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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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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Music on the Move 
Rating: 4.9 (37 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
“My husband and I got married one year ago today & had the best reception ever thanks to John. We could not recommend working with him more!! He was receptive during the planning process and did a great job playing songs we wanted to hear and avoiding songs we didn’t want. Our friends constantly tell us how much fun they had at our wedding and the dance floor was truly packed ALL NIGHT. We also had the audio guestbook which is such a special memory. Thank you for making our day amazing, John!!”
Sarah R., 14 days ago
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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
“From our first conversation with Jeremy at DJ DeWeese Entertainment, we knew we had found our DJ. He listened to what we wanted and asked thoughtful questions instead of pushing his own ideas on us. During the reception, Jeremy kept the energy up with his music and MC work while making sure the focus stayed on us and our guests—not on him. He was funny, professional, and genuinely cared about making our day special. Jeremy adjusted everything on the fly to match the vibe we wanted, and his execution was flawless. We couldn't be happier with our choice and would recommend him in a heartbeat.”
Katie, 3 months 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!

“My husband and I hired Plush for our September wedding and they were absolutely phenomenal! From the first conversation, Andrew and Geoff were so easy to work with—kind, professional, and clearly passionate about what they do.I think Andrew responded to my emails within 5 minutes of me sending them every time. Every single member of the band was incredibly talented and brought so much energy and joy to our celebration. Our guests couldn’t stop raving about them—several people told us it was the best wedding band they’d ever seen. The dance floor was packed all night, and we truly had the best night of our lives thanks to them. I’ll never forget singing along to “Zombie” by The Cranberries with all of our guests as one of the final songs of the night - I’m surprised the building didn’t fall down with how hard the dance floor was rocking! Even when the power briefly went out during the father-daughter dance, the band handled it flawlessly and kept playing so the moment could continue without a hitch. Their professionalism and heart shone through in every moment. If you’re looking for a band that will keep your guests dancing and make your wedding night truly special, Plush is the one. We can’t thank them enough for giving us memories that will last a lifetime!”
Laura M., a year 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!

“Working with Stretta Ensembles has been consistently excellent over the past decade—they're genuinely reliable and never disappoint. Their communication is prompt and clear, making every planning conversation straightforward, while their collaborative approach allowed us to customize our event exactly how we envisioned it. The quality of their musicianship is stunning, and they're committed team players who work seamlessly with other vendors to create a cohesive experience. What really sets them apart is their flexibility; they adapted beautifully to our needs and remained supportive throughout the entire process. We hire them without hesitation and have been recommending them to our clients for years because they consistently deliver exceptional results.”
Lani T., 19 days ago
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Clockwork Entertainment 
Rating: 5.0 (166 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
“Clockwork New England was the perfect choice of a band! We had them as a part of our wedding 9/6/25 at The Pavilion at Pinehills and they were amazing! They were easy to work with in the wedding planning process, and guests continue to rave about the band at our wedding weeks later! The dance floor was packed all the way through the last song! Looking for a band for your wedding- look no further!”
Courtney B., 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
“DJ Motiv was extraordinary. I was so impressed by his professionalism, communication, and willingness to make sure our night was perfect. I was skeptical at first with some reviews mentioning that the DJ’s weren’t playing the songs they chose. I immediately reached out and that was informed that it would not be an issue. ALL of our chosen music was played, with some song requests of guests (with bride’s approval, per DJ motiv - loved that). DJ Motiv checked in with us constantly, even to make sure our food was at our table, if we needed drinks, if the music was going well, and if there was anything he could do. He was going above and beyond to make sure we had what we needed. I even threw in special requests during my wedding, including him stopping my parent dance half way (on purpose) as if the music turned off, to take the mic and give a short speech. He did it phenomenally. I had a game request, with him being the commentator and director of, and he took that role and ran with it. The wedding guests LOVED him. I have nothing negative to say about his services. Even the photobooth was done great! I also had a custom sign made, with our new last name, and it was perfect! Such a great item to be able keep, and you get a year warranty on it. Anyway, I highly recommend this DJ!! He MADE our wedding perfect. Everyone loved him.”
Gracie W., 18 days 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
“Double Platinum Celebrations LLC was the best wedding DJ I've ever seen! I saw them at another wedding and went up halfway through the reception to hire them for my own wedding. Their communication was fast and clear throughout the entire planning process, and you could tell they took so much pride in their work. From a flawless ceremony to an unreal reception with a packed dance floor from start to finish, they made our wedding day the most fun-filled celebration. I would highly recommend Double Platinum Celebrations LLC to any couple looking for an amazing DJ that will keep the party going all night long!”
James G., 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 - HAS STAFF IN YOUR AREA! was a fantastic choice for our wedding day. From our first call with Michael, we were impressed by the available, and thoughtful communication style. The quality of their work and value was excellent - they provided the best price we found and were extremely helpful throughout the planning process. On the day of, Scott was a perfect DJ who got our guests excited and on the dancefloor, and was a big part of creating wonderful wedding memories for us.”
Lily F., 7 months 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
“Louis Pettinelli Entertainment was a true pro from start to finish. Their communication was excellent, and they were a pleasure to work with in the lead up to our wedding. On the big day, their talents shone through as they played our exact music playlist and did a fantastic job as the emcees, keeping the energy high and our guests entertained. They came dressed impeccably and had the perfect balance of fun and professionalism. We couldn't have asked for a better wedding band and DJ - they truly helped make our special day unforgettable.”
Adriana M., a year ago
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DJ Jimmy Ice Entertainment And Events 
Rating: 4.9 (39 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
“Apparently, my now-husband is extremely picky when it comes to string quartets. When looking for a string quartet for our wedding in June 2026, we listened to recordings from every available vendor in the Rockland County/Westchester area. Golden Scroll were not only the best sounding, but also were incredibly friendly, organized, and accommodating to our requests. Their song list is MASSIVE and yet they included learning two new songs at no extra charge to allow our playlist to be even more meaningful to us. Kevin was extremely responsive, and was less worried than we were about the 15% chance of rain on the day of the wedding. The performance itself was amazing and our guests raved about it all evening. They didn’t flinch when our robot flower girl came straight towards them! Couldn’t recommend hiring Golden Scroll more for your special event!”
Mary C., 3 months ago
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Elation Entertainment 
Rating: 5.0 (31 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 is an amazing DJ . Having him from the moment we chose him to the day of our wedding having the monthly check ins really helped make the process easier. One thing we really loved is he played all our request. He worked around our schedule, using video chat to finalize everything was great ! He has his own website accommodated to you where you can add any music you want through YouTube etc worked out well with our wide variety of genres our guests liked. We couldn't have asked for a better DJ and person to help make our day special. You will not be disappointed ! Answered all our questions in a timely manner and extremely kind and thoughtful We will look to hire him for any party’s we have going forward. Thank you John !”
Amanda B., 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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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
“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., 9 months 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 (22 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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Lindsay Straw: Singer & Acoustic Guitarist 
Rating: 5.0 (20 reviews)
  • Solo performer
  • Starts at $500
  • Serves Chebeague Island, ME
  • Offer

Mixing evocative Celtic songs with upbeat Americana folk and acoustic covers, 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. She's open to weddings all over 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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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
“I cannot recommend Jordan and his band enough! They were professional and communicative from the start, answering all my questions and working with my now husband to prepare a surprise tune for them all to play together at the reception. They created wonderful and beautiful adaptations of the first and last dance song we chose, and took some requests from guests as well. The beautiful music they shared with all of us was the perfect backdrop to the entire evening and we got so many compliments on our choice of band, many people expressed wanting to hire Jordan and the band for other events. Truly they were all just lovely humans and amazingly skilled musicians and performers, if I could give more than 5 stars I would!”
Asha D., a year 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
“The Poor Cousins were phenomenal. Learned a couple of songs for our ceremony, and were a perfect add to our cocktail hour and wedding day. They are GREAT, timely, and communicative.”
Giuliana B., 6 months 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
GemHidden gem
Unforgettable Entertainment 
Rating: 5.0 (12 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
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
“Mass Bay DJ was fantastic! So communicative ahead of and during our wedding. Mike took all our preferences into account and followed through with all of our requests, including a last-minute decision to have a bouquet toss! He responded so well to the mood and energy of the crowd, and never let a song go on too long. We've gotten so many compliments since our wedding about how fun the music and dancing were. The dance floor was packed all night and we had so much fun! Woudl absolutely recommend booking Mass Bay DJ for your wedding.”
Carolyn F., 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
“Jackie and Brandon may have been the highlight of our entire wedding! They were both SO fun, easy to work with, took the time to get to know us individually, and learned custom songs just for our ceremony and first dances. They knew exactly how to set the tone for the whole evening. We have been to several weddings where the mic stops working mid-ceremony or there are technical difficulties and we had such a fear that that would occur at our wedding, but nope! Brandon and Jackie nailed everything to a T! During the cocktail hour, they played a beautiful acoustic set, and when it was time for the reception, they brought the party. Jackie has so much energy and got the whole room moving and having an amazing time. And not to mention, she’s an unbelievably talented singer. Brandon absolutely crushed the DJ set too. I’m not lying when I say that every guest at our wedding took the time to tell me and my wife how much they loved The Gibbonses. We can’t imagine our day having been without them, and I cannot possibly recommend them more highly!!”
Blakely & L., 6 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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