The Best Rap & Hip Hop Wedding Bands & DJs in New Fairfield, CT

The Best Rap & Hip Hop Wedding Bands & DJs in New Fairfield, CT

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224 Wedding Bands & DJs in New Fairfield, CT

Rap/hip hop
Quick responder
DJ Dan Fudim 
Rating: 5.0 (104 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $3,000
  • Serves New Fairfield, CT
  • Offer

After 14 plus years DJing weddings across New York, New Jersey, and Connecticut, I know the fear is not just bad music. It is awkward MC moments, dead air, generic playlists, and a dance floor that never connects. My style combines real wedding experience with NYC nightlife instincts: live mixing, clean announcements, calm planning, and room reading that keeps every generation included without making the night feel forced.

Awarded Best of Zola
“When my husband and I were searching for DJ's for our wedding, we were immediately impressed when we got to Dan's website. When we met Dan in person at an open house at our venue, the choice was made even easier. Dan represented himself and his company as professional, experienced and polished. He came across as a real and heartfelt guy who is just really passionate about what he loves doing, something we've found rare in our past experiences with DJs. As we began our music journey with Dan, he was consistently in touch with us with reminders, suggestions, playlists, timelines and was always ready, willing and able to take our questions and provide valuable feedback. Dan listened to our needs as a couple and really got to know us so he could make personalized recommendations, such as a private first dance so that we, as introverts, could have a few moments alone on a wonderful but overwhelming day. On the wedding day, Dan made sure every detail was ironed out and made us feel completely at ease throughout the entire process. Our wedding was phenomenal and every guest we spoke to had an amazing time! We would highly recommend Dan for any event and we are confident that he will surpass your expectations!”
Allison + A., 10 months ago
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Herbert Holler 
Rating: 5.0 (51 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,500
  • Serves New Fairfield, CT
  • Offer

Herbert Holler is one of the most recognized, in-demand DJs in New York City and beyond. He specializes in providing the perfect music for your wedding, be it the frenzied dance floor of your reception, the conversation-friendly ambiance of your cocktail hour, or the serene, magical moments of your ceremony. He uses his 25-plus years of event-production experience, extensive knowledge of popular music, 20-plus years of full-time, professional, late-night club and private-event deejaying history, and an uncanny knack for reading party guests to keep you and all of your loved ones happy and having a blast. Holler at Herbert today!

Awarded Best of Zola
“From the moment we started planning our wedding, we knew finding the right DJ would be crucial to making our special day truly unforgettable. After speaking with several DJs, we connected with Herbert and instantly knew he was the perfect fit. Herbert's thoughtful, knowledgeable, and caring approach immediately put us at ease. With his extensive experience as an event, wedding & party DJ, he provided invaluable guidance to help us craft the perfect flow and vibe for our ceremony and reception. On the day of the wedding, Herbert's high energy and impressive attention to detail kept our dance floor packed all night long. Our guests raved about the incredible music selection and the fantastic energy Herbert brought to the celebration. We feel so fortunate to have had Herbert's services contribute to our wedding, and anyone looking for a down-to-earth, experienced DJ would be incredibly lucky to work with him.”
Leslie & B., a year ago
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Larger Than Life ™️ Entertainment 
Rating: 5.0 (28 reviews)
  • DJ
  • Starts at $1,800
  • Serves New Fairfield, CT

DJ BrianD Is Larger Than Life Entertainment, Your Versatile DJ 4 All Occasions!! 19+ Years In The Wedding, Corporate Event, & Private Party Industry & 27+ Years Spinning Wax 2 CD’s 2 MP3’s! BrianD Began His DJ Career Packing Out Bars & Clubs All Over New England. He’s Had The Honour Of Showcasing His Talents Performing At The US Open In Vail, CO, Spinning Tracks 4 Richard Simmons At A Private Event, & Volunteering At The Boys & Girls Club In Dorcester, MA, Giving The Kiddos Lessons On How 2 DJ. His Passion 4 DJ’n Transitioned 2 A Different Clientele, Although His Love 4 Entertaining Has Always Remain The Same!

Awarded Best of Zola
“Larger Than Life️ Entertainment was an absolute pleasure to work with for our wedding. From our very first conversation, Brian was incredibly thorough, detail-oriented, and comfortable providing guidance to ensure our special day went off without a hitch. His level of knowledge and friendly demeanor put us at ease throughout the entire planning process. On the day of, he was punctual, professional, and quick to adapt to any changes or requests from our guests. He nailed the vibe we were going for, keeping the dance floor packed and bringing the party to life all night long. We couldn't have asked for a better DJ - Larger Than Life️ Entertainment truly helped make our wedding a night we'll never forget. Photography: VMG Productions Location: The Watson Homestead”
Meagan L., 10 months ago
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Vision Edge Symphony Music 
Rating: 5.0 (21 reviews)
  • DJ
  • Starts at $1,750
  • Serves New Fairfield, CT

Planning a wedding? I know just what kind of music you need to make it a success. I’ve been lucky enough to serve some of the most amazing clients in lower Fairfield County on events both large and small. This experience and my passion for music has helped me evolve into one of the most skilled DJ's in the area.

Awarded Best of Zola
“DJ Marv was SO much fun at our wedding! Marvin's experience as a DJ definitely showed as he handled the ceremony music without any audio hiccups, making sure he was saying the bridal party's names correctly during the reception, and navigating toasts and announcements in a fun and very professional manner. He expertly controlled the crowd with some of the best mixes I've ever heard at a wedding! My husband and I did not want to leave the dance floor! We had so many guests after the wedding tell us how much fun they had dancing to the music and that it was one of, if not the most, fun weddings they had ever been to. We were so pleased and blessed to have Marvin DJ our wedding and we will absolutely be recommending his services! 1000/10!”
Nicole P., 2 years ago
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Sector Black Productions 
Rating: 5.0 (19 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,999
  • Serves New Fairfield, CT

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

“Joey is great. 100% recommend. His ability to reach the crowd is unmatched. Plus his setups... wow ... stands out way more than all these typical djs that have the same things.... BOOK!”
Danielle, 22 days ago
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24/7 Entertainment DJ n Photo Booth 
Rating: 5.0 (7 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,600
  • Serves New Fairfield, CT

24/7 Entertainment strives to deliver the best in mobile music entertainment. Setting no limit in doing our best to make you dance! My start began in 1993 with just 2 turntables and a few records. But now It has gone beyond that! Offer the always popular Photo Booth, Dance Lighting and More! Online planning tools through my website! A 5 star Wedding DJ!

Awarded Best of Zola
“The best decision you can make for your wedding (besides your soon to be spouse!) is to hire Hector. We bought one of the packages with music, lights, and photo booth. All I heard throughout the night was “I love every song!” Or “this is my favorite song!” I was worried that no one would be dancing and the floor was packed all night. We didn’t want the dancing to end. Not to mention that the photos from the photo booth were amazing, lots of great props. I had no idea how weddings work - schedule, timetables, etc. Hector patiently explained what should be done when, helped with music selections for cocktail hour and dinner, kept us on schedule all night, and overall was a really fun addition to the party. His online system is really easy to use. Also, I felt that he went above and beyond the call of DJ, seeing as my dress caught on the door as I’m about to walk down the aisle and have no hands free. He was there fixing it before anyone could notice what happened. He handled every curve ball With ease and minimal stress for me - like changing dates due to Covid, caterers setting up tables where the photo booth was to go, forecast of pouring rain for our outdoor wedding, etc etc. I was stressed out enough and I can’t describe how helpful it was to be working with someone who minimized stressful situations or took care of things without me even knowing about them. Thank you Hector for everything you did to help create the best night of my life! We are so grateful!”
Cortney M., 6 years ago
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Music Mania Disc Jockeys 
Rating: 5.0 (7 reviews)
  • DJ
  • Starts at $1,695
  • Serves New Fairfield, CT

Owned and operated by Mark and Denise Pastor, Music Mania is a professional disc jockey company which was established in 1996. We provide services for all occasions! Weddings, anniversaries, birthdays, corporate parties, you name it!

Awarded Best of Zola
“HIGHLY recommend! I am so happy we hired Music Mania DJ's for our wedding! Before the wedding: the communication was fast and clear, their website to enter song requests and event details was easy to use, and the price was fair. On our wedding day: they set up stress free, they were on schedule with everything, played a good balance of our song requests mixed with crowd pleasers. The lighting package turned the party UP!!! We had 140 guests in a blank/ standard banquet hall and it felt like dancing at the club. The husband of the DJ duo is a great MC. He made lighthearted but always appropriate jokes, and really committed to dancing. I got the feeling he's not afraid to look a little goofy dancing, which encouraged other people to do the same. Their energy got people on the dance floor and I got feedback from older folks that even if they weren't dancing the duo was fun to watch. Music Mania DJ's added a level of entertainment for our guests that we wanted but didn't know how to provide. As a bride & groom who struggled having "all eyes on us"... I really loved letting these 2 DJ's take the spotlight a few times and 'wow' people with their DJ experience :)”
Bre & B., a year ago
world tour sound production (Dj zoe supreme) 
Rating: 5.0 (2 reviews)
  • DJ
  • Serves New Fairfield, CT

Were your one stop shop for all Dj, Entertainment, production needs giving you a awesome bundle prices to easy your stress for shopping a bunch of different vendors With our professional Dj services we’ll cater to any room , musical genre . While setting the mood for all moments on your special day, Cermony, Cocktial hour, Dance floor!! high energy and memorable entertainment for you and your guest! We also provide Full Lighting, Sound , staging production , smoking machines and party rentals to curate a specialized experience for you and your guest ! No limits!

“DJ Zoe Supreme was the perfect DJ for our reception. We were impressed by their calm, easy-going, and fun communication style. They took the time to understand our music preferences and cultural background, and crafted a playlist that had our guests dancing all night long. Their clean sound quality and hardworking attitude really made our special day that much more memorable. We highly recommend World Tour Sound Production (DJ Zoe Supreme) to any couple looking for a talented and reliable DJ to bring their wedding to life.”
Desmond D., 2 years ago
Critical Entertainment 
Rating: 5.0 (1 review)
  • DJ
  • Starts at $1,899
  • Serves New Fairfield, CT

Critical Entertainment is a leading DJ and multi-service company based in Shelton, CT, dedicated to bringing unparalleled fun and entertainment to wedding celebrations. Our mission is to turn the dance floor into the centerpiece of the party, creating a lively atmosphere with expertly curated music. We take pride in offering more than just exceptional DJ services — we also provide a full suite of services, including photography, videography, four photo booth options, and lighting, all available under one roof.

“We worked with Mike from Critical Entertainment. From the start, Mike was very easy to work with and explained everything in detail. The wedding planner site was a breeze to use - we were able to include everything we wanted and when. On the big day, Mike kept everyone on the dance floor and played all of our favorite songs. He even took photos and videos during our ceremony and reception. We truly loved working with Mike!”
Melissa A., 4 years ago
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Good Tymes Entertainment 
  • DJ
  • Starts at $2,000
  • Serves New Fairfield, CT

Hi, my name is Ed, co-owner and DJ for Good Tymes Entertainment. I LOVE music. My love of music started way back when I was 4 years old, walking down the street in the Bronx with my mother, when I heard Rapper's Delight blasting out of a local record store, and I have been in love ever since. I love when people have a good time when I play music. I look forward to sharing my love of music with you and your guests at your next event.

Tailored Entertainment Group 
  • DJ
  • Starts at $1,800
  • Serves New Fairfield, CT

Our specialities not only include weddings, but also corporate events, formal dances, birthday parties, and any other event in need of a tailored professional. Our number one purpose is and will always be to keep guests, family, and loved ones on the dance floor with music for all to enjoy. We guarantee that our experienced team will take your event to a whole new level!

Quick responder
Direct Entertainment DJ-PHOTO-VIDEO-BOOTHS 
Rating: 4.6 (133 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,095
  • Serves New Fairfield, CT

No cookie-cutter weddings here! Every celebration is customized around YOU. Get matched with a certified DJ/MC who fits your energy, personality, and music preferences—so your wedding feels like you, not everyone else. The same personalized approach applies to our Photographers and Videographers. And don’t forget to add a photobooth for even more fun and unforgettable memories! Discover how easy it is to create a wedding that’s uniquely yours.

Awarded Best of Zola
“Brian, our DJ was fantastic. He was so attentive and followed every request to a T. He was SO happy for us and truly genuine in his well wishes for me and my husband. He kept the dance floor packed all night, filled in the blanks where I couldn’t come up songs, and kept everything running smoothly! We appreciate him so much, and wish Mr. Brian the absolute best. Jim, the owner, was also extremely communicative and so easy to work with and kind. It’s more than just a business to them, they actually care about your special day. Direct entertainment has the best pricing and package options by far, and the level of care was unmatched from the very first conversation. Thank you Brian & Jim from the bottom of our hearts! We want to do it all over again!!!!”
Taylor M., a year ago
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Mystic River Entertainment 
Rating: 5.0 (118 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $3,000
  • Serves New Fairfield, CT

Uniquely crafted music and purposeful lighting can empower you to create the most incredible and memorable night. Let me help you make that happen. Mystic River Entertainment is a modern DJ entertainment and lighting company for wedding and private events.

Awarded Best of Zola
“From our first correspondence with Jeff, the following 100 of emails that I sent him, to the incredibly thoughtful execution on our wedding night- we can’t say enough great things about our experience with Mystic entertainment. Not only are we thankful to have a nearly perfect wedding but also had vendors that allowed us to feel like close friends throughout the process and on our special day. Jeff’s process is both thoughtful and intentional. Our interview with him was a guided conversation that provoked a lot of thought in what we wanted in our wedding. His gift upon contract execution was incredibly kind and made us feel like we won a bid and not the other way around. His responses throughout the process were timely and friendly- never allowing me to feel nervous about the millions of questions I had. Although we didn’t have all the answers at our final meeting- we didn’t feel in trouble or pressured to decide things on the spot. Jeff was patient and willing to assist us in deciding things at a pace that we felt comfortable at but also gave him time to prepare. On the day of our wedding and even conversations still following the wedding, everyone has said Jeff could read the room. He knew when to play a genre, how to transition to the next- and the selection was incredible. He even let me borrow a mic and sing to my guests when my favorite karaoke song came on! There was not a single regret choosing Jeff and Mystic entertainment for our wedding day and we hope this review allows someone decide it’s simply the best choice!”
Amanda, a year ago
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Barattini Productions 
Rating: 5.0 (101 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $3,500
  • Serves New Fairfield, CT

Barattini Productions is the right choice for couples who want more than music at their wedding. They want an unforgettable experience. Since 1998, we have focused exclusively on weddings, bringing unmatched energy, meticulous attention to detail, and a personalized approach to every celebration. We take the time to understand each couple, their vision, and their guests, then read the room to keep the energy flowing naturally. From the first song to the final farewell, we create an atmosphere that feels effortless, engaging, and uniquely yours.

“First of all, they were the first vendors we booked and can see why they come so highly recommended!!Jeremy was excellent in coordinating all things leading up to the wedding including the wedding day timeline, and he set us up with the absolute best group of people for our wedding day. The day of we had Nick as our DJ and Mike as our MC, they checked in with us a few days before to see if we had any questions or concerns and were so attentive throughout our entire wedding. They brought so much heart, energy, and fun to our day and I seriously can’t imagine having our wedding without them. People are still talking about the amazing music selection, the dancing, the crowd surfing, and the fact that they were the best DJs they’ve ever seen at a wedding. At one point, the smoke detectors went off due to someone smoking in the bathroom, causing the entire wedding to evacuate outside. As you could imagine this situation would normally be stressful, or cause low morale when entering back in after 15-20 mins of being outside waiting for the fire department, but I can’t emphasize enough how Mike and Nick absolutely KILLED it and immediately brought back the energy and dancing as if nothing happened. They played “we didn’t start the fire” and I swear I’m still smiling about how iconic that was. I can’t recommend this group enough, ESPECIALLY Mike and Nick. Thank you for making our night absolutely epic and unforgettable!”
Elena S., a month ago
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IKSounds Entertainment 
Rating: 5.0 (87 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $2,995
  • Serves New Fairfield, CT

IKSounds Entertainment is a wedding DJ and MC company based in Belleville, New Jersey, serving couples across New Jersey, New York, Connecticut and Pennsylvania. Founded by Victor James in 2012, we specialize in multicultural and cross-cultural weddings, blending the music and traditions that matter to you. From ceremony moments to a lively reception, we bring thoughtful preparation, polished hosting and music that connects generations. We proudly welcome couples of every background, including LGBTQIA+ couples. Tell us your date, venue and vision, and let's create a celebration that feels like you.

“IKSounds Entertainment was the perfect choice for our wedding DJ. Their communication style was all-encompassing, inclusive of various cultures, religions, and languages. You could tell they put in a lot of effort and work into their job, as the music was always a hit and they were able to hype up the crowd. They put in great crowd work and provided a diverse music selection that kept guests dancing all night long. Definitely will see them again for our next event!”
Farah R., 8 months ago
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HiMotive Entertainment & Photobooth 
Rating: 4.7 (81 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $900
  • Serves New Fairfield, CT

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., a year ago
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Pulse Event Group 
Rating: 5.0 (81 reviews)
  • DJ
  • Starts at $1,995
  • Serves New Fairfield, CT

Pulse Event Group has been the tri-state areas premiere event entertainment service for over 15 years. We are a full service entertainment company that offers a wide array of event enhancements such as: Celebrity DJ's & Emcee's, Party Motivators, Photo-Booths, Up-lighting, Event Production, and much more! We are a boutique company that customizes each event to make it unique to our clients liking. No party is too big or too small!

Awarded Best of Zola
“Andrew was awesome did more than his duty as an MC, helping with logistics and coordination, honestly my wife and I were talking and having his assertiveness when it came to decision making and working with my sister who was the officiant, caterer, photographer, event coordinator made things much more smooth. Dude also got some moves on the dance floor! These guys def. know their stuff and have experience in this industry!”
Jay D., a year ago
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NYCT DJ's 
Rating: 5.0 (69 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Serves New Fairfield, CT

Hi! I'm DJ Rubin, Founder, Chief Event Officer, and Lead DJ & MC for NYCT DJs: The Party That Never Sleeps! We are a premier wedding entertainment company based in Connecticut, bringing the vibrant energy of NYC to every event. Serving Connecticut, New York, and the entire New England / Tri-State area, we specialize in creating unforgettable wedding experiences.

Awarded Best of Zola
“Highly recommend booking NYCT DJs for your wedding/parties !! DJ Rubin is super easy to work with and is phenomenal! They really know how to get everyone on the dance floor and stay on the dance floor all night long! I loved how DJ Rubin was so involved with the crowd and certainly knows how to make you laugh! Book them now you won’t regret it!!”
Nicole, a year ago
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Dj Double E 
Rating: 5.0 (66 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,250
  • Serves New Fairfield, CT
  • Offer

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

Awarded Best of Zola
“We hired dj double E for our wedding on 10.12.2024 and when I tell you they did not disappoint I mean it !! They did an absolute wonderful job keeping the crowd going and keeping people on the dance floor all night long. I definitely recommend them !!! 10/10”
Kaytlin W., 2 years ago
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NATIONWIDE Wedding DJs - A Better DJ And Photographer - HAS STAFF IN YOUR AREA! 
Rating: 4.7 (60 reviews)
  • DJ
  • Starts at $499
  • Serves New Fairfield, CT
  • Offer

Congratulations, you have the opportunity to have one of the best wedding teams in the country at an amazing price for your big day. We have the budget friendly packages and prices that every couple wishes they had. Elevate your wedding celebration with our award-winning DJ-MC services, trusted by over 17,000 couples nationwide for more than 27 years! Our budget-friendly packages ensure that your wedding is not only fun for all your guests, but also stress-free. We also offer stunning wedding photography and HD video services, capturing every precious moment of your special day.

Awarded Best of Zola
“Mike and Michelle DJ’d my wedding in New York with only three months notice, and I am so thrilled with how it went! I had very particular requests and needs, and they were excellent about accommodating them. Mike and Michelle created such a lively and fun environment; everybody enjoyed themselves. 10/10 would recommend!”
Melissa C., a year ago
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DJ KDOT LIM 
Rating: 5.0 (55 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Serves New Fairfield, CT

Based out of Brooklyn, NY, DJ KDOT LIM (Kevin Lim) is a 20+ year professional open format DJ that brings a unique blend of nightlife, wedding, & event experience to the wedding process and day-of. With a DJ style thats both engaging & fitting at all times, he understands not only what to play, but how and when to play it most effectively. Whether it be mainstream or alternative music, there will be dancing (and singing) ensuring your celebration is unforgettable. In addition to providing DJ services & sound equipment, Kevin will provide MC services, making any announcements and introductions throughout your reception.

Awarded Best of Zola
“Kevin's DJ set was awesome that several guests of ours who were planning on having a band at their own weddings actually changed their minds and decided to go with a DJ instead! The dance floor was packed the entire evening!”
Rachel , 2 years ago
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Skylark Music 
Rating: 5.0 (52 reviews)
  • Band or Ensemble
  • Serves New Fairfield, CT

Jesse and Justin have been playing music together since they met performing in a band at Disneyland in 2001. After moving to Beacon, NY around the same time, it made sense to start an official wedding music business to share their love of music with some of the many happy couples getting married in the Hudson Valley. One thing they love about playing music for weddings is the variety that is required of them. Every gig is different and they all happen on one of the happiest days of the clients' lives!

Awarded Best of Zola
“If you are currently wedding planning and debating between the elegance of live musicians or the versatility of a DJ, stop looking and hire Justin and Skylark Music immediately. Working with Justin was hands down one of the best decisions we made for our big day. With Skylark, we effectively "had our cake and ate it too." We were initially torn because we wanted the romantic atmosphere of live instruments, but we also wanted a high-energy party with our specific favorite songs (which a band is often limited by). Plus, full bands are insanely expensive. Justin offered the perfect hybrid solution. We were able to have a stunning guitar, violin, and cello trio for our ceremony and cocktail hour, and then transition to Justin DJing the reception. It was the best of both worlds—we saved on the cost of a 10-piece band but sacrificed absolutely nothing in terms of quality or vibe. Beyond the music itself, Justin’s professionalism is unmatched. He walked us through every step of the planning process. But the true test of a vendor is how they handle stress. A couple of months before our wedding, our venue suddenly updated their outdoor music guidelines. We were in a total panic, thinking our ceremony plans were ruined. We let Justin know, and he responded immediately with a calm, "can-do" attitude. He adjusted the instrumentation to meet the new rules quickly and sorted it out without us having to lift a finger. He also went above and beyond to personalize the evening. We have a close friend who is a singer, and we wanted her to perform a couple of songs during the reception. Justin didn't hesitate; he coordinated directly with her to ensure the audio levels were perfect and the logistics were seamless. It ended up being such a special moment, and Justin made it happen effortlessly. And then, there was the party. Justin transitioned to MC/DJ duties and read the crowd perfectly. Because we chose the DJ route for the reception, we got to hear the original versions of all our favorite tracks. The dance floor was absolutely wild all night long. The energy was so high that at one point, while we were taking portraits outside, our photographer actually stopped and told us, “There is literally a rave going on inside.” From the elegant strings and the special guest performance to the absolute rager at the end, Justin executed everything perfectly. If you want a stress-free experience and a vendor who truly cares about your day, hire Skylark Music!”
Timo R., 10 months ago
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Kenny Fiesta 
Rating: 5.0 (51 reviews)
  • DJ
  • Starts at $3,000
  • Serves New Fairfield, CT

I'm fluent in English & Spanish. The most essential package includes sound, dancefloor lights, uplights, DJ/MC and professional appearance. I've been DJing for 25+ years, and been focusing on weddings for the last 4 years.

Awarded Best of Zola
“Kenny Fiesta was an absolute pleasure to work with for our wedding. From the very start, his communication style was thorough, low-pressure, and reliable. He connected with each vendor, the venue, and key people in our wedding to ensure all were aligned and knew who he was, how to work with him, and what to expect throughout the night. Kenny's experience as a DJ was truly top-notch - he kept the party going all night long and made sure the music and energy were perfect for our special day. He worked with our playlist and captured our vision for the day. It was a PARTY. Kent was a joy to work with, keeping things low-pressure throughout the process but covering every detail. We couldn't have asked for a better DJ, and we highly recommend Kenny Fiesta to any couple looking for an experienced, professional, and fun-loving addition to their wedding day or their event. We would 100% work with him again in the future. In the end, he felt like family.”
Dein & M., 2 years ago
GemHidden gem
Bright Set Entertainment 
Rating: 5.0 (49 reviews)
·Ratings include Zola and Google reviews
  • Production company
  • Serves New Fairfield, CT

Your wedding day is one of the most important days of your life. With all that pressure, it’s no wonder couples can start to feel stressed. At Bright Set Entertainment, we’re honored to relieve some of that pressure by providing you with each of your wedding entertainment needs. Thinking you’d like a harpist or string quartet for your ceremony, but want a DJ or wedding band for your reception? No problem! Our "Mix & Match" packages offer different combinations of live music, photo booth, and DJ services. With such a wide variety of talented entertainers at our fingertips, it's our pleasure to provide you with exactly what you're looking for.

Awarded Best of Zola
“We cannot recommend Bright Set Entertainment enough! We used Bright Set for our wedding at Mountain View Grand in May 2026 and hired them for our DJ, photo booth, ceremony and reception audio, and piano music. From the very beginning, Cassandra was incredible to work with. We spent over a year planning together, and she was organized, responsive, detail-oriented, and always willing to hop on a call, answer questions, or help think through ideas. One thing that really stood out was how invested Cassandra was in making sure everything ran smoothly. She wasn't just someone behind the scenes coordinating logistics — she was actually onsite for our wedding day and felt like part of our team. Unfortunately, we experienced an unexpected fire alarm interruption immediately following our first dance that temporarily paused our reception and forced guests outside. Cassandra, alongside our day-of coordinator, immediately jumped into problem-solving mode. When we were finally able to return to the ballroom, she creatively had us reintroduced to "Fire Burning" by Sean Kingston, which turned a stressful situation into a funny and memorable moment that had everyone laughing. We were so grateful for her ability to stay calm, think quickly, and help keep the energy positive. DJ Dennis was fantastic and kept the dance floor packed all night. He did an amazing job reading the room and creating a fun atmosphere for guests of all ages. The photo booth was a huge hit as well. Guests loved the glow booth and the customized photo overlay, and we ended up with so many great keepsakes from the night. Entertainment-wise, everything was seamless. The ceremony audio, microphones, piano music, reception flow, DJ services, and photo booth were all executed beautifully. If you're looking for an entertainment company that is professional, organized, talented, and genuinely cares about your wedding experience, Bright Set Entertainment is absolutely the team to hire.”
Jennifer B., 5 months ago
Quick responder
Valentino Entertainment, LLC 
Rating: 5.0 (48 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,449
  • Serves New Fairfield, CT

If your dream wedding includes a packed dance floor, seamless flow, and a DJ who truly understands your vision — you’re in the right place. At Valentino Entertainment, we deliver an elevated experience with expert bilingual DJs & MCs, curated music, and timeline support that keeps the night running beautifully. With 300+ weddings, we blend elegance, energy, and emotion for every generation. From DJ & MC to modern photo booths, Dancing on Clouds, sparklers, lighting, and content creation — we don’t just play music, we create moments you’ll remember forever.

Awarded Best of Zola
“From our first interaction with Valentino Entertainment, LLC, we were impressed by their thorough, relaxed, and reassuring communication style. Paul and his team provided a truly professional experience, with top-notch equipment and amazing value for the services they delivered. They worked tirelessly as our hard-working entertainers, genuinely caring about making our special day a blast. The reception environment was such an active party - at one point, I went back to the head table to get water and no one was sitting, as people were fully dancing or enjoying the music from the sidelines. Even when we had to make some last-minute changes to the day's details, Paul was able to roll with it seamlessly, even practicing our long last name until he got it right. The remainder of the reception was an absolute blast, with people dancing through the entire end of the night. It was truly the best day and party we could have had, and we would hire Valentino Entertainment, LLC again in a heartbeat. The photobooth was also a great value-add.”
Justine B., a year ago
Quick responder
Richards Entertainment | Interactive Saxophonist 
Rating: 5.0 (48 reviews)
  • Solo performer
  • Starts at $4,000
  • Serves New Fairfield, CT
  • Offer

Matthew Richards is a professional interactive saxophonist. He is the top sought after saxophonist in America. Matthew specializes in offering fun unforgettable live entertainment for Weddings. Having performed for hundreds of Weddings, client's reviews highlight Matthew's Energy, Talent, and Engagement. He is dedicated to making your vision come to life. He also values the relationship with his clients, having an amazing record in exceeding expectations. In hiring Matthew, expect your Wedding to be unforgettable! Matthew's client center approach, his passion & love for music will greatly add value to your special day!

Awarded Best of Zola
“If you’re on the fence with hiring a saxophonist, just do it and make sure it’s Matt! He was absolutely incredible and working seamlessly with us and our DJ. He has a WIDE range he can cover and is extremely inclusive engaging with all kinds of guests at your wedding. Our guests have not stopped talking about how great Matt was and he was truly a highlight of our night!”
Juliana S., a year ago
Quick responder
Silver Arrow Band 
Rating: 4.9 (45 reviews)
  • Band or Ensemble
  • Starts at $2,890
  • Serves New Fairfield, CT

We're live music experts, wedding enthusiasts, and party starters, infusing every event with energy and full dance floors. We're here to make your wedding the greatest party of your life! The Silver Arrows are a premium, customizable 3 to 14 piece band specializing in high-energy music–at a sensible price. Our talented and professional musicians have performed regularly with touring and recording artists including Beyoncé, Camila Cabello, Jay-Z, Justin Timberlake, Lady Gaga, Lenny Kravitz, Rihanna, Stevie Wonder, Sting, Taylor Swift, and Tony Bennett, as well as working and touring with numerous Broadway shows.

Awarded Best of Zola
“BOOK. THIS. BAND. You will not regret it. We booked a solo violin for the ceremony, 3 piece jazz trio for cocktail hour, and a 7 piece band for the reception. Silver Arrow Band brought all the energy and more to our wedding. They followed our do's and don'ts perfectly and were great at reading the crowd. I am not exaggerating when I say that every single guest told us that Silver Arrow Band was the best wedding band they’ve ever seen. Guests were mad that they didn’t have them at their own wedding. Our dance floor was packed all night. I wish I could get married again just to experience it all over. Please book them.”
Johanna S., 4 months ago
Quick responder
DJ Ore Santana 
Rating: 5.0 (44 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,195
  • Serves New Fairfield, CT
  • Offer

I’m a bilingual (English/Spanish) open-format DJ & MC who specializes in weddings for couples who want a packed dance floor and peace of mind. I make sure every guest feels included and engaged from cocktail hour through the final song. I focus on smooth transitions, natural energy, and zero cheesy mic work. I provide professional sound, immersive dance-floor lighting, uplighting, and a photo booth guests love — so you can relax and fully enjoy an unforgettable night.

“DJ Ore Santana was absolutely amazing to work with for our wedding! From the very beginning, his communication was top-notch - he was always quick to respond to my countless questions and ideas, and was so kind and patient throughout the entire process. On the day of the wedding, he truly listened to what we wanted and was able to create the perfect vibe all night long. The dance floor was packed from start to finish, and he seamlessly went with the flow of the evening, pivoting when necessary to keep the energy high. Our wedding night was absolutely perfect, and we have DJ Ore Santana to thank for that. We cannot recommend him highly enough!”
Brandee K., 9 months ago
Quick responder
Cover Story Entertainment 
Rating: 5.0 (44 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Serves New Fairfield, CT
  • Offer

Cover Story Entertainment (as featured in all the leading and best publications all over New England and beyond as well as TV shows) was established by Chris Troxell, when he graduated from Berklee College of Music with a performance degree and a passion for perfection. Since the initial launch, CSE has expanded their entertainment and event services, offering clients the ease of single vendor coordination with the benefit of access to our prestigious performers, photographers, and videographers. A 12-year winner of Knot’s Best of Weddings and 13-year winner of Couples’ Choice Awards, CSE is among the BEST of NEW ENGLAND

Awarded Best of Zola
“We worked with Cover Story for our wedding in July and had the best experience. From the beginning Cover Story went above and beyond, they were easy to communicate with, very organized, and even learned our first dance song, which made it so special. The dance floor was packed all night and our guests are still raving about how great the band was. Highly recommend if you want your wedding to feel like a huge party!”
Erin H., 2 months ago