Events from February 8 – March 22 › Rutland County › – Happy Vermont

Vermont Events

Winter Group Hike in Poultney

Fairgrounds Trailhead 131 Town Farm Road, Poultney, VT, United States

Ready to explore the beauty of winter?  Slate Valley Trail volunteers are leading a series of fun, guided hikes to showcase different trails this winter. It’s the perfect chance to discover the trails, make friends and enjoy the comfort of hiking in a group. This...

Recurring

Rutland Winterfest

Downtown Rutland Center Street & Merchants Row, Rutland, VT, United States

Rutland Winterfest is back and bigger than ever! From February 14 to 22, Rutland will transform into a winter wonderland filled with fun, adventure and community spirit. Celebrate the start of Winterfest on Feb. 14 with dazzling downtown ice sculptures and festive activities at local...

Winter Guided Hike in Poultney

Deane/Osborne Preserve 934 Endless Brook Road, Poultney, VT, United States

Ready to explore the beauty of winter?  Slate Valley Trail volunteers are leading a series of fun, guided hikes to showcase different trails this winter. It’s the perfect chance to discover the trails, make friends and enjoy the comfort of hiking in a group. This...

Snowmobile Festival at Rutland Winterfest

Vermont State Fairgrounds 175 S. Main Street, Rutland, VT, United States

Check out snowmobiles and connect with local enthusiasts at the Vermont State Fairgrounds. This is great way to celebrate and learn about Vermont’s winter recreation scene. Part of Rutland Winterfest.

Sledding on Center Street at Rutland Winterfest

Downtown Rutland Center Street & Merchants Row, Rutland, VT, United States

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

Winter Group Hike in Poultney

East Poultney Church Parking Lot 1500 East Main Street, Poultney, VT, United States

Ready to explore the beauty of winter?  Slate Valley Trail volunteers are leading a series of fun, guided hikes to showcase different trails this winter. It’s the perfect chance to discover the trails, make friends and enjoy the comfort of hiking in a group. This...

Rutland Cold Rolled Fatbike Festival

Giorgetti Athletic Complex Oak St Ext, Rutland, VT, United States

The Rutland Cold Rolled Fatbike Festival is back for 2025. Fatbikers from around New England and New York gather in Rutland for  group rides, demos, and hearty brews around warm fires. Check mtbvt.com for tickets and updates. Presented by Fiddlehead Brewing, and hosted by Mountain Bike Vermont and Pine...

Middletown Springs Maple Festival

Middletown Springs Historical Society 4 Park Avenue, Middletown Springs, VT, United States

Don't miss the Middletown Springs Maple Festival! The 2025 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...

Poultney MapleFest

Poultney MapleFest 188 Main Street, Poultney, VT, United States

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, family activities, and more. Find a full schedule here.  ...

Winter Group Hike in Poultney

Fairgrounds Trailhead 131 Town Farm Road, Poultney, VT, United States

Ready to explore the beauty of winter?  Slate Valley Trail volunteers are leading a series of fun, guided hikes to showcase different trails this winter. It’s the perfect chance to discover the trails, make friends and enjoy the comfort of hiking in a group. This...