Son Little’s live show is raw, expressive, and always evolving, moving between deep grooves, stripped-down intimacy, and moments that feel completely improvised. Tonina is a vocalist and bassist, playing a rich blend of jazz, folk, and Latin boleros. A free event. Patrons are welcome to bring outside food and beverages. Get tickets here.

Children’s Series: Miss Tutti and The Fruity Band is a musical project celebrating themes of confidence, inclusivity, and LGBTQ+ representation for kids and families, playing upbeat retro-pop tunes. Think Mr. Rogers meets The Monkees. A free ticket show. Patrons are welcome to bring outside food and beverages. Get tickets here.

An evening of community, live music, fresh food, and family fun with local vendors offering fresh vegetables, flowers, artisanal foods, and unique home goods. For dinner, food trucks and food tents are on site, and you can enjoy a hand-crafted cocktail in the Barn Bar. Lower lot parking, $20 and refunded in tokens for most vendor purchases, is available here on June 12. Free upper lot parking at 1 Ladder Hill Road South. Overflow parking at Weston Field Club, with free shuttle service to the farm.

Singer-songwriters Zella Day and Jesse Woods come together to reveal their highly anticipated collaboration, “Chaparelle,” a partnership that channels country music’s golden age, weaving a melodic narrative. A free ticket show. Patrons are welcome to bring outside food and beverages. Get tickets here.

State Senator Ceci Maher and Representative Anne Hughes discuss state and local affairs and answer questions at this Weston League of Women Voters event, held outdoors on the lawn if weather permits, indoors if it doesn’t.

This Los Angeles-based supergroup is a contemporary instrumental rock band, initially formed in 2015, when Justin Kreutzmann, son of Grateful Dead drummer Bill, invited founder Neal Casal to compose the intermission music for the Dead’s “Fare Thee Well” concerts. A free ticket show. Patrons are welcome to bring outside food and beverages. Get tickets here.

One Bad Oyster, “a band assembled to celebrate the good life,” plays upbeat ska and surf tunes on the grounds of the Coley Homestead. Bring a picnic dinner, a bottle of wine, and enjoy the music. Tickets are $15 each for WHCC members, $20 for non-members. Free for children 12 and under. Purchase tickets in advance here or at the door.

This performance is part of the lead-up to Wynton Marsalis’s final season as Artistic Director of Jazz at Lincoln Center and Music Director of the Jazz at Lincoln Center Orchestra. At 6:00, an opening set by Jazz at Lincoln Center Youth Orchestra. At 7:00, the performance by Jazz at Lincoln Center Orchestra with Wynton Marsalis will begin and feature two sets. A ticketed event with various price, seating, food and beverage options. Get tickets here.

John Tobin Presents! delivers a slate of their funniest stand-up comedians for a free night of laughs under the stars. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.

In a Children’s Series show, join Mary Ann, Bill, Emily, Daniel and special guests for joyful songs and fun. Since 1971, Mary Ann Hall’s Music for Children has brought the joy of music to thousands of children nationwide. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.

Not on the 4th this year, the annual town party with food trucks, ice cream, music, and fireworks at dusk, around 8:30. At 5:30, the Westport Community Band perform. At 6:30, it’s Owen Daniel. At 7:30, Fake ID. Tickets $20 per car, $5 for walk-ins. See the Parks & Rec website for information about a limited number of premier parking spots, $30 each, and ten Tailgate Tent spaces with two parking spots and reserved grass space, $100 each.

Hailing from Denver, Clay Street Unit mixes the acoustic instrumentation of bluegrass and folk with the amplified energy of Americana and country. The result is a singular interpretation of American roots music. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.

A nationwide tolling of bells 13 times, where people will ring cow bells, dinner bells, bicycle bells and all manner of bell signifying the original 13 colonies and celebrating Independence Day.

The former Coasters lead singer and Apollo favorite pays tribute to Marvin Gaye, Sam Cooke, Nat King Cole, Otis Redding, and more in a spectacular live show. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.

A 5th of July event from Weston Parks & Recreation featuring a tug-of-war, leaky cup relay, sack racing, egg and spoon relay races, a t-shirt relay, a three-legged race, a Lady Liberty torch race, and leapfrog. Also, a kickball tournament for three teams, each 10 to 12 players, organized mainly in age groups. See the Parks & Rec website for details.

The Westport Community Band, founded in 1977, is composed of adult musicians from Fairfield and Westchester Counties, who represent a wide variety of professional backgrounds and bring diverse musical experiences to the group. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.

A Children’s Series show. Known for her extraordinary bass skills and dynamic artistry, Divinity Roxx is a Grammy-nominated powerhouse who built her career touring with five-time Grammy-winning bass virtuoso Victor Wooten and sharing the stage with none other than the Queen B herself, Beyoncé. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.

Richiman and Groove Nice are an American style blues band from Seoul South Korea. While performing in Memphis, Richiman saw and felt real American Blues and knew this was his calling. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.

With his newly released second album, Falling In Love, Matteo Bocelli steps confidently into the spotlight with the heart of a poet and the reach of a global star. When your father is the legendary tenor Andrea Bocelli, the step isn’t just a career move, it’s a birthright, a burden, and a generational breakthrough. A ticketed event with various price, seating, food and beverage options. Get tickets here.

Eggy is redefining the modern jam band experience with a blend of rich songwriting, exploratory improvisation, and magnetic live energy. The Connecticut-based quartet’s breakout moment came with the release of their album “Waiting Game,” which earned them performances at major festivals including Austin City Limits, Electric Forest, and Suwannee Hulaween. A ticketed event with various price, seating, food and beverage options. Get tickets here.

Singer, songwriter, and guitarist Quinn Sullivan is known for blending blues, rock, and classic influences, exploring themes of loss, love, and resilience. He has been praised not only for his exceptional guitar skills but also for his songwriting, drawing inspiration from both his musical roots and his own life experiences. Tickets are available here.

Faded is the Crimson, led by guitarist JD Seem of the “Faster Things” Allman Brothers tribute band, celebrates the Grateful Dead live acoustic album “Reckoning” and revives the spirit of those intimate 1980 shows. Tickets are $15 each for WHCC members, $20 for non-members. Free for children 12 and under. Purchase tickets in advance here or at the door.