem
Black Diamond Event Production 

5.0

  • DJ
  • Starts at $2,750
  • Serves Winchester, MA

Spinner Music Productions was founded in 2002 by a suburban Boston kid with a dream. A dream to stay away from the typical 9 to 5 work week and far, far away from a cubicle. A dream to enjoy working while experiencing all that life has to offer, specifically life’s greatest moments. What started out as a backyard DJ company has grown into an industry-recognized award-winning Team of entertainment professionals living out that very dream.

Awarded Best of Zola
Our wedding was the best night of our lives, and a huge part of that was thanks to the incredible team at Black Diamond — DJ, Mikey, and James! They brought our vision to life and brought the energy! From the ceremony to the very last song at the reception, they executed everything flawlessly. The music was spot-on, the lighting was stunning, and the dance floor was packed all night long. What really stood out was how genuinely invested they were in making sure we had the best night ever. DJ, Mikey, and James were a dream to work with—professional, responsive, and completely in tune with what we wanted. If you have a request, they’ll make it happen, no questions asked. We truly can’t recommend them enough. If you're looking for a team that will go above and beyond to make your big day unforgettable, Black Diamond is it. 100/10 experience!
Tayla N., 9 months ago
Quick responder
Groovin' You Entertainment 

5.0

  • Band or Ensemble
  • Serves Winchester, 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 absolutely blew us away from the initial Zoom meetings to our wedding day. Their communication was clear, concise, and direct, and the quality of their work was professional, energetic, and friendly. Our guests could not stop talking about how incredible the music at our wedding was - it truly was the highlight of the night. Groovin' You kept the energy at an all-time high, and everyone was having an absolute blast on the dance floor. My husband and I, who are also musicians and attended Berklee, got up on stage to perform a song with them which was the most fun! They truly went above and beyond to make our wedding so special, and words aren't enough to thank the entire team for the unforgettable wedding we had, thanks to Groovin' You!
Nora T., 3 months ago
Quick responder
Vibeology IA 

5.0

  • DJ
  • Serves Winchester, MA

Music is a lifeblood of life's journey: a universal language that invokes emotion and creates memories; and when thoughtfully and passionately curated into a soundtrack, custom-tailored to specifications, preferences and tastes, the outcome is truly magical, noteworthy, and filled with joy, sentiment, and connection. For over 30 years, DJ Denise LaCarubba | Vibeology IA has aligned with clients to create and present soundtracks for weddings, fashion shows, fundraisers, corporate, international and private events.

Awarded Best of Zola
Denise is amazing! During our DJ search for our wedding, my (now) husband and I came across Denise very early in our search. And I’m so happy that we did! Faced with the fact that we needed to find someone who would get (and keep) both of our dance-happy families on the dance floor, it was daunting to find the perfect fit for us and for the celebration to follow. We had to rely heavily on reviews to narrow down our search…but that only gets you so far when you want to feel the energy. In a leap of faith, we reached out to Denise. After that first meeting, we never looked back! It was easy to just spend time talking to Denise. She was our hype-lady from day one, working with our schedules from planning to the meticulous execution of the wedding day. She was patient with our indecisiveness on which instrumental version of our procession song we wanted (weeks of samples, back and forth, and for us to ultimately pick the first version she shared). As a planner, I very much appreciated Denise’s attention to detail. She combed through every detail with us well beforehand, so that she didn’t have any questions the day of the wedding. I cannot recommend this Lady DJ enough! She helped make our day so special and effortlessly kept people on the dance floor until the lights came on.
Michael I., 3 years ago
Quick responder
M.K. Entertainment 

5.0

  • Production company
  • Starts at $1,500
  • Serves Winchester, MA

M.K. Entertainment offers premier musicians for your event, prioritizing every detail to ensure a flawless performance. Placing you and your event at the forefront, we maintain constant communication to guarantee a seamless process. Let us handle the music while you simply enjoy your event!

Awarded Best of Zola
M.K. Entertainment was an outstanding choice for our wedding entertainment. From the start, their communication was professional and honest, keeping us informed every step of the way as they designed a package that perfectly matched what we wanted. The string quartet they provided for our ceremony and cocktail hour was beautiful and elegant, setting the perfect tone, and the Vox dance band they brought in for the reception was so energetic - they kept all our guests dancing all night long. The overall quality of their work and value they provided was truly upbeat, professional, and invaluable in making our special day a huge success. We couldn't be happier with M.K. Entertainment and highly recommend them to any couple planning their wedding.
Steven&Claire W., 8 months ago
DJ Joey Lavish 

5.0

  • DJ
  • Starts at $1,600
  • Serves Winchester, MA

DJ Lavish from Boston Massachusetts is a premier curator of sound and experience, known for delivering high-energy, luxury-level performances that elevate any wedding. With a signature blend of timeless classics, modern beats, and seamless transitions, he sets the tone for all weddings, elite nightlife, and exclusive private events. Polished, professional, and endlessly dynamic, DJ Lavish doesn’t just play music he creates an unforgettable atmosphere for your friends and family.

Awarded Best of Zola
If you’re on the fence about who to hire for your wedding or event—this is your sign. Our DJ was referred by a close friend, and let me tell you… best decision we made. He showed up early, came fully prepared, and matched the energy of our crowd like he’d known us for years. Young, old, somewhere in between—everyone was on the dance floor. He kept the night flowing, the vibes high, and the transitions so smooth that we blinked and suddenly realized we’d been dancing for hours. My cheeks hurt from smiling, and my feet were sore in the best way. He didn’t just play music—he created an atmosphere. One where joy was contagious and nobody wanted to leave. If you’re lucky enough to book him, do it. You won’t regret it.
Vanessa R., 8 months ago
The 1999 

5.0

  • Band/dj
  • Serves Winchester, MA

Hello! We are The 1999 -- an energetic band with an unforgettable lead female vocalist, two dueling male vocals, and powerful rhythm section that dishes out songs spanning multiple decades and genres. In addition to our rocking band, we're come all-inclusive with a DJ/MC who serves Ceremony, Cocktail and Dinner; a professional concert-quality sound system; and stage & dance floor lighting. In addition to being the band of choice for many couples, you've probably seen us at clubs, charity events and corporate parties all over New England. Are you ready to transform your event into an epic party?

Awarded Best of Zola
We've worked with The 1999 on many events and they are the ultimate professionals, immensely talented and overall great people! I can't recommend them more highly. If you need a band for your wedding or event, look no further.
Chris Mathison, 5 years ago
Quick responder
A Touch Of Class DJ's 

5.0

  • DJ
  • Starts at $2,500
  • Serves Winchester, MA

A Touch Of Class DJ’s takes pride in providing the highest quality in entertainment through our nationally award-winning entertainers, computer controlled sound systems, and unsurpassed client services. We’ll work with you to customize a memorable entertainment experience.

Having been to many ATOC parties, I knew they would be the perfect entertainment fit for our wedding. They were our first call after we locked down a venue and ATOC did not disappoint. Throughout the planning process, Ken was so helpful and responsive. My expectations were high and ATOC smashed it out of the park. Our dance floor was packed ALL night (thank you, TJ!!) , the uplighting was gorgeous, and the Photo Booth, manned by Heather, was such a hit — we have more than 400 images. We can’t wait to see our “speed photo” results — be sure to ask Ken about it for your wedding! We have received so many compliments about our wedding — it was so much fun and our guests are raving. Thank you, ATOC, for helping us plan the party of the year!
Rachael D., 3 years ago
GemHidden gem
MadLove LLC 

5.0

  • DJ
  • Starts at $2,800
  • Serves Winchester, MA

My name is Melinda, and I’m the DJ of MadLove. My love for music started as a kid, heavily influenced by my older sister, which led to my deep appreciation for ‘90s and early 2000s R&B. Over time, my passion grew, and through my experience in the wedding industry, I’ve expanded my music library to cater to all genres. Transitioning from the nightclub scene to weddings was a complete 180, but the warmth and love we received from the wedding community made me stay.

Hiring MadLove for our wedding was hands down the best decision we’ve ever made as a couple. Madelene and Melinda were absolutely phenomenal to work with, and we feel so lucky to have found them. As a queer and trans couple it was really important to us to work with folks who understood our vision, and not only did they do that, they made our vision even better than we could have ever imagined. We hired them for both day-of coordination and DJ services, and they went above and beyond in both roles, Madelene coordinating our many vendors flawlessly, responding to our questions and panic moments within minutes, and Melinda spinning absolutely FIRE tunes that kept over 100 people on the dance floor for 3 straight hours. MadLove gave us the wedding of our dreams, and we’ve had so many friends tell us our wedding was the best they’ve ever been to, which we fully credit to Madelene and Melinda. Madelene and Melinda made sure to capture every single moment and surprised us with so many goodies throughout the night, and we truly feel like we’ve found friends for life in them. I know they’re on the verge of blowing up, so sprint to book them because it will be the best gift you can give yourself for your wedding!
Matoaka K., 8 months ago
GemHidden gem
Dj Dres 

5.0

  • DJ
  • Starts at $2,800
  • Serves Winchester, MA

DJ Dres provides the most exceptional professional service for one of the biggest days of your lives. With 19 years of nightclub, radio, and private events experience he can cater to any crowd to keep them dancing the night away. Combining the smooth mixing style of a nightclub DJ with a professional MC is what separates DJ Dres from other wedding DJs in the Boston area.

DJ Dres had our dance floor packed all night! He did an amazing job blending Spanish and American music and read the crowd perfectly. Multiple mentioned how good the music was both during the event and after. He wove in our requests seamlessly, had great transitions and nailed the MC role. He made the planning process super clear and easy. We couldn't be happier with our choice of DJ!
Ailene O., 6 months ago
Boston Common Band DJ Combos 

5.0

  • Band/dj
  • Serves Winchester, 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, 5 years ago
Massive Audio Productions 

5.0

  • DJ
  • Starts at $1,500
  • Serves Winchester, MA

You know how a lot of couples struggle to find the right DJ? They're either too boring, not experienced, & don't have the right equipment? Well, what we do is help couples like that create lasting memories on the dancefloor. Offering a personalized boutique style approach to every event. We will take the time to work with you to create the perfect vibe for your wedding. Custom music selections, seamless mixing, proper crowd reading & classy MCing without the gimmicks. Bring your vision to life with crystal clear sound & mesmerizing lighting & FX. VISIT OUR WEBSITE FOR THE BEST EXPERIENCE & MORE www. massiveaudiopro .com

It was great to work with Massive Audio! Chris is very communicative and ensured we had our music selection/survey in for the big day! We worked with one of his colleagues (DJ Aryan) for our wedding evening; he came in prepared and did an excellent job with the music and keeping the party energized. Thank you so much!
Sarrynna & M., 4 months ago
Quick responder
Clockwork 

5.0

  • Band or Ensemble
  • Serves Winchester, MA

Congratulations! You're probably recently engaged, or you know someone who is, and you're looking for a killer band for your once-in-a-lifetime celebration. Clockwork will make your wedding truly spectacular. Not only will all of your friends and family be on the dance floor the entire night, but you will be showered with compliments about how awesome the band is and how much fun they’re having. And this will continue for weeks and months after your wedding!

Awarded Best of Zola
We hired Clockwork New England for our wedding in Holderness, NH on 8/31/25 and we were absolutely blown away. Clockwork runs such a professional, caring business, and from our first touch point to our last, we couldn't be more happy with our experience. Ron, the owner, and Patrick, the band leader, were both so attentive to our needs and questions leading up to the wedding. I felt really confident going into the day that they had everything under control and were going to make it a great day. Patrick managed our ceremony cocktail music masterfully - it was perfect. And then the reception... omg. I know I'm biased, but this band was nothing less than the greatest wedding band / cover band I have EVER HEARD. The energy! The entertainment! Our guests are still raving, 2 months after the wedding. My husband and I are big dancers, and we did not leave the dance floor once. It was packed the whole time, from start to finish; even before dinner was served people went out to dance!!! We could not have asked for a better experience on such an important day for us. Guys... when they started playing Pink Pony Club?? Or when the trumpet blasted the first couple notes to Mr. Brightside to bring us back from a band break?!? I couldn't breathe. Absolutely incredible. From the bottom of our hearts, THANK YOU Clockwork New England for making all of our wildest wedding dreams come true. Thank you thank you thank you - we will be taking ourselves back to that day and that dance floor for the rest of our lives.
Alex S., 5 months ago
Quick responder
HiMotive Entertainment & Photobooth 

4.7

  • DJ
  • Starts at $800
  • Serves Winchester, 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., a year ago
Quick responder
DIRECT ENTERTAINMENT- Nationwide 

4.5

  • DJ
  • Serves Winchester, MA
  • Offer

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
Michael did such an amazing job from our first phone call to last call at our reception. He helped make our vision come true and kept the dance floor going all night! Our friends and family could not stop talking about how great of a time they had. I can't recommend Direct Entertainment enough!
Brittany K., 4 months ago
Quick responder
Entertain This! 

5.0

  • DJ
  • Starts at $995
  • Serves Winchester, MA

Welcome to Entertain This! We provide fun and reliable MC/DJs, top notch sound & lightning equipment & music for any event. Specializing in Weddings, Corporate Events & Dance parties. Check out what we have to offer to make your event come to life!

Awarded Best of Zola
DJ Dana did our wedding on 8/31/24 and we highly recommend him! He took into account my wedding playlists, and knew when to play the right songs. It took a lot of stress out of our day. He was very early, and set up with plenty of time to spare. His speaker system and microphones for toasts worked great. He brought his own lights to add to the party and even added some to our sweetheart table to spice it up! He was very thoughtful, and even sang us L-OV-E by Nat King Cole very tastefully and casually while people were finishing dinner. Highly recommend… thank you DJ Dana!
Francesca and S., a year ago