Rutland Winterfest is back and bigger than ever! From February 20-24, Rutland will transform into a winter wonderland filled with fun, adventure and community spirit. The event offers over 30 free and low-cost family-friendly events, including snow sculpting, the Chili Cook-Off, Center Street Sledding, and...
Sled down Center Street in downtown Rutland during this special event that's part of Rutland Winterfest. Sledding is weather-dependent, so stay tuned for updates at comealiveoutside.com/winterfest. Free, no tickets required. -Courtesy image / Rutland Winterfest
Don't miss the Middletown Springs Maple Festival! The 2026 Middletown Springs Maple Festival will feature a maple sugaring demonstration, maple vendors, exhibits and talks on the history of maple sugaring, music and homemade lunch selections and maple desserts. All proceeds from the Maple Festival and...
Analog Cycles' Fifth Season Ride and Race in Poultney is a feast of mud, slush and maple syrup. What better way to spend a day than trudging up snow covered dirt roads and hanging out in steaming sugar shacks? The Fifth Season Ride and Race...
The Poultney MapleFest is an annual celebration of Vermont's maple heritage, bringing together the community to indulge in the sweet flavors of the region. This event showcases the best of Vermont—sugarhouses, a tree tapping, food, the Fifth Season Ride, family activities, and more. Find an...
