Savor Summer at Retreat Farm’s Food Truck Roundup in Brattleboro, Vermont
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Live Music. Local Food. Craft Brews. Community Vibes.
July 9 – August 27, 2026
The Food Truck Roundup at Retreat Farm is back for its 9th season, and it’s shaping up to be a great one.
Every Thursday evening from July 9 through August 27, Retreat Farm welcomes locals and visitors to their beloved Food Truck Roundup, a weekly celebration of live music, local flavor, and community spirit, all set against the scenic backdrop of Retreat Farm’s beautiful red barns along the West River in Brattleboro, Vermont.
From 5 to 8 pm, Farmhouse Square transforms into a lively outdoor gathering with lawn games, live performances from regional bands, a rotating selection of food trucks, and cold drinks from the Thirsty Goat Bar.
Whether you come to dance, dine, or just unwind after a long week, Food Truck Roundup is Brattleboro at its best.
NEW this year: Your ticket to Food Truck Roundup also includes entry to Open Barn on the day of your event, so plan to make an afternoon of it.
2026 Live Music Lineup at Retreat Farm
The 2026 season kicks off on Thursday, July 9, with the Gaslight Tinkers, and continues all summer long with a genre-spanning mix of danceable rock, soul, bluegrass, Cajun, jazz, and more.
- July 9: Gaslight Tinkers: Rooted in New England old-time and Celtic fiddle, the Gaslight Tinkers weave in global rhythms and boundless energy to create a sound that’s as surprising as it is impossible not to dance to.
- July 16: Pointe Noir Cajun Band: Rooted in the traditions of Southwest Louisiana and powered by accordion, fiddle, and a driving rhythm section, Pointe Noir brings high-energy Cajun music that welcomes everyone to the dance floor, no experience required.
- July 23: Vermont Jazz Center Sextet: Formed to bring jazz out of the concert hall and into everyday life, this six-piece ensemble has spent over two decades making the art form accessible and exciting for audiences of all ages and backgrounds.
- July 30: Mal Maïz: This Vermont trio weaves together Latin American folk, rock, and psychedelia with traditional Central and South American rhythms and poetic storytelling rooted in ancient mythology, creating an immersive sonic journey that’s equal parts grounded and transporting.
- August 6: Midnight Betty: Vermont duo Chelle Martinez and Oriana Barros layer folk, country, indie, and pop into harmony-rich sets that range from woeful to whimsical, with a signature style that makes every song feel like their own.
- August 13: The Miles Band: This six-piece New England outfit brings together powerhouse vocals, rich harmonies, and a brass section built to move you through an authentic mix of funk, soul, rock, jazz, and blues.
- August 20: Saints and Liars: This Vermont Americana band has been blending honky tonk, folk, bluegrass, and rock and roll since 2012, building a reputation as a powerhouse live act that has shared stages with some of the best names in the genre.
- August 27: Soul Magnets: This horn-heavy nine-piece closes out the season with a high-energy mix of old-school funk, neo-soul originals, deep cuts, and dancefloor favorites that will have you moving from the first note.
Food, Brews & All the Local Flavor You Crave
Food vendors rotate from week to week, and this year’s lineup includes an impressive spread, including:
Amy’s French Macarons, Anon’s Thai Cuisine, Counter Cultures Kitchen, Cousin’s Maine Lobster, Fries of Providence, Frisky Cow Gelato, Jamaican Jewelz, Kamila’s Kitchen, Letty’s Besitos Authentic Taqueria, Making the CuTX, Mama Maria’s Gyros, Mama T’s Sweet Spot, Pizza Diavolo, RVQ Smokehouse, Shree’s Kitchen, Sunshine Lemonade, Taste of Wantastegok, Vernon Creamie, and more.
Check Retreat Farm’s social media pages for the specific food offerings each week before you head out.
Retreat Farm’s own Thirsty Goat Bar will be on-site every Thursday, serving local craft beer, wine, canned cocktails, and soft drinks.
Food Truck Roundup Ticket Info
- Online (week-to-week): $7 per adult (on sale in June)
- At the Gate: $9 per adult
- Kids under 12: Always free
- Season Passes: On sale now at the Individual, Couple, and Family levels
Retreat Farm also proudly offers a free ticket option for all of its public events. Free single-day tickets are available to under-resourced families who need them, no questions asked.
A note on dogs: Dogs are not permitted at Food Truck Roundup and other public events, for everyone’s safety and enjoyment, as well as the safety of the farm animals. Service dogs, individually trained to perform tasks for people with disabilities, are always welcome.
Make Retreat Farm your Thursday night tradition this summer. Bring your blanket, your appetite, and your dancing shoes, and discover why Food Truck Roundup is one of the top things to do in Brattleboro, Vermont.
As a nonprofit, Retreat Farm relies on ticket sales and community support to keep this tradition alive.
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