The Best Americana Wedding Bands in Chebeague Island, ME

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74 Wedding Bands & DJs in Chebeague Island, ME

Americana
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DJ DeWeese Entertainment 
Rating: 5.0 (10 reviews)
  • DJ
  • Starts at $2,000
  • Serves Chebeague Island, ME

DJ Jeremy is ready to assist you in making your event a day to remember. With over 20 years of DJ and MC experience, DJ Jeremy has the expertise and know-how to perform for any event. DJ Jeremy takes unsurpassed pride in his company's image. Clean equipment, professional appearance, and positive attitude are of most importance to DJ Jeremy's clients; therefore, it is of most importance to him.

Awarded Best of Zola
“Jeremy is professional and fun! He takes the time to understand the couple and who their guests will be to ensure a good time for everyone. He is open to ideas and requests and allows the couple to be as involved or not involved as they would like. What really stood out to me was Jeremys ability to make the day flow seamlessly. Our venue had a few locations and he was able to easily communicate to guests where to be and when. He checked in with us throughout the night on timing and made us feel at ease. I 100% would recommend Jeremy!”
Hanna S., a year ago
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The Dapper Gents 
Rating: 5.0 (6 reviews)
  • Band or Ensemble
  • Serves Chebeague Island, ME

The Dapper Gents are a folk-rock band from Portland, ME, are known for their eclectic mix of popular hits and deeper cuts, all enriched with vibrant cello solos. Available as a versatile duo, quartet, or DJ, they are the perfect choice for wedding ceremonies, cocktail hours, receptions, and private parties. Serving New England and beyond. The current lineup features Jacob McCurdy on vocals and guitar, Danny Rand on cello, Stu Gurley on upright bass, and Jonathan Clement on drums and vocals. They bring a unique twist to pop, rock, and folk hits from artists such as Mumford and Sons, The Pixies, The Lumineers, and Alabama Shakes.

“The Dapper Gents were the absolute perfect live band for our wedding. Jake especially is super awesome to work with and has so much experience with the industry that it was completely stress free for us. Our wedding was at a camp on Sebago Lake and The Dapper Gents fit our music vibe to a T. And they DELIVERED. From setting up, ceremony, cocktail hour, to reception everything was so so smooth. Our guests were so impressed with their talent and we spent the entire night dancing. We also highly recommend seeing them live as we discovered them first seeing them live at Bull Feeney’s in Portland. You will no regrets booking this band!!”
Katie N., 2 years ago
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Plush 
Rating: 5.0 (6 reviews)
  • Band or Ensemble
  • Starts at $7,500
  • Serves Chebeague Island, ME

We have one goal when it comes to a party, and that's to keep as many people on the dancefloor as possible and to have guests leaving your event exclaiming that it's the most fun they've had in a long time!

“Do yourself a favor and book this band. Plush NAILED our reception vibe and kept everyone dancing all night long. They were amazing to work with and made our first dance song (which they learned for us) so incredible- like it was written for them to sing to us! We loved working with Andrew and he made the whole night so incredible. Cannot recommend them enough.”
Emily S., 2 years ago
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Stretta Ensembles 
Rating: 5.0 (2 reviews)
  • Ceremony only
  • Starts at $400
  • Serves Chebeague Island, ME
  • Offer

Based in Southern Maine, Stretta Ensembles features conservatory trained, professional musicians who are dedicated to their craft. They have 20 years of experience performing for weddings, and offer soloists, duos, trios or quartets. Stretta offers a wide range of musical styles for ceremonies and cocktail hours, including classical, pop, contemporary, etc. They will arrange your favorite song for your special day!

“Stretta Ensembles is a wonderful group to work alongside! Their musicians are talented, polished, and incredibly professional, and they bring such a beautiful energy to every event. Their versatility is a huge asset, with a wide range of musical styles that can be tailored to complement everything from an elegant wedding ceremony to a lively cocktail hour. As a fellow wedding professional, I always appreciate vendors who are dependable, easy to work with, and genuinely invested in creating a great experience for the couple and their guests. Stretta Ensembles consistently delivers on all fronts. Their music adds a sophisticated and memorable touch to any celebration, and I would happily recommend them to couples and fellow event professionals alike.”
Duncan, a month ago
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Clockwork Entertainment 
Rating: 5.0 (170 reviews)
  • Band or Ensemble
  • Serves Chebeague Island, ME

Congratulations! You're probably recently engaged, or you know someone who is, and you're looking for a killer band for your once-in-a-lifetime celebration. Clockwork will make your wedding truly spectacular. Not only will all of your friends and family be on the dance floor the entire night, but you will be showered with compliments about how awesome the band is and how much fun they’re having. And this will continue for weeks and months after your wedding!

Awarded Best of Zola
“We loved Clockwork Boston! They totally captured our vibe and kept the party going from start to finish. The dance floor was full all night, and our guests couldn’t stop talking about how great the band was. They were also so easy to work with and made everything stress-free. Couldn’t recommend them more!”
Emma K., a year ago
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HiMotive Entertainment & Photobooth 
Rating: 4.7 (78 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $800
  • Serves Chebeague Island, ME

2x BEST OF ZOLA award winner! HiMotive Entertainment & PhotoBooth delivers DJ, Photobooth, Special Effect and A/V services for weddings, parties, and corporate events. We use top-tier equipment and treat every client like family. Our flexible music and event packages ensure memorable experiences, with service spanning in all states east of the Mississippi River including Louisiana—major cities like Charlotte, Atlanta, Detroit, and NYC. Book us for customized, high-energy entertainment and seamless event planning.

Awarded Best of Zola
“HiMotive Entertainment & Photobooth did a great job keeping our wedding reception fun and upbeat. While their communication was a bit delayed leading up to the event, they were ultimately effective in executing on the day-of. The DJ kept the party going all night with a good song selection, though they did play 3 Taylor Swift songs in a row at the start, which we would have preferred more variety. The MC's ad-libs got a little overbearing at times, but overall they did a nice job sticking to the schedule and making important announcements. We'd recommend HiMotive to other couples looking for an energetic DJ.”
The R., a year ago
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Double Platinum Celebrations LLC 
Rating: 5.0 (69 reviews)
  • DJ
  • Starts at $1,550
  • Serves Chebeague Island, ME

Double Platinum Celebrations DJs is Maine's Most Requested and Reviewed Wedding DJ with over 1,500 5 star reviews, over 4,000 events and we have been packing dance floors for over 20 years. We can't wait to celebrate with you on your Special Day!

Awarded Best of Zola
“We had a phenomenal experience working with DJ Mark on our wedding this past October. He made the process so easy for us, and really helped us bring our vision to life when it came to the music for our wedding. Our friends and family had so much fun, and we cannot thank DJ Mark enough for helping to make our wedding day so memorable. Read less”
Victoria C., a year ago
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NATIONWIDE Wedding DJs - A Better DJ And Photographer - HAS STAFF IN YOUR AREA! 
Rating: 4.7 (53 reviews)
  • DJ
  • Starts at $499
  • Serves Chebeague Island, ME
  • Offer

Congratulations, you have the rare 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
“Nationwide Wedding DJs - A Better DJ And Photographer did an excellent job at our wedding. Their communication style was clear and reassuring - they asked clarifying questions to ensure they understood our preferences and made us feel confident they would execute everything perfectly. The quality of their work and value was great - the DJ listened closely, paused when needed, and incorporated all the special song requests and event announcements I had provided. They played our special songs at just the right moments and helped our reception flow smoothly with their professionalism. We were thrilled with how Nationwide Wedding DJs contributed to making our wedding day so memorable.”
Maddie M., a year ago
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Louis Pettinelli Entertainment 
Rating: 5.0 (45 reviews)
  • Band or Ensemble
  • Starts at $3,000
  • Serves Chebeague Island, ME

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
“We hired Intrinsic Groove to perform at our wedding in April 2026 and it was nothing short of INCREDIBLE. We watched a lot of videos and felt confident they were going to be great, but they far exceeded our expectations. They were high energy, crowd engaging, phenomenal performers who met the vibe every single time. Vocals were KILLER. So many of our guests said it was the best wedding they’ve ever been to and I credit a lot of that to the energy the band brought. On top of a killer reception, they also did incredible ceremony and cocktail hour music that made everything flow harmoniously. You just can’t beat a killer band for your wedding, worth every penny! Highly recommend “Like a Prayer” by Madonna to get all generations singing along!! Photo Credit to our epic photographer, Victoria of An Endless Pursuit”
Samantha F., 4 months ago
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Cover Story Entertainment 
Rating: 5.0 (42 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Serves Chebeague Island, ME
  • 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
“Wedding advice: hire Cover Story Entertainment! We worked with CSE for our July wedding. We went with the ceremony package, 6-piece band as well as their uplighting and photo booth services. Our experience with CSE from start to finish was 10/10. Chris and Elena are incredibly organized, communicative, and responsive. They always answered all of our questions (and I asked many!) Alec, Alex, Savannah, and the rest of the band members rocked it all night. One of the first things guests commented on about our wedding was how amazing the band was. One of our guests commented that they wish they could cancel their DJ and fly CSE to their wedding in Portugal because they loved them so much. Extremely talented musicians for an awesome price, which make a huge difference when wedding planning. When we reflect on our wedding day, Cover Story is a huge part of what made it such a memorable night. -MK AJ Dunne”
MJ and A., 2 years ago
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DJ Jimmy Ice Entertainment And Events 
Rating: 4.9 (40 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $900
  • Serves Chebeague Island, ME

As a seasoned DJ with over 20 years of experience serving New England, I specialize in wedding services, including DJing, ceremony sound, officiant services, photo booths, uplighting, monogram lighting, projection, karaoke, music bingo, and trivia. Since 2003, I have had the privilege of being the official DJ for Blue Man Group Boston and have had the pleasure of working with hundreds of clients throughout New England. My passion is working closely with clients to ensure their wedding or event exceeds their expectations. If you are seeking a dedicated DJ to make your wedding an unparalleled success, I am at your service.

Awarded Best of Zola
“We are so glad that we chose Jimmy to be both our DJ and our officiant at our wedding. From the first time we spoke to Jimmy, he was very friendly and easy to talk to. His communication leading up to the event was always amazing (even while he was on a cruise!). He was perfect as our officiant — the ceremony was just what we wanted. We didn’t provide a ton of guidance or make any special requests and Jimmy really knocked it out of the park; it felt like he knew us and kind of matched the ceremony to our personalities just from the few conversations we had with him prior to the wedding. Jimmy was also an excellent DJ! Our guest list was pretty small and he did an awesome job getting people on the dance floor and keeping the vibes up! He played all the songs we requested and he was super accommodating to special requests, like working with my best friend who played violin for the ceremony. Everything was seamless. Everybody loved him and spoke highly of him at the wedding — I heard he even had a little heart to heart with my dad. :’) 10/10 would recommend Jimmy!”
Jackie, 4 months ago
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Golden Scroll Soloists 
Rating: 5.0 (39 reviews)
  • Ceremony only
  • Serves Chebeague Island, ME

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!

Awarded Best of Zola
“We hired Golden Scroll Soloists for our wedding cocktail hour and reception in Connecticut. Coordinating with Kevin was seamless, efficient and professional. They accommodated our highly specific setlist, executing accurate string arrangements across multiple classic and contemporary genres. They also were flexible with timing adjustments. Their pricing was fair and delivered great value for a live ensemble. They also operated autonomously with strict professionalism on the day of the event. Their execution of our custom requests was exceptional (we wanted certain songs played at specific times during the wedding day). Highly recommended for couples seeking reliable, precise musical accompaniment! Our guests actually thought they were listening to a DJ/playlist, that's how good Golden Scroll was!”
Carlos, 2 months ago
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Music on the Move 
Rating: 4.9 (38 reviews)
  • DJ
  • Starts at $1,500
  • Serves Chebeague Island, ME

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., a year ago
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Elation Entertainment 
Rating: 5.0 (32 reviews)
  • DJ
  • Starts at $1,799
  • Serves Chebeague Island, ME

Elation is defined as extreme, exhilarating joy, and the emotion of great happiness. I chose the name to reflect the high level of service provided and the satisfaction our clients experience. Music has been the center of my life for as long as I can remember. Over the last 20 years, I've performed at hundreds of weddings and private celebrations, held residencies at local bars and clubs, and livestreamed mixshows online. Every one of those experiences shapes how I show up for your wedding.

Awarded Best of Zola
“John from elation Entertainment did an amazing job as the DJ for my backyard wedding in September. He was on time, set up with ease, and the quality of his music and announcements was perfect for the outdoor venue. Not to mention that he stayed in constant communication with me for over a year to make sure all of my requests were fulfilled. He truly made sure that my day was worry-free and kept all of our guests on the dance floor all night long!”
Abigail H., 2 years ago
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Don't Stop the Party Entertainment 
Rating: 5.0 (30 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,495
  • Serves Chebeague Island, ME

Don't Stop the Party Entertainment was established on December 23rd, 2014. However, the company has experience in wedding entertainment since 1986. We have been creating just the right atmosphere and providing peace of mind for everything from elegant country weddings to all-night dance fests. We have several options available to you, to suit any budget and to make every wedding unique. We’ve got backup equipment, insurance for every event, DJs & MCs, support staff on call, and over 80 years of combined experience.

Awarded Best of Zola
“From the moment we booked Don't Stop the Party Entertainment for our wedding, we knew we were in good hands. Ellen’s communication throughout the planning process was incredibly thorough, thoughtful, and meticulous - they left no detail overlooked. On the day of the wedding, their professionalism and high-quality work was evident as they kept the dance floor packed with their energetic and entertaining performance. Our guests raved about how much fun they had and how the music and energy from the DJs truly made our special day unforgettable. We couldn't have asked for better DJs to celebrate with us, and we highly recommend Don't Stop the Party Entertainment to any couple looking for the highest quality, professional entertainment for their wedding. They traveled all the way to CT for us and pricing was super reasonable for their what they provided! Thank you!!”
Emma S., a year ago
Groovin' You Entertainment 
Rating: 5.0 (29 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Serves Chebeague Island, ME

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., 10 months ago
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Lindsay Straw: Singer & Acoustic Guitarist 
Rating: 5.0 (28 reviews)
·Ratings include Zola and Google reviews
  • Solo performer
  • Starts at $525
  • Serves Chebeague Island, ME
  • Offer

Mixing acoustic covers with evocative Celtic and upbeat Americana, Lindsay Straw delivers a soundtrack in a warm alto voice with intricate guitar and Irish bouzouki accompaniment. With over 250 weddings under her belt, she loves working with couples to provide the perfect folky playlist tailored to their tastes and needs. She provides her own sound gear and can accommodate new song requests. Based out of Upper Valley Vermont and Boston, she is available for weddings throughout New England.

“Lindsay was the best choice we made for our wedding! She sang for our ceremony, cocktail hour and even did our first dance. She went above and beyond to learn a new song for us and exceeded our expectations. She was super easy to work with and prompt with responses when we needed her! Her song list was extensive and set the perfect ambiance. We had so many comments from guests saying how talented she is! Also, her price is more than reasonable. We highly recommend Lindsay and look forward to seeing her shows in the Boston area!”
Roxanna R., 2 years ago
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Larger Than Life ™️ Entertainment 
Rating: 5.0 (25 reviews)
  • DJ
  • Starts at $1,800
  • Serves Chebeague Island, ME

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
“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., 2 years ago
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BEG Event Group 
Rating: 5.0 (24 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $2,500
  • Serves Chebeague Island, ME

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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Milestones & memories Llc 
Rating: 5.0 (23 reviews)
  • DJ
  • Starts at $2,298
  • Serves Chebeague Island, ME

At Milestones & Memories LLC, we specialize in bringing your wedding vision to life. Founded by Rocky Ferrenburg, we provide premier DJ services, ensuring the perfect soundtrack for your day. With over a decade of experience, DJ Roc creates a fun, memorable atmosphere tailored to your love story. Our services include professional DJ entertainment, photo booths, lighting, and special effects like cold spark machines and low-lying fog. We offer personalized packages to suit your needs, ensuring a seamless and unforgettable celebration. Let us help you make your dream wedding a reality.

“Rocky’s energy was unmatched on our wedding day!! He was very easy to work with, a great blend of fun and professionalism. Rocky worked with us to go through songs/playlists we wanted to use (I was one of those people who made my own playlists and he happily used those during parts of our day). At the same time, Rocky’s ability to read the room & incorporate more songs was perfect! One moment that we loved was Rocky’s idea to play a “memorial song” for my husband’s late mother, since he couldn’t dance with her. It ended up being a wonderful moment, where our guests were able to remember her while vibing to the song! During the reception, the dance floor was a place that I didn’t want to leave as a bride!! Overall, Rocky was a fantastic DJ, whose energy radiated to our guests the entire night! We highly recommend Rocky for any event!!”
Lydia S., 2 months ago
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Brick Park Entertainment 
Rating: 5.0 (21 reviews)
  • Band or Ensemble
  • Starts at $3,500
  • Serves Chebeague Island, ME

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
“We hired Brick Park for our wedding in July 2026, and it was truly one of the best decisions we made! From the very first time we saw them perform in Boston, we knew they would be the perfect fit for our wedding. Throughout the entire planning process, Julian was incredibly communicative, helpful, and easy to work with. He performed live during our ceremony and cocktail hour, followed by the full four-piece band with Christianne, Jinsoo, and Jon for our reception—and every single band member absolutely delivered. Our guests were on the dance floor all night, and we had so many people ask us for their information afterward. They brought such an incredible energy to our wedding and made the night so much fun. I cannot recommend Brick Park enough if you’re looking for an amazing wedding band and a guaranteed great time. They were absolutely phenomenal!”
Paige A., a month ago
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Jordan Tirrell-Wysocki Trio 
Rating: 5.0 (19 reviews)
  • Band or Ensemble
  • Serves Chebeague Island, ME

Want to set a mellow, thoughtful mood for your ceremony? Or to entertain your guests with lively fiddle music during your cocktail hour? Perhaps you're looking for an alternative to the traditional wedding band, and you'd like to dance the night away to Celtic folk songs and foot-stompin' fiddle tunes? Or all of the above? Jordan has been performing at weddings for over a decade, solo and with bands of varying size to fit your budget.

Awarded Best of Zola
“Jordan's Trio was a joy to work with and their performance brought a magical quality to our ceremony! For anyone looking for a top notch folk trio, look no further. We even had them play a few original tunes that the groom wrote for the bride and there wasn't a dry eye in attendance. Cannot recommend strongly enough. Thanks!”
Kevin C., 2 years ago
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The Poor Cousins 
Rating: 5.0 (16 reviews)
  • Band or Ensemble
  • Starts at $500
  • Serves Chebeague Island, ME

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
“Emmet and Naomi were wonderful! They traveled to play at our wedding at Jeffers Hill Farm in Pike, NH in September 2025. They were wonderful to deal with from the initial inquiry to post wedding follow-up. They were very easy to communicate with initially and have a great repertoire of songs to choose from! They even learned some new songs that we requested for recessional/processional etc. They played a variety of beautiful songs during our ceremony and cocktail hour. They were extremely professional and wonderfully talented artists. All of our guests commented on how enjoyable they were to listen to while mingling during cocktail hour. I would highly recommend having them play at your wedding!”
Kristin G., a year ago
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Unforgettable Entertainment 
Rating: 5.0 (13 reviews)
  • DJ
  • Starts at $2,200
  • Serves Chebeague Island, ME

We get it… this is your one chance. There are no do-overs, so everything has to feel right. You shouldn’t have to worry about your wedding day. You should be able to live it. That’s why everything we do is designed around one thing making your day feel effortless, natural, and completely in sync. Most couples don’t realize it until later… But the biggest difference between a stressful wedding and an unforgettable one is how everything flows.

“DJ Conor was fantastic, and we couldn’t recommend him more highly! Leading up to the wedding, he was incredibly communicative and took the time to understand exactly how we wanted the day to feel, including the songs we wanted to hear and, just as importantly, the ones we didn’t. One of the highlights was cocktail hour, when Conor played acoustic guitar and sang live. It was such a great touch and helped create the perfect atmosphere for our guests. He did an awesome job throughout the entire wedding and made everything easy for us from start to finish. We’d highly recommend DJ Conor to anyone looking for a DJ for their wedding!”
Jake H., a month ago
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DJ Thrilla 
Rating: 5.0 (13 reviews)
  • DJ
  • Serves Chebeague Island, ME

Let's create your vibe together! Get in touch with one of the Boston area's top rated and in demand DJ/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., 2 years ago
Quick responder
Lex Musiq 
Rating: 5.0 (10 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $2,000
  • Serves Chebeague Island, ME
  • Offer

I’m Alex, professionally known as Lex Musiq, a wedding DJ and founder of Toast to That Entertainment. After years of building an entertainment company and creating celebrations for hundreds of couples across New England, I launched Lex Musiq as my personal DJ brand for couples seeking a more elevated, hands-on experience. Music has always been about more than simply playing songs for me. I love creating moments, reading a room, bringing different generations and cultures together, and building a celebration that genuinely reflects each couple.

“We had such a great experience with Lex for our wedding! From the beginning, he made the whole planning process easy and really took the time to understand the vibe we wanted for our day. The music was one of the best parts of the night. Lex kept the dance floor going, played a great mix for everyone, and did an amazing job reading the crowd. Our guests were dancing all night and we had so many people tell us afterward how much fun they had. Lex was professional, easy to work with, and made everything feel stress-free. You can tell he genuinely cares about making sure his couples have an amazing wedding. We couldn't have been happier with our choice and would absolutely recommend Lex to anyone looking for a wedding DJ! Karen”
Karen D., a month ago
Quick responder
Mass Bay DJ Entertainment 
Rating: 5.0 (6 reviews)
  • DJ
  • Starts at $2,350
  • Serves Chebeague Island, ME

Mass Bay DJ is a long established & trusted name in the wedding world. We are a preferred vendor at numerous venues on the South Shore and have been nominated for Best of South Shore 4 times. We can provide you with the best overall experience 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
“I’ve known Mike for awhile now and we couldn’t have imagined any other DJ to have. He listens to what you want, and is just an overall good time. It’s always a party. Just check out the company’s Instagram page!!”
Colleen S., 3 years ago
Quick responder
The Gibbonses 
Rating: 5.0 (5 reviews)
  • Band or Ensemble
  • Starts at $3,500
  • Serves Chebeague Island, ME

The Gibbonses are a husband & wife Top 40 Duo, based in Midcoast Maine. With an extensive repertoire of Pop, Country, Oldies, Rock, and Motown hits, they create an atmosphere of fun and familiarity for friends and family of all ages. As multi-instrumentalists, The Gibbonses deliver the sound of a 4-5 piece band while maintaining the flexibility, versatility, and affordability of a two-piece. With years of experience entertaining on cruise ships, and touring all over the US and Canada, Jackie and Brandon have developed a world-class performance that's unlike anything else you'll find in Texas.

Awarded Best of Zola
“Our guests loved the Gibbonses. While we were planning, they paid attention to every detail – recording the pronunciation of the bridal party’s names and recommending adjustments to our trivia game. Aside from being a lot of fun, they also seem to really care. They were flexible with covid concerns and let me take as long as I needed to decide on them without a deposit. At the party, they brought the party. Funny and high energy all night, even with the unavoidable bumps and a surprise schedule change.”
Justin K., 4 years ago
Pete Chambers Entertainment 
Rating: 5.0 (5 reviews)
  • DJ
  • Serves Chebeague Island, ME

Hi, I'm Pete Chambers, and for decades I've been entertaining all over New England as a Radio Personality, Club and Mobile Disc Jockey. To excel in any endeavor, you have to really enjoy what you're doing and I truly believe that I have been blessed to have the talents necessary to be at the top of my field in one of the most enjoyable careers in the world. Every weekend someone invites me to DJ at their party! What could be better? Even though my high school guidance councilor suggested that I go into the dental field, I think this one suits me best. : -)

Awarded Best of Zola
“Pete was very accommodating for our island venue which was definitely more difficult on his end. He played all the genres we hoped to hear, made sure everything ran smoothly during our wedding and reception, and kept the dance floor busy. Thank you Pete!”
Ashley D., a month ago

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