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Events & Festivals
Events & Festivals
Vermont shines in every season, and the area surrounding Pine Ridge is packed with events that celebrate the mountains, the community, and the outdoors. From festivals and seasonal traditions to concerts, fall foliage celebrations, and springtime maple weekends, each time of year brings something new to explore.
Summer Events
Quechee Hot Air Balloon Festival Quechee, VT
June 19-21, 2026
New England’s most colorful Father’s Day tradition for more than 45 years. Featuring hot air balloons, live music, family-friendly shows, food vendors, and unforgettable views under beautiful blue Vermont skies. Great for families and photographers alike
Killington 250th 4th of July Parade Killington, VT
July 4, 2026
There will be a parade, barbecue, games, pie-baking competition, fireworks,
and more
July Fourth Celebration
at Plymouth Notch
Plymouth, VT
July 4, 2026
Celebrate the birth of our nation as well as the birth of our 30th president at President Calvin Coolidge State Historic Site. Festivities include food, a naturalization ceremony, live performances, and horse-drawn carriage rides
Killington Uncorked
Killington, VT
July 17-18, 2026
Annual event blends fine wines, craft spirits, refreshing nonalcoholic beverages, gourmet food, select artisan vendors, and stunning mountain views into an unforgettable weekend experience
For the Luv of Dogs Car Show!
Brandon, VT
August 15, 2026
A fun Car Show to benefit the Rutland County Humane Society!
Best of Vermont Summer Festival
Ludlow, VT
August 22–23, 2026
100+ Vermont vendors: artisans, makers, specialty foods
Food trucks & dining tent (including lobster rolls!)
Beer & wine from regional producers
Expanded Family Fun Zone: clown antics, face painting, games & hands‑on fun
Agriculture demos & community displays
Woodworkers, fine art, and more
Covered Bridges Half Marathon
Woodstock, VT
June 6, 2027
Participate or cheer on runners as they pass through Woodstock’s iconic Covered Bridge
Fall & Winter Events
Vermont Cheesemakers Festival Shelburne, VT
September 20, 2026
Celebrate Vermont’s world-class cheese with tastings, demos, and pairings from dozens of local producers
Woodstock Apples & Crafts Fair Woodstock, VT
October 10-11, 2026
A fall favorite featuring handmade crafts, apple treats, and foliage views
Wassail Weekend
Woodstock, VT
December 11-13, 2026
Step into a Hallmark movie with horse-drawn carriages, carolers, and twinkling lights during this magical holiday celebration
Other Resources to Check Out
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