FRIENDS OF MAIN STREET
  • HOME
  • ABOUT
    • Mission, Location & Hours
    • What We Do
    • Work, Play, Day Tripping: Winchester
    • Board of Directors
  • SUPPORT
    • Donate & Volunteer
    • Sponsors
  • EVENTS
    • Bubble & Truffles 2025
    • Restaurant Week
    • Earth Day Cleanup
    • Flowers on Main Street
    • Summer Concert Series
    • Fall Foliage Festival >
      • 25th Fall Foliage Festival
      • Sponsor Opportunities
      • Vendor Application
    • Fall River Cleanup
    • Halloween Window Painting
    • A Winsted-Winchester Christmas
  • CALENDAR
    • Community Calendar & THE WEEKLY Newsletter
    • Blog
  • FOOD, BREW, FUN & NECESSITIES
    • Antiques
    • Attractions
    • Food, Brew & Catering
    • Necessities
    • Recreation & Exercise
    • Salons & Personal Services
    • Shopping
  • CONTACT

Make Some Memories! 

Discover Summer Fun! 

Summer is here, and it’s the perfect time to explore all the exciting outdoor activities Winchester has to offer! From hiking and swimming to renting pontoon boats on Highland Lake, there’s something for everyone.

Stroll down one of the longest Main Streets in Connecticut, where you can find new clothing, decorative items, fresh menus, lots of  music and gardening supplies. And don’t forget to grab dinner and a movie!

Get ready for some family fun! Treat yourself to a variety of ice cream offerings, enjoy duckpin bowling, race go-karts, or challenge each other to a game of miniature golf.
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Whether you stay for the day or the weekend, be sure to explore unique attractions like a one-of-a-kind museum, discover a new craft brew or  gather some friends for some axe throwing? You’ll be making memories that last a lifetime!

Upcoming Community Events

Date
Event | Start Time
Jun 5
Trails to Wellness, McCall Behavioral Health Network East End Park (4pm)
Jun 7
🥾 CT Trails Day Hike, Winchester Land Trust, Antonio & Maria Cannavo Preserve, Batcheller School (10am)
Jun 15
Father's Day Strawberry Shortcake,  
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Winchester Center Congregational Church, 1 West Road, Winchester Center (2pm) 
Jun 19
Juneteenth, Soldiers' Monument Commission, American Museum of Tort Law, 654 Main St (1pm) and Soldiers' Monument, 84 Crown St (2pm)
Jun 21
River Rocks 2025, Town of New Hartford, Hurley Business Park (37 Greenwoods Dr) in New Hartford (12pm)

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Make Music Day 2025 @ AMP, 90 Whiting Street (3pm)
Jun 25
Day of Joy, LIVE at Home CT, 58 Main St (6pm)

Check out Winsted's Growing Music & Comedy Scene

Music in a Mile!
More Events • More Music • More Entertainment
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​Scan below to receive THE WEEKLY (weekly event updates)
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Don't miss out on any of the fun - sign up for THE WEEKLY to stay up-to-date on all community events throughout the year!

Welcome. 

We're making positive things happen in Winsted since 1999!

Friends of Main Street Winsted is a 501(c)(3) not-for-profit organization dedicated to supporting the historic preservation, beautification, and economic growth of Winsted.

We achieve this by helping to attract new businesses, support existing businesses, and encourage traffic to downtown.

Donations are always welcome!​
click here to donate
Spring has arrived on Highland Lake! The water is warming up quickly—it's up to 57 tonight. These two gentlemen were catching some good-sized fish..
—​ Photo courtesy of 
Pat Marafiote 

​Proud member of:
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Strong supporter of:
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Strong supporter of: 
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Northwest CT Main Street PROMISE Program
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It’s purpose is to help strengthen the region’s town centers and main streets through an iterative four-year collaboration.

Whatever your interests may be – Winsted Has It!

Get your 2024 Tourism Map on Main Street!

Are you ready to explore Winsted and its surrounding towns this summer? Make sure to grab a copy of the new 2024 Tourist Maps, available in over 40 locations downtown. 
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These comprehensive maps are easy to use, highlighting various cultural attractions, outdoor activities, excellent restaurants & cafés, and unique shops. There are so many new shops and restaurants, along with the addition of the new Hartford HealthCare HealthCenter ER and heliport, The Joyner Center, CT State Northwestern, American Mural Project, American Museum of Tort Law, the Sue Grossman Greenway and Tatros Park – your adventure is bound to be exciting!
© 2025 Friends of Main Street Winsted-Winchester, Inc., PO Box 18, 398 Main Street, Winsted, CT 06098
  • HOME
  • ABOUT
    • Mission, Location & Hours
    • What We Do
    • Work, Play, Day Tripping: Winchester
    • Board of Directors
  • SUPPORT
    • Donate & Volunteer
    • Sponsors
  • EVENTS
    • Bubble & Truffles 2025
    • Restaurant Week
    • Earth Day Cleanup
    • Flowers on Main Street
    • Summer Concert Series
    • Fall Foliage Festival >
      • 25th Fall Foliage Festival
      • Sponsor Opportunities
      • Vendor Application
    • Fall River Cleanup
    • Halloween Window Painting
    • A Winsted-Winchester Christmas
  • CALENDAR
    • Community Calendar & THE WEEKLY Newsletter
    • Blog
  • FOOD, BREW, FUN & NECESSITIES
    • Antiques
    • Attractions
    • Food, Brew & Catering
    • Necessities
    • Recreation & Exercise
    • Salons & Personal Services
    • Shopping
  • CONTACT