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Woodstock, VT Getaway Guide

It’s not a proper wintertime until I’ve visited Vermont. Woodstock is one of the cutest, quintessential New England towns and it’s utterly perfect in the snow. Plus, it has easy access to plenty of mountains, including Killington and Stratton. If you’re heading there in the summertime, the lush Green Mountains are a great spot for a getaway as well.

To Stay

Woodstock Inn

The Woodstock is a beautiful inn located right in the heart of the town. Its plush accommodations and plethora of amenities make it super popular all year round. Read all about Cori Sue’s stay and meal at The Red Rooster restaurant here. Woodstock Inn & Resort, 14 The Green, Woodstock, VT

The Shire

If you’re looking for a more affordable option, there are plenty of motels and quaint B&Bs in the area. One of our faves is The Shire, an elegant motel with riverfront views and cozy accommodations. The prices are reasonable for a room for two and it was a great spot to rest up after a day of skiing. The Shire, 46 Pleasant St, Woodstock, VT


To Brunch

The Red Rooster

This award-winning restaurant located in the Woodstock Inn is a pristine space with delicious fare. The emphasis on local ingredients and New England purveyors give the menus a true taste of Vermont. Read Cori Sue’s full review, here. The Red Rooster,

Mon Vert Cafe

If you’re looking for a quick bite before hitting the slopes or the road, we adore this farmhouse cafe. They offer loads of fresh pastries, hot coffee and a dynamite breakfast sandwich. Mon Vert Cafe, 28 Central St, Woodstock, VT


To Do

Photo by Chandler Burgess

Ski Biking at Killington

Sure you can ski or ride at Killington, but after our own personal experience, we’d recommend trying ski biking. Killington is the only mountain in Vermont that offers this fun-for-all-ages activity. Even people who can’t ski (myself included) seem adapt quickly to ski biking, and it’s a wicked fun way to carve up the mountain. It’s great for outdoor sport enthusiasts and beginners alike. Killington, 4763 Killington Road, Killington, VT 


If you’re visiting Vermont during warmer months, one of our favorite activities and packing a cooler of beer and floating down a river in inner tubes. Vermont River Tubing offers runs on the White River for groups. It’s a great way to soak up some sun and enjoy the local scenery from a different viewpoint. Vermont River Tubing, 902 Route 100, Stockbridge, VT


To Shop

Vermont Flannel Company

There’s nothing better than high-quality, locally made products. After you’ve scooped up maple syrup and local cheeses, get decked out with the softest, coziest flannel ever. I’ve owned a pullover from Vermont Flannel for over 10 years, and it’s still in great condition. I buy these shirts for all my loved ones to warm up in apres-ski. Vermont Flannel Company, 13 Elm St, Woodstock, VT

Farmhouse Pottery

After admiring pottery from these artisans in a friend’s home, we became obsessed with stopping by this studio. Pick up beautiful hand-thrown homewares after watching the artists at work. Plus, you can even schedule a class to learn how to make a souvenir for yourself! Farmhouse Pottery, 1837 West Woodstock Rd. (Rt 4), Woodstock, VT

The Yankee Bookshop

After brunch, drop into Vermont’s oldest continuously operated independent bookstore for a bit of browsing. The shop has been open since 1935 but the titles are lovingly curated by the eighth iteration of owners. You’ll find the latest bestsellers along with more unique recommendations. Yankee Bookshop, 12 Central Street, Woodstock VT


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