Friday August 8, 2025

Lulada Club
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
Renowned for their masterful interpretations of vintage tropical rhythms encompassing salsa, bolero, and cha-cha-cha, the powerhouse band pays homage to icons while offering a fresh perspective with original tunes. At 7:00, a pre-concert dance party and lesson. A free ticketed event, available here. Patrons are welcome to bring in outside food and beverages.

Ana Gasteyer
8:00 pm
Westport Country Playhouse
The Playhouse presents Ana Gasteyer, singer, songwriter, and “Saturday Night Live” alumna, performing songs spanning her career — jazz standards, Broadway classics, with comedic stories mixed in. Ms. Gasteyer has released popular albums, toured the country, appeared at the Cafe Carlyle, and starred on Broadway. Tickets are $95, $115, and $125, available here along with more details.
Saturday August 9, 2025

Adrian Quesada’s Boleros Psicodélicos
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
Grammy-winning and Oscar-nominated artist Adrian Quesada is an adventurous musician best known as the co-founder, guitarist, and producer of Black Pumas, the band with an unbridled take on psychedelic soul known for an exhilarating live show. A free ticketed event, available here. Patrons are welcome to bring in outside food and beverages.
Sunday August 10, 2025

The Wood Brothers
6:00 pm
Levitt Pavilion, Westport
Doors open at 5:00
Doors open at 5:00
For the better part of two decades, The Wood Brothers have cemented their reputation as freethinking songwriters, road warriors, and community builders, creating a catalog of diverse music and a loyal audience who have grown with them. The band’s eighth studio album is the acoustic-driven “Heart is the Hero.” A ticketed event with various price levels, available here. Chairs are provided, except in the lawn section. No outside food or drink is permitted. Refreshments and food will be available.
Tuesday August 12, 2025

Linedy Genao: Songs from My Sala
7:00 pm
Westport Country Playhouse
The Playhouse presents Linedy Genao, the Broadway star who brings her powerful voice and soulful storytelling to an intimate evening of songs and stories that shaped her journey from the Dominican Republic to Broadway. Named to Variety’s “Broadway Actors to Watch” list, she currently co-stars in Broadway’s “The Great Gatsby.” Tickets, $40 and $45 available here.

Suzanne Sheridan & Friends
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
Singer-songwriter and guitarist Suzanne Sheridan is best known for her variety of evocative and authentic tributes to artists such as Joni Mitchell, Bob Dylan, Carole King, and Carly Simon. She has performed at The Bitter End, Gertie’s Folk City, and at venues in California, Canada and Australia. A free ticketed event, available here. Patrons are welcome to bring in outside food and beverages.
Wednesday August 13, 2025

Miss Tutti & the Fruity Band
7:00 pm
Levitt Pavilion, Westport
Lawn opens at 6:00
Lawn opens at 6:00
In the Children’s Series, Miss Tutti and The Fruity Band, a musical project celebrating themes of confidence, inclusivity, and LGBTQ+ representation for kids and families of all ages. Think Mr. Rogers meets The Monkees. Pre-show activities include a giveaway table and an ice cream truck. A free ticketed event, available here. Patrons are welcome to bring in outside food and beverages.
Thursday August 14, 2025

Reprise
6:30 pm
Levitt Pavilion, Westport
Doors open at 5:30
Doors open at 5:30
Reprise is a band that formed to recreate the Phish experience. The all-star foursome is led by guitarist Cal Kehoe, longtime frontman for Pink Talking Fish. A free ticketed event, available here. Patrons are welcome to bring in outside food and beverages.
Friday August 15, 2025

Karina Rykman
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
Effervescent Karina Rykman plays bass, sings, jumps around, and laughs a lot. Her music straddles the worlds of jam rock and indie pop drenched in psychedelia. Her resume includes show-stealing festival performances at Bonnaroo, Peach Music Festival, and Sweetwater 420 Fest. A free ticketed event, available here. Patrons are welcome to bring in outside food and beverages.
Saturday August 16, 2025

Broadway in the Park
Mathews Park
69 Wall Street, Norwalk
Concert: 4:00 – 6:00
Activities begin at 3:00
69 Wall Street, Norwalk
Concert: 4:00 – 6:00
Activities begin at 3:00
An outdoor musical theater concert by talented students of the Norwalk Conservatory of the Arts, celebrating beloved Broadway musicals and Disney classics. This week, songs from Encanto, Frozen, The Little Mermaid, and Mary Poppins. Come early with blankets and chairs for fun kid activities, food, and drinks. Children are invited to dress as their favorite characters. Tickets, $25 for adults, $15 for kids, available here. VIP tickets with preferred seating and parking also available.

Billy & The Showmen
7:30 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
Established more than fifty years ago by band leader Billy Frenz, Billy and the Showmen is one of Connecticut’s most enduring club bands, specializing in hard-driving R&B, soul, and funk from the 60s and 70s. A bar and food truck will be on hand. A free ticketed event, available here. Patrons are welcome to bring in outside food and beverages.
Sunday August 17, 2025

Incendio
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
One moment the music of Incendio sounds like modern flamenco, the next a more diverse world-fusion blend with elements of roots rock, progressive rock, Latin dance music, and hints of funk, folk, jazz, pop and classical. A free ticketed event, available here. Patrons are welcome to bring in outside food and beverages.
Monday August 18, 2025

Classic Film: The Sting
7:00 pm
Westport Country Playhouse
The Playhouse presents the Oscar-winning movie “The Sting,” starring Robert Redford and Paul Newman. Released in 1973, the film is a caper set in 1936 Chicago where a small-time grifter teams up with a seasoned con artist to swindle a mob boss out of a fortune. 129 minutes, rated PG. General admission, unreserved seating. Tickets available here, $20 each, $10 each for three of other series films.
Tuesday August 19, 2025

Dirty Sock Funtime Band
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
In the Children’s Series finale, a huge back-to-school send-off special in a wild, musical comedy show where anything can happen and everyone is celebrated for who they are. The “most innovative and imaginative children’s music ever,” says MTV. Pre-show activities include giveaways, touch-a-truck, and an ice cream truck. A free ticketed event, available here. Patrons are welcome to bring in outside food and beverages.
Wednesday August 20, 2025

Josh Ritter & the Royal City Band
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
“Harking back to Bob Dylan, Bruce Springsteen and maybe a little Mark Knopfler,” says The New York Times, Josh Ritter “has always been a slinger of serious ideas and high-flown imagery.” The renowned singer, songwriter, and novelist has released 11 studio albums. A ticketed event with various price levels, available here. Chairs are provided, except in the lawn section. No outside food or drink is permitted. Refreshments and food trucks will be available.
Thursday August 21, 2025

SKORTS with Pond View
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
One of the most talked about and in-demand bands in New York, the SKORTS sound has been described as everything from psych-glam and post-alt to dark wave disco. Their live shows have become a crown jewel of the New York City and Brooklyn music scenes. A free ticketed event, available here. Patrons are welcome to bring in outside food and beverages.
Friday August 22, 2025

John Oates & the Good Road Band
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:30
Doors open at 6:30
John Oates, co-founder of Hall & Oates, the most successful duo in rock history and a member of the Rock and Roll Hall of Fame, is celebrating 25 years as a solo recording artist by touring the world with his band, performing new songs, past hits, and music he calls “the songs that made me.” A ticketed event with various price levels, available here. Chairs are provided, except in the lawn section. No outside food or drink is permitted. Refreshments and food trucks will be available.
Saturday August 23, 2025

History Through a Lens
10:00 am – 11:30 am
Weston History & Culture Center
104 Weston Road
Three sessions, Aug. 23, Sept. 13 & 27
104 Weston Road
Three sessions, Aug. 23, Sept. 13 & 27
For fifth to eighth-graders interested in history and photography, a three-class workshop where history comes to life through the camera. Students dive into vintage photographs, uncover the stories they tell, and learn how to capture powerful images that express their own perspectives of the world around them. Space limited, advance registration required. Free for members, $10 for non-members.

Broadway in the Park
Mathews Park
69 Wall Street, Norwalk
Concert: 4:00 – 6:00
Activities begin at 3:00
69 Wall Street, Norwalk
Concert: 4:00 – 6:00
Activities begin at 3:00
An outdoor musical theater concert by talented students of the Norwalk Conservatory of the Arts, celebrating beloved Broadway musicals and Disney classics. This week, songs from Moana, Hamilton, Aladdin, and Princess & the Frog. Come early with blankets and chairs for fun kid activities, food, and drinks. Children are invited to dress as their favorite characters. Tickets, $25 for adults, $15 for kids, available here. VIP tickets with preferred seating and parking also available.
Sunday August 24, 2025

Eight to the Bar
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
Influenced by American roots music, Eight to the Bar is known for outstanding instrumentalists and a colorful mix of tunes and vocals that will have you up and swinging in no time. A free ticketed event, available here. Patrons are welcome to bring outside food and beverages.
Saturday August 30, 2025

Movie Under the Stars: Field of Dreams
5:00 pm
Weston Middle School Ball Field
Bring lawn chairs and picnic baskets for an outdoor screening of “Field of Dreams,” with Kevin Costner as a farmer who builds a baseball field in his cornfield and attracts the ghosts of baseball legends. Bring baseball gear, too, for pre-movie baseball and softball games with an announcer and deejay, hot dogs and Cracker Jack. From the Weston Commission for the Arts and Weston’s softball and baseball leagues. Rain date: August 31.

Broadway in the Park
Mathews Park
69 Wall Street, Norwalk
Concert: 4:00 – 6:00
Activities begin at 3:00
69 Wall Street, Norwalk
Concert: 4:00 – 6:00
Activities begin at 3:00
An outdoor musical theater concert by talented students of the Norwalk Conservatory of the Arts, celebrating beloved Broadway musicals and Disney classics. This week, songs from Wicked, The Lion King, and Beauty & the Beast. Come early with blankets and chairs for fun kid activities, food, and drinks. Children are invited to dress as their favorite characters. Tickets, $25 for adults, $15 for kids, available here. VIP tickets with preferred seating and parking also available.
Saturday September 6, 2025

Mihali
5:00 pm
Levitt Pavilion, Westport
Doors open at 4:00
Doors open at 4:00
Singer, songwriter, and guitarist Mihali is the co-founder of the rock outfit Twiddle. His music entwines reggae spirit, fluid soundscapes, and mantras meant to be chanted aloud in a packed venue. His third studio album, “Before The Dream,” was released this year. A full band show with Soule Monde and Mr. Mota. A ticketed event with various price levels, available here.
Sunday September 7, 2025

Amy Irving
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
Acclaimed actress Amy Irving returns to the Levitt Pavilion with the Goolis Orchestra in a special free birthday show concert also celebrating Ms. Irving’s new album, “Always Will Be,” featuring songs written by her friend Willie Nelson, each one with a story, all with the core theme of love. A free ticketed event, available here. Patrons are welcome to bring in outside food and beverages.
Saturday September 20, 2025

Argonaut & Wasp
7:00 pm
Levitt Pavilion, Westport
Doors open at 6:00
Doors open at 6:00
Argonaut & Wasp is a Brooklyn based band known for their energetic and dynamic live show and catchy vocals, "supplying the infectious hooks,” as put by Billboard. The band has toured extensively in the Northeast and around the nation, including at festivals like SXSW, Summerfest, and Wonderstruck. Special guests: Wild & Co. A free ticketed event, available here. Tickets for the postponed July 31 show still work. Patrons are welcome to bring in outside food and beverages. A full bar and food truck will be open.
Thursday September 25, 2025

Peter Greenberg, The Travel Detective
7:00 pm – 8:00 pm
The Westport Library
An evening with Peter Greenberg, the front-line travel news journalist and travel editor for CBS News, in conversation with architect and world traveler Allen Swerdlowe. An Emmy Award-winning investigative reporter and producer, Mr. Greenberg brings extensive expertise and experience to reporting the travel business as news. Tickets, $20, available here.
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.