Sunday October 5, 2025

Family Fun Carnival
12:00 pm – 6:00 pm
St. Francis of Assisi
35 Norfield Road
35 Norfield Road
The 15th annual carnival features inflatables, games for children and adults, a silent auction and raffles, live music, face painting, crafts vendors, food trucks, and burgers, Italian sausage, hot dogs, cotton candy, pretzels, and drinks.

“Weston at Work”
1:00 pm – 4:00 pm
Weston History & Culture Center
104 Weston Road
104 Weston Road
The opening of a new interactive exhibition exploring 19th and early 20th century agriculture, manufacturing, and textile production in Weston and the stories, struggles, and successes of people who helped put Weston to work in a bygone era. Admission is free for this opening, and there is no need to register.

Cosmic Jibaros
5:30 pm
Levitt Pavilion, Westport
Doors open at 4:30
Doors open at 4:30
Legendary for high energy shows, the music of Cosmic Jibaros is a mixture of rock, Puerto Rican roots, Caribbean rhythms and global influences. The result is a sound that is cross-cultural, highly danceable, and hypnotically magnetic. A free ticketed event, available here. Patrons are welcome to bring outside food and beverages.
Monday October 6, 2025

Scout Troops Open House
7:00 pm
Norfield Church Parish Hall
Scouts Troops 788 and 887, boys and girls age 11 to 17, hold an open house, an opportunity to see what Scouting America has to offer: camping, friendship, cooking, character, service, life skills, adventure, and more. Scouts meet every Monday night at 7:00 pm in the Norfield Church parish hall.
Thursday October 9, 2025

Colin Quinn
8:00 pm – 9:30 pm
Westport Country Playhouse
Standup comedian Colin Quinn, from “Saturday Night Live,” MTV’s “Remote Control,” and Comedy Central’s “Tough Crowd with Colin Quinn,” brings his smart, sharp, and unapologetically New York humor to the Playhouse stage. Tickets, $50, available here.
Friday October 10, 2025

Author Talk: Aline Weiller
12:00 pm
Weston Field Club
The Women’s Club of Weston luncheon features local author and stand-up comedian Aline Weiller, who discusses her debut book, “FUN: Essays on a Life Embraced” and delivers a few minutes of stand-up comedy. The book will be available for purchase. To attend, send a check for $35 per person made out to WCW, Inc., to Lisa Loechner, 25 Wood Hill Road, Weston, CT, 06883 by October 1.

“Psycho”
7:00 pm
Westport Country Playhouse
The Playhouse’s classic film series continues with Alfred Hitchcock’s “Psycho,” the 1960 psychological horror film from 1960 that redefined the genre. Playhouse artistic director Mark Shanahan provides a pre-show treasure hunt of details to watch for and a lively post-show chat with insights. The R-rated film’s running time is 108 minutes. Tickets, $20 each, are available here. General admission seating, unreserved.
Saturday October 11, 2025

Kiwanis Speaker: Erica Forti
8:30 am
Norfield Church Parish Hall
New Weston Superintendent of Schools Erica Forti speaks at the Weston Kiwanis weekly meeting. Public invited, breakfast is $10. The meeting begins at 8:30, doors open at 8:00.

Hoedown at the Farm
3:00 pm – 7:00 pm
Lachat Town Farm
Kick up your heels and enjoy mouth-watering barbecue with friends and family. Tickets, available here, include a welcome cocktail, wine and beer, barbeque dinner, live music by the Flying Fingers Jug Band, a wine pull, and dancing called by a famed caller. As special treats for kids, a dance with the Lachat Chicken and a pumpkin hunt. Adult tickets are $100. For youths age 6 to 17, $25. Free for seniors 80 and above and for kids age 1 to 5.
Monday October 13, 2025

Strum & Sing
10:00 am
Weston Town Green
October 13 is a holiday, so families can enjoy a Strum & Sing musical jamboree on the Town Green, where you, too, can strum and sing. See our story for details.
Friday October 17, 2025

Frankenstein, the Modern Prometheus
Lachat Town Farm
Performances at 6:15, 6:45, 7:15, 7:45, and 8:15.
Other dates: Oct. 18, 19, 24, 25, & 26.
Performances at 6:15, 6:45, 7:15, 7:45, and 8:15.
Other dates: Oct. 18, 19, 24, 25, & 26.
The debut of an original, immersive adaptation of Mary Shelley’s classic tale of ambitious scientist Victor Frankenstein, who fabricates a grotesque creature from corpses, then becomes horrified and abandons it, setting off a cycle of revenge. Tickets, $25 per person, available here while they last. See our story for more.
Thursday October 30, 2025

Wildlands Author Tom Butler
7:00 pm – 8:30 pm
The Westport Library
Aspetuck Land Trust presents a talk by Tom Butler, author of "Wildlands Philanthropy: The Great American Tradition," who shares little-known stories of the men and women who went above and beyond to conserve landscapes across the continent and around the world. With support for parks and conservation under stress, the stories illustrate the power of individuals to protect cherished wild places. Admission is free, tickets are 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.