Thursday May 1, 2025
Dance: Ailey II
7:00 pm
Westport Country Playhouse
The Playhouse presents “Ailey II: The Next Generation of Dance,” featuring Houston Thomas’s “Down the Rabbit Hole,” inspired by “The Matrix” and exploring the relationship between humans and technology, Alvin Ailey’s “Streams,” an abstract exploration of bodies in space, and Baye & Asa’s explosive “John 4:20.” Tickets are $75 and $80, available at the link below, along with more information about the show and the famed Ailey II dance company.
Saturday May 3, 2025
Budget Referendum
12:00 pm – 8:00 pm
Town Hall Meeting Room
Qualified voters cast ballots for operating budgets for the Town of Weston and the Board of Education, and the combined capital budget. 
Frog Frolic Family Festival
10:00 am – 4:00 pm
Redding Community Center,
37 Lonetown Road, Redding
Admission is free to Redding’s outdoor community fair that benefits the Mark Twain Library. Food trucks are on hand, and you can buy tickets to participate in games and crafts. A new feature this year: a classic car show, the “Concours d’Grenouille,” unique vintage cars judged by experts.
Supper & Soul: Green River
The Westport Library
Dinner at 6:00
Concert at 8:00
The nationally touring Creedence Clearwater Revival and John Fogerty tribute band takes the stage in the Westport Weston Chamber of Commerce concert and dinner series. A single $85 ticket buys you the concert and a three-course dinner at one of 11 participating Westport restaurants. Concert-only tickets, $30, are also available.
Sunday May 4, 2025
ECOFEST
11:00 am – 3:00 pm
Lachat Town Farm
A free family celebration of nature at Lachat features live music by three bands, food trucks, games, hands-on activities, demonstrations, interesting animals, and an eco-raffle. Kids can also enjoy face painting, fly casting, a nature scavenger hunt, a relay, a poster contest, rock art, and more.
Sunday Soundscapes
4:00 pm
Weston Public Library
The latest edition of Sunday Soundscapes, the popular musical series from Friends of the Weston Library, features eGALitarian Brass, a chamber ensemble of top New York City women brass players. Styles range from classical to jazz and popular hits. Free, but reservations are recommended (link below). A suggested donation at the door is $20 for adults, $10 for students.
Thursday May 8, 2025
Girls Self-Defense Clinic
6:00 pm – 8:00 pm
Weston High School old gym
A free self-defense training clinic for girls in grades 6 to 12. Students can attend with or without a parent or guardian. The training, conducted by Weston Police officers, focuses on practical skills to enhance personal safety, situational awareness, de-escalation, and setting boundaries. A hands-on section to learn basic self-defense skills is optional. Registration through the Parks & Rec after-school program portal (only needed for the students) at the link below.
Fri. May 16 - Mon. May 19, 2025
Big Spring Book Sale
The Westport Library
Friday, May 16: Noon to 6:00 pm.
Saturday, May 17: 9:00 am to 5:00 pm.
Sunday, May 18: 11:00 am to 4:00 pm.
Monday, May 19: 9:00 am to 4:00 pm.
The annual sale at The Westport Library features thousands of gently used books for all ages in more than 50 categories, fiction and nonfiction titles, antiquarian books, vintage children’s books, DVDs, CDs, vinyl records, framed artworks large and small, and special interest items. Admission is free. Tickets for early admission on Friday morning May 16 can be purchased at the link below.
Saturday May 17, 2025
Trivia Night 2025
7:00 pm
Weston Field Club
Bring your friends and brainpower to a fun night of trivia hosted by the Weston Education Foundation with guest emcee Matthew Paylor, vice principal of Hurlbutt Elementary School. Net proceeds will support WEF’s grantmaking activities. Tickets are $95 per person or $750 for a table of eight. Included with your ticket price: pizza. BYOB.
Sunday May 18, 2025
Homer’s Heroines: A Fresh Look
4:00 pm
Weston Public Library
Friends of the Weston Library host Greek scholar Eirene Allen, who discusses her book, “The Epic Women of Homer,” about the many heroines found in the epic poems “Iliad” and “Odyssey,” some overlooked. Dr. Allen’s book features original translations, a deep dive into the language of Homer, restores goddesses and heroines to their esteemed positions in ancient Greece, and reintroduces them to the modern world. Reservations encouraged (link below), walk-ins welcome.
Ongoing
Images of a Forgotten Village
Through December 18
Weston History & Culture Center
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.