20 Awesome Things To Do in Woodstock, Vermont in 2024

1. Admire the Classic New England Architecture in Woodstock

This comes to the top of my best things to do in Woodstock, VT as this is the reason that many (including myself) visit this city. Woodstock is considered one of the most beautiful cities in America for a reason. And it won’t disappoint you!

You will love taking a stroll down Main Street in Woodstock, and just get lost admiring the stunning array of buildings of 18th and 19th-century architectural styles. The best streets to mark on your map are The Green, Central Street, and Elm Street to get mesmerized by the beauty of Woodstock.

Some of the most classic and beautiful buildings in Woodstock are the Normal Williams Public Library and the Woodstock Inn.

Woodstock is a great place to visit all year long, but it turned into a magic place during wintertime when the town is decorated, making it look like you are inside a movie. Here you can also find local artists, craftspeople, and purveyors that capture the Vermont winter wonderland spirit.

2. Visit one of Woodstock’s Covered Bridges

One of the best things to do in Woodstock is to visit its covered bridges. Vermont is well-known for these iconic bridges, and a few of the best ones are in Woodstock.

Middle Covered Bridge is in downtown Woodstock, so it’s an easy place to visit when you’re in town. It’s one of the most popular covered bridges in the state, and it’s a great one to take pictures with.

The other covered bridge in Woodstock is the Taftsville Covered Bridge, east of downtown Woodstock. It is a vibrant red bridge, and it is worth taking a quick drive, or even a bike ride, to visit the bridge when you’re in Woodstock.

Do you love covered bridges? Vermont has many of them, and I have a list of the 20 best-covered bridges in Vermont.

3. Visit the Sugarbush Farm is one of the best things to do in Woodstock, VT

Vermont is well known for having fresh farm food, and Woodstock is no exception. The first thing I recommend doing in Woodstock is visiting Sugarbush Farm. The farm is about 15 minutes by car from downtown, and it’s one of the best things to do in Woodstock, VT.

This farm is best known for their cheeses and maple syrup that they make on-site, and when you visit, you get to try all the samples of their cheeses and maple syrup! Their food is so good that you’ll have to stop in the farm store where you can buy cheese, syrup, jams, meats, and more, which are all grown and made on the farm or locally in Vermont.

Take a self-guided tour of the farm to learn how they make their maple syrup and meet the goats who live on the farm.

4. Marsh-Billings-Rockefeller National Historical Park

Another one of the best things to do in Woodstock, VT that I recommend is visiting the Marsh-Billings-Rockefeller National Historical Park. The park is one of the prettiest places in Vermont, and it’s a great place to walk through with all the maple trees, covered bridges, and stone walls.

There is also a Mansion on the park grounds that you can tour in the summer and learn more about the park’s history. You can join other guided tours as well, like a behind-the-scenes look at the park and other interesting history tours, but plan ahead as they tend to book up.

5. Learn about Woodstock at the History Center

Are you a history lover? Woodstock is full of history, and going to the Woodstock History Center is one of the best things to do during your visit.

There are a few areas of the center to visit, including a house from 1807 and a library containing a lot of information on the town’s history. There is also a beautiful outdoor garden area that is especially great if you visit in the spring or summer.

It’s easy to visit the historic center as it is in the middle of town.

6. Don’t Miss the Fresh Food in Woodstock

No list of best things to do in Woodstock VT is complete without mentioning food! Vermont is known for its farm-to-table style. Fresh eggs, vegetables, and organic meat are pretty iconic foods in Vermont that you will see often. And some cafes and restaurants in Woodstock downtown offer the opportunity to try some amazing farm-to-table food. Here is my top pick for you:

• Mon Vert Café is an organic breakfast and lunch spot right in the heart of Woodstock. Local, country, and rustic all wrapped up in one, here is a perfect spot to start your day. Serving breakfast options all day, you can grab a fancy cappuccino and a breakfast sandwich.
• Worthy Kitchen puts heart and soul into local food and drink. Here you can find delicious farm-to-table comfort with an ever-expanding menu featuring locally farmed ingredients. In addition, constantly rotating beer selections showcase Vermont’s strong influence on the craft beer movement.
• Richardson’s Tavern is just the spot if an upscale, cozy tavern is more your style. Dine fireside, or sink into an overstuffed chair with an evening cocktail before dinner. The Tavern is only open daily from 5 p.m. to 9 p.m.
•  Lincoln Inn & Restaurant, where chef Jevgenija Saromova takes years of restaurant training in Italy, England, and France and applies them to the seasonal flavors of Vermont.

PRO-TIP: If you are into the local brewery, you can also choose to go on a Classic Beer Tour with tasting and lunch to taste the best of Burlington. Or you can join the Stowe half-day local brewery and food tour.

7. Relax at the Woodstock Inn Spa

If you are biking or hiking in Woodstock, you’ll need a spa day to give your body a rest. The Spa at the Woodstock Inn & Resort is a new spa with lots of different services and features for you to enjoy.

There are great treatments for everyone to enjoy at the spa, including nails, massages, body treatments, and facials.

PRO-TIP: It is recommended scheduling treatments in advance to ensure that your preferred time and service are available. Appointments can now be Scheduled Online seven days per week. Also, I highly recommend booking your stay at the Woodstock Inn to complete your special visit to Woodstock.

8. Stay at the Most Beautiful Address in Woodstock

This elegant building offers 142 guest rooms and suites and is perfectly located in the heart of Woodstock, this is definitely one of the top things will need to do while visiting Woodstock.

The luxurious Woodstock Inn & Resort is a stunning classic New England style that boasts Vermont craftsmanship at every corner of the building, allowing the guests to immerse in the timeless and classic Vermont-style accommodations.

The Inn has been recently remodeled, offering fresh and unique rooms, with a roaring central fireplace and an airy spa with its own countryside hot club.

PRO-TIP: Here in Woodstock you will find the some of the most beautiful inns & boutique hotels in Vermont, so take advantage while you are visiting to experience the all the charm that you can find on these classic New England style accommodations.

9. Woodstock Nordic Center

One of the best places to spend a winter’s day in Woodstock is at the Woodstock Nordic Center. The center has 28 miles of trails groomed for skating, cross country skiing, snowshoeing, and fat-biking.

There is a fee to enter the center, and they also offer equipment rentals if you need them. If you are new to winter sports, they also offer lessons so you can learn how to ski properly, or you can get a guided tour of the area either by skiing, snowshoeing, or biking.

10. Visit the Kelly Way Gardens

The next great thing to do in Woodstock is to visit the Kelly Way Gardens. In the gardens, they grow hundreds of varieties of vegetables and flowers and herbs, berries, and orchards in a 3-acre garden. The food goes straight to the kitchen for chefs to make the freshest farm-to-table food.

At the gardens, you can take a tour to see how the operation works and enjoy the tastings of the foods they grow. You can also enjoy a meal or take a cooking class.

11. Have a fine dinner at the Lincoln Inn and Restaurant

Voted one of the best restaurants of 2016, the Lincoln Inn Restaurant and Tavern offers unparalleled fine dinning experience, with meals prepared gourmet-fusion plates that involves all the senses, prepared by the talented European Michelin Star trained Chef Jevgenija Saromova.

If you appreciate good high quality food, one of the best things to do in Woodstock is to visit the Restaurant and Tavern at the Lincoln Inn for a remarkable and memorable culinary experience.

PRO-TIP: I really recommend you to have the Chef Tasting Menu, with a 7-course, including 7 tasting glasses of wine each paired perfectly for each course.

12. Shop in Downtown Woodstock, VT

Downtown Woodstock is a cute place, and another great thing to do here is to spend some time shopping. There are dozens of unique shops in the town. Some shops include gift shops, clothing stores, book stores, boutiques, and home goods.

In Woodstock, you will be able to visit the great variety of the to specialize in this sort of artisan shops with beautiful, art-quality work, with prices to match. One of the best stores to visit is the Collective, with a great collection of craft-type items available to choose from.

13. Woodstock Farmers’ Market

One of the best things to do in Woodstock in the summer is to visit the Woodstock Farmers’ Market. The farmers’ market is only a mile and a half from downtown Woodstock, so you can easily drive or bike there.

At the Woodstock Farmers’ Market, you’ll find a huge variety of fresh produce, meats, dairy, and much more food that is locally grown and made. The market is also a great place to grab some lunch, as they have a stand that sells sandwiches, soup, salads, and even grab-and-go entrees, which are easy to heat up for dinner.

14. Visit Billings Farm & Museum

A cool place to visit in Woodstock, VT, is Billings Farm & Museum. No matter how old you are, you’ll love the dairy farm. And, it’s easy to visit the farm because you can walk to it from the Woodstock town center.

The dairy farm is fully operating, and you get to see a lot of cute animals when you visit. Most of the animals are Jersey cows for milking and their calves. But, there are also horses, pigs, steers, goats, sheep, and chickens.

Other than the animals, there are educational exhibits and activities. And depending on when you visit, there are a lot of special events at Billings Farm, like exhibitions and dairy celebrations.

PRO-TIP: If you are visiting Woodstock during the holiday festive, one of the most popular is the Wassail Weekend, a weekend event held at the Billings Farm, a wonderful dairy farm and museum. The event normally happens during the second week of December, when they recreate the historic New England Christmas charm. 

15. Go Ski at the Suicide Six Ski Area

Another one of the best things to do in the winter in Woodstock, Vermont, is to snowboard or ski at the Suicide Six Ski Area. They have mostly easy trails, but there’s a place for beginners and more experienced skiers and snowboarders alike.

And, the fun doesn’t stop in the winter! In the summer, you can visit the area in Woodstock and mountain bike on the trails.

PRO-TIP: Don’t forget to check the sky conditions to find out the best ski areas.

16. Hike Mt. Peg or Mt. Tom

Woodstock, VT, has two great mountains for hiking: Mt. Peg and Mt. Tom. Both are easy to get to from Woodstock, with Mt. Peg just south of the town and Mt. Tom just north.

Mt. Peg is the easier one to hike with a simple 1.7-mile loop. The trail has great, vast views of Woodstock and the surrounding areas. Mt. Tom is also an easy hike, but the trail is longer than four miles for the loop. There are many signs to follow that will lead you to beautiful views of Vermont.

PRO-TIP: If you are planning to visit Vermont in winter, keep in mind that the weather conditions may change quickly, so be sure to bring a warm jacket, extra snacks, and plenty of water. Depends where you decide to go hiking and the distance, you can also get help from snowshoes.

17. Learn about Birds at the New England Falconry

One of the unique things to do in Woodstock is to visit the New England Falconry. At the falconry, you can learn about the history, conservation, and lives of birds and raptors. And you’ll, of course, get to see some birds in action, like the free-flying Harris hawks who live at the falconry.

18. Explore Woodstock, VT by Bike

Taking a bike tour of Woodstock, Vermont, is one of the best ways to fully experience the town. And joining a tour with Discovery Bicycle Tours is one of the best ways to make sure you do all the best things you can do in Woodstock, VT.

The bike tours are best if you have a week to spend in Woodstock, as their tours are six days long. Their first Woodstock bike tour is a Multisport Bike Tour that includes biking, hiking, and visiting Billings Farm and Sugarbush Farm. Not only will you see how beautiful Woodstock is, but you get to visit some of the great places I recommend on this list.

Or, you can take the Woodstock Self-Guided Bike Tour, which has fewer scheduled activities, but you still get to bike, hike, and kayak. And these bike tours include your lodging and some meals, making your trip planning easy.

19. Explore the Quechee Gorge and Village

When you search for things to do around Woodstock, VT, you will find many things in Quechee, VT since it is less than 15 minutes away driving. The Gorge is an awe-inspiring natural formation, making it one of the top things to do around Woodstock, VT.

If you are driving, you will find a parking area just beyond the Quechee Gorge bridge, and the bridge has a sidewalk with rails, so you can safely walk out and peer into the gorge.

PRO-TIP: While you are visiting the Quechee village, I recommend making reservations to have dinner at The Mill, voted one of American Most Romantic Restaurants. The food is amazing, cooked with local fresh ingredients, with very creative cuisine, and a stunning backdrop of the Ottauquechee River waterfall and covered bridge.

20. Golf at Woodstock Country Club

The last thing to do in Woodstock, Vermont, that I highly recommend is playing a round of golf at the Woodstock Country Club. While golf may not be your thing, the country club is a great place to try it out. And, it was rated the number 1 golf course in New England by Golf Advisor, so you know it’s a pretty, well-maintained place.

What is the best time to visit Woodstock, VT?

FALL: It is the most popular time of the year to visit Woodstock because it is when the fall foliage happens from early October to around the third week of the month. It is important to plan in advance, especially make your accommodations in Woodstock well in advance. Prices for hotels and flights will be most expensive during these months.

WINTER: The fact is that the whole state of Vermont is cold in winter – with temperatures that can drop below zero. But as long as you pack accordingly, you will love it because the snow makes Vermont’s landscape look and feel even more spectacular! Make sure to check the weather, and have fun on the snow slops around Woodstock!

SUMMER: During summer time Woodstock offers great outdoor eateries, swimming holes and great brewery to enjoy the outdoors. The warmest time of year is generally mid July where highs are regularly around 84.9°F (29.4°C) with temperatures rarely dropping below 59.5°F (15.3°C) at night.

SPRING: Spring is a beautiful time to visit Woodstock, plus it is a perfect time to visit for some quiet and peaceful getaway. There are many things to do outdoor that will allow you to enjoy, such as the maple syrup flowing, enjoy the spring wild flowers and drink a local beer seating outside around a fire pit.

What is the best way to get to Woodstock, VT?

Woodstock is a 15-minute drive from Vermont Interstate 89. Take Exit 1 to Route 4 West. Follow Route 4 West directly into town. If you’re flying, the closest airport is Burlington International (BTV). Approximately 90-minutes from Woodstock.

You will need a car to explore the surroundings of Woodstock. You can save on your rental car when you book through this site. I use and recommend Discover Cars because it is the most reliable rental car source, and it allows you to compare the prices of different places.

What to pack for Woodstock, VT?

Make sure you are prepared, considering the season and the activities you are planning to do. Here are some quick tips:

• Pack layers are the best you can do!
• Bring a pair of jeans a light sweater to wear in the evenings
• Pack rain gear – you don’t want to get soaked wet while exploring
• A hat, gloves, and scarf can’t go wrong, even in summer.
• If visiting in winter, bring good quality sturdy snow boots.
• Bring warm leggings to wear as a layer is a smart choice!
• Pack a good , check my complete review guide on the Top Jackets for Travel
• If you are planning to carry a backpack for your trip to Vermont, I have compiled a very detailed review of the Best Backpacks for Travel on the market today

I believe that everyone should visit Woodstock, VT once in a lifetime!

There are many great things to do in Woodstock, Vermont, year-round. In the summer, you can hike, golf, and bike outside or enjoy one of the farms and natural areas. Or, in the winter, you can shop, relax at the spa, and visit one of the town’s covered bridges, which are pretty when covered in snow.

If you have any questions or anything I am missing in this list, please let me know in the comments below.