Events

There is something for everyone in Windham, starting with the 3rd Thursday Street Fests in the summer,  Willimantic Whitewater Park,  the annual 4th of July Boom Box Parade, and the East Coast Greenway/Airline Trail. The recently constructed Shaboo Stage has already become a popular venue for outdoor concerts. Located at Jillson Square, Shaboo is one of the largest outdoor music venues in the state.

25th Annual Willimantic Downtown Country Fair (Sun, 9/29 @ 11am-4pm)

Sun, September 29 @ 11am-4pm

Come on down to Jillson Square to enjoy the 25th annual country fair! Featuring food, live music, games, and local craft vendors. The event will take place rain or shine. Admission is free for all ages. Presented in partnership by the Town of Windham and the Willimantic Food Co-Op.

Jillson Square, 533 Main St, Willimantic, CT 06226
Admission – Free

Rebels of the American Revolution-Rebels of Lebanon

Sat, 10/5 @ 1pm – 3pm

The Lebanon Historical Society Museum in conjunction with the Lebanon Militia and the 6th Connecticut Regiment present a lively outdoor living history event. Reenactors will share stories of ordinary people whose lives were disrupted by the rumbling and unrest that led to rebellion. A 1765-1784 timeline traces the acts of these events on a national, state-wide, and Lebanon level. A guided tour of the Jonathan Trumbull Jr. House is available.

Admission – Free; RSVPs and donations encouraged.

Location – Lebanon Historical Society Museum, 856 Trumbull Hwy, Lebanon, CT 06249

LiberTea-Merci Trains of WWII

Thurs, 10/10 @ 5:30pm – 7pm

Join the America Museum for tea and a presentation about the remarkable merci trains from WWII. Local historian Bev York will be your host.
Admission – Free; RSVPs and donations encouraged.
Location – Eastern CT Veterans Community Center, 47 Crescent St, Willimantic, CT 06226

Willimantic Farmers Market

Sat, 10/12 & Sat, 10/26 @ 8am-12pm

Shop and support local this fall at the Willimantic Farmers Market! Browse an array of fresh produce, artisan baked goods, and homemade crafts from all across the community. Family and friends of all ages are welcome!

Location – Whitewater Park, 28 Bridge Street, Willimantic, CT, 06226

Ghosts of the Titanic

Sun, 10/13 @ 4pm – 7pm

Join the Jillson House Museum for a spooky evening aboard the Titanic! Hear stories from the guests and crew who never made it home. Listen to popular early 1900’s music, enjoy one of the largest collections of items from the Titanic and meet the ghosts who will tell you their stories. Indulge in dinner items from first class, second class and third class. We highly recommend you come as a “passenger”, so wear your favorite evening attire from 1912.
Questions? Email windhamhistoricalsocietyct@gmail.com.

Location – The Titanic (on the Shaboo Stage), 1 Jillson Sq, Willimantic, CT 06226

Admission –
3rd Class Boarding Pass $50
2nd Class Boarding Pass $100
1st Class Berth (2 tx) $250
1st Class Parlor Suite (4 tx) $500

Tavern Night With the Wicked Witch of the West

Wed, 10/23 @ 5pm – 6:30pm

Join the Jillson House Museum for a fun night with the Wicked Witch of the West! Learn about her life story, and enjoy her favorite food and beverage. Questions? Email windhamhistoricalsocietyct@gmail.com.

Location – Jillson House Museum, 627 Main St, Willimantic, CT 06226

Admission – $10

Ghost Stories By The Campfire

Wed, 10/30 @ 5pm – 6:30pm

It’s the time of year where the Jillson House Museum has fun with the “spooky.” Join them for ghost stories around a campfire and enjoy making s’mores and sipping hot cider. This is an outdoor event so please dress appropriately. Bring a lawn chair and cozy blanket.
Questions? Email windhamhistoricalsocietyct@gmail.com.

Location – Jillson House Museum, 627 Main St, Willimantic, CT 06226

Admission – $10

Shaboo Stage

The recently constructed Shaboo Stage has already become a popular venue for outdoor concerts, where you’ll also find food trucks and local vendors. Located at Jillson Square, Shaboo is one of the largest outdoor music venues in the state, hosting live and often free concerts. 

Shaboo Stage

The recently constructed Shaboo Stage has already become a popular venue for outdoor concerts, where you’ll also find food trucks and local vendors. Located at Jillson Square, Shaboo is one of the largest outdoor music venues in the state, hosting live and often free concerts. 

Boom Box Parade

The town’s July 4 Boom Box Parade tradition started in 1986 when no marching band could be found for Windham’s Memorial Day Parade. Five weeks later, on July 4, the “Boom Box” parade was born, as WILI 1400 AM radio played the marching band music on the air while thousands of people marched, loudly playing their Boom Boxes. No other town has a parade like this one!

Boom Box Parade

The town’s July 4 Boom Box Parade tradition started in 1986 when no marching band could be found for Windham’s Memorial Day Parade. Five weeks later, on July 4, the “Boom Box” parade was born, as WILI 1400 AM radio played the marching band music on the air while thousands of people marched, loudly playing their Boom Boxes. No other town has a parade like this one!