7 Top Things to Do in Woodstock, VT

Main Attractions in This Quintessentially Vermont Town

Down a Leafy Lane

Ken Wiedemann / Getty Images

If you are interested in seeing historic covered bridges, picture-perfect farms, a national park, an approachable ski mountain with slopes for all abilities, and art galleries, then Woodstock, Vermont, may be your next vacation destination. Woodstock may be a petite town with a population that barely tops 3,000, but this popular area on the eastern side of the state has every element you'd expect if you're dreaming of a quintessentially Vermont getaway. One thing you won't find: Starbucks Coffee Company.

01 of 07

Shoot New England's Most Photographed Farm

Jenne Farm in the autumn

Loop Images / John Greim / Getty Images

1630 Jenne Rd, Reading, VT 05062-9638, USA

About 15 minutes south of Woodstock off Route 106 in Reading lies a scene that may appear instantly familiar. Jenne Farm, a family-owned business for more than 50 years, is widely believed to be New England's and perhaps even the nation's most photographed farm. A shot of this photogenic landscape is one that amateur, professional, and even Hollywood photographers and filmmakers have been drawn to for years.

02 of 07

Appreciate Rural Heritage at Billings Farm & Museum

Interior of the Billings Farm & Museum featuring an old fashioned stove

Billings Farm & Museum


69 Old River Rd, Woodstock, VT 05091, USA
+1 802-457-2355

Billings Farm & Museum is a place to explore the evolution of agricultural practices in Vermont while also stepping behind the scenes of a commercial dairy operation. It's also a fun place for kids to experience farm life in interactive, hands-on ways. The farm, which Frederick Billings set up in 1871, has been a public attraction since 1983. With a resident herd of more than 70 fine Jersey cows, this still-working farm offers daily programs, seasonal events, and educational exhibits that allow kids to observe and appreciate farm animals like horses, chickens, and sheep—and to try chores like butter churning.

03 of 07

Ski Suicide Six

Person skiing down Suicide Six

Woodstock Inn & Resort 

247 Stage Rd, South Pomfret, VT 05067, USA
+1 802-457-6661

The Woodstock Inn & Resort's Suicide Six ski area in South Pomfret has a storied past. One of the earliest lift-serviced hills in New England, Suicide Six may have only 24 trails, but there is terrain suitable for all abilities, from beginners to experts.

The ski area is open to the public and accessible via a free shuttle from the Woodstock Inn & Resort; check with the inn for lodging/ski packages and prices. Serious skiers staying in Woodstock will find big mountain thrills just 25 miles away at ​Killington Ski Resort.

04 of 07

Watch, Shop, and Dine at Simon Pearce

Exterior of Simon Pearce restaurant and waterfall

Simon Pearce Restaurant


1760 Quechee Main St, Quechee, VT 05059, USA
+1 802-295-1470

It's been more than three decades since Irish designer Simon Pearce crossed the pond and set up his workshop in an old textile mill down the road from Woodstock in the village of Quechee. The Mill remains a must-visit attraction, where you can observe glassblowers and other artisans at work producing Pearce's distinctive pieces.

Make reservations to enjoy lunch, dinner, or Sunday brunch at the acclaimed romantic restaurant on-site, which serves fare prepared with local ingredients on exquisite Simon Pearce china with views overlooking a covered bridge and the Ottauquechee River waterfall.

Continue to 5 of 7 below.
05 of 07

Visit Vermont's Only National Park

The mansion and grounds of Vermont's Rockefeller National Historical Park in Woodstock

Kim Grant / Getty Images 

54 Elm St, Woodstock, VT 05091-1023, USA
+1 802-457-3368

Laurance and Mary Rockefeller gave Vermont an incomparable gift: their home in Woodstock. The Marsh-Billings-Rockefeller National Historical Park was established in 1992 and opened to the public in 1998. It's a fascinating place to visit if you love art, history, environmentalism, or the outdoors. George Perkins Marsh, one of the first people in the United States to articulate ideas about conservation, grew up on this property, and his philosophies were embraced and put into practice by equally passionate land conservation advocate Frederick Billings, who bought the Marsh estate in 1869. The Rockefellers, final owners of these 550 acres, insisted the house where they summered be kept just as they left it, complete with their remarkable art collection.

Reserve a guided tour of the Mansion and gardens in advance; the sites are open from Memorial Day weekend through the end of October.

06 of 07

Sample Cheese and Maple Syrup at Sugarbush Farm

Exterior of the Sugarbush Farm Maple & Cheese Farm

Sugarbush Farm Maple & Cheese Farm 

591 Sugarbush Farm Rd, Woodstock, VT 05091, USA
+1 802-457-1757

Sugarbush Farm outside of Woodstock has 500 lovely acres and is a great place to order a gift that's often appreciated: Vermont-made cheese. Stop by this Woodstock farm while you're in town for free samples of more than a dozen cheeses and four grades of Vermont maple syrup, plus some mustards, jams, and other items. Then you can shop all you like for tasty Woodstock souvenirs and watch a video on how the syrup is made.

Sugarbush Farm is open to visitors every day except Thanksgiving and Christmas, and admission is free. In March and April, you can watch the syrup-making process in action. You can also venture down a nature trail to the maple sugar woods. 

07 of 07

See Charming Covered Bridges

Middle Bridge in Woodstock, Vermont

Jenna Szerlag / Design Pics / Getty Images

Woodstock, VT 05091, USA

Woodstock claims three of Vermont's more than 100 covered bridges; a visit is a nice way to soak up some charm and to get a sense of the town's past.

Middle Covered Bridge, which you'll find on Mountain Avenue across the Village Green from the Woodstock Inn & Resort, is actually a fairly modern structure built in 1969 in authentic covered bridge style.

Head three miles west of the Village Green on Route 4 to view historic Lincoln Bridge, which dates to 1877 and is the country's sole Pratt-type truss bridge constructed of wood. It is listed on the National Register of Historic Places.

Taftsville Bridge sits 4 miles east of the Village Green on Route 4. Vermont's third oldest covered bridge, which was originally built in 1836, had to be extensively restored following 2011's Tropical Storm Irene.

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Top Things to Do in Woodstock, VT