Fall Foliage Festival A Week Away!

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​The 22nd Friends of Main Street Fall Foliage Festival will take place on Saturday, September 28, from 10 a.m. to 3 p.m. downtown on Main Street in Winsted between the YMCA and Case Avenue — rain or shine.

Attendees of this popular annual event will discover more than 75 exhibits provided by local artisans, businesses, and community organizations, as well as food trucks and live music and other demonstrations.  Attendance is free and there is also an opportunity to win a prize package of local merchant gift certificates by filling out a free ​Fall Foliage Festival door prize ticket on our ​

Facebook event page. We also have designed an official festival t-shirt that can be ordered on our web site. 

Bring your Door Prize Ticket and Order your T-Shirts!

This event will feature an arts and craft fair, food trucks, and of course, homemade pies, local maple syrup, fried dough, the Health Food Corner's organic cafe, Monaco’s famous pizza, Padre’s Mexican cuisine, Mama Pho’s new Bubble Tea!  Food trucks on hand will include Cheez Trailer in Paradise, The Singing Sliders, Maiky Hotdog and Szabo's Seafood. Family activities will also be provided, including the popular bounce house, a balloon artist, and face-painting for children.

“This year’s festival will feature musical entertainment by Mike Hodorski and Company, Jim Moore, and Sam Guglielmino,” says Fran Delaney, president of the board of directors of Friends of Main Street, the non-profit organization that organizes the Festival. “They’ll be playing hits from the ’50s through the ’70s, some classic country, and some original songs too. Also, we have a professional magician.” 

Visitors and residents alike can experience all Winchester has to offer on the 28th -- Winsted, Winchester Center, Highland Lake, and a converted mill building with an exciting project underway, all on the same day!  The 5K Highland Lake Hustle, a road race, kicks off at 9 a.m.  In addition to the Fall Foliage Festival on Main Street Winsted starting at 10 a.m., so is Winchester Center Day with a vintage car and motorcycle show and revolutionary war encampment. Then finish your day by attending the Art of Work Gala - Recycled Runway - at the American Mural Project on Whiting Street at 6 p.m. 

The Fall Foliage Festival is sponsored by Little Red Barn Brewers, Northwest Community Bank, Noujaim's Mediterranean Bistro, Standard Valuation Services, West State Mechanical, Community Health and Wellness Center, Klebe Fuel, Dr. William Ryan DMD, and Sterling Sintered Technologies.

For more than two decades Friends of Main Street has been a cheerleader, encouraging more people to come downtown, residents and visitors alike, through its informative weekly updates, diverse community events, and beautification initiatives. 

For additional information, visit our website or find us on Facebook.