Tuesday December 16, 2025
Community Menorah Lighting
6:00 pm
Weston Shopping Center
All are welcome at the traditional lighting of the giant menorah led by Rabbi Levi Stone of the Schneerson Center for Jewish Life, CT, marking the Festival of Lights. The event features live music, individually wrapped Chanukah cookies, gelt, dreidels, and family-friendly holiday fun.
Fri. & Sat. December 19 & 20, 2025
Coley House Christmas Tours
Weston History & Culture Center,
104 Weston Road
Friday: 6:00 and 7:30.
Saturday: 4:30, 6:00, and 7:30.
Explore the historic Coley House decorated as it would have been for Christmas in the 1940s. Enjoy live music from the jazz duo “On The Count of Two” and holiday treats made from World War II ration recipes. See authentic 1930s and 1940s holiday decorations, learn how World War II affected holiday celebrations, and listen to original radio broadcasts. Purchase tickets in advance here, $15 for WHCC members, $25 for non-members.
Sat. & Sun. December 20 & 21, 2025
Candy Cane Hunt
Lachat Town Farm
5:30 pm and 7:00 pm
Recommended for children ages 4 to 12, a search for candy canes hidden in the woods and meadow of Lachat Town Farm. Bring a flashlight and dress for winter weather. Also enjoy a s’mores roast at the fire pit, festive music, and a photo op in the barn. Rain or shine. Tickets are available here. $15 for children who bring a new toy to donate to the Domestic Violence Crisis Center, $20 for those arriving without a toy. Lachat uses the extra $5 to purchase gift cards for the DVCC. Free for adults, who must accompany children.
Monday December 22, 2025
Sugar & Booze Holiday Spectacular
7:00 pm
Westport Country Playhouse
The Playhouse presents Saturday Night Live alumna Ana Gasteyer, performing selections from “Sugar & Booze,” her album of seasonal favorites and holiday originals that topped numerous lists of the best holiday albums. Tickets are $95, $115, and $125. Full details are available here.
Saturday January 10, 2026
Save a Life: Hands-Only CPR
10:00 am – 11:30 am
Location TBD
A free class by Weston EMS on recognizing medical emergencies, hands-only CPR, and how to use a defibrillator. Participants practice on Smart Manikins. 70 percent of out-of-hospital cardiac arrests happen at home. Only 10 percent survive, but immediate CPR doubles or triples that rate. Sign up here.
Saturday January 24, 2026
Stella Blue’s Band
6:00 pm – 9:00 pm
Lachat Town Farm
Stella Blue’s Band returns to Lachat, indoors, with a Dead of Winter show, an evening filled with acoustic renditions of Grateful Dead tunes. Tickets, $27 to $50 (plus fees) available here. Assigned seating ticket holders park in the lower lot. Standing room holders park in the upper lot at 1 Ladder Hill Road South. Enjoy farm-fresh specialty cocktails, wine, beer, non-alcoholic beverages, and street tacos. The bar will be open at 5:30 and during the set break.
Saturday January 31, 2026
Winter Sowing Workshop
11:00 am – 12:15 pm
Lachat Town Farm
Lachat teams with the Weston Pollinator Pathway and Advanced Master Gardener Alice Ely for a free hands-on workshop teaching how to make your own mini-greenhouse in a bottle to start seedlings of native plants that will attract pollinators, including monarch butterflies, to your yard. Bring clear 1-liter or 2-liter soda bottles or translucent half-gallon milk bottles. Special native seeds and potting soil will be provided. With limited space available, register here.