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Fall Fairs & Festivals in Eastern CT

​​Celebrate fall in Eastern Connecticut with an exciting lineup of fairs and festivals! Kick off the season at the Mystic Apple Festival (Oct. 19-20) with local vendors and autumn treats. Head to Putnam for the Great Pumpkin Festival (Oct. 19) full of crafts, live music, and family fun. Explore history and crafts at Roseland Cottage in Woodstock or dive into medieval fun at the CT Renaissance Faire (Sept. 30 - Oct. 29). For spooky thrills, don’t miss Spooktober events in Willimantic throughout October!

Apple Festival, Olde Mistick Village, Mystic
Olde Mistick Village Apple Festival

Apple Festival 
Olde Mistick Village, Mystic, CT

The Mystic Apple Festival returns to Olde Mistick Village on October 19-20, 2024! This family-friendly event will feature local vendors offering arts, crafts, and delicious seasonal treats like maple, pumpkin, apple, and caramel-flavored foods. Festival hours are 11 AM to 6 PM on both Saturday and Sunday.

NECT Great Pumpkin Festival, Putnam
NECT Great Pumpkin Festival

NECT Great Pumpkin Festival 
Putnam, CT

Celebrate the season on October 19, 2024, from 10 AM to 3 PM in downtown Putnam, CT. This family-friendly event features live music, craft and art vendors, a scarecrow contest, pumpkin-themed food, and activities for kids.

Roseland Cottage Arts & Craft Festival
Woodstock, CT

The 42nd Annual Roseland Cottage Fine Arts & Craft Festival on Sunday, October 20, from 10 a.m. to 4 p.m. in Woodstock, CT! Explore over 150 artisans showcasing jewelry, pottery, woodwork, and more. Enjoy live music, local food, and tours of the historic Roseland Cottage.

CT Renaissance Faire, Lebanon
CT Renaissance Faire Lebanon, CT

CT Renaissance Faire
Lebanon, CT

This event runs every weekend from September 30 to October 29, 2024. The family-friendly event brings medieval fun with jousting, stage shows, shopping, games, and a variety of food vendors. Attendees are encouraged to dress up and enjoy themed weekends filled with entertainment and historical reenactments.

Spooktober, Willimantic
Spooktober Willimantic

Spooktober
Willimantic, CT

Spooktober is packed with fun and spooky events throughout October! Highlights include Nightmare on Main, where guided tours explore legends and folklore, the Ghosts of the Titanic dinner event, and family-friendly activities like Day of the Dead mask making. Other events include history walks, ghost stories, and more.

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