The traditional Memorial Day Fair with rides, games, hot dogs, cotton candy, and all the typical carnival fare. Sensory-friendly editions of the fair run on Saturday and Sunday from 1:00 to 2:00 both days.

The popular festival returns with wall-to-wall musical performances on a top-notch stage with professional sound engineering.

Runners, joggers, and walkers join the 5K Road Race on the USATF certified scenic course around the center of town. Sign up here. The Kids Fun Run on the high school track features a 100-yard dash, a quarter-mile race, and a one-mile race.

The annual parade, put on by the Weston Volunteer Fire Department, begins in front of Weston High School, proceeds down School Road to Weston Road (Route 57), then goes up to Norfield Road, turns left, and ends at the Town Hall campus. A memorial ceremony follows on the Town Green. Afterwards, free hot dogs at the firehouse.

You are invited to the Women’s Club of Weston’s annual high tea, a chance to meet new friends, reconnect with old ones, or bring a guest who might be interested in joining the club after hearing more about its many entertaining activities. These include a book group, potlucks, movie nights, and much more. RSVP by May 23rd if you plan to attend, and send checks payable to WCW, Inc. for $40 per person to WCW, PO Box 1051, Weston, CT 06883.

Experience the intersection of jazz history and visual art at a screening of the 1959 documentary Jazz on a Summer’s Day directed by photographer Bert Stern. The film captures the 1958 Newport Jazz Festival, unfolding as a visual poem that interweaves legendary musical performances with scenes of the coastal crowds and the America’s Cup yacht races. A Q+A with Mr. Kane follows. Tickets, $20 general admission, $10 seniors, $10 students, and free for members, available here.

Commemorating the upcoming 250th anniversary of the Declaration of Independence, a four-hour bus tour exploring the shared history of Fairfield, Weston, and Easton. Three stops on the tour are the c. 1750 Ogden House, Weston History & Culture Center and the Easton Congregational Church and Staples Academy. Light refreshments at some stops. Arrive at the Fairfield Museum (370 Beach Road, Fairfield) at least 30 minutes in advance of the prompt 10:00 departure. Tickets, $80, available here. (Note: the bus does not have wheelchair accessibility.) A program by the Fairfield Museum & History Center, the Weston History & Culture Center, and the Historical Society of Easton.

Weston goes tropical as the Silver Steel Drum Band performs at the first Music on the Green from the Weston Commission for the Arts. Bring chairs and refreshments to enjoy the high-energy, danceable beats of the band, including Caribbean favorites and the Soca and Calypso music of Trinidad and Tobago. See our story.

The indie folk-rock band Morningside performs, supported by Charlotte Ross. Performing at popular venues throughout the region and recognized as one of Connecticut’s Top 12 Rising Bands, Morningside’s recent debut album, Answers, explores themes of relationship dynamics, family, grief, and self-discovery. Food trucks will be on site and Lachat’s Barn Bar will be open. Tickets are available here.