Celebrate the 9th Annual Winter Weekend in Norfolk – February 21 & 22, 2026

Get ready to experience winter at its finest during the 9th Annual Winter Weekend in Norfolk (WIN), happening Saturday, February 21, and Sunday, February 22. Set in the tranquil hills of northwestern Connecticut, every winter Norfolk transforms into a lively hub of creativity, community, and cold-weather charm. Whether you're drawn by outdoor adventures, art exhibits, or toe-tapping live music, WIN brings together the best of small-town charm and seasonal cheer. Enjoy everything from concerts to hands-on workshops and family-friendly events—all wrapped in the winter beauty of New England. The best part of WIN is that most events are free! For a full lineup and details of events and activities, be sure to visit weekendinnorfolk.org 

Free Highlights You Won’t Want to Miss 

You may want to start your adventure by joining photographer Doug McDevitt for a hands-on Winter Photography Workshop, where you’ll pick up expert tips on capturing the season’s natural glow and composing truly stunning shots. Then, step outside and explore the breathtaking, unspoiled beauty of Norfolk—a true winter wonderland just waiting to be framed. It's the perfect chance to sharpen your skills while creating images worthy of Instagram! 

Nature lovers, you won’t want to miss the Norfolk Conservation Committee’s native wildflower seed giveaway! It’s the perfect chance to pick up some seeds and learn how to transform your own backyard into a buzzing pollinator paradise. 

If you lean more toward art and history, you’re in for a treat—take a tour of the stunning stained glass windows at Battell Chapel, Church of Christ Congregational and Immaculate Conception Church. These breathtaking works are historic masterpieces by renowned artisans like Louis Comfort Tiffany, D. Maitland Armstrong, and Franz Mayer of Munich. 

For history buffs and fashion enthusiasts alike, The Romance of Worth: The Eldridge Sisters and the Centennial at the Norfolk Historical Society is a must-see. This captivating exhibition unveils decades of history through the lives of the Eldridge family, with a special spotlight on two bespoke gowns made by the House of Worth, the legendary 19th century Parisian fashion house credited with inventing haute couture. To deepen the experience, visitors are invited to a special gallery talk offering rare insights into the painstaking process of restoring these delicate garments for display. 

For fans of interior design and historic craftsmanship, WIN offers another wonder: a live demonstration of the ancient art of chair rushing—a practice dating back to the 4th century BCE, at the Berkshire Store. Artisan Susannah Anderson brings this timeless skill to life, weaving reeds and natural fibers to create supportive, beautiful seats right before your eyes. Rushing, along with other seat-weaving techniques such as cane and Danish cord, reflects generations of practical artistry that remains relevant in artisanal furnishing today. After soaking in fashion history, and living craftsmanship, round out your WIN day out at Joseph Stannard Antiques & Design’s open house. 

Art aficionados can dive into Norfolk’s vibrant scene as well. Explore two artists’ studios, Ruthann Olsson’s and Cheryl Heller’s, and connect with artists Katie Atkinson and Jeremiah Bickford during special Meet the Artist sessions to uncover the inspiration behind their work. And be sure to see the pop up art show by the Norfolk Artists & Friends at Wildwood 1880, a classic Victorian inn; they’ll be holding an early bird reception on Friday evening. Wildwood 1880 is also hosting a pop-up bakery and bookshop to add to the fun. 

Sports enthusiasts, don’t miss the action at the Norfolk Curling Club, where you can soak up the excitement of live curling matches while enjoying refreshments in a cozy atmosphere. It’s a rare opportunity to witness the fascinating strategy and teamwork behind one of the world’s oldest sports! If you’re a fishing fan, there’s a special Fly Tying workshop—perfect for both curious beginners and seasoned anglers eager to refine their craft. Families are well taken care of, too. 

On Sunday, the Hub transforms into a downtown haven for kids, offering children’s films, hot chocolate, and popcorn—all the ingredients for a perfect family outing on a chilly day, courtesy of the Hub and the National Iron Bank. And, up at Botelle Elementary School, there’s a blizzard of fun things for kids and their parents to do. 

As always, Norfolk’s love for music comes alive at this year’s Winter WIN. Warm up with an exciting lineup—feel the energy of a brass quintet at the Norfolk Library, relax to the soulful sounds of Michael Cobb’s at The Hub, and be dazzled by award-winning pianist Po-Wei Ger’s classical concert. 

In addition to all these free events, there’s so much more happening. The Icebox Café and Berkshire Country Store are rolling out WIN Weekend specials you won’t want to miss, and two pop-up bakeries are joining the fun with irresistible treats. Then there are events that are ticketed, including a mushroom workshop, or that request a donation, such as an evening coffeehouse with live music and refreshments. For a full schedule and the latest updates, visit weekendinnorfolk.org

The WIN Committee, now in its twelfth year, is a volunteer-powered team dedicated to organizing Norfolk’s Summer and Winter WIN festivals. With support from town officials, the Economic Development Commission, and countless local organizations and individuals, these events welcome visitors from near and far to experience all that Norfolk has to offer.