Find Things to Do in Woodstock, VT

Sugarbush Farm

Exploring Woodstock, VT is best done from the comfort of Sleep Woodstock Motel. You’ll have easy access to various Vermont farms, museums, historical landmarks and attractions. Woodstock Village, a classic American town center with historical homes, shopping, and galleries, is only four miles from our hotel. Plus, you’ll find a broad selection of restaurants to satisfy any craving when you’re ready to recharge for your next outing. Here is a list of things to do in Woodstock, VT.

Sugarbush Maple & Cheese Farm
591 Sugarbush Farm Rd, Woodstock, VT 05091
Just 20 minutes from Sleep Woodstock, try free samples of many kinds of cheese and 4 grades of maple syrup. Learn how maple syrup is made by touring the sugar shack. Farm store with samples of many Vermont jams and mustards. Farm animals to pet during warmer months. Open daily 9-5 year round. Best to call for road conditions during winter & early spring.

Woodstock Village
Welcome to Woodstock, Vermont, chosen by the Ladies Home Journal magazine as the “Prettiest Town in America” and listed by the American Planning Association (APA) as a “2011 Great Place in America.” The village has much to offer. Chock full of charming Americana, the Village includes a covered bridge smack in the center of town, quaint stores, shops and galleries and a village green surrounded by restored Georgian, Federal Style and Greek Revival homes. You can spend a day wandering under the shade of 400-year-old hemlock trees at the Marsh-Billings-Rockefeller National Historical Park and then revitalize yourself at Sugarbush Farm, where you can taste maple syrup or many varieties of cheese for free.

Billings Farm & Museum
69 Old River Road, Woodstock
One of the finest dairy farms in America and an award-winning museum of Vermont’s rural past. Engaging farm life exhibits, 1890 Farm House.

Marsh-Billings-Rockefeller National Historical Park
69 Old River Road, Woodstock
Vermont’s only National Park and home to pioneer conservationist George Perkins Marsh, the park includes a model forest. Tours of the forest, mansion, and gardens are offered daily.

Middle Bridge
Union Street, Woodstock
Known as Covered Bridge, this structure was built in 1969. It is the newest all-peg-constructed covered bridge in the State and was pulled into place by a team of oxen. Tragically, it was burned by vandals in 1974. However, it was restored through the generosity of the community. It spans the Ottauquechee River and welcomes visitors on a walk around River Street and Mountain Avenue, past some of Woodstock’s most beautiful homes.

Norman Williams Public Library
10 South Park Street, Woodstock
Built in 1883 by Dr. Edward Williams in loving memory of his parents, Norman and Mary, Woodstock’s beautiful red stone library occupies a central spot on the Green. The library offers locals and visitors alike a comfortable reading room enhanced by a cozy fireplace, complete with national and local newspapers, as well as free Wi-Fi and computers, story times, and other special events. Check their website for additional information.

Paul Revere Church Bells
Woodstock is the only American town with five of the bells manufactured at the Massachusetts foundry once owned by Paul Revere. The earliest, dating to 1818 and purchased for $351, is on the porch of the Congregational Church. Another rests in the garden of The Woodstock Inn & Resort. Three others still ring at the Masonic Temple (formerly the Christian Church), St. James Episcopal Church, and the North Universalist Chapel Society.

Woodstock Historical Society/Woodstock History Center
26 Elm Street, Woodstock
The 1807 Dana House Museum is open seasonally from mid-June to mid-October displaying 19th century furnishings, art, toys, furniture, tools, china, textiles, and clothing. The History Center, featuring an extensive research library and archive, is open year-round and offers a variety of monthly programs and events.

Dorothy Thompson Memorial Common
Next to the Barnard General Store, Barnard
Off Route 12 in Barnard, the park commemorates the late Dorothy Thompson, a renowned journalist, who along with Sinclair Lewis put the first Twin Farms on the map through their literary work. Her gravesite is in the cemetery across from Silver Lake State Park.

Silver Lake in Barnard
20 State Park Beach Rd, Barnard
In the summer it boasts some of the best open water swimming in the state. Full camping facilities. Kayaks and canoes welcome along with the occasional windsurfer. In March or April, the “winner takes all” who guesses the correct day and time when “George”, the stuffed scarecrow will disappear through the melting ice. In any season, Silver Lake is a special place to visit.

Joseph Smith Monument
2000 Dairy Hill Rd, South Royalton
The Mormon prophet’s birthplace. Joseph Smith, founder of the Church of Jesus Christ of Latter-Day Saints, was born near here on December 23, 1805. A visitor’s center and a 38-foot-high polished granite shaft monument commemorate his life.

The Porter Music Box Museum and Company
33 Sunset Hill, Randolph
802-728-9694 or 800-811-7087
Reproductions of Victorian and early American music boxes plus a collection of 19th and 20th century memorabilia from all over the world.

Neighborly Farms of Vermont
1362 Curtis Road, Randolph Center
On the Vermont Cheese Trail; organic cheeses producer; visitors welcome. Call ahead for special events and cheese-making schedule.

Justin Smith Morrill Homestead
214 Justin Morrill Memorial Highway, Strafford
A National Historic Landmark and gothic revival home of U.S. Congressman and Senator Justin Smith Morrill, the man responsible for the acts establishing the Land Grant Colleges, forerunner to many State universities.

Taftsville Covered Bridge
River Road, Taftsville
Built in 1836 and overlooking the hydro-electric dam on the Ottauquechee River, this bridge is the second longest and third oldest bridge in Vermont. Three-mile River Road, ideal for cycling and walking, is a dirt concourse  that parallels the river to the bridge.

Vermont Institute of Natural Science
6565 Woodstock Road, Quechee
The VINS Nature Center includes state-of-the-art raptor exhibits, a system of nature trails, the VINS Nature Shop and a raptor rehabilitation facility. Live bird of prey demonstrations.

Simon Pearce
The Mill at Quechee, 1760 Quechee Main Street, Quechee
802-295-1470 or 877/452-7763
Internationally recognized Simon Pearce glass and pottery. Superb restaurant overlooking the waterfalls of the Ottauquechee River (reservations recommended). Glass blowing and pottery demonstrations daily.

Quechee Gorge State Park
Route 4, Quechee
Quechee Gorge, the chasm for which the river is named by the Abenaki Nation (Ottauquechee means “waters of the chasm”), is a 165-foot gorge formed 13,000 years ago. Enjoy a mile and a half hike to the rocky bottom to look back at the former train trestle bridge which holds Route 4 today. Panning for gems and minerals.

Quechee Polo
Quechee Polo Field, approximately one-half mile north of Quechee Gorge off U.S. Route 4
A fast-paced, live game on some of the best polo ponies in the northeast. Bring a picnic to the Polo Field to enjoy the home games mid-June through late-August.

New England Transportation Museum
100 Railroad Row, White River Junction
A museum celebrating the area’s rail, river, and road history. Exhibits illustrate over 400 years of transportation history.

Northern Stage
Briggs Opera House, 4 South Main Street, White River Junction
The best of current and classical theater in the Upper Valley.

King Arthur Flour
135 US Route 5 South, Norwich
802-649-3361 or 800-827-6836
Bakery, store and school with cooking demonstrations and classes held frequently.

Opera North
Lebanon Opera House, 51 North Park Street, Lebanon, NH
Box office 603-448-0400 or 603-448-4141
In August at the Lebanon Opera House, Opera North performs a two week season of professional opera with singers from all over the world. Events throughout the year such as “Sherry and Sopranos” and opera in schools are held in Woodstock and surrounding towns.

American Precision Museum
196 Main Street, Windsor
The national center for the collection, preservation, and interpretation of the history of precision manufacturing. Exploring the machines and tools that have changed the world—machines tools, typewriters, sewing machines, firearms, hand tools, and more. 1846 National Historic Landmark. Events and gift shop.

Cornish Colony Museum
147 Main Street, Windsor
The works of artist/illustrator Maxfield Parrish who was part of the famous Cornish Colony of artists in the 1910s and 1920s.

Old Constitution House
16 Main Street, Windsor
The state of Vermont was born in this restored tavern in 1777. The Vermont Constitution was the first to prohibit slavery, not requiring property ownership to vote, and to establish public schools.

Windsor-Cornish Covered Bridge
Bridge Street, Windsor
This 465-foot span bridge across the Connecticut River is the longest covered bridge in New England and the longest two-span covered bridge in the world.

Saint-Gaudens National Historic Site
139 Saint Gaudens Road, Cornish, NH
Home, perennial gardens, and studio of renowned sculptor Augustus Saint Gaudens. Sunday concert series.

Green Mountain Horse Association
5491 Vermont 106, Woodstock
GMHA hosts over 65 competitive and educational equine activities each year. Watch the thrill of three-day eventing, the beauty and precision of dressage, or the elegance of driving competitions.

Killington Ski Area
Six mountains full of fun. Year-round activities and events.

Killington Music Festival
802-773-4003, Tickets 802-422-1330
Saturday chamber music concert series featuring world-renowned musicians.

New England Maple Museum
4578 US Route 7, Pittsford
The most complete collection of sugaring artifacts in existence, over 200 years of maple history, giant murals, antiques, demonstrations, tours, tastings, slide show, and gift shop.

Chaffee Center for the Visual Arts
16 South Main St, Rutland
The Chaffee Art Center represents over 200 artists working in virtually every medium—painting, sculpture, photography, ceramics, printmaking and fine furniture. Offers exhibitions and art classes.

Woodstock Gallery
6 Elm Street, Woodstock Village
Features a great selection of quality New England artists.

Scenic Vermont Train Rides, White River Junction-Thetford
102 Railroad Row, White River Junction

Green Mountain Rock Climbing Center
68 East Woodstock Road, Hartland, VT
Visit them at one of two great locations! Quechee—Vermont’s tallest indoor climbing experience! 24 top ropes, bouldering, and lead climbing available. Private lessons, groups, leagues, clinics, pro-shop, guiding and more! Rutland—prime location in Central Vermont with over 30 Top Roping stations, 25ft ceiling, bouldering cave, lead climbing, tread wall, and much more! Great for families and experts alike.

Trout Bum Guide Services
71 Arnold Mt. Rd., Stockbridge,VT 05772
Matt Stedina is the owner of Stedina LLC and VTTroutBum.com, in operation since 1996. See his guide service website where you’ll find information on fishing and hunting with him in New England.