The Best Americana Wedding Bands in Cheshire, MA

The Best Americana Wedding Bands in Cheshire, MA

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69 Wedding Bands & DJs in Cheshire, MA

Americana
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Anthony Cubbage 

5.0

  • Solo performer
  • Starts at $550
  • Serves Cheshire, MA

Hey, I'm Anthony! I'm a Singer-Songwriter, Pianist, and Guitarist in the Albany region. I've always been about bringing people's visions to life, whether it be producing artists', taking an amazing story and turning it into music, or filling an event with sound that speaks to the people there. I'd love to get to know both of you and your story, and help create memories with music. While I live in Albany, I'm willing to travel almost anywhere - feel free to get in touch whether you want me to come to you, or if you're planning a destination wedding!

Awarded Best of Zola
My wife and I were hoping to find someone whose music was beautiful and intimate for our wedding ceremony and Anthony did that and more. He was so easy to work with and incredibly flexible with our wants and needs. His voice is so soothing and he helped make our special moment feel that much more special. If we could do it all over again we’d be sure to have him back - highly recommend.
Ben T., 2 years ago
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Underfloor MUSIC 

5.0

  • DJ
  • Starts at $2,000
  • Serves Cheshire, MA

Underfloor MUSIC is an elite wedding and event entertainment company based out of Upstate New York which was featured in October 2023 Vogue Magazine's wedding column "Over The Moon". Owner, Kyle Albano customizes playlists during your consultation to your events itinerary creating a VIP effect. Albano’s energetic and charismatic team makes Underfloor Music one of the top MC/DJ's in the area. We at Underfloor MUSIC aim to create an atmosphere that mirrors our couples passion for one another. For couples seeking a professional, classy yet industrial entertainment service, consider Underfloor MUSIC.

Awarded Best of Zola
Underfloor MUSIC was the perfect choice for our wedding band and DJ services. The owner, John, answered every single question in a timely manner which made everything much easier! He was professional and the quality of his work was the best. John showed up on time and was on point with everything as requested. It was the best choice for our family to work with this great company!
Nelly A., 4 months ago
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Entertainment By Scott Sica 

4.9

  • DJ
  • Starts at $1,750
  • Serves Cheshire, MA

For the past 30 years, Scott has been providing DJ, Lighting & Event Services to Clients throughout New England. It is our pleasure to be your trusted choice to ensure that your special Celebration is a complete success! Scott brings the experience your deserve to every event. When you hire a DJ for your event, you want your expectations to be met, both on, and off the dance floor. This is what we do with Obsessive Passion. We are a Full time Entertainment Company with over 50,000 song titles on hand, the best Sound, Lighting & PhotoBooth equipment. We are proud to provide a highly personalized & Distinctive service to our couples.

Awarded Best of Zola
Entertainment By Scott Sica was the perfect DJ and MC for our wedding day. From our very first conversation, Scott was excited, clearly an expert, and an utter professional in his communication, style, expertise, talent, and execution. He took the time to thoroughly understand our vision for the day and was engaged, excited, and easy to work with throughout the entire planning process. Scott's flawless reading of the room and exceptional music selection kept our dance floor packed all night long. We had multiple in-depth conversations with Scott to define our ceremony, cocktail hour, dinner, and dancing experience, and he happily and excitedly incorporated our special song dedications and sing-a-long requests. Scott's talent, professionalism, and top-notch equipment truly made our wedding day seamless and unforgettable. Our guests keep raving about how incredible the music and energy was, and we're so grateful to have had Scott as part of our special day. 5 star experience in every way! Thanks Scott! We're still floating!
Carlene M., 5 months ago
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Rob Alberti Event Service 

5.0

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

Rob Alberti is all of these and more. Rob had a passion for music and lighting all his life. Creating that custom music soundtrack to your wedding day or creating the “wow factor” custom lighting piece for your event is what drives him to work so hard for his clients. His stomping grounds are The Berkshires, Hartford. CT Shoreline, Hudson Valley NY, Newport RI and Boston area weddings.

Awarded Best of Zola
Can't recommend Rob and his team enough! They did an incredible job with our wedding. I was still noticing trees that they uplit late into the night. They hung about 10 disco balls for us which was just SO fun. They were VERY professional and prompt. Will be suggesting them to everyone we know!
Sonya R., 6 months ago
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Music on the Move 

4.9

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

We are so excited to have won Best of Zola three years running. We are a small, personalized mobile DJ business that entertains weddings all over New England. We work with you to design your reception using your preferences as a guide and our weddings are never cookie-cutter. In addition to DJ services, we can also supply fun portable Photo Booths, professional wireless uplighting, and unique Audio Guestbooks.

Awarded Best of Zola
We hired Music on the Move for the music at our wedding reception and were very happy with their services. Their communication throughout the planning process was timely, easy, and comfortable - they were responsive to emails and very flexible when we had to make last minute changes. On the big day, they followed all instructions perfectly and their timing coordinating the special songs/announcements was flawless. The music selections were perfect for keeping guests of all ages entertained and they did a great job hyping up the crowd to keep the dance floor packed! Overall, Music on the Move was incredibly easy to work with and provided quality music for the money. We'd highly recommend them to other couples planning their weddings.
Katie M., 6 months ago
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BEG Event Group 

5.0

  • DJ
  • Starts at $1,949
  • Serves Cheshire, MA
  • Offer

Your wedding day is all about you, and the music should be no different. You found the person you are going to spend the rest of your life with, we provide the music and memories that will last that lifetime. Regardless of your taste, variety, and audio aesthetic, we will provide the soundtrack for your most special night.

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, 8 months ago
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Brick Park Entertainment 

5.0

  • Band or Ensemble
  • Starts at $3,500
  • Serves Cheshire, MA
  • Offer

Brick Park is one of the MOST AWARD-WINNING Boston Wedding Bands + DJs of all time! We’ve been performing at weddings for over 15 years, and have received over 20 awards (including Boston’s Best Band by the Improper Bostonian)! Our hundreds of five-star reviews reflect our expertise in creating unforgettable celebrations and dedication to exceptional customer service. We offer our clients full customization, from the setlist to the size of the band. Our Live Band + DJ combo allows you to choose from 2-7 pieces, to create the perfect music entertainment package to suit your unique needs and budget.

Awarded Best of Zola
Thank you Brick Park Entertainment and Julian for taking the trip from Boston Massachusetts to Western Connecticut to play at my daughter’s wedding. From the first email to the last song played working with Julian was a pleasure. He was accommodating, kind and very informative. The process of picking out songs, working on the timeline and introductions was very simple and straightforward. Everything we asked for was accommodated, even our special guest singer. Brick Park really brought the fun, so talented, it was more like a concert than a typical wedding. I would highly recommend getting the DJ to spin songs while the band takes a break. There were certain songs we wanted the DJ to play, and it all worked out perfectly. Thank you to Julian and Brick Park Entertainment for a night we will never forget!!!
Patty M., 5 months ago
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Shawn Gillie Entertainment 

5.0

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

Shawn Gillie has been heard on FLY 92.3, B95.5, 107.7 GNA and many other stations in the capital region. He has hosted large events and festivals and specializes in weddings. Shawn not only offers DJ services but also Audio Guestbook and Photo Booth Services as well. Reach out for pricing and packages!

Awarded Best of Zola
Highly recommend! Shawn was so professional, responsive, patient and most all supportive. First time bride here and no idea what I was doing. He also saved the day our Photo Booth guy n backed out at the last minute I was panicked didn’t know what to do. Thankfully Shawn was able to provide his photo booth and someone to work it at the last second! Looking for the perfect DJ for your wedding he’s your guy!
Ashley Robinson , 7 months ago
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Freedom Music Events 

5.0

  • DJ
  • Starts at $1,295
  • Serves Cheshire, MA
  • Offer

Based in Boston, MA, Freedom Music Events provides spectacular entertainment for weddings, corporate events, private party's and other special occasions. This team strives to help you host the celebration of a lifetime. You can look forward to a night of dancing and revelry, soundtracked by your favorite songs. They have a wealth of experience in the events industry under their belt. The team puts their clients’ needs at the forefront of their process, allowing their work to be guided by your wedding vision. This guarantees a totally custom experience for your special day.

Awarded Best of Zola
Jay Dee and his entire crew were so accommodating. My wife and I loved the fact that there was an all inclusive vendor system where the photographers, videographer and the DJs all worked together. This is optional but I am so glad we went this route. They knew to work in unison and it helped make our wedding so memorable. They were also so patient in changing plans last minute since the wedding timeline changed dramatically. Kudos to you guys. Thank you for everything on November 17th and the preparation months before that.
Hoshang, 2 months ago
LB Entertainment 

5.0

  • DJ
  • Starts at $1,995
  • Serves Cheshire, MA

LB Entertainment is a mobile DJ company located in Monroe, New York, servicing the Hudson Valley area. Specializing in weddings and other milestone events, the company offers a team of professional DJs with many years of experience who work closely with each couple to ensure their event is an overall success. Joshua and Matthew Lask are the company’s owners and main operators. The duo strives to assure couples that every aspect of their entertainment is covered with no small detail overlooked.

Amazing, helpful and flexible! I had spoken to Matt, the owner, who was so understanding about the stress we had dealt with in rescheduling our 2020 May wedding. He was so sympathetic and wanted to help make our September 2020 micro-wedding special and memorable for us! He was understanding, compassionate and sympathetic about our situation. Although Matt was unavailable to DJ our 9/20 wedding, we were told in advance that Dan was very good and would be stepping in. We spoke with Dan just about a week before our wedding and got 95% of the info he needed (because WE were being indecisive) oops. Then, the night before the wedding, he got the last few songs he needed from me via text! Unbelievable! He played all the songs we requested and timed our precessional and recessional songs perfectly!! If you get a DJ for your wedding- choose LB Entertainment!
Ariel, 4 years ago
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Larger Than Life ™️ Entertainment 

5.0

  • DJ
  • Starts at $1,800
  • Serves Cheshire, MA

DJ BrianD Is Larger Than Life Entertainment, Your Versatile DJ 4 All Occasions!! 18+ 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
Brian is one of the best wedding DJs in the business. In the past two years I’ve been to eight different weddings. Brian was the DJ for three of the eight, and the party/reception component of the events was never more fun than when Brian was driving the bus. He is an east coast DJ, but he spun tracks at both of my sister-in-laws’ weddings and as we were searching for a DJ for our own wedding we reached out just to see what he would charge for a wedding in Chicago. Turns out the price was right. Brian traveled to Chicago, MC’d our entire wedding, brought all of the equipment necessary and made our day exceptional in every way. I think there are a few things that really set Brian apart from other wedding DJs. Anyone can stand there and run through a playlist, but Brian went off book a few times to match and capture the energy of the guests. As we were in the midst of the planning process he added zero stress, and just calmly walked us through the process of selecting songs. He had suggestions and recommendations along the way. He even brought an extra speaker so that we could plug our digital piano in and the pianist would be able to play loudly enough. Overall, we can’t recommend Brian highly enough. You will not regret choosing him to DJ at your wedding, party, event. Whatever it is, Brian is a huge value add and a pleasure to work with.
Colleen S., 3 months ago
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Dj Double E 

5.0

  • DJ
  • Starts at $1,050
  • Serves Cheshire, MA
  • Offer

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!

Awarded Best of Zola
In today's world everything is extremely overpriced and service is terrible. My wedding was very stressful for me because of this. I did not have a DJ or a Photographer and honestly was considering just something small scale, until I talked to Ed from DJ Double E. I would give them 10 stars out 5. From the minute I talked to Ed it was a breath of fresh air from the million other outrageously priced DJ's. The price is unbeatable but that's not why I would recommend them. They are absolutely phenomenal and made my entire wedding. The music was perfect from ceremony to the last dance. They were so professional, so involved and so fun. We had a daytime (early) wedding. It is so challenging to get people up and have a good time at 12:30 in the afternoon, I was having meltdowns about it, they reassured me but had the entire place up and having fun. You didn't know if it was day or night. They helped us more than the attendants at the venue. Over 100 guests said how amazing they were. The pictures they took could not be any better. Any other DJ who had packages like this (photo booth etc...) were THOUSANDS, yes THOUSANDS, more!!! I really hate to admit but I'm not easily pleased however I would put my name on the line for DJ Double E after how they made my wedding. DJ Double E exceeded all my and my husband's expectations and -consider yourself lucky if you hire them for any event. I'll be calling them again!!!
Carstene W., 6 months ago
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B_entertained DJs and More 

5.0

  • DJ
  • Serves Cheshire, MA

Ready to throw the wedding celebration of your dreams? At B_entertained DJs and More, we specialize in turning your vision into an unforgettable reality! From electrifying DJs and stunning lighting to photo booths that capture all the fun, we’ve got the vibes covered. We know how to bring your genuine authenticity to life by creating personalized experiences that reflect your style. Whether you're envisioning a chic, modern party or a cozy, romantic vibe, our team brings the energy and expertise to make it happen. Let’s make your big day epic—because basic just isn’t in our vocabulary!

Awarded Best of Zola
Such a group of amazing people! Literally saved our big day when our original DJ ghosted us. And with such a small window of time they pulled off miracles! Wish I could give them 1000 stars!
Chrissy, a year ago
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DJ Thrilla 

5.0

  • DJ
  • Starts at $1,400
  • Serves Cheshire, MA

Let's create your vibe together! Get in touch with one of the Boston area's top rated DJ and MC that will pack the dance floor, make classy announcements and create a stress free experience for your wedding or event.

Awarded Best of Zola
We could rave about DJ Thrilla all day long, but in the words of our wedding guests: “Best dance floor we’ve seen in a long time!” It’s been weeks since our wedding and our guests can’t stop talking about how great the music was. Arthur did a great job with the ceremony and cocktail hour, and managed a tricky parent dance section (multiple sets of parents & timing!) We requested a Taylor Swift mashup and he exceeded expectations and made it the highlight of our night. The dance floor was always packed, and Arthur did a great job of taking into account our requests while playing music everyone would enjoy. We opted to use uplighting as well, which looked beautiful during dinner (we chose a warm lighting) and was so fun for the dance floor with flashing lights. By the end of the night, he even had guests asking him to travel to Texas to DJ their wedding! Booking DJ Thrilla was one of the best vendor decisions we made for our wedding and we could not recommend him more!
Kendall W., 3 months ago
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The Poor Cousins 

5.0

  • Band or Ensemble
  • Starts at $800
  • Serves Cheshire, MA

Husband and wife duo, The Poor Cousins, combine intimate, nourishing songs and gutsy tunes in an easy-going style. On fiddle, Naomi finds sounds both fiery and flowing, blending seamlessly with Emmet's rhythmic and elegant guitar back-up. The duo performs various styles including classical, popular tunes, and American, Irish and all Celtic fiddle music. In addition to playing at many weddings and events in the New York City / New England area the duo have performed in many countries around the world, both together and separately.

Awarded Best of Zola
The Poor Cousins were wonderful to work with for our wedding. Their communication was primarily through email, which was very responsive and helpful as we planned the music for our wedding. The quality of their work and value was excellent - the music they played for both the ceremony and reception was wonderful. They were able to personalize the music perfectly to match what we were hoping for, and were very accommodating in playing the specific songs we requested. The Poor Cousins' music was perfect, and they were very helpful throughout the entire process of planning our wedding. We highly recommend them, a full 10 out of 10!
Nicholas B., 3 months ago
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Vibeology IA 

5.0

  • DJ
  • Serves Cheshire, MA

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

Awarded Best of Zola
Denise is AMAZING!!!! I had the absolute pleasure working with her at a wedding in Boston last month and let me tell you! She has the sweetest personality, so much energy and kept the music going without skipping a beat! If you are looking for a charismatic person to lead the party and shower you with love, look no further :)
Jennifer R, 8 months ago
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DJ Services by Glen 

5.0

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

As a family owned and operated DJ business based in Somers, CT, we take pride in providing memorable Wedding DJ services and we offer fair pricing.I am DJ Glen and I love doing this full time and it’s not all about the money, I truly enjoy weddings!!This really is a fun thing for me to do! All of our DJ’s bring a positive energy and get the dance floor packed and go with the flow! We are the DJ that takes requests! We are the DJ that communicates with the photographer and the videographer! We don’t miss a beat! Book now and have confidence that your party will be happening! *******FULLY INSURED********

Awarded Best of Zola
Glen was a fantastic DJ who helped to make our wedding day the most magical day ever. Highly recommend!
Ben and L., a year ago
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DJ Domenic Entertainment 

5.0

  • DJ
  • Starts at $1,685
  • Serves Cheshire, MA

Hi I am Domenic and I have been a wedding DJ here in the Hudson Valley for 20 years. My style is music oriented and unobtrusive. I have an eclectic music touch and my goal is to create a wedding day that is reflective of your personalities! I am a single op DJ so I am the one that you meet with, Plan with and I am at your wedding! I do weddings various locations and venues. From the wedding hall to a barn to a tented wedding, my experience in the wedding industry is extensive! I value your time, ideas and dreams for your wedding. Let's get together to see if we are a good fit!

Awarded Best of Zola
We are so happy that we had Domenic DJ our wedding at Interlaken Inn! His professionalism and song selection are amazing and top notch. We and our guests had a blast at our wedding, and we really enjoyed his “music forward” approach. Multiple guests commented that we had a great DJ! Domenic was an incredible DJ to work with!
Lizbeth, 6 months ago
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Event Music Pros 

5.0

  • DJ
  • Starts at $1,750
  • Serves Cheshire, MA

You have been planning your Wedding your entire life! With Event Music Pros Wedding DJ you can rest assured, you have hired a professional DJ that your guest will love. Now Serving all of Connecticut, and parts of New Jersey, New York, Massachusetts, and Rhode Island. Affordable Wedding DJ you can trust. Our Professional Wedding DJ will make sure your guests as well as family members enjoy the event or party. We also make the party entertaining at the same time. In pursuit of the same, we make solid preparations in advance. Our DJ's have a dependable backup plan to tackle any emergency situation or any other unseen circumstance.

Awarded Best of Zola
After we spoke to him, we knew right away we had found the right DJ and hired the next day. Our whole family was dancing and smiling!
Michelle L., 2 months ago
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Collins Entertainment 

5.0

  • DJ
  • Serves Cheshire, MA

From our talented team of DJs to our state-of-the-art photo booths, to dazzling lighting options and planning services, we specialize in creating an amazing atmosphere for your event. Check out what sets us apart from other Connecticut wedding DJs below, scroll down to meet our team, and see if your date is still available.

Awarded Best of Zola
When we first looked into hiring a DJ, we thought it was as simple as picking someone to play music and get the dance floor going. But we were impressed with how much more there was to it, and Collins Entertainment had it all covered from start to finish! There were so many details that we had not considered, like doing a "farewell dance" towards the end of the night. They also offered perspectives that we had not considered, like the benefits of doing wedding party introductions since we had not done programs. Because there is a team of DJs and they take incredible notes, it also means that there is a seamless transition in case of any emergencies. Our original DJ had a family medical emergency, but his colleague was able to step in without missing a beat (pun intended). We highly recommend!
Elizabeth W., 3 years ago
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Golden Scroll Soloists 

5.0

  • Ceremony only
  • Serves Cheshire, MA

The Golden Scroll Soloists have been wowing Northeast audiences with a variety of styles for 20 years, melding familiar songs you love into an elegant string quartet experience. We helped popularize the "crossover string quartet", much like the Vitamin String Quartet, during the early days of classical crossover. Our style, now made mainstream by Bridgerton, predated the Netflix hit show by 15 years. We're ready to play for your ceremony, your cocktail hour, or maybe even your reception. Choose from a string quartet, string trio, string duo, or violin soloist. Let's start planning the soundtrack to your happily ever after!

If we could give Golden Scroll Soloists 1,000 stars we would! Kevin was extremely organized and knowledgeable in preparing for the wedding. There are soooo many song choices to choose from! The music at the ceremony was so incredibly beautiful that our priest stopped to recognize them a number of times! I could’ve listened to them play for hours—absolutely amazing! We also had them at cocktail hour at our venue and it was such a fun vibe! So many of our guests came up to us throughout the night to tell us how wonderful the strings were—they loved it! We really can’t thank Kevin and his crew enough for making our wedding truly everything we dreamed of—absolute PERFECTION!
Nicole, a month ago
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DJ - A Better DJ And Photographer Nationwide 

5.0

  • DJ
  • Starts at $799
  • Serves Cheshire, MA
  • Offer

BEST OF ZOLA award winner! We will make your reception fun for all of your wedding guests! We have provided top level DJ-MC services for over 26 years in budget friendly packages NATIONWIDE. We also offer spectacular wedding photography and HD Video. Visit our site and see over 1 million photos, thousands of reviews, and some great package prices. If you give us a call before you book your vendors you'll quickly learn why over 15,000 couples have chosen us to help make their special day magical. All packages include expert planning assistance, which will take away most of the stress associated with planning your wedding! Save thousands!

Awarded Best of Zola
Our experience with DJ - A Better DJ And Photographer Nationwide was fantastic. From the very beginning, they were great communicators, always keeping us informed and addressing any questions or concerns we had. On the day of our wedding, they ensured everything went off without a hitch. Their professionalism and attention to detail were excellent, and they seamlessly kept the reception running smoothly from start to finish. The music they played kept our guests dancing all night long. We couldn't have asked for a better DJ to make our special day truly memorable. Highly recommend their services!
Zach S., 4 months ago
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Absolute Entertainment 

5.0

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

I know that your wedding is a once in a lifetime event. Because of this, you will be making many tough choices to assure that your wedding day is as special as you have always dreamed. You will remember this day forever! ABSOLUTE ENTERTAINMENT can help transform your wedding day into an event your friends and family will still be talking about years from now. Great events seldom just "happen". Together we will brainstorm, outline and put together all the pieces for a great wedding. The key to a smooth wedding reception is all in the details and planning.

Awarded Best of Zola
Greg was the perfect choice for our wedding entertainment. From the very first interaction, his communication was prompt and easy, which helped put us at ease during the wedding planning process. On the day of, they went above and beyond to make our day truly unique, tailoring the music selection to keep everyone dancing all night long. Their fun personality shone through as they played a great mix of songs that all our guests enjoyed. They also worked closely with us to create a fantastic timeline that kept the reception flowing smoothly. We could not have asked for a better DJ company to help make our wedding day so special.
Devin and K., 23 days ago
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SEH Entertainment 

5.0

  • DJ
  • Serves Cheshire, MA

If you’re looking for professional DJ services that can adapt to all your needs, then we are the DJ entertainers for you. At SEH Entertainment, we understand that some people really enjoy a high level of interaction, and others feel it is embarrassing. From liberal to conservative, we can handle our audience. When you are booking us, we will discuss where our level of interaction should be. Whether you need DJ for a small wedding or if it’s for bar mitzvah entertainment, we can adapt to your needs!

DJ Ron was a great DJ and an awesome entertainment he did an amazing job at our wedding !! everyone loved it!! They said that it was an amazing entertainment and it was a great epic wedding to remember!!! We totally recommend seh entertainment with DJ Ron. My family and friends enjoyed him he was just wonderful!!
Erica & R., 3 years ago
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Louis Pettinelli Entertainment 

5.0

  • Band or Ensemble
  • Starts at $3,000
  • Serves Cheshire, MA

Louis Pettinelli Entertainment is a musical entertainment company that offers an unrivaled musical experience for clients around the country. We currently service over 25 metropolitan areas throughout the lower 48, and provide musical entertainment for hundreds of events every year. Our past clients include The United Nations, Lockheed Martin, Nationwide Auto Insurance, The Shell Oil Corporation, and many more. No event is too small or large for us. Louis Pettinelli Entertainment has musical ensembles that range from a soloist to a 15 piece party band, and everything in between!

Awarded Best of Zola
I was blown away by the talent of the musicians, they really take their craft seriously. I requested a Roaring Twenties theme from Louis Pettinelli and they went above and beyond to make it happen. The singer Karlea was phenomenal and did an amazing job of keeping our guests engaged and entertained. The musicians were all courteous, professional, and exceptionally talented. They dressed appropriately for our wedding theme and many of the guests at the Hawthorne Hotel wanted to take pictures with Karlea in her Twenties attire. In addition to being a wonderful experience, they were also a great value for the price. These are top quality musicians and we paid a reasonable price for the band. I highly recommend this group for your wedding.
Rochelle P., 6 months ago
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Tyler Preston | Country, Southern Rock, Americana 

5.0

  • Band or Ensemble
  • Starts at $5,000
  • Serves Cheshire, MA

Tyler Preston's soulful Southern twang and irresistible finger-lickin' chicken pickin' will bring that warm, down-home charm to your country wedding. Whether he's gently strumming his acoustic guitar or electrifying the stage with his band, Tyler Preston creates the perfect atmosphere with timeless country tunes. As you and your loved ones boot scoot the night away, you'll sing along to classics by Chris Stapleton, Luke Combs, Morgan Wallen, Zach Bryan, Tyler Childers, and more. Let Tyler Preston work his magic to make your wedding an unforgettable celebration of love and joy your guests will talk about for years to come.

Awarded Best of Zola
Tyler made our Anniversary a night to remember. He serenaded my wife at dinner as we celebrated 16 years together. He was able to take a list of songs I asked him to sing and create a beautiful arrangement in less than a week, including learning a custom song that had been written for our wedding. He would be a Blessing to have perform for any occasion. I highly recommend this wonderful artist.
Bruce M., 5 months ago
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Astrograss 

5.0

  • Band or Ensemble
  • Serves Cheshire, MA

We have been performing as a band since 2003, when Jordan Shapiro formed the band with some close musician friends in Brooklyn, NY. Since then, the band has performed at hundreds and hundreds of concerts, weddings, festivals, parties, kids birthday parties, and various other kinds of family oriented events. We have an extensive songlist of over 300 songs, drawing from all styles of music, including traditional folk/bluegrass, as well as classic rock, pop, jazz and country. The band has also released 3 full length albums of original music, ranging from progressive bluegrass/newgrass instrumentals to goofy kids songs.

Awarded Best of Zola
This band was FANTASTIC. Their music was beautiful. The band is versitile, talented, professional, fun... They were able to work with us with special requests. They had a great energy. I can't say enough good things about them.
Jessica, 4 years ago
Quick responder
Mass Bay DJ Entertainment 

5.0

  • DJ
  • Starts at $2,100
  • Serves Cheshire, MA

Mass Bay DJ is a premier music entertainment company servicing Massachusetts and Greater New England. Whether you are planning your wedding day, a function for your business, school dance, or simply a backyard birthday party, we can provide you with the best musical entertainment you can find. It is our goal to have your guests bobbing their heads, tapping their toes, and dancing until the lights come up at the end of your event. We want your guests to tell you that your event was one of the the best and most fun that they have ever attended. Contact us to see if we can turn your event into a memory that lasts a lifetime.

Awarded Best of Zola
Mike was so easy to work with. We wanted to have a party atmosphere for our wedding reception and he totally nailed it! Great variety of music while staying true to us and exactly what we pictured dancing to all night! Mike was also super accommodating and flexible when I was a bit overwhelmed during the reception. I highly recommend working with Mass Bay DJ and will definitely reach out to Mike again if I have a similar party/DJ need in the future!
Madeline K., a year ago

Location flexible? Discover bands & DJs near Cheshire, MA

About wedding bands & DJs in Cheshire, MA

How much do couples usually pay for wedding music in Cheshire, MA?

Live bands typically range from $300 to $18,500, averaging at $3,500. DJs range from $695 to $4,000 and average at $1,500. You can also book music for your ceremony only, starting at $100!

Ultimately, the cost will depend on the number of hours booked, and in the case of live bands, how many musicians are in the band.

Do bands and DJs typically play the entire party from start to finish?

It depends! 85% of bands and DJs in Cheshire, MA cover cocktail hour and 82% will play for the ceremony, in addition to the reception. 70% offer services for the after party if you’re having one!

Do most bands learn new songs if you ask them to?

61% of bands in Cheshire, MA will learn new songs! Make sure you ask about the lead time they need to learn and rehearse something new.

What are the most popular bands and DJs in Cheshire, MA?

The most popular bands in Cheshire, MA are Silver Arrow Band, Louis Pettinelli Entertainment and The Creswell Club. The most popular DJs are Dj Thrilla, Get Down Tonight Entertainment, Inc. and Go Event Group - Go DJ.

What types of bands & DJs are in Cheshire, MA?

What other Cheshire vendors will I need?

What other bands & DJs are nearby?

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