Woodstock, Vermont

Things to Do in Woodstock

Billings Farm, covered bridges, Mount Tom, village arts, and winter skiing

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Maple sugaring scene at Billings Farm in Woodstock, Vermont
#1 Attraction in Woodstock

Billings Farm & Museum

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.

Family-friendlyAll seasons2–3 hours
Admission: Adults ~$20 Ā· Children ~$12 Ā· Under 3 free
Hours: Open daily (seasonal hours — check website)
Address: 69 Old River Rd, Woodstock, VT
Visit Official Site →

Bridges, trails, crafts, and four-season outings

Woodstock Vermont covered bridge in fall

Covered Bridges

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.

All YearFreeFamily

šŸ“ Middle Bridge: Elm St, Woodstock village center

Illustrated small Vermont ski hill near Woodstock

Saskadena Six ski area

The historic South Pomfret hill now known as Saskadena Six is the compact local alternative to Vermont's larger resorts. Its terrain mixes beginner-friendly snow with steeper runs, and the Woodstock Inn operates the ski area and Nordic center.

WinterFamilyBeginner–Expert

šŸ“ 247 Stage Road, South Pomfret, VT Ā· ~5 min from village

Quechee Gorge Vermont

Quechee Gorge

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.

All YearFreeHiking

šŸ“ Quechee Gorge State Park, Quechee, VT 05059

Hiking Mt Tom Vermont

Hiking & Walking

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.

Spring–FallFreeAll levels

šŸ“ Mt. Tom trailheads at Faulkner Park, Mountain Ave

Illustrated pottery studio in the hills near Woodstock

Farmhouse Pottery

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 cafƩ and a popular cooking school.

All YearShoppingUnique to VT

šŸ“ 1795 Quechee-Hartland Rd, Woodstock, VT

Woodstock Inn golf course Vermont

Woodstock Inn Golf Course

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.

Spring–FallGolf

šŸ“ 14 The Green, Woodstock, VT 05091

Illustrated kayaking scene on the Ottauquechee River

Cycling & Kayaking

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.

Spring–FallActive
Illustrated summer view of Woodstock village

Arts & Galleries

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.

All YearCulture
Illustrated outdoor book fair on a Vermont village green

Bookstock Festival

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.

Annual Summer EventLiterary

What earns space in a Woodstock daypack

Compact picks for covered-bridge stops, Mount Tom walks, foliage roads, and cold-weather outings

Bookable experiences

A Woodstock-to-Windsor artisan drive

The current bookable option is a self-guided antiques and artisan route. Compare its stops with the village, farm, and trail choices above.

Fall Foliage

Woodstock fall foliage tours

Browse options for foliage drives, scenic overlooks, and peak-color experiences near Woodstock, Vermont.

Things To Do

Antiques and Artisans A Woodstock To Windsor Self Guided Drive

A self-guided Woodstock-to-Windsor drive built around antiques, artisan stops, and Vermont village scenery, easy to stretch into a relaxed half-day loop.