Things to do in Woodstock, CT this weekend
Local events near you in Woodstock, Connecticut — checked against each organizer's own posting and refreshed every Monday. This weekend runs September 25–September 27.
This weekend in Woodstock
Saturday · September 26, 2026 · 9:00 AM – 12:00 PM
Faith Bible Church Giant Giveaway
Faith Bible Church, 587 Route 171
Giveaway of furniture, appliances, clothing, toys, books, and household items.
Saturday · September 26, 2026 · 10 a.m. – 3 p.m.
Design Open House 2026
3 Route 171
Open house showing kitchen, bathroom and outdoor living project ideas.
Source: WINY: Here's What's HappeningSaturday and Sunday · September 26–27, 2026 · Times not stated
Explore Woodstock Fall Shop Hop
Participating Woodstock businesses
A weekend of shopping across Woodstock businesses with a stamp card and prize drawings.
Source: WINY: Here's What's Happening
Coming up in Woodstock
Thursday · September 24, 2026 · 4:30–6 p.m.
Ham and Bean Dinner
Senexet Grange, 628 Route 169
Dine in or take out ham and bean dinner at the Grange.
Source: WINY: Here's What's HappeningTuesday · September 29, 2026 · See the posted warning
Woodstock Special Town Meeting
Woodstock — see the posted warning for the meeting place
A special town meeting. Residents may attend and speak.
Source: Town of WoodstockFriday · October 2, 2026 · 7:30 p.m.; doors 6:30, seating 7:00
Magic of Motown
Loos Center for the Arts, 150 Route 169
Two-set Motown revue with an intermission.
Source: View sourceFriday · October 2, 2026 · 6–9 p.m.
40 Years of Service Free Concert — The Great Garage Band
NEPS, 312 Route 169, South Woodstock
Free outdoor concert marking NEPS' 40th year, with The Great Garage Band.
Source: WINY: Here's What's HappeningSunday · October 4, 2026 · Arrive from 8:00 a.m.; starts 8:30–10:30; lunch noon–2:00
Ride for Open Space
65 Cabbage Hill Road
Seven-mile Wyndham Land Trust equestrian fundraiser through protected land.
Source: View sourceSaturday · October 10, 2026 · 1:30–4:30 p.m.; finale 7:30 p.m.
Layālaya Global Arts Festival
Loos Center, 150 Route 169
Global arts program with artists from six countries and Woodstock Academy student ensembles; October 7–9 activities have not been announced and are omitted.
Source: View sourceWednesday · October 14, 2026 · 10:00 a.m.–12:00 p.m.
Senior Health Fair and Vaccine Clinic
Town Hall, 415 Route 169
Health fair with flu and COVID vaccines.
Source: View sourceSaturday–Sunday · October 17–18, 2026 · 10:00 a.m.–4:00 p.m. both days
Roseland Cottage Fine Arts & Crafts Festival
556 Route 169
Juried show with 180 artisans, live music, food vendors, and first-floor cottage tours; rain or shine.
Source: View sourceSaturday · October 24, 2026 · 7:30 p.m.
Double Vision — The Foreigner Experience
Loos Center for the Arts
Foreigner tribute concert at the Loos Center.
Source: WINY: Here's What's HappeningSaturday · November 7, 2026 · 7:30 p.m.
A Tribute to Taylor, Simon and King: 3 American Troubadours
Hosted by the Loos Center for the Arts
Tribute concert starring James Gedeon, Lisa Sherman and Alice Leon.
Source: WINY: Here's What's HappeningSaturday · November 14, 2026 · 7:30 p.m.
Bruce in the USA
Loos Center for the Arts
Bruce Springsteen tribute concert at the Loos Center.
Source: WINY: Here's What's Happening