Woodstock, Vermont
53 attractions and activities for every season
This is the crown jewel of Woodstock. A beautifully preserved Jersey dairy farm that's been working the land since 1871, combined with a museum that brings Vermont's agricultural heritage to life. Watch cheesemakers at work, meet the farm animals, churn butter, and learn how Vermont farms operated 150 years ago — then and now.
Woodstock's Middle Bridge is one of Vermont's most photographed. Built in 1969 to replace an 1830s original, it spans the Ottauquechee River right in the heart of the village. A short drive takes you to several more historic bridges in the region.
📍 Middle Bridge: Elm St, Woodstock village center
One of the oldest ski areas in the United States — ski jumping was held here in 1934! Today it's a beloved small mountain with 23 trails, a vertical drop of 650 ft, and a friendly, old-school atmosphere. Owned by the Woodstock Inn, so staying there gets you ski perks.
📍 247 Stage Road, South Pomfret, VT · ~5 min from village
Just 6 miles east, "Vermont's Little Grand Canyon" drops 165 feet in a dramatic river gorge carved by glaciers. Park at the bridge overlook for a free view, or hike down into the gorge on well-maintained trails. Stunning in every season, especially fall.
📍 Quechee Gorge State Park, Quechee, VT 05059
The Woodstock area offers trails for all levels. Mt. Tom — accessible from the village — rewards with panoramic valley views after a moderate climb. The Appalachian Trail passes nearby for serious hikers. Appalachian Trail Adventures offers guided trips.
📍 Mt. Tom trailheads at Faulkner Park, Mountain Ave
A nationally recognized ceramics studio and shop right in Woodstock village. Watch potters at work, browse handcrafted stoneware, and pick up pieces you'll treasure for years. Also has a café and a popular cooking school.
📍 1795 Quechee-Hartland Rd, Woodstock, VT
The Robert Trent Jones Sr.–designed course at the Woodstock Inn is one of Vermont's finest. Rolling fairways with mountain views, open to the public. Also on-site: a full wellness center, Nordic ski trails in winter, and tennis courts.
📍 14 The Green, Woodstock, VT 05091
Discovery Bicycle Tours offers guided cycling trips through Vermont's back roads and covered bridge country. The Ottauquechee River offers gentle flatwater kayaking for all levels. Appalachian Trail Adventures can set you up with either.
Woodstock punches above its weight artistically. Focus – A Vermont Gallery showcases fine art photography. Artistree and BarnArts bring theatre, music, and visual arts year-round. The village's many boutiques often carry local fine art too.
Vermont's beloved literary festival, held each summer in Woodstock. Author readings, discussions, workshops, and a full book fair spread across the village. A highlight of the cultural calendar for book lovers throughout the region.
Our recommended picks for exploring Woodstock in every season
Vermont Hiking Guides
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Hiking Footwear
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Vermont Maple Syrup
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Vermont Photo Books
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