Woodstock, Vermont, is one beautiful, historical town that many tourists can vouch for having visited. Sitting in the Green Mountains, it provides an excellent New England feel with fine architecture, covered bridges, historical buildings, and a very active community.

The town is strategically located at the Ottauquechee River, which makes it aesthetically pleasing. Woodstock has a long history and has managed to retain many of the historical buildings constructed during the 18th and 19th centuries, for instance, the Marsh-Billings-Rockefeller National Historical Park.

There are hundreds of miles of trails for hiking and biking, fresh, high-quality food, and bed and breakfast accommodations. Explore these 20 things to do in Woodstock.

1. Stop By Dana House Museum

One of the Woodstock Vermont attractions, Dan House Museum, is an important archaeological site to learn more about the town’s history. In Georgian style, it was constructed in the year 1807 for Charles Dana, a successful lawyer and a leading public figure.

The interior of the museum depicts lifestyles during the early nineteenth century, including the use of antique furniture, artifacts, and objects that were put on display.

It is maintained to preserve the Woodstock History Center, where the house and all these artifacts are preserved. Some rooms mimic realistic furniture, art, and other relics from the past, even historical documents.

2. Visit The Sugarbush Farm To Sample Cheeses And Maple Syrup

There are many Woodstock VT attractions, but the most enjoyable activity to do there is to visit Sugarbush Farm, which is a 500-acre farm situated on a country road out of Woodstock.

At Sugarbush Farm, you are offered a free tasting of fourteen kinds of cheese and several grades of pure Vermont maple syrup. This farm provides clients with special assistance from equipped family members who are eager to share the processes of cheese making and the refined intricacies of syrup manufacturing.

People are also free to wander around the grasslands and view other captivating sights that are within the vicinity of the farm.

3. Stop By The Woodstock Market On The Green

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Woodstock Market on the Green is one of the colorful farmers’ markets that can be found in Woodstock, Vermont, and gives people an opportunity to taste real Vermont. Visitors have several stands with fruits and vegetables, seafood, cheese, bakery products, and handmade products.

The seller often plays live music for the guests, which gives the place more of the atmosphere of a present-day bazaar. Generally situated in the town's green shopping area, it has a perfect environment where people can engage in shopping leisurely.

Getting to the market is easy and only requires a drive to the town center of Woodstock, which can be accessed by US Route 4.

4. Relax At Woodstock Inn & Resort

Staying at the Woodstock Inn & Resort is a dream Vermont vacation. Currently, the ancient inn, located in central Woodstock, Vermont, offers visitors comfy lodgings related to elegant dining, and many recreational services.

The major attractions include a spa, a golf course, and activities indoors and outdoors, such as ice skating in winter and tennis in summer, among others. The fact that the inn is located close to the famous Marsh-Billings-Rockefeller National Historical Park, and Sugarbush Farm enhances the list of things to do in Woodstock VT.

Perhaps the ideal season would be fall for the vibrant foliage, winter for all those winter activities, or summer for outdoor events.

5. Try Your Hand At Making Pottery

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If amusement is what you seek, then one of the coolest Woodstock Vermont attractions is learning to make pottery. The Farmhouse Pottery, which is based in the middle of Woodstock, enables visitors to watch the process of pottery making.

The studio also provides modest wheel workshops in which guests can learn about the fundamental principles of throwing clay, forming it into beautiful bowls, and the production of exciting and amazing items.

The light and spacious studio and the shop next to it boast beautiful home accessories, from pots and ladles to handwoven fabrics for tablecloths and table napkins—all made by true masters.

6. Kayak or Fish In Ottauquechee River

This is a beautiful river with some stretches of calm water perfect for a recreational paddle; fishermen can also target trout and other warm water species. Visitors will be able to rent a kayak with the help of local outfitters and explore the area by silently paddling past stunning views.

Go to the river when it is sunny and the water in the river is calm. Other nearby attractions that tourists can consider engaging in include Quechee Gorge and Silver Lake State Park.

To experience the best outdoor experience, add this activity to your list of Woodstock VT Things to do.

7. Catch A Live Performance or Movie At Woodstock Town Hall Theatre

Another of the Woodstock Vermont things to do that remains a favorite among travelers is the Woodstock Town Hall Theatre, which contains a live performance or movie.

This theatre has a lot of character, and all the theatre equipment is up-to-date. This makes the audience fully captivated while watching the performance. Every week, the theater has live performances, which include music, theater, and dances by local performers.

Situated at 31 The Green, #2, Woodstock, the theater is quite close to the main part of the town.

8. Visit Union Arena Community Center

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Located in Woodstock, Vermont, the Union Arena Community Center provides a fun experience for watching an ice hockey match or skating. It is a perfect answer to the question of Woodstock Vermont what to do.

Some of the popular things that can be done in the facility include public skates, where one can hire skates for a session while in the presence of children. The place is well maintained and is ideal for either recreational or figure skating.

Furthermore, you can also watch local hockey games and leagues, which is something fun about community sports. Union Arena is situated at 80 Ascutney St., Woodstock, and is only a few minutes away from the central business district.

9. Browse Antiques And Collectibles At Vermont Antique Mall

Situated in the central region of this state, this mall inventory comprises different subgenres such as retro products, vintage items, old accessories, and relics. For example, visitors can visit a multitude of booths and showcases demonstrating pieces ranging from antique furniture and jewelry to collectors’ items and paintings.

Every vendor owns unique types of stock, so visitors can look for many types of pieces from different periods and styles. The significance of this mall is based on the historical presentation of the simplified items associated with the history of Vermont and more general American history.

10. Shop For Locally Made Flannel Clothing

Woodstock is renowned for its locally produced flannel clothing, a trademark product of the district’s folkloric economy. For shops and artisans in the region, the area is replete with modernistic, durable, warm, and classic flannel apparel.

These flannel items may be available in several colors and prints that are modern and have that old-world look. Specifically, local firms promote the application of green practices in the procurement of materials and production, where every produced item has to assist the local economy.

Some of the stores where these locally made flannels can be easily sourced include specialty boutiques and craft shops in Woodstock's charming village center.

11. Visit The Iconic Covered Bridges

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The covered bridges are one of the town's attractions and one of the main things that contribute to its historical feel. These beautiful structures, constructed mostly in the nineteenth century, represent some of the traditional architecture of America, representing the duality and functionality embedded in it.

Middle Covered Bridge, constructed over the Ottauqueche River, is a famous bridge often photographed and toured for its red wooden structure and ancient appearance.

It links the village with the countryside and nice views as mere photo shoots or a stepping ground for a nature walk. One more bridge that can be highlighted is the Taftsville Covered Bridge, which is among the longest-covered bridges in the state.

12. Explore The Yankee Bookshop

The Yankee Bookshop is a well-known local bookshop that became popular back in the day. It is famous for its friendly staff and a lot of book collections in different genres.

They have been in business since 1935, making it the oldest independently owned bookstore in the state. Located in a quiet corner of the city, the shop provides deeply appealing, carefully selected books with modern popular sales, local talents, and other fantastic selections that can be grabbed from the store.

It also has gifts, cards, and Vermont-made items, and since it is a bookstore, it is suitable for readers and tourists who want to shop for Vermont souvenirs.

13. Hike To The Top of Mount Tom

Hiking to the top of Mount Tom is a worthwhile trip, although it is slightly challenging, it offers a breathtaking view. Some of the possible entry points to the hiking trail are in Faulkner Park and others.

This trail is called the Faulkner Trail and is accessible to all types of hikers, from beginners to experts. During the hikes, people can also get to see a lot of plants, more so if they are hiking during the fall when most of the trees are shedding their leaves.

Mount Tom rises to an altitude of about 1,357 feet, and from the summit, one can preview the village of Woodstock and the Green Mountains.

14. Watch Glassblowers At Work In Simon Pearce Mill

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Simon Pearce Mill is also a well-known glassblowing and pottery studio that produces glassware and pottery accessories. The mill was established in 1981 by an Irish immigrant, Simon Pearce, and it integrates tradition and modernity in its work.

Here, people can see masters in glass product production, using the experience and methods of the work inherited from ancestors. This facility is located in a historic woolen mill constructed in 1837.

The mill operates on hydropower from the Ottauquechee River, which shows Pearce’s enthusiasm and working procedures are sustainable. The mill also has a specialty store where one can shop for Simon Pearce products.

15. Take A Leisurely Walk or Picnic In Faulkner Park

Faulkner Park is a beautiful, tranquil park with lush green grass, aptly named after Mrs. Mary Faulkner. The park is located at the foot of Mount Tom and is a gateway into the famous Faulkner Trail, known for its panoramic views of Woodstock.

The one-and-a-half-kilometer trail was erected by Mrs. Faulkner with the help of local craftsmen and laborers and provides stunning views of the trailhead and the surrounding region.

There is a fairly smooth, paved trail for a walk, attractive camouflage, and various accessories throughout multiple benches for resting.

16. Shop For Equestrian Gear And Gifts At Vermont Horse Country Store

Originally opened to meet the needs of horse riders and their equine partners, the store stocks a wide range of goods, such as riding wear, equipment, horse accessories, stable equipment, and novelties.

It is excellent that the store cares about its customers and can provide information or service even at night. Located at 5331 South Road, Vermont Horse Country Store is well known and hence accessible to everyone, regardless of their origin.

It extends to the function of social centers for horse enthusiasts, where customers may obtain advice and quality products for use in their horsemanship and related activities in the community.

17. Explore The Only National Park In Vermont

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The Marsh-Billings-Rockefeller National Historical Park is the only park located in the state of Vermont. Based in Woodstock, it deals with the theme of conservation history as well as the legacy of Woodstock’s former owners.

This area has numerous trekking tracks that visitors can use, a mansion with historical significance, and a functional dairy farm. Exhibitions, educational programs, and special presentations by the park rangers give information on the development of the park and its programs.

One can get to the park by car, and it is not very far from other facilities in Woodstock, such as the Billings Farm & Museum and the Woodstock Village Green.

18. Indulge In Outdoor Activities At Vail Field

The Vail Field has amenities that will support people into sports or anyone who wants to have a picnic in the field. Besides, there are still good soccer and baseball fields where the local league and school teams play their games. 

Tennis courts are also recognized for public usage and present the perfect terrain for social and even professional tennis. The area of the yard is largely uncovered, so people can go there to have a picnic, fly a kite, or sunbathe.

Further, the field boasts various community functions as well as seasonal activities that contribute to nurturing Woodstock’s social life.

19. Check Out The Quechee Gorge

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Also known as Vermont’s Little Grand Canyon, the Quechee Gorge is a beautiful natural sightseeing point located in Quechee State Park. The creation of the gorge dates to a period during the Ice Age through the action of meltwater approximately 13,000 years ago.

Measuring overall about a mile long, it is the deepest gorge in the state of Vermont, with the thickness of the gorge at approximately 165 feet at most.

The Ottauquechee River passes through the gorge, and the beauty of this natural feature makes this place a place of interest all year around. It is also a tourist region that features ideal conditions for hiking, with trails being some of the best sights.

20. Attend Dog Shows And Events

Events are usually presided over by local clubs like the Woodstock Dog Club, which lasts for several days. The show performs competitions in different categories, such as conformation, obedience trials, and agility.

These events take place in various parts of Woodstock, like the park or the community centers, making sure they are appropriate for children so people with dogs can assemble and rejoice in what they love.

These functions not only show the training and abilities of the dogs but also contribute to the increase in awareness of proper pet care and different breed characteristics. This is one of the best things to do Woodstock Vermont.