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Maddie & Jake

Jamaica Plain, MA

$300 & up. quotes based on event needs & size

Travels up to 120 miles

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Promotional video thumbnail 1 for Maddie & Jake

Maddie & Jake - Before He Cheats

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Human Nature by Michael Jackson

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Maddie & Jake - Put Your Records On

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End of Beginning by Djo

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Just the Two of Us by Grover Washington Jr.

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Overview

Maddie & Jake are a Boston-based vocal and guitar duo delivering polished, high-energy live music for weddings, corporate events, private parties, and venues across New England. Backed by 10+ years of performance and event experience, they create seamless, memorable celebrations. With a repertoire of 350+ songs spanning pop, country, rock, nostalgic favorites, and today's hits, they tailor every performance to the crowd. Their interactive QR code song request system lets guests browse and submit requests from their phones, creating a personalized, engaging experience. For larger events, they can seamlessly expand into a full band to match the energy and scale of any occasion. Book your date!


Reviews

3 reviews

Small thumbnail image for reviewer Hannah A.

Hannah A.

July 15, 2026
Verified review

Great acoustic duo!

We hired Maddie & Jake to play during the reception at our corporate event. They were quick to respond, professional and so easy to work with! Our guests raved about their sound and their presence really elevated our event. I would highly recommend booking them for your next event!

Hired as: Acoustic Band


Small thumbnail image for reviewer Lindsay C.

Lindsay C.

June 15, 2026

Awesome duo for ceremony and cocktail hour!

Jake and Maddy were amazing to work with and played flawlessly for our ceremony and cocktail hour. They learned all our songs and even did the ceremony with the guitar. Can’t say enough positive things. Highlight of our cocktail hour!

Hired as: Acoustic Band


Small thumbnail image for reviewer John C.

John C.

June 15, 2026

Amazing for a wedding

We worked with Maddie and Jake to play the cocktail hour of our wedding. We had a custom playlist which they learned and absolutely rocked. We got a lot of praise from guests that the band was so awesome. Highly recommend!

Hired as: Acoustic Band, Cover Band

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Booking information

Price range: $300 & up. quotes based on event needs & size

Languages: English

Gig length: 60 - 360 minutes

What to expect

When you book Maddie & Jake, you can expect more than just live music. You’ll receive a professional, polished entertainment experience from start to finish. With years of experience performing and supporting events, they understand the importance of communication, preparation, and creating the perfect atmosphere for every occasion.

From the initial booking process, Maddie & Jake prioritize clear communication and personalized planning. Before your event, they schedule a consultation call to discuss your vision, timeline, music preferences, special requests, and any details needed to ensure the performance is tailored specifically to your event.

Maddie & Jake arrive fully prepared with professional-grade sound equipment, delivering a high-quality audio experience that is clear, balanced, and customized to your venue. They handle setup, sound checks, and performance logistics with care so you can focus on enjoying your event.

For clients looking to create an even more interactive experience, Maddie & Jake offer an optional QR code song request system that allows guests to browse their extensive song list and submit requests directly from their phones. This unique add-on transforms live music into an engaging guest experience while helping personalize the performance to the crowd.

With a versatile repertoire, the ability to customize their performance, and the option to expand into a larger band setup, Maddie & Jake bring the flexibility and professionalism needed for events of any size. From the first conversation to the final song, their goal is to make the entire process seamless while creating an experience your guests will remember.

About

Maddie & Jake are a Boston-based vocal and guitar duo bringing a fresh, energetic approach to live music throughout New England. With over 10 years of experience performing, producing, and planning events, they combine professional musicianship with a deep understanding of what it takes to create memorable experiences for every audience.

Jake is a Berklee-trained multi-instrumentalist with extensive experience performing on guitar, bass, drums, piano, and vocals, allowing the duo to bring a wide range of musical styles and arrangements to each event. Maddie brings years of experience as a vocalist and a strong background in event production and coordination, giving her a unique ability to understand the flow, energy, and details that make an event successful.

Together, Maddie & Jake offer a versatile 350+ song repertoire spanning pop, country, rock, soul, nostalgic favorites, and today’s hits. They specialize in creating personalized performances through crowd interaction, live requests, and their interactive QR code song request system, which allows guests to browse their song list and submit requests directly from their phones.

From intimate acoustic sets to full-scale celebrations, Maddie & Jake can customize their performance and expand their lineup to match the size, style, and energy of any event. Professional, adaptable, and easy to work with, they bring the experience, flexibility, and excitement needed to make every occasion unforgettable.

Additional booking notes

Maddie & Jake provide their own professional-grade sound equipment and handle their own setup and performance needs. The primary requirements for performances are access to a reliable power source, adequate performance space, and clear communication with the event coordinator or venue before the event.

Space requirements may vary depending on the event type, guest count, and whether the performance is an acoustic duo or expanded band setup. For larger productions or specific venue layouts, additional details can be discussed during the planning process to ensure the best possible sound and experience for guests.

Upcoming booked events

September 2026

12

Saturday

Wedding Ceremony

2:30pm - 5:00pm

Tiverton, RI

Past booked events

July 2026

15

Wednesday

Corporate Event

1:00pm - 5:00pm

Canton, MA

Set list

Every Maddie & Jake performance is unique. Rather than relying on the same set list for every event, they build each show around the audience, venue, and atmosphere. They regularly rotate through their favorite classics, crowd favorites, and new discoveries, continuously expanding their 350+ song repertoire to keep performances fresh and exciting.

Their set lists span pop, country, rock, soul, nostalgic favorites, and today’s hits, allowing them to adapt seamlessly to different audiences and event styles. Whether creating a laid-back cocktail hour atmosphere or bringing energy to a packed venue, Maddie & Jake focus on choosing the right songs at the right moments.

For clients looking to add an extra level of guest interaction, Maddie & Jake also offer an optional QR code song request experience. Guests can browse their available song catalog from their phones and submit requests throughout the event, allowing them to be part of the musical experience while helping create a personalized soundtrack for the occasion.

Influences and inspiration

Maddie & Jake draw inspiration from a wide range of artists and genres, blending the storytelling of classic singer-songwriters with the energy of modern pop, country, rock, and soul. Influences include artists such as Fleetwood Mac, John Mayer, The Eagles, Shania Twain, Ed Sheeran, Tom Petty, Stevie Wonder, Bill Withers, and many more. Their diverse influences allow them to create dynamic performances that appeal to a variety of audiences, from timeless classics to today’s biggest hits.

Setup requirements

Power