FRIENDS OF MAIN STREET
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    • Bubble & Truffles 2026
    • Restaurant Week
    • Earth Day Cleanup
    • Flowers on Main Street
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    • Fall Foliage Festival >
      • 25th Fall Foliage Festival
    • Fall River Cleanup
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  • Summer Concert Series
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2026 Upcoming Community Events

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Date
Event | Start Time
Feb 6
17th Annual Bubbles & Truffles, Friends of Main Street, Crystal Peak, 164 Torrington Rd (5:30 pm)
Feb 7
LIVE @ AMP: Nicole Zuraitis, Neo-soul jazz band, American Mural Project, 90 Whiting St (8pm)
Feb 8
4th Annual Valentine' Sip' n Shop, Makers Shoppes of Whiting Mills, 100 Whiting St (11am)
Feb 21
Winter Lecture Series: The Great Tariffville Train Wreck of 1878,  Soldiers' Monument, Beardsley Library, 40 Munro Pl (10:30am)
Feb 22
​

​Lunar New Year Lion Dance, Mama Pho Vietnamese Restaurant, 266 Main Street (12pm)
Feb 27
Piano Happy Hour Series: Garnell Curtis, 
Soulful Pop |  American Mural Project, 90 Whiting St (5pm)
Feb 28
Things That Go Bump in the Night, Winchester Land Trust, The American Museum of Tort Law, 654 Main Street (3:30pm) 

2025 Past Community Events

Date
Event | Start Time
Mar 1
Pasta Dinner, Winchester Center Congregational Church, Corner of Rt. 263 & Chapel Road, Winchester Center (4pm)
Mar 15
Winter Lecture Series: Faithful Companion or Fashion VIctoriain Era Pets and Mascots–Jessica Craig, Soldiers' Monument, Beardsley Library, 40 Munro Pl (10:30am)
Mar 15/16
3rd Annual Rock and Mineral Show, Silver Springs Creations, Whiting Mills, 100 Whiting St (10am)
Mar 21-29
Winsted Restaurant Week! From breakfast to dinner, indulge in amazing cuisine for nine whole days! 
Mar 22
Rock On!  Three bands for the price of one, Whiting Mills, 100 Whiting Street (5pm)
Mar 28
​​Piano Happy Hour Series: Noah Baerman, Jazz | American Mural Project, 90 Whiting St (5pm)
Date
Event | Start Time
Apr 19

LIVE @AMP: Eric Bibb, World-Class Bluesman | American Mural Project, 90 Whiting St (8pm)
Apr 25
​Piano Happy Hour Series: Michael Ford
Composer/pianist | American Mural Project, 90 Whiting St (5pm)
Apr 26
Earth Day Cleanup, Friends of Main Street, Sidewalk 372-378 Main St (9:30am)

​16th Annual Quilt & Needle Show 2025, ​Winchester Center Congregational Church, 1 West Road, Winchester Center (10am) 

Whiting Mills Spring Open Studios, Whiting Mills, 100 Whiting St (10am)​​
Apr 27
​Whiting Mills Spring Open Studios, Whiting Mills, 100 Whiting St (10am)​

​
16th Annual Quilt & Needle Show 2025, ​Winchester Center Congregational Church, 1 West Road, Winchester Center (12pm) 
Date
Event | Start Time
May 1
Loser Pays (virtual event) Law Day, American Museum of Tort Law (12pm)    
May 2
Senior Prom 60+, Winsted YMCA, 480 Main St. (5pm)

​Trivia Night, Friends of the Beardsley Library, Little Red Barn Brewers, 32 Lake St (6pm)
May 3
Earth Day Cleanup, Friends of Main Street, Sidewalk 372-378 Main St (9:30am)

Sly Like a Fox, Winchester Land Trust, American Museum of Tort Law,  654 Main St.      (3:30 pm)
May 4
Books, Brews & Bullseye, Little Red Barn Brewers, 32 Lake St (2pm) 
May 6
Eradicating Japanese Knotweed, Winchester Conservation Commission, Town Hall, 2nd Floor, P. Francis Hicks Room, 338 Main St (7pm)
May 7
Community Vision Survey 2025, Town of Winchester ​(survey closes)
May 10
Recycled Runway, American Mural Project, 90 Whiting St (8pm)
May 14
Northwest Startup Community Night, NWCC Entrepreneurial Center Event, Bad Dog Brewing Co., Torrington (5pm)
May 17
Spring Book & Bake Sale, Friends of the Beardsley Library, Barkhamsted Town Garage, Rte. 44 Barkhamsted (8:30am)

Armed Forces Day, Soldiers' Monument Commission, Soldiers' Monument, 84 Crown St (10am)

​
The 87th Annual Pet Parade, The Rotary Club of the Torrington and Winsted Areas, Main Street, Winsted (2pm)

The Winsted Canteen Swing Dance, Soldiers' Monument Commission, Winsted Elks Club, 75 High St (6:30pm)
May 23
Piano Happy Hour Series: Jennifer Hill Singer-songwriter/pianist | American Mural Project, 90 Whiting St (5pm)
May 26
🇺🇸​ Memorial Day  Ceremonies & VFW Parade, Soldiers' Monument Commission (10:15 am)
May 31
First Church Tag Sale, First Church of Winsted, 95 North Main St(8am)
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,  
​
Winchester Center Congregational Church, 1 West Road, Winchester Center (2pm) 
Jun 21
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)

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

Jul 1-27
Where's Waldo? Scavenger Hunt, The Curious Cat Bookshop, 386 Main St. 
Jul 3
CANCELLED DUE TO WEATHER
​
​​Summer Concerts - Mad River Music, 
Friends of Main Street, East End Park (6:30pm)
Jul 4
Celebrating 250th Independence Day, Soldiers' Monument and Memorial Park, 84 Crown St (2pm)
Jul 10
​​Summer Concerts - Farmington Valley Band​, Friends of Main Street, East End Park (6:30pm)​​
Jul 17
​​Summer Concerts - West Hill Groove, Friends of Main Street, East End Park (6:30pm)
Jul 24
​
​​Summer Concerts - Potter's Field, Friends of Main Street, East End Park (6:30pm)
Jul 27
Where's Waldo? Scavenger Hunt Party, The Curious Cat Bookshop, 386 Main St. (2pm)
Jul 31
​​CANCELLED DUE TO WEATHER
​
Summer Concerts - 
Kenn Morr Band, Friends of Main Street, East End Park (6:30pm)
Date
Event | Start Time
Aug 7
​​Summer Concerts - Silk n Steel/Moses Bone Band, Friends of Main Street, East End Park (6:30pm)​​​
Aug 9
74th Winchester Grange Fair & Flea Market, 
​100 Newfield Rd, Winchester Center (10am)
Aug 14
​​Summer Concerts - KeBar, Friends of Main Street, East End Park (6:30pm)
Aug 17
The World Turned Upside Down, Soldiers' Monument Commission, First Church of Winsted, 95 N. Main St (2pm)
Aug 20-23
​​​🚒​ Winsted Fire Dept. Annual Carnival and Parade, Winsted Fire Department, 75 Rowley St (6pm)
Aug 20
Made in Winsted, Winchester Historic Commission, Town Hall/P Francis Hicks Conference Room, 338 Main St (7pm)
Aug 21
​​Summer Concerts - Jr. Krauss and the Shakes, Friends of Main Street, East End Park (6:30pm)
Aug 30
80th Colebrook Fair, 562 Colebrook Rd, Colebrook (9am)
Date
Event | Start Time
Sep 14
Highland Lake 5K RUN,​ Northwest CT YMCA, Highland Lake (10am)
Sep 20
LIVE @AMP: Tribute to the Seattle Sound,  American Mural Project, 90 Whiting St (7pm)
Sep 25
Job Fair, Winchester Economic Development Committee, Green Woods Hall Gym at CT State Community College: Northwestern, 119 N Main St (3pm)
Sep 26
Happy Hour Piano Series: Michael Carabello,  American Mural Project, 90 Whiting St (5pm)
Sep 27
🍁​ ​The 25th Fall Foliage Festival ​& Car Show, Friends of Main Street, Main Street (10am)
Date
Event | Start Time
Oct 4
4th Fall River Clean Up, Conservation Commission/Friends of Main Street, East End Park (9:30am)
Oct 6-10
Hispanic Heritage Month: Echoes of the Taíno – Spirit, Survival, and Continuance, Gallery at Founders Hall, CT State Northwestern, Park Place East
Oct 10-12
Riverton Fair, on the Fairgrounds (26 Main Street) in historic Riverton, CT (see fair schedule)
Oct 10-26
Innovation Wall Exhibit, American Mural Project, 90 Whiting Street (10am)
Oct 18-19
3rd Annual Halloween Spooktacular at Whiting Mills, 100 Whiting St (10am)
Oct 23
Mariah Blake, A Conversation, Q&A, and Book Signing, American Museum of Tort Law, 654 Main Street (6:30pm)g
Oct 24
Happy Hour Piano Series: Mary DiPaola,  American Mural Project, 90 Whiting St (5pm)

Haunted Hallways, Northwest CT YMCA
Winsted Branch, 480 Main St (5pm)

Halloween Sip & Shop After Dark, Whiting Mills, 100 Whiting St (6pm)
Oct 25/26
Halloween Window Painting Contest​,​ Friends of Main Street, 398 Main St (9am)
Oct 25
Music of 1776, Soldiers' Monument, Winchester Center Congregational Church, 1 West Rd, Winchester Center (4pm)
Oct 29
Small Business Seminar - Sell Like A Pro, Northwest Startup, The Norfolk Hub, 2 Station Place, Norfolk (5:30pm)
Oct 30
Local Horror Author Panel, Curious Cat Bookshop, 386 Main Street (7pm)
Date
Event | Start Time
Nov 1
National Tort Law Education Day, American Museum of Tort Law, Virtual Event (1pm)

​Baked Potato Dinner, Winchester Center Congregational Church, 1 West Street, Winchester Center (4pm)
Nov 3 –
​Dec 15
Daniel Baxter "Of Maps and Music," Gallery at Founders Hall, CT State Northwestern, Park Place East
Nov 8 – 11
17th Annual Free Car Wash for Veterans, Swell’s Car Wash, 345 North Main Street, (8am)
Nov 15
LIVE @AMP: The A Cappella Experience, American Mural Project, 90 Whiting Street (7pm)
Nov 16
Holiday Sip & Shop, Whiting Mills, 100 Whiting Sreet (11am)
Nov 22
Holiday Craft Fair, NWR7 High School, 100 Battistoni Drive (9am)
Nov 23
Holiday Makers Shoppes, Whiting Mills, 100 Whiting Street (11am)
Nov 28
Happy Hour Piano Series: Zoe Bates, American Mural Project, 90 Whiting St (5pm)
Nov 30
Holiday Makers Shoppes, Whiting Mills, 100 Whiting Street (11am)

​A Winsted-Winchester Christmas | Winchester Center | 
  • Annual Graham Waldron Tree Lighting and Caroling on the Green at Winchester Center (4:30 to 7:30 pm) 
Date
Event | Start Time
Dec 1-18
Winsted Winter Wonderland Window-Decorating Contest, Friends of. Main Street
Dec 6
A Winsted-Winchester Christmas | Downtown Winsted (8 am – 5 pm)
  • 104th Christmas Fair (8 am to 3 pm) at First Church of Winsted
  • Christmas Bazaar (9 am to 2 pm) at St. Joseph Church ​
  • Holiday Open House (1o am to 5 pm) American Museum of Tort Law, 654 Main St – Free admission and exclusive holiday deals!​​
  • Holiday Open Studios Weekend (10 am to 4 pm) at Whiting Mills
  • Mural Tours (10 am to 5 pm) at American Mural Project, 90 Whiting St –Free coffee, tea, cocoa, and hot cider!
  • Holiday Open House (11 am to 1 pm) at Beardsley Library, 40 Munro Pl – Special visit with Santa, crafts, music "The Substitutes," and refreshments 
  • 🐴 Horse Drawn Sleigh Rides (11 am to 1 pm) at 390 Main Street, Friends of Main Street / Northwest Community Bank ​
  • Christmas Storytelling at The Curious Cat Bookshop
  • 🎶 Caroling by The Gilbert School Carolers 
  • Boy Scout Troop 1027 – Hot Cocoa
  • ​S'mores sponsored by Winsted Fire Department​​
Dec 7
A Winsted-Winchester Christmas  
​
Downtown ​Winsted (10 am – 5 pm)
  • ​Holiday Open Studios Weekend (10 am to 4 pm) at Whiting Mills​
  • Mural Tours (10 am to 5 pm) at American Mural Project, 90 Whiting St –Free coffee, tea, cocoa, and hot cider!
Dec 10
​​Blue Christmas, Winchester Center Congregational Church, 1 West Street, Winchester Center (7pm)
Dec 12
14th Annual Freezin’ for a Reason Sleep Out and Fundraiser, Northwestern CT YMCA, East End Park (6pm)
Dec 13
🎅🏼 ​Breakfast with Santa, Winsted YMCA, 480 Main Street  (9am)

Winchester Recreation Holiday Event (2 pm)​​​​ Rowley Recreation Building
            –  Pictures with Santa and The
                 Grinch
            –  Decorating Ornaments
            –  Pictures with 

🎄 East End Park & Tree Lighting  (3:30 pm)
​             –  Hot Cocoa
             –  Carolers

             –  S'mores sponsored by Winsted Fire
                   Department
Dec 14
Holiday Makers Shoppes, Whiting Mills, 100 Whiting Street (11am)
Dec 20
Gator Parade Tailgate and Watch Party! Faith Bible Church, 368 Main St (5pm)

The Gator Parade, Winsted Fire Department, Main Street (5pm to 7pm)
Dec 26
Holiday Sing-Along with Dan Ringuette,
​
American Mural Project, 90 Whiting St (5pm)
Dec 31
🥳​ Happy New Year's Eve!
© 2026 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
    • Sponsors
    • Donate & Volunteer
  • EVENTS
    • Bubble & Truffles 2026
    • Restaurant Week
    • Earth Day Cleanup
    • Flowers on Main Street
    • Summer Concert Series
    • Fall Foliage Festival >
      • 25th Fall Foliage Festival
    • 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
    • Recreation & Exercise
    • Necessities
    • Salons & Personal Services
    • Shopping
  • CONTACT
  • Summer Concert Series