Woodstock – Less explored vacation gem in Vermont USA

Nestled in the Green Mountains of Vermont, Woodstock is a small, charming, and picturesque town that offers a unique blend of history, culture, and natural beauty. Known for its quaint covered bridges, historic architecture, and scenic views, Woodstock may be your next vacation destination in the USA.

Despite its popularity, Woodstock remains a relatively undiscovered gem, offering a peaceful and relaxing getaway for those seeking a break from the hustle and bustle of city life. Whether you’re interested in exploring local art galleries, hiking through the mountains, or simply enjoying the fresh air and stunning, eye-cooling scenery, Woodstock will not disappoint you. So pack your bags and get ready to experience the beauty and charm of this hidden vacation gem.

beautiful nature in less explored Woodstock Vermont
Beautiful nature in less explored Woodstock Vermont

Top 10 places to visit in Woodstock

Billings Farm and Museum

This beautiful historic farm and museum offer a glimpse into Vermont’s rural past, with exhibits on farm life, dairy production, and agricultural history. This farm organizes many activities around the year. Many animals are here including Jersey cows, draft horses, and sheep, a museum to explore, cheese to taste, and many outdoor activities with family.

Marsh-Billings-Rockefeller National Historical Park

This park is a tribute to the conservation legacy of three families who were instrumental in preserving the natural beauty of Vermont. You can enjoy hiking trails, guided tours, and educational programs. You must not miss this place during your visit to Woodstock having vibrant and detailed houses and grounds, and the best natural scenery around the park.

Woodstock Town Hall Theatre

It was built in 1900 as the Woodstock Opera House. It has 390 seat capacity and is busy most days of the year. This historic theater is home to the Woodstock Film Festival and hosts a variety of live performances, concerts, first-run movie screenings, dances, and exhibitions throughout the year. All details are available on the official website of Pentangle Arts Council.

Taftsville Covered Bridge

Taftsville Covered Bridge Woodstock in Vermont
Taftsville Covered Bridge

It is a red-colored, pretty beautiful, unique, and iconic covered bridge, one of the most photographed spots in Woodstock, and offers stunning views of the waterfall and the surrounding countryside. You can also drive your car here but trucks and RVs are not allowed. Other popular covered bridges are Middle Covered Bridge and Lincoln Covered Bridge.

Mount Tom

110 miles away from Woodstock, scenic Mount Tom offers hiking trails, skiing activities, picnic areas, and breathtaking views of Woodstock and the surrounding forest area. The trails are well-marked and beautifully maintained. The popular trail is Faulkner trail open year round but the best time to visit is May to October. The amazing panoramic view of Woodstock town is seen from the top of the mountain.

Quechee Gorge

Quechee Gorge Woodstock of Vermont
Quechee Gorge

Located just 8 miles outside of Woodstock, this natural wonder is a must-see for visitors to the area. The gorge is over 165 feet deep and provides stunning views of the Ottauquechee River.

Woodstock Farmers Market

This bustling market is a local food market and offers a wide variety of fresh produce, artisanal foods, and handmade crafts.

Norman Williams Public Library

This historic building is a treasure trove of local history and offers a wide range of books, periodicals, and other resources in a quiet and calm atmosphere.

Sugarbush Farm

This family-owned farm offers a glimpse into the world of maple syrup production, and 15 kinds of cheese, with self-guided tours, tastings, and a gift shop. It is 5 miles away from historical Woodstock town and can enjoy the picnic area, kids play area, and animals.

Woodstock Inn and Resort

This luxurious resort offers world-class accommodations, fine dining, and a wide range of outdoor activities, including golf, tennis, and skiing.

Explore these vacation gems in the USA

Activities to do in Woodstock


With its scenic trails and stunning vistas, Woodstock is a hiker’s paradise. From easy nature walks to challenging mountain climbs, there are trails to suit all levels of fitness and experience.


With its proximity to some of Vermont’s best ski resorts, including Killington and Okemo, Woodstock is a great destination for winter sports enthusiasts.


Whether you prefer road cycling or mountain biking, Woodstock offers a variety of trails and routes to explore.


With its abundance of streams, rivers, and lakes, Woodstock is a great destination for fishing enthusiasts. Whether you prefer fly fishing or spin fishing, there are plenty of opportunities to catch trout, bass, and other species.


From art galleries and antique shops to locally owned boutiques and craft stores, Woodstock offers a unique shopping experience for visitors.


A variety of dining options on locally sourced ingredients and farm-to-table can be enjoyed here.

Top 5 luxurious stays in Woodstock

From bed and breakfasts to luxurious amenities resorts are available in Woodstock to spend your precious vacation time in this place.

The Woodstock Inn and Resort

This iconic resort is one of the most luxurious accommodations in Woodstock, offering world-class amenities, fine dining, and a wide range of outdoor activities. The resort features elegant guest rooms and suites, a spa, a golf course, and a ski resort. Exclusive packages are all available.

The Lincoln Inn & Restaurant

This elegant inn and restaurant is housed in a restored 19th-century farmhouse and offers luxurious accommodations, fine dining, and stunning views of the surrounding countryside. The inn features spacious guest rooms and suites, a gourmet restaurant, and a wine cellar.

The Charleston House Bed and Breakfast

Located on 21 Pleasant Street this charming bed and breakfast is housed in a historic Victorian mansion and offers luxurious accommodations, a gourmet breakfast, and personalized service. The inn features beautifully appointed guest rooms and suites, a spa, and a library.

The Village Inn of Woodstock

This elegant inn is housed in a restored 19th-century building and offers luxurious accommodations, fine dining, and a central location in the heart of Woodstock. The inn features stylish guest rooms and suites, a gourmet restaurant, a cozy lounge, a terrace with a pond and perennial garden, well sufficient free parking for guests.

The Ardmore Inn

This luxurious bed and breakfast is housed in a restored 1867 Victorian mansion and offers elegant accommodations, a gourmet breakfast, and personalized service. The inn features beautifully appointed guest rooms and suites with private baths, a spa, and a garden. It is located in the heart of Woodstock village, so locations like shops, restaurants, covered bridges, Ottauquechee river, and March-Billings-Rockefeller National Historical Park are easily reachable by walking distance.

Top 5 restaurants in Woodstock

The Red Rooster at The Woodstock Inn & Resort

Located on 14 The Grn, this upscale restaurant offers a sophisticated menu featuring locally sourced ingredients and creative dishes inspired by New England cuisine. The restaurant’s elegant decor and cozy atmosphere make it a popular spot for special occasions and romantic dinners.

Melaza Bistro

Located on 71 Central St, this Latin-inspired restaurant offers a unique dining experience, with a menu that features creative dishes influenced by the flavors of the Caribbean and Latin America. The restaurant’s colorful decor and lively atmosphere make it a popular spot for both locals and tourists.


Located on 61 Central St Second floor this intimate restaurant specializes in farm-to-table cuisine, with a menu that focuses on locally sourced meats and produce. The restaurant’s cozy atmosphere and rustic decor make it a popular spot for casual dinners and small gatherings.

The Prince & The Pauper

This historic restaurant is housed in a 19th-century building located on 24 Elm Street and offers classic New England cuisine in an elegant setting. The restaurant’s charming decor and attentive service make it a popular spot for special occasions and fine dining.

Pi Brick Oven Trattoria

Located at 49 Central St, this casual restaurant offers traditional Neapolitan Brick Oven pizza, wood-fired pizzas, homemade pasta, and other classic Italian dishes in a cozy setting. The restaurant’s relaxed atmosphere and affordable prices make it a popular spot for families and casual dinners.

How to reach Woodstock

Are you ready to spend your vacation time in Woodstock? Well, it is easily accessible by car or air, with several options for transportation available. Here are some of the most common ways to reach Woodstock.

By car

Woodstock is located about two hours north of Boston and four hours south of Montreal. You can take Interstate 89 to Exit 1 or 2, and then follow Route 4 to Woodstock. Alternatively, you can take Route 100 to Route 4, which leads directly into Woodstock.

By air

The nearest major airport to Woodstock is the Boston Logan International Airport (BOS), which is about two hours away by car. Other nearby airports include the Burlington International Airport (BTV), which is about 1.5 hours away, and the Manchester-Boston Regional Airport (MHT), which is about 2.5 hours away.

By bus

Bus service is also available to Woodstock from Boston or New York City via the Dartmouth Coach. The coach stops at the Quechee Gorge Village, which is about 10 minutes away from Woodstock by car.

By train

Another way to explore Woodstock is by train. You can take a train to White River Junction, which is about 20 minutes away from Woodstock by car. Amtrak offers daily service to White River Junction from various cities, including Boston, New York, and Washington D.C.

Woodstock FAQs

Q: What is Woodstock famous for?

A: Woodstock is famous for its picturesque New England charm, historic architecture, beautiful Vermont fall, and stunning natural beauty. It is also known for its arts and culture, outdoor recreational opportunities, and as the home of the historic Marsh-Billings-Rockefeller National Historical Park.

Q: What are some popular things to do in Woodstock?

A: Some popular things to do in Woodstock include visiting the Marsh-Billings-Rockefeller National Historical Park, hiking or skiing on nearby trails, visiting covered bridges, exploring the local shops and galleries, and enjoying fine dining and live music at one of the town’s many restaurants and music venues.

Q: When is the best time to visit Woodstock?

A: The best time to visit Woodstock depends on your interests. But Summer is a popular time to visit for outdoor activities, while fall is a great time to see the fall foliage. Winter is ideal for skiing and other winter sports, and spring is a great time to see the blooming flowers and enjoy milder weather. Overall, Woodstock is enjoyable all around the year.

Q: What are some accommodations available in Woodstock?

A: Woodstock offers a wide range of accommodations, including luxurious resorts and inns, charming bed and breakfasts, and cozy vacation rentals. Some of the most popular and luxury accommodations in Woodstock include The Woodstock Inn & Resort, The Lincoln Inn & Restaurant, and The Charleston House Bed and Breakfast.

Q: Is Woodstock a family-friendly destination?

A: Yes, Woodstock is a family-friendly destination with plenty of activities and attractions for visitors of all ages. Families can enjoy hiking, skiing, swimming, and exploring the local parks and museums. Many of the town’s restaurants and accommodations also offer amenities and activities for children.

Leave a Comment

Your email address will not be published. Required fields are marked *

Scroll to Top