The Best Jazz Bands for Weddings in Winchester, MA

The Best Jazz Bands for Weddings in Winchester, MA

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136 Wedding Bands & DJs in Winchester, MA

Jazz
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The Sulls 

5.0

  • Band or Ensemble
  • Starts at $8,950
  • Serves Winchester, MA

The Sulls are a tight knit network of friends who provide music for wedding couples across the northeast. Their award winning live show and musicianship is perfect for wedding couples who are hard pressed to find a wedding band that suits them.

The Sulls were absolutely amazing to work with in every way. Communication and planning for our big day with them was seamless and easy. My husband plays in a wedding band and is a musician so having live music at our wedding was a must. They did not disappoint. They sounded amazing, played great songs and were the talk of the wedding! Our guests and us loved them so much! I would recommend them to everyone!
Rebecca C., 2 years ago
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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
Justin did an INCREDIBLE job at our wedding. His preparation and attention to detail beforehand was immaculate, as he spent over an hour with my partner and me going over the entire wedding day step by step. The sound systems were flawless- everyone could hear our vows during the ceremony and the quality of the sound during the entire day and night was exceptional. He kept our wedding very organized and was the perfect host. Regarding the music selection, he allowed us to make playlists for the cocktail hour and reception which he stuck to using beautiful transitions between songs. Our guests were dancing the entire night! All of our guests said it was the most fun wedding they had ever attended. 10/10 DJ, would definitely recommend him for any event. I included a pic of me doing the worm in my wedding dress. The dance floor was too packed so I had to do it on the side!
Victoria N., 2 years ago
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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
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., 21 hours ago
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BEG Event Group 

5.0

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

Based in Boston, serving all of New England, BEG Event Group is a boutique wedding entertainment team creating unforgettable experiences. We design events that look stunning, sound immaculate, and feel true to your vibe. Our process is collaborative. From the first conversation, you work directly with your DJ to shape the soundtrack, set must-plays and do-not-plays, and map the flow so every transition feels effortless. Ceremony, cocktail hour, and reception each get their own plan, with the right mix, the right volume, and the right energy. The result is a packed dance floor and a celebration that feels personal.

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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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!

The Dave Macklin Band was an absolute hit at our wedding! Their communication throughout the planning process was excellent and prompt, which put us at ease leading up to the big day. On the wedding day, they were true professionals - their performance was engaging and kept everyone on the dance floor all night long. The music selection spanned generations, which was perfect for our diverse group of guests. They worked closely with us to curate the playlist, learning a few special dances and even added some reception songs that were important to our family. We couldn't have been happier with their service and performance and highly recommend them to any couple looking for an amazing wedding band. Our guests are still raving about this group of talented performers!
Neena, 2 months ago
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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
Okay brides just book them!!! I wish I could do 200 stars because that’s what they deserve. The amount of people who came up to us through out the night to comment on the music was the most rewarding feeling, because I completely agreed! The combination of live acoustic, with dj is so unique, stood out to everyone, and was worth every penny. The planning process with them was so easy, and they even put my mind at ease by just sharing their insights, while also listening to what we wanted. Joseph perform our first dance song live, which was my favorite part- it wasn’t your typical “slow” song, but we loved it anyways and he really executed it beautifully. We were all in awe of the whole experience. I ALMOST didn’t have them incorporate the live sing a long at the end, but after they described the vibe on our last call I changed my mind and let me say- I’m so glad they did it. One of my friends told me they felt like they were at a concert. We wish we could relive that night over and over again. I really can’t thank Joseph and Erika enough for taking such great care of this experience and creating the night of our dreams!!
Katie H., 9 months ago
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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., a month ago
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
David and his team at Black Diamond were absolutely incredible! I’ve never been to a wedding where the DJ got so many compliments—our guests couldn’t stop raving about him. He read the room perfectly, keeping the vibe fun and upbeat early in the evening, and then seamlessly transitioning into a full-blown club experience just like we asked. What really sets this company apart is how well they prepare. Their website asks thoughtful, detailed questions ahead of time, which made the day-of experience completely stress-free. They truly tailored everything to our vision and crowd (ranging from 30 to 60-year-olds), and the result was a packed dance floor all night long. I would choose David and the Black Diamond team again in a heartbeat. They helped make our wedding unforgettable!
Maddie F., 4 months ago
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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., a month ago
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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
Book this lady for your wedding! Denise is amazing. She's very sweet and professional, and her energy is exactly what you would want for a wedding. She's very passionate about what she does. She's thorough when going over the details because she wants to make sure she is able to give you exactly what you want with your music and your timeline. I think she played everything on our list, along with some extras that she knew would fit the music we wanted. I absolutely loved working with her. If I ever end up needing a DJ for other events in the future, I will reach out to hire her for all of them. I would even pay to fly her out to Europe to DJ our 2nd wedding next year!
Shannon T., a year ago
DeeJay Tom 

5.0

  • DJ
  • Starts at $1,000
  • Serves Winchester, MA

Customer service to my clients is #1 to me – the wedding is not about me, it’s about you, your friends and your family. Once I understand what you envision at your wedding, I’ll use my 20+ years of experience to make sure everyone has a great and unforgettable time. I become very much involved in the timing and management of the evening from the moment you book me.

Awarded Best of Zola
Tom just DJ'd at my wedding last month. He was amazing!!! A top-notch professional. I live in San Diego and it was hard planning a wedding in Boston without having the ability to check things out in person. When I finally arrived in Boston a week before my wedding, Tom met with my husband, my mother, and myself. He listened to all of our opinions and made amazing suggestions. The ceremony music was perfect...the entrance music was perfect...and the reception music was perfect. I couldn't have asked for a better DJ...not to mention the great rate and kind way of making a bride feel at ease. If you are looking for a DJ for any event I would 100% definitely recommend Tom
Emilia, 2 years ago
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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., 7 months ago
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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., 6 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
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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Malayna Knox 

5.0

  • Solo performer
  • Starts at $500
  • Serves Winchester, MA

A Boston-based pianist and vocalist, Knox showcases exceptional piano abilities and powerful vocals. She Captivates diverse audiences at events ranging from cocktail hours and piano bars to weddings and backyard parties. Her extensive skill set ensures a personalized experience for every audience, making her performances truly unforgettable. Knox's piano talents have drawn comparisons to legends like Elton John and Billy Joel, while her vocal Prowess resonates the styles of Celine Dion and Tina Turner.

Awarded Best of Zola
Malayna was the perfect musician for our wedding! From the very beginning, her communication style was responsive, caring, and honest. Malayna kept me informed every step of the way and were truly invested in making our special day a success. The quality of her work and value was professional, upbeat, and invaluable - she provided the perfect playlist to keep our guests dancing all night long. Malayna can truly play any music style, and I would highly recommend them for any party or event you're planning. They helped make our wedding reception an unforgettable celebration that we'll always cherish.
James&Rochelle P., 7 months ago
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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
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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., 7 months ago
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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., 5 months ago
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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!

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 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., 3 months ago
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Sound Choice Events LLC 
  • DJ
  • Starts at $1,995
  • Serves Winchester, MA

Sound Choice is located in Natick,(outside of Boston) and our service area ranges from Kennebunkport, ME, to Newport RI, and from Provincetown Ma to western Massachusetts. We provide DJ, Photobooth, Uplighting, club lighting, A\V services, Photography, Videography, team building gameshows, and lots more!

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Felix Brown Band 
  • Band or Ensemble
  • Starts at $8,500
  • Serves Winchester, MA

Felix Brown has been the premiere band in the Northeast for the past 15 plus years. We a wide variety of options to our clients including ceremony and cocktail musicians, Band/DJ packages and professional sound for ceremony and reception .

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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 got married on June 7th and this band was the BEST!! They kept the energy high and everyone was on the dance floor which is exactly what we wanted. Our guests still have been commenting on how great they were. Highly recommend!!
Samantha T., a year ago
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Get Down Tonight Entertainment, Inc. 

4.9

  • DJ
  • Starts at $695
  • Serves Winchester, 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
Get Down Tonight Entertainment, Inc. was an excellent choice for our wedding DJ. From the first time we spoke with them, their communication was quick, respectful, and they demonstrated a deep knowledge of the industry. On the day of our wedding, DJ Chuck delivered an incredibly fun and enthusiastic performance that kept our guests dancing all night long. He perfectly captured the late 90s/early 2000s vibe we were going for, and his mic work was just right - energetic without being overbearing. DJ Chuck was truly amazing, and we felt the value of their services was well worth the price. We highly recommend Get Down Tonight Entertainment for any couple looking for a great wedding DJ experience.
Wandaly N., a year ago
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HiMotive Entertainment & Photobooth 

4.6

  • 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
HiMotive Entertainment & Photobooth was amazing to work with for our wedding. They had great communication - it was easy to coordinate with them through their app and they always replied to our texts quickly. On the day of, their DJ played a wonderful variety of songs that kept our dance floor packed all night. The song selections were perfect and the lights really added to the fun, lively atmosphere. Our DJ was especially great, even dancing some merengue with one of our guests! We couldn't have asked for a better entertainment team to make our wedding celebration so special.
Samantha S., 7 months ago
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DIRECT ENTERTAINMENT- DJ-Photo-Video-Booths 

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

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