Woodstock Activities for all seasons

Welcome to Woodstock!

Each season brings the excitement of many special events.

Autumn, the most famous season in Vermont, draws the most visitors to our area with our beautiful foliage, the Apple & Crafts Fair, Sculpture Fest, Green Mountain Horse Association Fall Foliage ride as well as hiking excursions and family outings to the Billings Farm and Museum.

Winter time skiing at Suicide Six and Killington Resort, snowshoeing, hockey, the Snow Sculpture Contest on The Green or taking in a youth hockey game (or the Boston Bruins vs. Woodstock Alumni) are just some of Woodstock’s winter activities. In December, the annual Wassail parade and weekend gets everyone in the holiday spirit

Spring is a season of rebirth in Woodstock with flowering blossoms on trees, tulip lined lawns, maple sugaring season, pancake breakfasts and pure maple syrup in our local restaurants. The local garden club and shop owners create a burst of color throughout the Village.

But summer is our favorite!  Check out the weekly Market on The Green, Thursdays Free Brown Bag Music Concerts, also on the Green. Hike the trails of Mt. Tom and Mt. Peg for the reward of a gorgeous view or head out to Barnard’s Silver Lake State Park for a refreshing swim followed by an ice cream at Barnard General Store. All these activities and so much more just minutes from any of our vacation rental homes. Ask us about some secret swimming holes or a favorite hike 🙂

For a constantly updated calendar of local events, visit the Chamber of Commerce at https://www.woodstockvt.com/upcoming-events

Summer In Vermont

Welcome to Woodstock for the summer!

Hike the trails of Mt. Tom and Mt. Peg for the reward of a gorgeous view or head out to Barnard’s Silver Lake State Park for a refreshing swim.  We have some favorite swimming holes we can share with you too.

Here are 10+ ideas to start you on your Summer bucket list.

  1. Take your bike on the WAMBA trails in back of Dana Road House. We have an amazing single track trail network right in Woodstock
Flickr/David Dufresne

2. Hop on the Woodstock bike route in front of Falcon House and pedal to the village to explore Woodstock. There are great, family friendly routes and  along the Ottauquechee river too.

Flickr/Matt Phillips

3. Find your favorite swimming hole and go there… a lot.

Flickr/meg hourihan

Pick your favorite natural swimming hole and learn every rock, fall and bridge nearby. It’s amazing to have a place where you feel utterly familiar and comfortable.

4. Enjoy the magic of a waterfall.

Flickr/Doug Kerr

Check out one of the stunning waterfalls in Vermont.

5. Check out some hands-on fun at the Montshire Museum in Norwich.

Flickr/Jim Lemire

Both inside and out, the Montshire is visually and intellectually stimulating. This museum has something for people of all ages, and if you have never been, it’s a summer must!

6. Hit the beach!


At Silver Lake State Park in Barnard. Enjoy a and dipped ice cream at the Barnard General store as an after swimming treat. Yum!

7. Hike along the bottom of the Quechee Gorge.


Challenge your fear of heights and take in the Quechee Gorge, Vermont’s own Grand Canyon! After you look down, hike to the bottom and look up for a different perspective.
8. Enjoy a cone at the Ben & Jerry’s factory in Waterbury.


It’s OK to be a tourist in your own state once in a while, so when you’re on 89 just take a quick detour and get off at exit 10 and the factory is just up the road.

9. Visit a farmer’s market.

Flickr/Bernard Lebleu

We have several great Farmers markets right in Woodstock, and many more that are just a short drive away. From tie-dye shirts to hot ginger pears (and everything in between) you’ll find them at these lively markets. You’ll also meet some of the nicest people there, too.

10. Paddle a canoe, kayak or tube.


What a way to see the world! Whether you head out on a big lake or float your way down a river, having fun on top of the water is a great summer activity.

11. Take the State Park Challenge.

Flickr/Charles Wohlers

There are 21 State Parks in Vermont, how many can you visit this summer?

Come Stay at a Gray Barns vacation rental house and explore beautiful Vermont this summer!

Adapted from Blog by Kristin Grimes:    https://www.onlyinyourstate.com/vermont/summer-vt/: 17 Things You Really Have To Do In Vermont This Summer