20 Best & Fun Things To Do In Woodstock, VT
Fun Things To Do In Woodstock, VT
Are you looking for interesting, enjoyable, and instructive activities to add to your upcoming trip to Woodstock? The hunt is finished! Come explore with us the top 20 exciting activities in Woodstock, Vermont, to ensure a memorable and fulfilling experience.
Nestled in Vermont’s breathtaking scenery is the quaint and historic hamlet of Woodstock, Vermont. Rich in natural beauty and history, Woodstock—dubbed the “quintessential Vermont village”—offers a typical New England experience.
Explore the town’s quaint, tree-lined alleys, which are dotted with restored Georgian, Federal Style, and Greek Revival residences, as well as a covered bridge in the middle of the town. Discover the many local craft stores, bookstores, boutiques, and art galleries.
Swim or take a boat trip on the Ottauquechee River, hike or cycle on beautiful trails, or explore the adjacent Marsh-Billings-Rockefeller National Historical Park. Visit neighboring ski resorts during the winter to enjoy skiing, snowboarding, and other winter sports.
See a show at the legendary Woodstock Town Hall Theatre or discover Vermont’s farming heritage at the Billings Farm & Museum. Throughout the year, the town also holds a number of festivals and events, like the Wassail Weekend and the Woodstock Summer Market.
The Top 20 Exciting Activities In Woodstock, Vermont (2024)
1. Woodstock Town Historic District
One of the most fascinating things to do in Woodstock, Vermont, is to explore the Woodstock Town Historic District. The majority of the town’s historic core is included in the quaint and visually noteworthy Woodstock Town Historic District, which was established in 1995.
The changes the town has undergone over the years are depicted in the Woodstock Town Historic District. The design is reminiscent of early New England town planning, with radiating streets and a central green. The wealth that Woodstock experienced at various points in time is reflected in its architectural design. It feels like you’ve traveled back in time to stroll about the district.
Investigate the numerous stores and boutiques that line the streets. There’s a wide range of products available, from upscale apparel and home furnishings to regionally produced crafts and trinkets.
Additionally, the Woodstock Town Historic District welcomes you to visit the numerous galleries exhibiting the artwork of Vermont artists in order to fully immerse yourself in the local art scene. Visit the Billings Farm & Museum or the Woodstock Historical Society & Museum to learn more about the history of Woodstock.
Address: 31 The Green, Woodstock, Vermont. , United States.
2. Woodstock Wassail Weekend
Traveling to Woodstock, Vermont for Woodstock Wassail Weekend with your family is one of the most enjoyable winter activities there is. Held the first weekend in December, Woodstock Wassail Weekend is a joyous holiday festival.
This beloved custom, which turns the town into a winter paradise, is rich in local character and history. The town is transformed with holiday cheer, sparkling lights, and festive décor.
With festive lights glittering overhead as you clop through the streets dusted with snow, the carriage excursions provide a charming way to explore the town. The air is filled with caroling, which heightens the festive mood. Maybe even some local choirs or carolers will perform for you.
Frequently participating in the celebrations, The Billings Farm & Museum offers festive décor and unique programs centered upon Victorian Christmas customs. In addition, you can stroll through the holiday-decorated town center and take in the joyous atmosphere. Weekends are when a lot of stores and companies have their special offers and promotions.
Address: Woodstock, Vermont, United States.
3. Woodstock Recreation Department
One of the most interesting things to do in Woodstock, Vermont, with your family is to explore the Woodstock Recreation Department.
The goal of the Woodstock Recreation Department is to provide entertainment and activities for both locals and visitors. All year long, this recreational area provides a wide range of activities for people of all ages.
This covers senior programs that are centered on socializing or fitness, as well as youth and adult sports leagues, enrichment activities like cooking courses or arts and crafts, and community events like movie nights or festivals.
Address: 54 River Street, Woodstock, VT 05091, United States.
4. Billings Farm & Museum
One of the most fascinating things to do in Woodstock, Vermont, with your family is to visit Billings Farm & Museum. An award-winning attraction, Billings Farm & Museum combines interactive activities and educational exhibits with a fully functional Jersey dairy farm.
This historic site provides a rare opportunity to learn about Vermont’s agricultural legacy and get a first-hand look at farm life. It is recognized as one of the best outdoor history museums in the nation.
Explore painstakingly rebuilt farmhouses and barns to see how farming changed over the course of the 19th century.
Aside from that, Billings Farm’s herd of prize-winning Jersey cows is used for daily programs and demonstrations that highlight animal husbandry, farm duties, and traditional cheesemaking skills.
The museum also has educational displays that highlight the significance of sustainable farming methods and Vermont’s agricultural past.
Address: 69 Old River Road, Woodstock, VT 05091, United States.
5. F.H. Gillingham & Co.
Founded in 1886 and investigating F.H., One of the most thrilling family activities in Woodstock is visiting Gillingham & Co.
The state’s oldest general store, F.H. Gillingham & Co., has been run by the same family for over 125 years and offers a distinctive fusion of everyday necessities and nostalgia. Enter and peruse shelves filled with regional goods, cheddar cheese, and maple syrup produced in Vermont.
Hardware, housewares, clothes, toys, and even in-season, fresh local fruit are all available. F.H. For those who want a peek into Woodstock’s past and a taste of Vermont charm, Gillingham & Sons is a must-see.
Address: 16 Elm Street, Woodstock, Vermont 05091, United States.
6. The Principal Public House
Want a classy pub experience yet still with a twist? See Woodstock, Vermont’s Principal Public House. This gastropub serves sophisticated versions of traditional pub meals, going above and beyond the norm.
The Principal Public House has some interesting things going for it, such tasty burgers cooked with premium beef, inventive fish and chip recipes, and vegetarian and gluten-free dining options. Enjoy a craft beer to go with your meal; choose from Vermont-based options as well as other noteworthy selections.
The Principal Public House has a cozy, welcoming ambiance that is ideal for a laid-back evening out or a casual get-together with friends. The Principal Public House should definitely be on your list of things to do in Woodstock, Vermont, when you visit.
Address: 24 Elm Street, Woodstock, VT 05091, United States.
7. Woodstock Historical Society & Museum
This weekend, are you seeking for interesting things to do in Woodstock, Vermont? Then, you and your family ought to visit the Woodstock Historical Society & Museum.
The museum, housed in the historic Eames House in the center of town, provides a range of relics, displays, and events that breathe life into Woodstock’s past.
Learn about the tales of how Woodstock developed from a small farming community to a bustling tourism attraction. Admire textiles, paintings, photos, records, and other objects that narrate the tale of the individuals, locations, and occasions that defined Woodstock.
Throughout the year, the museum offers lectures, workshops, and family-friendly activities, in addition to special events and programs.
Address: 26 Elm Street, Woodstock, VT 05091, United States.
8. Smith Memorial Library
One of the most interesting things for book lovers to do in Woodstock, Vermont, is to explore the Smith Memorial Library. For the community, the Smith Memorial Library provides a goldmine of information.
From classic novels to kid-friendly favorites, their vast variety of books, magazines, and audiovisual materials caters to readers of all ages. With a library card, you can access their extensive collection of digital materials, which includes ebooks, audiobooks, and online databases.
The library offers services and events in addition to books, such as computer training, author talks, story times, and local history gatherings. It provides a friendly environment for reading, learning, and connecting—truly a community hub.
Address: 10 The Grn. Woodstock, VT 05091, USA
9. Zest Woodstock
Flair your home and clothes with Zest Woodstock, a colorful store full of flair. This hidden gem in the area provides a carefully chosen assortment of women’s clothes to suit different tastes.
Zest offers a selection of stylish items, classic pieces, and comfortable everyday wear to suit every taste. They also have distinctive jewelry that gives any ensemble a personalized touch.
Zest offers gorgeous elements for home design in addition to clothing. Locate treasures such as fabrics and decorative items to add personality to your living area. Zest Woodstock is a fun place to support regional Vermont designers and craftspeople while finding one-of-a-kind items.
If Zest Woodstock isn’t on your list of things to do in Woodstock, Vermont, your trip to Woodstock isn’t complete.
Address: Woodstock, Vermont, United States.
10. Woodstock Town Hall Theatre
Investigating the Woodstock Town Hall Theatre at night is among the most fascinating things to do in Woodstock, Vermont.
Constructed in 1900, the Pentangle Arts Council is responsible for transforming it from the opulent Woodstock Opera House into a thriving cultural center. With 390 seats and superb natural acoustics, this stunning neoclassical theater is the perfect place for a wide variety of shows.
In addition to theatrical productions ranging from classic plays to contemporary works, engaging dance performances, and even screenings of first-run and independent films, Woodstock Town Hall Theatre features live music performances by local, regional, and national musicians.
The Woodstock Town Hall Theatre is more than just a stage; it serves as the hub of the town’s cultural activities, supporting local artists, bringing in well-known acts, and providing a venue for social interaction among the locals.
Address: 31 The Green 2, Woodstock, VT 05091, United States.
11. Mountain Meadows Thrift Shop
One of the most romantic things to do in Woodstock, Vermont, this weekend with your significant other is to visit Mountain Meadows Thrift Shop.
Thrift stores are all about unearthing hidden gems, and a Woodstock store can be your treasure trove.
Imagine finding one-of-a-kind furniture, lamps, or eccentric trinkets for your house, or perusing shelves of gently worn apparel and accessories for the entire family. You may even find hidden treasures at a significant discount on games, books, or dinnerware.
Beyond the excitement of the hunt, thrift store shopping is good for the neighborhood. Choosing pre-owned goods helps promote a more sustainable lifestyle and the proceeds frequently go toward supporting social issues or local charity.
Therefore, a Woodstock thrift store is worth checking out if you’re searching for something different, affordable shopping, and an opportunity to do good.
Address: Woodstock, Vermont, United States.
12. Magic Hat Brewery
For beer lovers, visiting the Magic Hat Brewery in Burlington, Vermont, is one of the most enjoyable things to do close to Woodstock, Vermont. This brewery features a wide array of locally sourced ingredients and distinctively flavored craft beers available on tap.
Magic Hat Brewery offers a variety of varieties to suit all tastes, with a focus on specific styles. Most breweries have a friendly, laid-back vibe, and on nicer days, some even have outdoor seats.
In addition to serving wonderful beer, Magic Hat Brewery serves as a community gathering place where you can savor food truck alternatives or pub fare to go with your drink. This brewery is a great place to meet people and support neighborhood businesses because it holds events like quiz nights and live music.
Address: 431 Pine Street, Burlington, VT, United States.
13. Woodstock Gallery
For art lovers, one of the most exciting things to do in Woodstock, Vermont, is to uncover a treasure trove at Woodstock Gallery.
A must-see destination that honors diversity and features a variety of artistic genres is the Woodstock Gallery.
You’re likely to find something that piques your curiosity, whether it’s fascinating sculptures, captivating paintings, or striking jewelry. High-quality items are given priority at the gallery, guaranteeing each visitor will have a positive experience.
In addition to the artwork, the Woodstock Gallery creates a friendly environment. Take your time, look around, ask the experienced staff questions, and you might even find a new favorite artist.
By doing so, you’re encouraging the artistic pursuits of talented local and regional artists in addition to simply appreciating the artwork. So, The Woodstock Gallery is ready to welcome you if you’re looking for outstanding art and an opportunity to get involved in the community’s art scene.
Address: 6 Elm Street, Woodstock, VT 05091, United States
14. The Spa At The Woodstock Inn & Resort
Are you trying to find somewhere to unwind and get cared for on your own? You’ve come to the right place—the Spa at the Woodstock Inn & Resort.
Numerous treatment rooms, including couples rooms, a hydrotherapy room, and a relaxation area, are available at the Woodstock Inn & Resort’s Spa.
The Spa at the Woodstock Inn offers a variety of treatments, including body wraps, scrubs, massages and facials, so there’s something for everyone. In addition, The Woodstock Inn & Resort-only seasonal and signature treatments are available at this spa.
All of the employees at The Spa at the Woodstock Inn & Resort have extensive training and expertise in offering a range of spa services. Savor a tranquil and soothing ambiance that is ideal for winding down and relieving stress.
Address: 14 The Green, Woodstock, VT 05091, United States.
15. Marsh-Billings-Rockefeller National Historical Park
Discovering Marsh-Billings-Rockefeller National Historical Park is among the most thrilling family activities you can do in Woodstock, Vermont.
The only national park in Vermont, Marsh-Billings-Rockefeller National Historical Park is an excellent resource for learning about the history of conservation and the changing face of land stewardship in the United States.
George Perkins Marsh constructed the mansion in 1807, and it is a stunning example of Federal-style architecture. The mansion can be toured, providing an insight into the lifestyles of the Billings, Marsh, and Rockefeller families.
One remarkable aspect of the Marsh-Billings-Rockefeller National Historical Park is its forest, which is among the nation’s oldest to be maintained by science. On the many paths in the park, visitors can bike or walk while learning about Vermont’s forestry history.
Address: 69 Old River Road, Woodstock, VT 05091, United States.
16. Mount Tom
Mount Tom is among the most fascinating sites to see in Woodstock, Vermont. Mount Tom, at 1,357 feet, provides a lot of outdoor activities.
This attraction is located northeast of Woodstock, Vermont, with Prosper Road and Vermont Route 12 on either side of it. Numerous paths for Nordic skiing, jogging, and hiking lead to the summit. popular 4.2-mile loop track with beautiful views of the forest and surroundings is the Pogue and Mount Tom track.
Most of the paths leading to Mount Tom are easy to moderate. There may be some steeper areas in the last ascent to the peak, where using a guide wire may be necessary.
Address: 69 Old River Road, Woodstock, VT 05091, United States.
17. Saskadena Six
Exploring the Saskadena Six is one of the top ski activities in Woodstock, Vermont. In 2022, the resort that had been known as Suicide Six was renamed Saskadena Six.
Famous for its mild inclines and beginner-friendly terrain, Saskadena Six is ideal for families and novice riders. Three lifts service the 23 trails. Saskadena Six offers more than 6 miles of mountain biking routes for summertime enjoyment in addition to winter sports.
The Fisk Trophy Race, the longest-running ski competition in North America, is held at the resort. For serious eastern ski racers, it’s a rite of passage, having been held since 1937.
Address: 247 Stage Road, South Pomfret, Vermont 05067, United States.
18. Ottauquechee River
One of the free things to do in Woodstock, Vermont, is to take a leisurely dip in the tranquil Ottauquechee River, which meanders across eastern Vermont and is a 41.4-mile tributary of the Connecticut River.
Numerous fish species, including bass, pickerel, and trout, can be found in this river. For paddle enthusiasts, the Ottauquechee River’s serene waters are ideal. You can cool yourself in the river’s pleasant waters on a hot summer day.
A 3-mile family-friendly trail that hugs the riverbed is called the Ottauquechee River Trail. It provides stunning views of the mountains, farmland, forests, and river.
Address: Woodstock, VT 05091, United States.
19. Quechee State Park
Taking your kids to Quechee State Park is one of the most exciting things to do in Woodstock, Vermont. Gazing down from Route 4 viewing sites, visitors can see the Ottauquechee River running 165 feet below.
This park has 7 lean-to sites in addition to 45 tent and trailer sites. It also has coin-operated showers for campers and facilities with flush toilets and hot and cold running water.
Numerous hiking trails can be found in Quechee State Park, one of which is along the gorge and provides breathtaking views of the Ottauquechee River, an excellent place to swim.
Additionally, there are other picnic spots in this park, one of which is close to the gorge and provides pit toilets. Numerous animals can be found in Quechee State Park, such as foxes, beavers, and deer. In the winter, cross-country skiing is a well-liked pastime in the park.
Address: 5800 Woodstock Road, Hartford, VT 05047, United States.
20. The Red Rooster
Are you trying to find the best spot to eat something delicious? No need to search any farther—The Red Rooster has you covered. This restaurant provides a sophisticated and cozy dining environment.
The restaurant is ideal for a special occasion or a laid-back evening out because of its elegant yet welcoming ambiance. American classics are presented in a contemporary style at The Red Rooster. Additionally, this restaurant features seasonal and fresh ingredients that are sourced from Vermont vendors.
There are many different options on the menu, such as pasta, seafood, steaks, and vegetarian meals. Spend some time relaxing and enjoying a delicious meal at The Red Rooster in Woodstock, Vermont.
Address: 14 The Green, Woodstock, VT 05091, United States.
21. Sugarbush Farm
A trip to Sugarbush Farm is among the most interesting family activities you can do in the vicinity of Woodstock, Vermont.
A few miles outside of Woodstock, Vermont, is the family-run Sugarbush Farm. They are well-known for producing their own pure Vermont maple syrup and delicious waxed cheeses on the farm.
Discover the steps involved in producing maple syrup, from tapping the trees to boiling the sap. Sample 15 types of award-winning cheeses from Sugarbush Farm, such as the 6-Year Aged Cheddar and the Original Naturally Smoked Cheddar.
Furthermore, stroll through the forest and observe the process of tapping maple trees. You can get up close and personal with the farm animals, such as goats, sheep, and cows, in the warmer months.
Savor a picnic lunch in the picturesque countryside of Vermont. Get some cheese, maple syrup, and other Vermont-made goods to bring home.
Address: 591 Sugarbush Farm Road, Woodstock, VT 05091, United States.
22. Central Street Yoga & Meditation
Take a break and visit Central Street Yoga & Meditation, one of the many relaxing activities in Woodstock, Vermont.
Svaroopa® yoga, a soft and healing style that emphasizes core release and releasing deep spinal tension, is the studio’s specialty.
Additionally, it provides yoga therapy, which is very beneficial to your mind and soul. Central Street Yoga & Meditation is a great place to spend some quality time when visiting Woodstock, Vermont.
Address: 59 Central Street, Woodstock, VT 05091, United States.