Things to do in Woodstock Vermont
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Woodstock, Vermont Area Attractions
Vermont perfectly reflects America’s rural heritage and remains the nation’s least populous state, perfect for exploring untouched villages and pristine landscapes. History, craftsmanship, and pride come alive in the numerous sites and attractions within central Vermont and the Upper Valley. From old-fashioned sleigh rides to live concerts and theatre, a wide variety of interests can be fulfilled within minutes of our serene New England country inn. We have compiled a great list of things to do in Woodstock, Vermont and our nearby region to get you started!
HISTORY
Billings Farm and Museum
Calvin Coolidge State Historic Site
Marsh Billings Rockefeller National Historic Park
Quechee Gorge
Woodstock History Center
THE ARTS
Andrew Pearce Bowls
Artistree
Farmhouse Pottery
Hopkins Center for the Arts
Lebanon Opera House
Northern Stage
Pentangle Arts Council
Saint-Gaudens National Historic Site
ShackletonThomas Furniture and Pottery
Simon Pearce Handblown Glass
Weston Playhouse
FARMS & FARMERS MARKETS
Cloudland Farm
On the Edge Farm
Sugarbush Farm Vermont
Woodstock Farmers Market
COVERED BRIDGES
Blow Me Down Covered Bridge
Dingleton Hill Bridge
Downers Covered Bridge
Lincoln Covered Bridge
Martins Mill Covered Bridge
Middle Covered Bridge
Quechee Bridge
Taftsville Covered Bridge
Willard Covered Bridge
Windsor-Cornish Covered Bridge
Woodstock, Vermont Area Restaurants
Delicious variety awaits visitors at the many local restaurants and eateries in and around Woodstock. From delectable baked goods to scrumptious take-out sandwiches to full-course dining delights, all palates and appetites will be satisfied. With so many family farms at our doorstep, fresh is the rule, not the exception, and locally-sourced produce and ingredients contribute to a memorable meal or a delectable drink day or night.
IN THE VILLAGE:
Melaza Bistro
The Prince and the Pauper
The Red Rooster and Richardson’s Tavern – Woodstock Inn & Resort
OUTSIDE THE VILLAGE:
Barnard Inn & Max’s Tavern – Barnard, VT
Cloudland Farm– Pomfret, VT/blog post HERE
The Lincoln Inn & Restaurant – West Woodstock, VT
Simon Pearce Restaurant – Quechee, VT
Worthy Kitchen – Woodstock, VT/blog post HERE
WORTH THE DRIVE:
Hen of the Wood
Homestyle Hotel
SoLo Farm & Table
Worthy Burger
Woodstock, Vermont Shopping
The streets of Woodstock and our neighboring villages have unique finds for everyone. Stunning crafts and works of art, beautiful antiques, unique clothing, and renowned cheese and maple products offer both visitors and residents an intriguing range of options you won’t find anywhere else. The nearby villages of central Vermont and the Upper Valley are within a short drive, where you can experience the talents of many regional artisans. As an added bonus Woodstock’s location provides access to a number of Vermont’s most recognizable brands, whose classic products and innovative creations bring delight to many.
Woodstock, Vermont Recreation
While Vermont is world renowned for its brilliant fall foliage and spectacular winter activities, the diverse landscape that surrounds the Jackson House Inn provides endless opportunities for things to do all year long. By all means, sit on the Inn’s porches or by the pond and enjoy our tranquil setting and beautiful gardens—without leaving the comfort of our own grounds. But when you’re ready to venture out and explore the world that surrounds us, you’ll find a wondrous array of activities that await.
DOWNHILL SKIING
Killington Resort
Okemo Mountain Resort
Pico Mountain
Suicide Six
SNOWMOBILING
Killington Snowmobile tours
CROSS COUNTRY/SNOWSHOEING
Mountain Meadows Cross Country Ski Resort
Okemo Nordic Center
Woodstock Nordic Center
ICE SKATING
Silver Lake
Union Arena
LAKES & STREAMS
Camp Plymouth State Park
Silver Lake State Park
Great River Outfitters
BIKES & HIKES
Discovery Bicycle Tours
Woodstock Hiking Trails
Quechee State Park
Vermont Bike & Brew
EQUESTRIAN
Green Mountain Horse Association
Kedron Valley Stables
GOLF/TENNIS
Green Mt National Golf Course
Okemo Valley & Tater Hill Golf Clubs
Woodstock Inn Golf Club
Driving Tours from Woodstock, Vermont
FOLIAGE/SCENIC TOUR
“NORTH LOOP”
Take Route 12 North from Woodstock, traveling past Billings Farm & Museum and the Marsh Billings National Park. Continue through Barnard (stop at the Barnard General Store for a look and a snack for the road), past Silver Lake to the intersection of Routes 12 and 107 (Rood State Park). Take Route 107 West toward the Green Mountains, through Gaysville to the intersection of Routes 107 and 100. Turn onto Route 100 South through Pittsfield towards Killington. The Green Mountain National Forest is on your right (to the west).At the junction of Routes 100 and 4 turn east on Route 4 and follow for 30 miles. Along the way, take a short side trip to Killington Mountain or make a stop at Long Trail Brewery in Bridgewater Corners before returning to the inn/village of Woodstock.
FOLIAGE/SCENIC TOUR
“SOUTH LOOP”
Take Route 4 West from Woodstock for six miles. Turn left onto Route 100A. Pass the Calvin Coolidge birthplace and continue to the intersection with Route 100. Turn left onto 100 South through Tyson, past Okemo Mountain Ski Resort, and into the town of Ludlow. In Ludlow you will want to turn onto Route 131 East, towards Proctorsville.Take 131 East through Proctorsville, Cavendish (former home to Alexander Solzenitchen), to Downers Corners. At the junction of Routes 131 and 106, turn left on Route 106 North. Travel north through Felchville, Reading, Hammondsville and South Woodstock. Continue north five miles to return to the village of Woodstock.
VERMONT IN A DAY (OR TWO)
“NORTH”
Take Route 12 North from Woodstock, continue through Barnard (stop at the Barnard General Store for a look and a snack for the road), Bethel, Randolph, Northfield, to Montpelier (or follow signs to I-89 at varying points for a faster, less scenic option). Spend time visiting Vermont’s capital city (the smallest state capital in the US). Shop, indulge at two sites operated by the New England Culinary Institute, tour the State House. A short drive outside town takes you to the Morse Farm Sugarworks. Return to I-89 North and travel to exit 10 (Waterbury) for a tour of Ben & Jerry’s Ice cream Factory. Continue north on I-89 to the city of Burlington.
Take in a walk or cruise along Lake Champlain, shop and eat on Church St.. Head south from Burlington on Route 7. Stops can include Magic Hat Brewery, Shelburne Museum, or The Vermont Teddy Bear Company. Route 7 south continues through picturesque Vermont towns of Middlebury (home to Middlebury College) and Brandon (a town with 243 buildings on the National Register of Historic Places). Turn east on Route 4 in Rutland and follow for 30 miles. Along the way, take a short side trip to Killington Mountain or make a stop at Long Trail Brewery in Bridgewater Corners before returning to the inn/village of Woodstock.
VERMONT IN A DAY
“SOUTH”
Take Route 4 West from Woodstock to 100A at Bridgewater Corners. Visit the Calvin Coolidge Historical Center in Plymouth as well as Plymouth Artisan Cheeses. Continue south on 100A and turn left on Route 100 South toward Ludlow. Enjoy views of Echo Lake and Lake Rescue, make a quick stop at the Green Mountain Sugar House or Okemo Mountain Resort. Continue through Ludlow on Route 100 South to the town of Weston, home of The Vermont Country Store, an expansive general store where you will find everything you ever wanted and more. Further south on Route 100 turn on Route 11/30 west to head toward Manchester Center (home of numerous outlet shopping centers and the flagship store for Orvis) and Manchester to experience history, architecture, and Hildene (the summer estate of Robert Todd Lincoln).
Take Route 7A North to Route 7 North (shadowed by the Green Mountain National Forest on your right) to Rutland. Turn east on Route 4 in Rutland and follow for 30 miles. Along the way, take a short side trip to Killington Mountain or make a stop at Long Trail Brewery in Bridgewater Corners before returning to the inn/village of Woodstock.
