When you think of the traditional New England town, a place that looks like Woodstock, Vermont probably comes to mind. Woodstock is a tiny town, with a population of just over 3,000 people and is surrounded by Vermont’s Green Mountains and New Hampshire’s White Mountains. 

Just visiting Woodstock is fun enough. There’s actually plenty to do in the town and surrounding areas, especially if you love outdoor activities. During the wintertime, the area is home to skiing and snowshoeing. While in the summer, you can golf and visit the nearby Quechee Gorges. 

But this post is all about one thing: shopping. 

Vermont has plenty of shopping opportunities from outlets to antiques, and Woodstock is home to a ton of options. 

In this post, we’ll be covering some of our favorite spots to go shopping in Woodstock, Vermont.

Grab your wallets!

Visiting Central Street

The main attraction for many visitors to Woodstock is strolling around it’s main Town Green. Here, you’ll find a number of stores and shops that feature some old school New England style goods. 

For many, the first stop is F.H. Gillingham & Sons General Store. This 8,000 square foot shop has been around for over 130 years and is a staple of goods and supplies in Woodstock for locals and visitors alike. Some of the more popular items here are local Vermont cheddar cheese and maple syrup. Don’t eat it all on the way home!

Right across the street, you’ll find the Vermont Flannel Company. This original Vermont based, Made in the USA store has all the flannel you could ever dream of, from comfy pajamas to warm throws for chilly nights. 

Keep wandering up and down Central Street, and you’ll find plenty of options. 

Arts and Crafts

You might not know it, but Vermont is also home to a thriving arts and crafts community. Hundreds of artists call the state home, and there are plenty of great artists and designers who have shops and galleries in the Woodstock area. 

Danforth Pewter is one example. The shop in Woodstock features all of the items they make in their nearby Middlebury studio. Simon Pearce is a world-renowned glassblower who has set up shop right here in the area. Visit his nearby Quechee shop to see the works he offers. 

The Jeanne Amato Gallery is also on Central Street and features her made in Vermont woodcuts of local nature. And Andrew Pearce’s custom wooden bowls are made in nearby Hartland, Vermont just minutes from Woodstock. 

Antiques

Finally, no trip to an old New England town is complete without doing a little bit of antiquing. Even spending a few minutes poking around can produce some good finds. The Vermont Antique Mall is going to give you everything you need in it’s 17,000 square foot barn. It’s almost impossible to not find some treasures here.

Getting There

Woodstock is not far from the New Hampshire border as is only a few miles from two major highways that run through New England, Routes 89 and 91. Woodstock is about 2.5 hours driving from Boston and Albany, NY and about 1.5 hours from Concord, NH, and Burlington, VT.

For tips on planning a New England road trip, read this.