The Best Jazz Bands for Weddings in Winchester, MA

The Best Jazz Bands for Weddings in Winchester, MA

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141 Wedding Bands & DJs in Winchester, MA

Jazz
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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
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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., 2 months 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
Justing was a fantastic DJ! We gave him a short list of must-plays then let him do the rest, and he was great at reading the room and playing what the people wanted. He took requests from guests if they fit the vibe and was totally okay saying no too which is exactly what we wanted. We even had some guests asking for his playlist before the night was over. He brought tons of speakers and lights, and even some wireless speakers to play the same music in multiple rooms, including outside on the deck for cocktail hour. Everything went off without a hitch. We also got the photo booth add-on which ended up getting a ton of use and people loved it. Sawyer was manning the booth and 5 stars to him as well!
Eric L., 5 months 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, 4 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
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 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
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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 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., 3 months 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
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
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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
We decided on a DJ instead of a band for a few practical reasons. It's cheaper, there's more variety in what he/she can play and therefore can appeal to a broader audience, and most importantly for us, a DJ takes up less space than a band. We thought about foregoing a professional altogether and just doing the iPod thing, but I was afraid that it would stress me out. For anyone else who has done the DJ search, there is LOT of cheese out there! I received a packet from this one guy with all kinds of crazy rainbow colors and smiley faces and frankly, his voice on the phone scared me. We wanted a low-key DJ, not a show-boat. Tom was perfect. He totally delivered! He wore a tux and looked great. Call me shallow but that's important - the DJ is in the background of quite a few of the photos. He was professional and knew what to play to make everyone happy. He also played all of the songs we asked him to, which is not always a given. The reception was non-stop dancing all night. We had a blast!
Debra, 2 years 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 couldn't recommend The 1999 enough!! We first saw them at the Thirsty Moose bar in New Hampshire. That night, we had such a good time that we decided we wanted them as our wedding band over the other more traditional soul/r&b band we had in mind. They were able to play a lot of modern rock and pop favorites for us and our friends but also throw in a few classics for our parents and older guests. They even let us help decided the final set list to ensure a wide variety of songs. Working with them was such a breeze as Rob and Alex are so incredible detailed-obsessed -- we didn't have to worry about a thing because they gave us the confidence going into our wedding that they had it under control from pre-planning to end of night. We couldn't have asked for a better band and we are now happy to call them friends for life! Such great people, amazing professionals and talented musicians.
Bernie and K., 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., 8 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.

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, 4 months 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!

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., 4 months ago
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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
Clockwork made our wedding an absolute blast! Our dance floor was packed all night, and nearly every guest told us it was the best band they’ve ever seen at a wedding. Each band member was so friendly, sounded incredible, and kept the energy high from start to finish. They really nailed the party vibe and even interacted with our guests while playing, all while looking super cool doing it! The booking process with Ron was seamless—he was communicative and made everything feel effortless. If you’re thinking about booking a band for your wedding, RUN, don’t walk, to book Clockwork. You won’t regret it!
Sydney P., 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 

4.7

  • 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
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., 8 months ago
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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
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., 5 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