20 Things to do in Woodstock

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20 Things to do in Woodstock, Vermont

Woodstock, Vermont is a picture-book New England Village, voted the prettiest town in America.
It is the perfect place to experience the best of Vermont: architecture, spectacular natural scenery, a world heritage farm, great restaurants, eclectic boutiques and down-to-earth Vermont Hospitality.

20 Things to do in Woodstock, Vermont

As told by people who live there…

1. Morning Village Walk:

Stroll through the village green, grab the morning paper at the Woodstock Pharmacy, enjoy a cappuccino at Mon Vert Cafe, wander back across the covered bridge, and see a breathtaking Vermont view from the center of the bridge.

2. Eggs & Pancakes at the Creamery:

It is not fancy, but its delish.

3. Visit Farmhouse pottery:

Neighbors to 506 are the beautiful and inspiring Farmhouse Pottery guys and girls. Located in the old bible binding building, owners Zoe & James create beautiful and functional pottery and more.

4. SKI Suicide Six:

Woodstock’s very own ski area. Stop by Teago General Store on the way to see Grandpa Chuck, get a great sandwich, hot chocolate and a taste for the local goings-on in Pomfret. Suicide Six is is also a great afternoon summer / fall hike!

5. The Farmers Market:

Right next door to 506 is the hugely popular and world class Farmers Market. A wonderful selection of sandwiches, prepared food and baked goods are available. Don’t forget to buy some of Vermont’s best cheeses on display.

6. Time to feed the cows:

Billings Farm and Museum is a heritage that we are proud to be a part of. It packages a gentleman’s glimpse into farming and history in a fun Vermont setting – an experience not to be missed, especially for the kids. Wagon rides are on offer throughout the year. Check for schedules.

7. Market on the Green:

Every Thursday, visit the Village Green for a selection of fresh produce, prepared food, crafts and live music.

8. Sugarbush farm:

A living, thriving Vermont Farm as it should be. Sample cheeses, learn how maple syrup is made and enjoy experiencing our agricultural heritage in action.

9. Bentley’s Restaurant:

In the heart of downtown Woodstock, Bentley’s serves great steaks and burgers, alongside late-night weekend dancing and music.
5 – 7 pm you’ll find locals and shop owners enjoying an evening cocktail.

10. Gillingham’s:

Woodstock’s oldest store – operating since 1858. Step back in time to an authentic general store with a modern twist and a great variety of Vermont products, crafts and gifts.

11. The Mansion and Gardens National Historic Park:

Enjoy the architecture and grounds of this beautifully preserved mansion.

12. The Village Butcher:

George makes the best sandwiches downtown. Pick one up then go enjoy it at the Historical Society. The extensive back lawn is open to the public and offers beautiful views of the Ottauquechee River .

13. Simon Pierce: A true Vermont experience 15 minutes from 506.

Glass blowing, a world class retail experience and a delicious restaurant overlooking the stunning Quechee covered bridge and waterfall await you in this haven of creativity.

14. Long Trail: Follow the trail to the renowned Long Trail brewery.

Watch one of VTs best beer being made in front of your eyes then dine in the casual, rowdy restaurant and enjoy the tastes of all the different brews on offer.

15. Cloudland Farm:

A wonderful farm-raised dinner awaits in a magical setting. Advance bookings required.

16. Mt. Tom : 30-45 minute hike to the top.

Bring packed lunch and enjoy beautiful views of Woodstock Village.

17. The Woodstock Historical Society:

A must for any yesteryear fan with a unique insight into the history of Woodstock and the area. Stories and photos of the creation of Woodstock are on display, as are the recollections of famous and not-so-famous people who lived and visited this special town over years gone by.

18. Town supper:

Organised by the community in various granges and town halls across the state. They are a wonderful experience of community and delicious home cooked food, in a charming and unique setting.

19. Barnard Lake Swim and Lunch at the Barnard Store.

This is splendid with a great full day bike ride on the back Stage Road.

20. Woodstock Country Club:

Round of golf or a winter cross country ski at the Robert Trent Jones designed Woodstock Country Club .