Woodstock is a picturesque colonial town in southern Vermont. If you are looking for a quintessential New England getaway, this area is the place to visit – historic, artistic, and charming. It’s also home to Vermont’s only national park and three covered bridges.
Exploring the Town
Walk along Central Avenue to see why Woodstock has been called “the prettiest small town in America.” Enjoy the historic architecture and stop in some of the quaint shops. Some of our favorites include F.H. Gillingham & Sons General Store, Collective – The Art of Craft, and The Vermont Flannel Co. Head outside the center of town on Route 4 to Farmhouse Pottery for gorgeous handmade pieces. You can even book a lesson with a master potter to create your own piece of stoneware.
Stay
Book The Woodstock Inn for luxury in downtown Woodstock. The landmark resort blends New England culture and elegant accommodations. There is an onsite spa, as well as a tennis center and golf course for use during the warmer months.
Dining
Enjoy breakfast or lunch of locally sourced and organic ingredients at the Mountain Creamery or Mon Vert Café. For cocktails and small plates in a relaxed atmosphere, sit fireside at Richardson’s Tavern. Great dinner options include prix fixe at The Prince & the Pauper, seafood at The Daily Catch, and chef-driven Northeastern cuisine at The Red Rooster.
Things to Do
Explore the Marsh-Billings-Rockefeller National Historical Park on snowshoes – then take a break at the Mount Tom Cabin where a hot, delicious lunch awaits between 11 AM and 2 PM (in-season, from mid-December through March. Confirm with the inn before setting out). Day or season passes are available at the Woodstock Inn & Resort Nordic Center.
Billings Farm and Museum is open on the weekends in the Winter. You’ll find a range of barnyard activities with Jersey cows, draft horses, and sheep. There are cooking and cheese making demonstrations, as well as horse drawn sleigh rides!
Visit Suicide Six Ski Area in neighboring Pomfret for skiing and snowboarding for all skill levels. If you’re a beginner, they have the oldest continually operating ski school in the country.
Bonus: Make a stop at neighboring town, Quechee, Vermont and visit the Simon Pearce Glassware flagship store. The sophisticated handmade glassware is made onsite and you can go downstairs to the workshop to see the glassblowers at work. Then have lunch at their onsite restaurant— be sure to step out on the patio to see the Ottauquechee River and its waterfall.


















