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- Visit The Covered Bridges. New England is one of the best places to see the adorable little covered bridges, and Vermont is home to over 100 of them. Here in Woodstock, you’ll be able to see three!
- Stroll Through The Shops & Town Green. Woodstock has one of the most beautiful little downtown areas in New England, and it’s all centered around the The Green.
- Have Fun At Billings Farm & Museum. One of the most fun places to visit in Woodstock, VT is to head to Billings Farm & Museum, which is only about a mile outside of town center.
- Explore The Marsh-Billings-Rockefeller Historical Site. The question to ask yourself while visiting the Marsh-Billings-Rockefeller Historical Site is – what can’t I do here?
Things to Do in Woodstock, Vermont: See Tripadvisor's 18,995 traveler reviews and photos of Woodstock tourist attractions. Find what to do today, this weekend, or in June. We have reviews of the best places to see in Woodstock. Visit top-rated & must-see attractions.
- The Best Things to Do in Woodstock VT
- Woodstock, VT Fall Activities
- Woodstock, VT Winter Activities
- Woodstock, VT Spring Activities
- Woodstock, VT Summer Activities
- Is Woodstock, VT Worth Visiting?
- When Is The Best Time to Visit Woodstock, Vermont?
- Where Is Woodstock, VT?
- How to Get to Woodstock, VT
- Places to Stay in Woodstock, VT
1. Visit a Working Dairy Farm – Billings Farm and Museum
Billings Farm and Museum is a beautiful property where you can stay busy for hours. If you’re searching for things to do in Woodstock VT with kids, Billings Farm and Museumshould top the list! This is a working farm that is all about demonstrations and education, and is beautiful, to boot! Spending an afternoon here can show you a great deal about the inner workings of a Vermont farm, and you can see the animals up close and personal. I recommend checking their schedule before your visit. The...
2. Stroll America’s Sweetest Downtown
Downtown Woodstock, VT is a fabulous place for shopping, dining, and more. This cute area can get crowded on weekends or during busy events, and it’s no wonder–there’s lots to see and do. There are bookstores, toy shops, clothing stores, and plenty of options for gifts, arts, and crafts. Don’t miss FH Gillingham & Sons, a classic Woodstock VT shopping opportunity in the heart of downtown. This 1886 general store is a Woodstock staple, and is renowned as one of VT’s oldest family-run general s...
3. Seek out the covered bridges
There are dozens of charming, historic covered bridges in Vermont, and the Woodstock area is home to several. Middle Covered Bridge is perhaps the most photographed, as it sits right in the center of downtown Woodstock, just off the Village Green. Surprisingly, this covered bridge is on the newer side, having been built in the 1970’s. Despite that, it looks just as historic as the many other bridges in the area. Head down Route 4 for a few miles and you’ll find the Taftsville Covered Bridge....
17. Experience Woodstock Vermont Fall Foliage
There are manyonline foliage mapsthat you can reference to align your travel with the autumn colors, but fall in Woodstock generally is at its best in mid to late September and early October. Let’s start with something everyone wants to know: what is there to do in in the fall in Woodstock? The answer: PLENTY! Fall in Vermont is nothing short of epic, and towns like Woodstock are absolutely ideal for leaf-peeping fun! In fact, Woodstock is on my recommended New England fall road trip itinerar...
18. Go apple picking
When it comes to fall in Vermont, there may be nothing more iconic than apple picking. One of the best things you can do when visiting Woodstock during this season is to head to a nearby orchard and pick-your-own apples. A few local options to consider include Whitman Brook Orchard in Quechee, and Moore’s Orchards in North Pomfret.
19. Take a fall picnic atop Mt. Peg
Get into Vermont nature with a hike on the Mount Peg Loop, a 1.3 mile trail that offers lovely views for a relatively short journey. I suggest grabbing sandwiches from Mon Vert Cafe for your picnic!
21. Experience a Classic Woodstock Vermont Christmas
If you’re looking to experience a New England Christmas that goes all in on charm, then you need to plan to visit Woodstock VT for Christmas! Wassail Weekend in Woodstock is the undisputed star of the Christmas season, and with good reason: carriage rides through downtown Woodstock, historic homes decorated to the nines, and music festivities all around town are just a few of the things that make a plan to visit Woodstock VT for Christmasa must for anyone looking for quaint Woodstock VT activ...
22. Hit the Slopes at Saskadena Six
Saskadena Sixis one of the country’s oldest ski resorts, and it’s absolutely one of the best things to do near Woodstock VT! Located just 5 minutes up the road in Pomfret, Saskadena Six is the place to go for outdoor adventures in summer or winter; play in the snow on the mountain while skiing or snowboarding, or embrace a Woodstock Vermont summer by participating in guided mountain bike tours, hikes, and more in this absolutely gorgeous outdoor space!
23. Welcome baby animals at Billings Farm
A visit to Billings Farm is one of the best things to do in Woodstock, VT throughout the year. But if your visit is in the springtime, you can’t miss the Baby Farm Animal Celebration. This event happens one day each year, and it is very special. Visitors can meet chicks and ducklings, pet baby lambs and goats, and participate in a variety of other activities including wagon rides and crafts. This is a fantastic family-friendly event and it is a perfect way to celebrate the season of spring: w...
24. Sift Through Endless Antiques
New England is a great place to go antiquing. I’m always surprised at the number of antique shops to be found all over Vermont and New Hampshire. Well, if you love searching for treasures of the past, we found the trove. In Quechee Gorge Village(the same place where you can sample Cabot cheese) is an enormous antiques mall with several floors filled with antique items of all kinds. It’s a fascinating place to walk around in. On our recent trip to Woodstock, we ran into some bad weather–explor...
25. Attend the Quechee Balloon Festival
Every summer, the Quechee Balloon Festivalcomes to town. The longest running hot air balloon festival in New England, this is a must-attend event. You’ll have the chance to see dozens of colorful balloons in flight over the serene Vermont landscape. You can also book for balloon rides (traditional ascension flights or tethered rides) but be aware that these book up well in advance! Next year’s Quechee Balloon Festival will be held June 14-16, 2024.
26. Learn the art of falconry
Have you ever wanted to handle a hawk? Learn how to hold an owl on your arm and then let it fly? This is something that is a total dream for me, so on my next visit to Woodstock, I am signing up for a session with New England Falconry. Your lesson in falconry with a master falconer will be an unforgettable experience. They offer a few different sessions, so you can take your pick of working with and learning about hawks, owls, and even eagles. While this is an awesome thing to do in Woodstock...
Woodstock, VT is absolutely worth visiting, betweens its fall foliage, small town charm, and many things to do. If I haven’t convinced you yet, I’m doubling down to tell you YES: you should plan a trip to one of my favorite places to visit in Vermont.
The first question many Vermont visitors ask is “when should I visit Woodstock?” Fortunately, Woodstock is beautiful in all seasons. I’m going to share some suggestions on the best things to do in each season in a bit. Although late winter and what is sometimes called “stick season” here in Vermont is admittedly less magical. But fall and winter ar...
If you’re wondering where Woodstock, Vermont is located, it’s in the east-central area of Vermont, roughly 15 miles from the western border of New Hampshire. It’s an essential stop on a Vermont road trip, and an easy day trip from other Vermont destinations, such as Burlington, Stowe, and Manchester.
To get to Woodstock, you’ll need a car. The cities of Boston, MA, Albany, NY and Portland, ME are all within a drive of two to three hours. The cities of Burlington, VT and Manchester, NH are about 90 minutes away by car. All of these cities have major airports, with Boston offering the most flight options.
After a day spent adventuring around lovely Woodstock, what could be better than a wonderful spot to rest your head? There are plenty of great hotels in Woodstock, VTto choose from, and I have a couple of recommendations, depending on what you’re looking for.
- Admire Jenne Road Farm. The town of Woodstock is lovely to walk around, but the best way to really see this stunning part of Vermont is to explore the country roads and find magazine front cover scenes such as the one at Jenne Road Farm.
- Taste Local Cheese & Syrup At Sugarbush Farm. Sugarbush Farm is a completely different experience. You won’t need your camera for this one but you will need your taste buds ready to sample 15 kinds of cheese and 4 grades of maple syrup produced on site.
- Photograph Stunning Sleepy Hollow Farm. Finishing off our favorite farms in the area with another of those insanely photogenic Vermont postcard scenes.
- Don’t Miss Nearby Taftsville Covered Bridge. Vermont is home to more covered bridges per square mile than any other US state and Woodstock is one of the best places to set up base for a bridge hunt.
- Explore Woodstock Central Street and The Green. The heart of Woodstock is defined by Central Street and The Green. This walkable center is bursting with cafes, restaurants, and small independent boutiques where you can pick up books, jewelry, and trinkets.
- Tour the Woodstock History Center. This is one of the first places to visit in Woodstock VT in order to get a handle on the local and regional history.
- Walk to Woodstock Middle Covered Bridge. Vermont and the wider New England region are famous for their covered bridges. These historic structures were, on the whole, constructed during the 19th and 20th centuries.
- Stock up at the Woodstock Farmers Market. Woodstock Farmers Market is located one mile west of the town. It’s open Tuesday through Saturday (closed on Mondays and Sundays) and is attached to a seasonal garden center.
Mar 24, 2023 · 1. Visit Billings Farm & Museum and the Sunflower House. 2. Marsh-Billings-Rockefeller National Historic Park. 3. Explore Quechee Gorge. 4. Photograph Covered Bridges. 5. Take a Hike on Mt. Tom. 6. Learn about Maple Syrup at Sugarbush Farm. 7. Browse in Gillingham Store and Downtown Shops. 8. Visit the Woodstock History Center and Garden. 9. St.
Dec 15, 2021 · 10 Top Things to Do in Woodstock, Vermont. There's plenty to do in the scenic Vermont town of Woodstock, from visiting art galleries, covered bridges, and heritage farms to skiing.
