Maddie & Jake
Jamaica Plain, MA
$300 & up. quotes based on event needs & size
Travels up to 120 miles
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
4 reviews
Carlie C.
August 13, 2026Maddie and Jake were great!
Great communication and so much talent. We loved having them, and look forward to hiring them again!
Hired as: Acoustic Band
Hannah A.
July 15, 2026Great 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
Lindsay C.
June 15, 2026Awesome 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
John C.
June 15, 2026Amazing 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
Booking information
Price range: $300 & up. quotes based on event needs & size
Languages: English
Gig length: 60 - 360 minutes
What to expect
We like to keep things simple: you tell us what you’re planning, and we’ll help make the music fit. Before your event, we’ll hop on a quick consultation call to hear what you have in mind, talk through the timeline and logistics, and get a feel for the kind of atmosphere you’re looking to create. From there, we take care of the musical details so you don’t have to.
On the day of your event, we show up with everything we need to sound great and handle setup, sound check, and performance logistics ourselves. We’re big believers in reading the room, so while we’ll come prepared with a plan, we’re never afraid to change it when the crowd calls for something different.
And then there’s our Interactive Setlist. It’s our way of turning the audience into part of the show, letting guests interact with our 350+ song repertoire and request what they want to hear from their seats. It’s completely customizable and can even be incorporated into fundraisers and other creative event ideas. It’s one of those things that’s easier to show you than explain, so ask us about it!
We can also adjust our setup to suit your event needs, from a simple acoustic duo to a larger lineup with additional musicians. We’re happy to talk through the options and find what makes the most sense for your space, crowd, and budget.
Our goal is for you to have one less thing to worry about and for your guests to leave talking about the music.
About
We’re Maddie & Jake, a Boston-based acoustic duo bringing soulful vocals, guitar-driven arrangements, and a little bit of personality to events throughout New England. Our 350+ song repertoire covers pop, country, rock, soul, nostalgic favorites, and today’s hits, but we’re not the kind of duo that shows up with a setlist and plays it straight through. We read the room, take requests, and build our sets around the people in front of us. Our Interactive Setlist takes that one step further, giving guests a chance to browse our songs and request what they want to hear right from their phones.
Between the two of us, we have over 10 years of experience performing, producing, and planning events, and we’ve learned that the best live music doesn’t just fill the room; it becomes part of the experience. Sometimes that means keeping things laid-back while people talk over cocktails; sometimes it means getting everyone singing along to a song they forgot they loved. We’re always paying attention to the room and adjusting as we go.
Jake is a Berklee-trained multi-instrumentalist who plays guitar, bass, drums, piano, and vocals. At the same time, Maddie brings years of experience as a vocalist along with a background in event production and coordination. That combination gives us a pretty extensive musical toolkit, but more importantly, it means we know how to make the music work for the moment.
We can keep things simple and intimate with an acoustic duo setup, bring a little more energy when the occasion calls for it, or expand our lineup with additional musicians for a bigger sound. No two events are exactly alike, and we like it that way.
If you’re planning something and want live music that feels personal rather than plug-and-play, we’d love to hear what you have in mind.
Sending a little music your way,
Maddie & Jake
Additional booking notes
What We Need
Performance space: Enough room for 2 people, 2 mic stands, 1 guitar + guitar stand, and our speaker setup (if applicable).
Power: Access to a standard electrical outlet near the performance area.
Before the event: Set-up location, load-in/parking instructions, event timeline (if applicable), and the name + contact information for our on-site contact.
That’s it! We bring our own instruments, sound equipment, and everything else needed for our performance.
Upcoming booked events
September 2027
04
Saturday
Wedding Reception
4:30pm - 8:30pm
•
Washington, NH
September 2026
06
Sunday
Birthday Party
5:00pm - 6:30pm
•
Milton, MA
11
Friday
Rehearsal Dinner
5:30pm - 7:30pm
•
Tiverton, RI
12
Saturday
Wedding Ceremony
2:30pm - 5:00pm
•
Tiverton, RI
26
Saturday
Birthday Party
12:30pm - 1:30pm
•
Plymouth, MA
October 2026
24
Saturday
Campus Event
1:30pm - 3:30pm
•
Lowell, MA
Past booked events
August 2026
07
Friday
Restaurant/Bar Event
8:00pm - 10:30pm
•
Bristol, RI
July 2026
15
Wednesday
Corporate Event
1:00pm - 5:00pm
•
Canton, MA
Team
Set list
Honestly, we don’t really have one! With 350+ songs in our repertoire, we build each set around the people, setting, and energy of the event. We love moving between genres, eras, and styles, and we’re just as comfortable creating a laid-back atmosphere as we are getting a room singing along. We’ll mix well-known favorites with songs you might not expect from an acoustic duo, always putting our own spin on them to fit the moment. So every set list is different from the last.
That flexibility is one of our favorite parts of performing. A wedding cocktail hour, corporate event, fundraiser, dinner, birthday party, and busy bar can all call for something completely different, and we enjoy figuring out what works best for each one. One of our favorite compliments is some version of, “I never would have expected to hear a song like that from an acoustic duo, but I loved it.” That’s usually a pretty good sign we’re doing something right.
And if you want to give your guests a little say in what happens next, there’s our Interactive Setlist. Guests can browse our song catalog and request what they want to hear right from their phones. It’s completely customizable to the event and gives guests another way to be part of the music while helping us create a set that feels spontaneous and personal.
We come ready for just about anything and love seeing where the music takes the night.
Influences and inspiration
Our sound pulls from a pretty wide range of music, which is part of what keeps things fun for us! We draw from artists like John Mayer, The Eagles, Shania Twain, Ed Sheeran, Tom Petty, Stevie Wonder, Loretta Lynn, Lake Street Dive, and plenty more. You might hear a timeless classic, a soulful groove, a country favorite, or a modern pop hit all in the same set.
One of our favorite things to do is take songs you wouldn’t necessarily expect an acoustic duo to play and give them our own spin. We’ve played everything from Metallica during a cocktail hour to turning Norah Jones into a late-night bar singalong. We like keeping people guessing a little and finding the version of a song that fits the room.
Setup requirements
Power