FRIENDS OF MAIN STREET
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2025 Winter Wonderland Windows Contest Winners!

1/9/2026

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PictureEdge Works Axe House LLC – Snow art and axe throwing? The Axe-man did it again! ❄️□
Main Street transforms into a winter wonderland as the holiday season arrives—complete with horse-drawn carriage rides, carolers, hot cocoa, and s’mores. As night falls, illuminated trees create a magical atmosphere that invites pedestrians to explore. Each shop showcases unique window displays that capture the joyful spirit of the season, encouraging passersby to step inside and discover special gifts for friends and loved ones.
​

This year’s Main Street business windows were truly exceptional, and thank you for your votes! Here are this year’s winners:

The Results Are In!
  • Most Traditional:  F & G Richards Jewelers and The Curious Cat Bookshop
  • Most Creative:  Edge Works Axe House and Winchester Hardware
  • Most Festive: Papas Market, LIVE For All Occasions / On Board CT and Park Place Hardware
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What do they win?
Friends of Main Street Winsted purchases $100 gift certificates from each winning business, which will be featured in this year’s raffle baskets at the 18th Annual Bubbles & Truffles – Wine, Beer, Spirit Tasting & Chocolate Extravaganza, taking place February 6 at Crystal Peak.  So get your tickets early and bring your 💘.


🎉 Congratulations to all the 2025 winners—and thank you to everyone who helped make Main Street shine this holiday season!

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2025 Spooky Windows on Main Street Winners!

10/29/2025

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On the morning of Saturday, October 25, sidewalks were filled with K-6 Winchester students creating frightening displays of ghosts and goblins along Main Street for the 43rd Halloween Window Painting Contest! Check out their spooky windows!
The Spooky Windows on Main Street event had an amazing response this year! 🎃 A total of 21 businesses (55 windows!) participated, with 100 students. We’re so proud of everyone who joined in the fun—and congratulations to this year's winners!​

  • Kindergarten – Emory Rhoades & Lily Vold​
  • First – Colbie Dombrowski & Hazel Dixey
  • Second – Cali Fullerton & Serenity Ostrader​
  • Third – Adelynn Laurel & Talisa Kelley​
  • Fourth – Dylan Moodie-Kalman & Tuelee Quach​
  • Fifth – Kaia Galvin & Lily Gagnon​
  • Sixth – Gia Cadrain & Lizzy Blakeney​

We could not have such fun without our Main Street participating businesses: 
​Park Place Hardware, Northwest Community Bank, Northwest Realty, ABC Pizza, Winchester Hardware, The Gilson Cafe and Theater, The Curious Cat Bookshop, Be Under Par Performance, Friends of Main Street, Rooted Market, Andy's Attic
, Peacocks & Lilacs Thrifty Boutique, Noujaim's Bistro, Birchwater Properties, JB Appliance, Mad River Music, F & G Richards Jewelers and Railway Cafe!

​Let's not forget to thank our judg
es – Andy Jones, Pam Dean, and Mark Lampognana  👻​
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Thank You, Eversource Energy!

10/23/2025

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We are deeply grateful to Eversource Energy for their generous $2,500 grant to Friends of Main Street Winsted.

This funding, in partnership with the Town of Winchester, will allow us to replace aging and decayed trees along Main Street, enhancing the beauty, charm, and character of our downtown.

The new trees will make Main Street more inviting for residents and visitors alike--strengthening community pride and supporting local businesses.

This project also highlights our responsible stewardship of grant funding, helping position us for future opportunities that benefit our community.

​Thank you, Eversource Energy, for your continued commitment to a greener, more vibrant Winsted. 
​
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Pictured (left to right): Pamela Dean and Andy Jones, Friends of Main Street Winsted; Timothy E. Waldron, Eversource Energy; Francis Delaney, President; Candace Bouchard and Ryan Wheeler, Friends of Main Street Winsted; and Town of Winchester/Winsted, CT, Tom Heuschkel, and  Town Manager.​, Paul Harrington, 
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Community Pride in Action!

10/5/2025

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Friends of Main Street teamed up with the Winchester, CT Conservation Commission for our Annual Fall River Community Cleanup along the Still River and Mad River — and what a turnout!

Over 40 amazing volunteers showed up to make a difference, and we filled the bed of the Public Works truck once again! Special thanks to Boy Scout Troop 1027, The Gilbert School students, McGrane's On The Green, Mario's Tuscany Grill and Bar, for the pizza. Let’s keep taking pride in our town — every piece of litter picked up helps keep our rivers and sidewalks beautiful!
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#CommunityEngagement #conservation #winstedct #fallcleanup #prideinplace #teamwork
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Stay in the know on what’s happening in Downtown Winsted!

9/10/2025

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Make sure you’re following the right page on Facebook: Friends of Main Street Winsted (no hyphen).
  • Facebook: Friends of Main Street Winsted
  • Instagram: @fomswinstedct
  • Website: www.fomswinsted.org
Follow us and never miss an update!
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Let's Eat! It's Winsted Restaurant Week!

3/5/2025

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Picture– David Sartirana, Northwest CT Realty “Exciting to see Winsted’s first Restaurant Week getting such great coverage! A big shout-out to Noujaim’s Bistro and all the participating restaurants for making this event special. Looking forward to trying some amazing dishes! #WinstedRestaurantWeek”
🎉 Get ready for Winsted’s very first Winsted Restaurant Week! From breakfast to dinner, indulge in fantastic cuisine for nine whole days! 
Dive into our vibrant dining scene and discover special offers and delicious menus! Don’t forget to bookmark and share the excitement with your friends and family! Check back often to stay updated on all the menus and prize packages!

This inaugural event is a collaboration among the Winchester Economic Development Commission, Friends of Main Street Winsted, and Litchfield.co.

Participating restaurants include: 2nd Home Lounge, ABC Pizza, Asa's Place, Beata Cottage Bakery, China Delight, Gilson Cafe & Cinema, Little Red Barn Brewers, Mama Pho Vietnamese Restaurant, Mario's Tuscany Grill and Bar, McGrane's On The Green, @monacosristorante, Noujaim's Bistro, @northwestsoupandsandwich, Padre's, Papa’s Market, Railway Cafe, Rooted Market, @rowleygrill, @shahshalalfood, Sophia's Pizza Restaurant and The Tributary Restaurant.

​Sponsored by Northwest Community Bank, Northwest CT Realty, Western CT Coalition, Park Place Hardware, Cadco, CT State Northwestern, Northwestern Community College Foundation, and The Marina at Highland Lake.

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Winter Wonderland Window-Decorating Contest

12/11/2024

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Main Street transforms into a winter wonderland as the holiday season arrives. Streetlights are decorated with garlands and large red bows, while illuminated trees create a magical atmosphere that invites pedestrians to explore. Each shop features unique displays that capture the joyful spirit of the season, encouraging passersby to step inside and discover unique gifts for friends and loved ones.
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Join Friends of Main Street in voting for your favorite Winter Wonderland Windows while shopping downtown this holiday season! Vote from December 5th to December 10th for the Most Traditional, Most Creative, and Most Festive. 

We received more than 70 votes! This year's Main Street windows were EXTRAORDINARY - we could not award only one for each category - so we awarded two!

The Results are in:
  • Most Traditional:  F & G Richards Jewelers 
  • Most Traditional:  Home & Cake
  • Most Creative:  Edge Works Axe House
  • Most Creative:  Mama Pho Vietnamese Restaurant/Papa Bopa
  • Most Festive:  Cura Café
  • Most Festive:  Annie Q Simard

Our favorite Winter Wonderland Windows of 2024:
​
Edge Works Axe House, Little Red Barn Brewery, Railway Cafe, F & G Richards Jewelers, Annie Q. Simard KW Realtor, Peacock & Lilacs Thrifty Boutique, Home & Cake, JB Interiors, Andy's Attic, Little Fox Portraits, Friends of Main Street, The Curious Cat Bookshop, Monaco's Ristorante, Winsted Winter Express, Gilson Cafe & Cinema, Papa's Market, True Value Hardware, Papa Bopa, Mama Pho Vietnamese Restaurant, Jessica's Barbershop, Asa's Diner, Toby's Peruvian Restaurant, Northwest Community Bank, Cura Café, L.I.V.E., Park Place Hardware, and McGranes on the Green.

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A Winsted-Winchester Christmas

12/10/2024

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December 1, 7/8, 2024
​

Enjoy this Year's Holiday Events!
It's the most enchanting time of the year! Children can imagine themselves aboard the magical Winsted Winter Express, embarking on an unforgettable journey to the North Pole – plus plenty of shopping!
​
​Get into the holiday spirit starting
 Sunday, December 1, in Winchester Center! At 4:30 pm, go to the Winchester Center Congregational Church for the annual tree lighting and caroling.

On Saturday, December 7, join us in downtown Winsted to explore Main, Rowley, Lake, and Whiting Streets for exciting holiday shopping and fun! 

You won't want to miss taking pictures at the North Pole in front of our 75 ft mural – The Winsted Winter Express – located at 372 Main Street, honoring the trains that journeyed to Winsted.  At 1:00 pm, Friends of Main Street and Northwest Community Bank will have a ribbon cutting for a unique ice carving by Joe Almeida, an ice sculptor for MGM Studios in Springfield, Mass.  The ice carving was unveiled before the festive holiday mural by artist Michael Genovese, sponsored by Friends of Main Street.  The mural and ice sculpture honors the trains that once arrived in Winsted. Gather with friends and family for photos and create lasting holiday memories.​
After the ribbon-cutting, head to Winchester Recreation Department activities at Rowley Playground Building at 2 pm and then to East End Park for S'mores, Caroling, and Tree Lighting at 4:30 pm. Cap off the day at A Sandra Boynton Christmas at the AMP at 7:00 pm. Enjoy visiting the American Museum of Tort Law, the American Mural Project, and the Holiday Open Studios Weekend at Whiting Mills –​ rounding out Christmas in Winsted-Winchester!
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Spooky Windows on Main Street Winners!

11/6/2024

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On the morning of Saturday, October 26, sidewalks were filled with K-6 Winchester students creating frightening displays of ghosts and goblins along Main Street for the 42nd Halloween Window Painting Contest! Check out their spooky windows!
A total of 54 downtown windows were painted by 48 teams of two and seven "solo" painters – 101 young artists – making more memories for everyone this Halloween!
Friends of Main Street is excited to announce the  2024 Halloween Window Painting  winners by grade!
​
  • Kindergarten:  Sophie Stambaugh
  • First:  Cody Thompson and Ryder Horvay
  • Second:  Faith Linkovich and Aubryel Castilo
  • Third:  Dylan Moodie-Kalman and Tuelce Quatch
  • Fourth:  Hannah Dean and Cambria Trujillo
  • Fifth:  Charlotte Ruzbasan and Chloe Heche
  • Sixth:  Maci Gagnon and Olivia Guenther

 A big howl out to the Winsted Fire Department who cleans the windows each year!

We could not have such fun without our participating businesses:  McGrane's On The Green, Park Place Hardware, Northwest Realty, Northwest Community Bank, Cura di sé Nutrition, ABC Pizza, Mama Pho, True Value of Winchester, The Gilson Cafe and Theater, The Curious Cat Bookshop, Be Under Par Performance, Friends of Main Street, Rooted Market, Total Mortgage, Winsted News, Andy's Attic, Noujaim's Bistro, JB Appliance, Mad River Music, 2nd Home Lounge, F & G Richards Jewelers and Railway Cafe.

​And we thank our judges Andy Jones, Pam Dean, and Mark Lampognana 
  🎃 ​
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From a rich history to a scenic landscape Winsted is a charming town with a lot to offer

10/17/2024

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​News 12 photojournalist Lori Golias explores Winsted in this week's Road Trip Close to Home. Lori Golias
Oct 17, 2024 | Nestled in Litchfield County, in the foothills of the Berkshires, Winsted is rich in history.
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One site to see while visiting is the Soldier's Monument in Winsted, designed by Robert W. Hill and sculpted by the notable George E. Bissel.

Learn about Tort law -- the law of wrongful injuries -- at the nationally acclaimed American Museum of Tort Law founded by Ralph Nader.

Then, spend the day on walkable Main Street, enjoying food, fun, antiquing and more.
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© 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
    • Winsted Restaurant Week
    • Earth Day Cleanup
    • Flowers on Main Street
    • Summer Concert Series
    • Fall Foliage Festival >
      • 26th 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
    • Recreation & Exercise
    • Necessities
    • Salons & Personal Services
    • Shopping
  • CONTACT
  • Summer Concert Series