Sunday July 13, 2025

At the Levitt: Michael Franti & Spearhead
5:00 pm
Levitt Pavilion, Westport
Doors open at 4:00
Doors open at 4:00
Michael Franti is a globally recognized musician, activist, hotel owner, and award-winning filmmaker known for high-energy live shows and three Billboard No. 1 rock hits. Spearhead’s 2022 album, “Follow Your Heart,” debuted at No. 2 on the iTunes Pop Chart. A ticketed event, rain or shine, at various prices. General admission seating, chairs provided. No outside food or drink is permitted. On-site refreshments and food trucks will be available.

Music at the Barn
5:30 pm – 7:00 pm
Weston History & Culture Center
104 Weston Road
104 Weston Road
Old School Revue All Stars featuring the Saugatuck Horns play selections of classic soul, R&B, and “absolutely none of today’s favorite music” on the grounds of the Coley Homestead. Tickets are $15 each for WHCC members, $20 for those not yet members. Free for children 12 and under. Purchase tickets in advance at the link below or at the door.
Monday July 14, 2025

Film: “Singin’ in the Rain”
7:00 pm
Westport Country Playhouse
The classic film series at the Playhouse continues with “Singin’ in the Rain,” the 1952 musical set in the 1920s during the transition from silent movies to talkies. Gene Kelly stars as a popular silent film star navigating the challenges of the new era. General admission, unreserved seating. Tickets ($20 each, $10 each for three or more films) available here, along with information about other films in the series.
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Tuesday July 15, 2025

At the Levitt: Hopalong Andrew
7:00 pm
Levitt Pavilion, Westport
Lawn opens at 6:00
Lawn opens at 6:00
Hailed by New York Magazine as “the countryfied king of our children’s entertainment circuit,” Hopalong Andrew is a folk and western music artist whose family-friendly style naturally appeals to families and audience members of all ages. This Children’s Series performance includes a pre-show giveaway table. A free ticketed event. Reserve tickets at the link below. Patrons are welcome to bring in outside food and beverages.
Wednesday July 16, 2025

At the Levitt: I’m With Her
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
Singer-songwriters Sarah Jarosz, Aoife O’Donovan, and Sara Watkins, each with a deep understanding of folk tradition, bring their luminous harmonies to a body of work about reaching into the past, navigating a chaotic present, and bravely moving forward into the unknown. A ticketed event with various price levels (link below). General admission, standing room, within each section. No outside food or drink is permitted. Refreshments and food trucks will be available.

Roseanne Cash
8:00 pm
Westport Country Playhouse
Four-time Grammy Award winner Rosanne Cash takes the stage along with her husband, songwriter and guitarist John Leventhal. Ms. Cash, one of only a handful of women to be elected to the Nashville Songwriters Hall of Fame, has released 15 albums and was awarded the SAG/AFTRA Lifetime Achievement Award in 2012. Mr. Leventhal is a six-time Grammy Award-winning musician, producer, songwriter, and recording engineer. Tickets are $98, $115, and $125, available here.
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Thursday July 17, 2025

At the Levitt: Nellie McKay Trio
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
The New York Times describes Nellie McKay as “a sly, articulate musician who sounds comfortable in any era.” Her critically acclaimed albums include songs and sound range from jazz to pop and beyond. A free ticketed event. Reserve tickets at the link below. Patrons are welcome to bring in outside food and beverages.
Friday July 18, 2025

At the Levitt: Pete Muller & The Kindred Souls
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
Pete Muller & The Kindred Souls blend folk intimacy with classic pop charm and jazz sophistication to deliver organic, harmony-rich performances that explore the crossroads of American roots and soul music. He is currently rolling out his sixth solo album, “More Time.” A free ticketed event. Reserve tickets at the link below. Patrons are welcome to bring in outside food and beverages.
Saturday July 19, 2025

At the Levitt: Dark Star Orchestra
6:00 pm
Levitt Pavilion, Westport
Doors open at 5:00
Doors open at 5:00
20 years and more than 3,000 shows in, Dark Star Orchestra continues the Grateful Dead live concert experience with performances built on the Dead’s extensive catalog, honoring the band and offering their own informed improvisations. A ticketed event with various price levels (link below). General admission, standing room, within each section. No outside food or drink is permitted. Refreshments and food trucks will be available.
Sunday July 20, 2025

Ukrainian Village Voices
4:00 pm
Emmanuel Episcopal Church
Traditional lyrical music of Ukraine features at a special edition of Sunday Soundscapes with a performance by Ukrainian Village Voices, an ensemble based in New York City. Presented by the Friends of the Weston Library and the Weston-Siversk Sister City partnership program. Seating is limited, so reserve a ticket at the link below. A $20 donation at the door is suggested, $10 for students.

Point to Point Swim Race
Compo Beach
Check-in 7:00 am, race starts at 8:00.
Check-in 7:00 am, race starts at 8:00.
The 46th annual Point to Point Open Water Swim Race by the Weston Family YMCA is a one-mile timed swim that draws participants from throughout New England. Shorter races are held for younger swimmers. Pre-registration is $60 and includes a swim cap, t-shirt, and timing chip. On the day of the event, registration is $75.
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Steep Canyon Rangers
7:00 pm
Westport Country Playhouse
Steep Canyon Rangers, the Grammy Award-winning Americana band, with 14 studio albums, three collaborations with actor and banjoist Steve Martin, and appearances on some of music’s biggest venues appears on the Playhouse stage. Tickets, $55, $65, and $75 are available here.
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At the Levitt: The Sweet Remains
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
The Sweet Remains, a band of three gifted singer-songwriters, each of whom contribute to the writing and three-part harmonies that define the band’s sound, is the the very rare all-independent band to have nearly 50 million Spotify streams and counting. A free ticketed event. Reserve tickets at the link below. Patrons are welcome to bring in outside food and beverages.
Tuesday July 22, 2025

All About Honey Bee Drones
7:30 pm
Norfield Church Parish Hall
The Back Yard Beekeepers Association presents speaker Julia Mahood, an authority on honey bee drones and president of the Georgia Beekeepers Association. The meeting is in person, not virtual. Arrive at 7:00 to socialize with other club members. Free, register here.
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Sunday July 27, 2025

Music at the Barn
5:30 pm – 7:00 pm
Weston History & Culture Center
104 Weston Road
104 Weston Road
Hitch & the Giddyup play original bluegrass, soulful Americana, and honky tonk country on the grounds of the Coley Homestead. Tickets are $15 each for WHCC members, $20 for those not yet members. Free for children 12 and under. Purchase tickets in advance at the link below or at the door.
Ongoing

Images of a Forgotten Village
Through December 18
Weston History & Culture Center
104 Weston Road
104 Weston Road
The story in photographs of the village of Valley Forge, once a small but successful manufacturing center, inundated in the 1930s to make way for the Saugatuck Reservoir. Open every Thursday from 1:00 to 4:00 and on the first and last Sundays of each month, same hours. Free for WHCC members, $5 for non-member adults, $3 for children. Tickets include a guided tour of the historic Coley House.
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