The Best Jazz Bands for Weddings in Winter Hill, MA

The Best Jazz Bands for Weddings in Winter Hill, MA

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140 Wedding Bands & DJs in Winter Hill, MA

Jazz
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BEG Event Group 

5.0

  • DJ
  • Starts at $2,695
  • Serves Winter Hill, 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
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Spike Events 

5.0

  • DJ
  • Starts at $1,600
  • Serves Winter Hill, 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
Our guests have described our wedding as the best they have ever been to, and so much of that is thanks to Spenser. From start to finish, the music was absolutely perfect. The dance floor was packed all night, the transitions were seamless, and every song choice kept the energy high. Spenser read the crowd flawlessly and created an atmosphere that was fun, elegant, and unforgettable. The professionalism, communication, and attention to detail throughout the entire process made us feel completely at ease on our big day. In addition the uplifting brought an even more fun vibe and complimented our decor perfectly. We also got a Photo Booth that was a huge hit all night. We couldn’t have asked for a better DJ and would recommend them to anyone looking to have an amazing, unforgettable wedding.
Victoria S., 2 months ago
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Music on the Move 

4.9

  • DJ
  • Starts at $1,500
  • Serves Winter Hill, 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., 5 months ago
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Joseph & Erika 

5.0

  • Band or Ensemble
  • Starts at $4,350
  • Serves Winter Hill, 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
We can’t say enough wonderful things about this duo! From the acoustic music during our ceremony to the live set at cocktail hour and DJing our reception, they made every moment unforgettable! Having our wedding at a private family owned venue meant we had a lot of unique needs, and they handled everything with care and professionalism. Everything we asked for was met with enthusiasm and 0 resistance, they made every idea we had work! Their online form was incredibly user-friendly, guiding us through every detail and making the planning process a breeze- a planners DREAM! One of the highlights of the night was our surprise grand entrance on a tractor, which took so much coordination and precise timing—and they nailed it perfectly! Every transition felt seamless, and there was never a quiet moment, as they ensured the music flowed continuously from start to finish. They were so friendly, attentive, and genuinely invested in making our day special. We would recommend them 100% to anyone looking for a talented, thoughtful, FUN, and all-around amazing band/DJ. Thank you for helping make our wedding everything we dreamed of! You two are truly so talented and we can't thank you enough.
Katerina L., a year ago
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Freedom Music Events 

5.0

  • DJ
  • Starts at $1,495
  • Serves Winter Hill, 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
Jay and Marta were great! They kept the party going the entire wedding. We had many guests from different backgrounds who spoke only English or only Spanish, but everyone was dancing the entire night. Vivi and I would recommend Freedom Music Events to anyone! De verdad que la energía y la actitud de Jay y Marta son maravillosa, todas las personas feliz y siempre bailando, sus actividades divertidas y entretenidas para todos los invitados, muy recomendados para sus próximos eventos, 10 de 10!
Kevin & V., 10 months ago
GemHidden gem
Black Diamond Event Production 

5.0

  • DJ
  • Starts at $2,750
  • Serves Winter Hill, 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
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Groovin' You Entertainment 

5.0

  • Band or Ensemble
  • Serves Winter Hill, 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
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Vibeology IA 

5.0

  • DJ
  • Serves Winter Hill, 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
What can we say about Denise other than throughout our whole wedding planning process up until the last song of the night, she was the most professional, sweetest, and most amazing DJ we could've ever asked for. She's an amazing collaborator and not only played every song we wanted but made our day so special as music lovers. Our dance floor at the wedding was always packed, and I (the bride) couldn't get off the dance floor. She was super professional when it came to requests and always asked my husband and me before playing them. If you're looking for a DJ, book Denise immediately because she will treat your wedding day with as much sentiment and excitement as you!
Rachel C., a year ago
DJ Joey Lavish 

5.0

  • DJ
  • Starts at $1,600
  • Serves Winter Hill, 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 Winter Hill, 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
Wow, wow, wow. The 1999 was recommended to us by our friends who saw them at a bar in Newport, RI. When we contacted them, they set up a private and intimate showcase where we got to sit down with the whole band and their DJ and ask a million questions. They also played a mini set and took our requests LIVE on the spot -- that blew us away. When it came time to our actual wedding, they were so polished, warm, friendly but most importantly energetic and fun. We had a wide range of ages at our wedding from kids under 12 to our great grandparents over 90 -- and all of them raved about how great they were. They were able to play our first dance live which made for a really special moment for my wife and me. Couldn't recommend them enough to the next couple. They are an absolute blast!
Kevin and L., 5 years ago
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A Touch Of Class DJ's 

5.0

  • DJ
  • Starts at $2,500
  • Serves Winter Hill, 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.

I’ve known Ken for over a decade, and worked with him for five years, so I knew there was no one else I could trust to DJ my wedding. Unsurprisingly, he and his team delivered, and the wedding went off without a hitch. Ken was extremely responsive leading up to the wedding, even accepting my request to add LED uplighting at the last minute. He also sends monthly reminder emails that help the wedding planning process, so you can be sure you won’t forget anything along the way. The day of the wedding, he kept the flow of events on track and we didn’t have to worry about a thing. He kept our guests engaged all evening and our dance floor was never empty. We and our guests had a wonderful time!
Keri, 5 months ago
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The Dave Macklin Band 

5.0

  • Band or Ensemble
  • Serves Winter Hill, MA

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., 10 days ago
GemHidden gem
MadLove LLC 

5.0

  • DJ
  • Starts at $2,800
  • Serves Winter Hill, 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., 9 months ago
GemHidden gem
Dj Dres 

5.0

  • DJ
  • Starts at $2,800
  • Serves Winter Hill, 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 Winter Hill, 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!

If I could give these guys a million stars, I would! As a fellow wedding vendor, I do a happy dance when I see that we're working together because I know I'm not going to have any trouble getting some killer dancing shots! On a technical side of things, they are super accommodating for my needs (I do video and they allow me to get a clean audio feed out from their soundboard with no hesitation) and they always sound great! If you're hoping to get grandma up & dancing before the salad course comes out, this is your band. Their dedication to keeping the party alive all night is unlike any other band I've worked with, as they bring along their own DJ to cover when they are taking a much-needed break. They are worth every penny, and your guests will be talking about your wedding band for years to come if you bring them on to your wedding team!
Nora McCormack, 5 years ago
Massive Audio Productions 

5.0

  • DJ
  • Starts at $1,500
  • Serves Winter Hill, 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
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Clockwork 

5.0

  • Band or Ensemble
  • Serves Winter Hill, 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
Clockwork New England was the perfect choice of a band! We had them as a part of our wedding 9/6/25 at The Pavilion at Pinehills and they were amazing! They were easy to work with in the wedding planning process, and guests continue to rave about the band at our wedding weeks later! The dance floor was packed all the way through the last song! Looking for a band for your wedding- look no further!
Courtney B., 5 months ago
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Get Down Tonight Entertainment, Inc. 

4.9

  • DJ
  • Starts at $695
  • Serves Winter Hill, MA
  • Offer

Get Down Tonight Entertainment, Inc. is proud to represent a select group of award-winning DJ/entertainers and musicians, specialty lighting and effects and a variety of photo booth options. Our entertainers have performed around the US, the Caribbean and Europe.

Awarded Best of Zola
DJ Grayson and Get Down Entertainment were easy to work with and very communicative! Grayson was very helpful in our initial conversations as well as the couple weeks leading up the wedding. He did a great job running our ceremony AV and reception! He kept the mood fun and it seemed like everyone really enjoyed the music - including us of course :) He also was able to be flexible with last minute changes (communicating with us about them) even though he did a good job with planning ahead as well. We were very happy that he played the songs we asked him to as well. We definitely recommend DJ Grayson from Get Down Entertainment!
Serena B., a year ago
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HiMotive Entertainment & Photobooth 

4.7

  • DJ
  • Starts at $800
  • Serves Winter Hill, 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
HiMotive Entertainment & Photobooth did a great job keeping our wedding reception fun and upbeat. While their communication was a bit delayed leading up to the event, they were ultimately effective in executing on the day-of. The DJ kept the party going all night with a good song selection, though they did play 3 Taylor Swift songs in a row at the start, which we would have preferred more variety. The MC's ad-libs got a little overbearing at times, but overall they did a nice job sticking to the schedule and making important announcements. We'd recommend HiMotive to other couples looking for an energetic DJ.
The R., 9 months ago
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Direct Entertainment & Media 

4.5

  • DJ
  • Serves Winter Hill, 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
The photographer, videographer, and photo booth was absolutely perfect and our guests had a blast! However, even after going through the work of submitting a Spotify play list and adding do not play songs or DJ played the wrong version of our first dance song (I checked and we had the correct version listed on our playlist we sent over), he also played songs from our do not play list to the point I, the bride, came over to ask if he had the wrong list. He admitted he was using songs from the do not play list as he was not paying attention. I would also like to note, though our wedding was more casual, our DJ was dressed in a sloppy manner. His shirt was half untucked from his pants, there were stains on his shirt and pants. Besides a few hiccups, direct Entertainment was wonderful to work with!
Courtney W., 5 months ago
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Entertain This! 

5.0

  • DJ
  • Starts at $995
  • Serves Winter Hill, 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