Saturday June 27, 2026

Politics & Pie
12:00 pm – 1:00 pm
Weston Public Library lawn
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.

Circles Around the Sun
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
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.
Sunday June 28, 2026

Music at the Barn
5:30 pm – 7:00 pm
Weston History & Culture Center
104 Weston Road
104 Weston Road
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.

Jazz at Lincoln Center Orchestra With Wynton Marsalis
Levitt Pavilion, Westport
Doors open at 5:45
Doors open at 5:45
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.
June 30, 2026

Comedy Night #1: Pride Edition
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
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.
Wednesday July 1, 2026

The Hall Family
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
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.
Friday July 3, 2026

3rd of July Fireworks
4:30 pm (gates open)
Weston Middle School Field
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.

Clay Street Unit
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
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.
Saturday July 4, 2026

National Bell Ringing
2:00 pm
All around town
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.

Early Clover
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
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.
Sunday July 5, 2026

Old-Fashioned Field Day
10:00 am – 2:00 pm
Morehouse Field
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.

Back to the Garden
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
The Woodstock Experience – Back to the Garden 1969 brings the music, spirit, and soul of the legendary Woodstock era roaring back to life. This powerhouse ensemble of seasoned, nationally touring musicians capture the astonishing range and depth of the music that defined a generation. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.
Tuesday July 7, 2026

Westport Community Band
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
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.
Wednesday July 8, 2026

Divi Roxx Kids
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
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.
Thursday July 9, 2026

Richiman and Groove Nice
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
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.
Friday July 10, 2026

Matteo Bocelli
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
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.
Saturday July 11, 2026

Eggy
4:00 pm
Levitt Pavilion, Westport
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.

Music in the Meadow: Quinn Sullivan
6:00 pm – 9:00 pm
Lachat Town Farm
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.
Tuesday July 14, 2026

Connecticut Ballet
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
Ballet under the Stars returns, as Connecticut’s renowned professional company performs a new program. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.
Wednesday July 15, 2026

Elena Moon Park
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
In a Children’s Series performance, musician and cultural producer Elena Moon Park returns with Nothing Is Ordinary, a luminous new collection of songs that invites listeners of all ages to rediscover the wonder woven into everyday life. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.
Thursday July 16, 2026

Amani Burnham
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
This 20-year-old blues-rock sensation who has captivated millions on social media with his raw talent and magnetic presence is ready to take flight with Roots & Wings, his debut album on the acclaimed Blind Pig Records label. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.
Friday July 17, 2026

Dogs in a Pile
6:00 pm
Levitt Pavilion, Westport
Dogs In A Pile, a band of five twenty somethings with old souls and limitless chops, is waking people up to the timeless and ineffable joys of psychedelic-tinged jazz-funk rock & roll. One of the busiest touring bands of today, the road has become their creative engine, generating a rapidly growing catalog of original tunes. A ticketed event with various price, seating, food and beverage options. Get tickets here.
Saturday July 18, 2026

Hollywood Nights – The Bob Seger Experience
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
The ultimate tribute to Bob Seger and the Silver Bullet Band, this nine-piece New Jersey based band pride themselves on carrying on the legacy of Bob Seger’s unforgettable high-energy shows. A ticketed event with various price, seating, food and beverage options. Get tickets here.
Sunday July 19, 2026

MT Jones
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
Gathering inspiration from 60s and 70s soul greats across the Atlantic and modern R&B and jazz, the deeply soulful vocals of MT Jones evoke a sound both contemporary and timeless, transporting you back to a smoke-filled speakeasy that still feels fresh and innovative. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.
Tuesday July 21, 2026

Comedy Night #2
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
John Tobin Presents! delivers a slate of their funniest stand-up comedians for another free night of side-splitting laughs under the stars. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.
Wednesday July 22, 2026

Mega Ran
7:00 pm
Levitt Pavilion, Westport
Lawn opens at 6:00
Lawn opens at 6:00
The Children’s Series presents Mega Ran, a former middle school teacher turned Grammy-nominated rapper who proves that Hip Hop can go anywhere. Educational and empowering Hip Hop tracks will have you giggling and bobbing your head to the beat. A free ticket event. Patrons are welcome to bring outside food and beverages.Get tickets here.
Thursday July 23, 2026

Surfing for Daisy
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
Surfing for Daisy started on a porch in Asbury Park, NJ, new and old friends with a sound rooted in Alternative Folk Rock with hints of Psychedelia. The band played the Sea. Hear. Now festival in September in front of thousands and sold out The Stone Pony in November. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.
Friday July 24, 2026

LaMP
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
Three musical masters — Russ Lawton, Scott Metzger and Ray Paczkowski — came together in Vermont with alchemical synthesis and created a fresh, so-tight-it’s-free sound, permeated with technical prowess and a deep-pocket punch. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.
Sunday July 26, 2026

Music at the Barn
5:30 pm – 7:00 pm
Weston History & Culture Center
104 Weston Road
104 Weston Road
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.
Tuesday July 28, 2026

Amelia Day
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
It took a world-shaking breakup for Amelia Day to find her true sound — and herself — embraced with the full range of her influences on “Ego Trip,” her genre-bending EP stacked high with alt-rock guitars, pop hooks, swooning keyboards, and the sharp songwriting of a lifelong storyteller. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.
Wednesday July 29, 2026

Hopalong Andrew
7:00 pm
Levitt Pavilion, Westport
Lawn opens at 6:00
Lawn opens at 6:00
Children’s Series: Hopalong Andrew is a folk and western music artist who performs original and traditional cowboy-themed music. His latest release honors the incredible-but-true diverse and multicultural heritage of the American West A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.
Thursday July 30, 2026

Jessie Altman
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
A rising force in music, Jessie Altman was named one of SPIN’s Top Emerging Artists. With over one million streams, she is known for soulful vocals and a cinematic sound. Her debut album Aftermath sparked major tours and growing buzz, with live performances that continue to set her apart. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.
Friday July 31, 2026

Farmers Market
4:00 pm – 8:00 pm
Lachat Town Farm
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, can be reserved on Lachat’s website. Park for free on the upper lot at 1 Ladder Hill Road South. Overflow parking is available at the Weston Field Club, with free shuttle service to the farm.

Residual Groove
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
This five-piece indie-jam band from Southern Connecticut that has quickly carved out a rising presence on the modern jam landscape through fearless creativity and locked-in musical chemistry, blending psychedelic funk rock and thoughtful indie, thriving at the intersection of structure and spontaneity. A free ticket event. Patrons are welcome to bring outside food and beverages. Get tickets here.
