Woodstock, Vermont seems like a town right out of a hallmark movie! It’s one of the coziest places I’ve ever visited, especially during the fall season. Patrick and I had the opportunity to visit this past fall while traveling through Vermont and we had such a fun time strolling around this area for an afternoon. Here are some of my tips and favorite spots:

How to Plan a Trip to Woodstock

Woodstock, Vermont is a small town that offers local shops, restaurants, covered bridges, and the perfect place to soak in the fall foliage. That being said, I would recommend combining a trip to Woodstock with another nearby Vermont town. We visited Woodstock and Stowe within the same trip which was ideal and gave us more site seeing and activities to enjoy.

Best Things to do in Woodstock

Stroll the shops! We had so much fun going in and out of the local shops within the town. Some of our favorites:

• Woody’s Mercantile
• Vermont Flannel Co.
• Yankee bookshop
• F.H. Gillingham & Sons
• Encore Designer consignment
• Clover gift shop

Enjoy delicious food. Woodstock has a few great food and coffee options! Here were some of our favorites:

• Mon Vert Cafe– the best breakfast & coffee!
• Woodstock scoops- be sure to try a maple creemee!
• Soulfully good cafe- this was closed when we visited but we’ve heard great things about it!
• Village Butcher shop- delicious deli sandwiches and quick to go meals

Visit a covered bridge. Woodstock is known for some of their covered bridges! You can drive under the bridges or walk along the side.

• Middle covered bridge
• Taftsville covered bridge
• Lincoln covered bridge

Check out the Woodstock Inn. This is a famous hotel right in the heart of Woodstock. The public is welcome to their restaurant and to walk around the grounds. If you’re able to stay here, I imagine it would be a wonderful experience!

Walk to Pleasant Street. This street captures so much charm Woodstock offers and it feels like you’re walking on the set of a hallmark movie. The homes are also so fun to look at and imagine what life here would be like. Keep your eye out for one house on Pleasant street that has become well known during the fall for simply placing little pumpkins along the fence line. It makes for a really sweet view and picture!

Enjoy a maple creemee! Woodstock scoops has amazing ice cream and they are famous for maple creemees. A creemee is essentially soft serve and is a popular treat in this area. I would highly recommend trying while passing through!

Stop by a maple syrup farm. Sugarbush farms has become a famous spot in Woodstock for their tours of maple syrup and cheese making. We didn’t have a chance to do this but I’ve heard such great things about this farm it seems worth recommending!