Amy Traverso’s Favorite Things to Do in Woodstock, Vermont

By Amy Traverso

Jun 08 2017

Photo Credit : Courtesy of F. H. Gillingham & Sons
On the 11th episode of Weekends with Yankee, we asked Amy Traverso, the show’s cohost and Yankee’s senior food editor, to share a few of her favorite things to do in Woodstock, Vermont. 


Woodstock, Vermont, is one of my favorite places in New England. I love the village, with its hiking trails and restaurants and 1886 general store. I love that hiking, skiing, and swimming are all within easy reach from town. And I love that in every season, there’s something to do and explore. Here’s a tour of some of Woodstock’s best offerings to help you plan your next visit.
Things to Do in Vermont
Woodstock, Vermont
Photo Credit : Aimee Tucker


Like many of Vermont’s other top tourist destinations, Woodstock has an abundance of inns and bed-and-breakfasts. The Woodstock Inn & Resort, built on the site of a 1793 tavern, is the local grande dame, occupying a prime spot on the town green. Recently remodeled, the inn has achieved a style that feels fresh and uniquely Vermont, with a roaring central fireplace (in cool-weather months) and an airy spa with its own courtyard hot tub (book a treatment and enjoy the facilities all day). Just down the road, the fitness center is perfect for an après-ski or après-golf soak. (Tip: Book a room during the annual post-Thanksgiving sale and enjoy a five-star inn at three-star prices.)
woodstock inn vermont christmas
The Woodstock Inn in Woodstock, Vermont
Photo Credit : Aimee Tucker
Newer on the scene, the family-friendly 506 On the River Inn sits about two miles out of town on the banks of the Ottauquechee River and offers cool country-industrial decor, spacious rooms and suites, an indoor pool and spa, free breakfast, and game rooms for rainy days.


Hiking up Mount Tom takes just 30 minutes from town (the trail begins on Mountain Avenue, behind the covered bridge), and the summit provides a stunning view of the entire village. In winter, you can strap on your snowshoes or cross-country skis to make the journey. But beyond that one hike, you’ll find a network of interconnected trails throughout and around the town that pass through a national park and along meadows and ponds.
Things to Do in Woodstock VT | Woodstock Inn & Resort
Suicide Six in Woodstock, Vermont
Photo Credit : Cathryn McCann
The Suicide Six ski area is one of the best small ski mountains in New England, with trails for skiers at every level and a cozy vibe. If cross-country skiing is more your speed, the Tubbs Snowshoes and Nordic Adventure Center, part of the Woodstock Inn’s property but open to the public, offers nearly 20 miles of groomed trails. In summer, go for a swim at Silver Lakein nearby Barnard, then grab some ice cream or a fresh sandwich at the Barnard General Store.


Billings Farm and Museumoffers taste of traditional New England farm life c. 1890, from butter-making and sheep-shearing demonstrations (the museum’s main season runs May to October, but it opens for special weekend and holiday events, such as sleigh rides, in the winter).
Billings Farm and Museum in Woodstock, Vermont.
Billings Farm and Museum in Woodstock, Vermont
Photo Credit : Aimee Tucker
The mansion at the Marsh-Billings-Rockefeller National Historical Park (named after the families who have successively owned the property) offers a stunning example of Queen Anne–style architecture (complete with Tiffany stained glass windows) and gardens designed by some of the most renowned landscape architects of their time. This seasonal attraction is open from late May through October.
Things to Do in Woodstock VT | Woodstock Inn & Resort
Middle Bridge in Woodstock, Vermont
Photo Credit : Cathryn McCann
Middle Bridge, a single-lane span over the Ottauquechee River in the heart of town, is one of the most-photographed covered bridges in New England. Watch master glass artisans at work at the Simon Pearce flagship store in nearby Quechee, shop for tableware and home decor, then have dinner at the award-winning restaurant the Mill at Simon Pearce.


At Farmhouse Pottery, the wife-and-husband team of Zoe and James Zilian have been designing and crafting pottery, housewares, and accessories in an ever-expanding product line for more than a decade. Bookworms will find a well-curated selection at the Yankee Bookshop. The Woodstock Farmers Market is the kind of locally inspired small grocery that every town should have, stocked with fresh produce, staples, and Vermont-made cheeses, chocolates, jams, breads, and more.
woodstock vermont yankee book shop
The Yankee Bookshop in Woodstock, Vermont
Photo Credit : Aimee Tucker
F. H. Gillingham & Sons
F. H. Gillingham & Sons in Woodstock, Vermont
Photo Credit : Courtesy of F. H. Gillingham & Sons
I could spend an entire day in F.H. Gillingham & Sons, a sprawling general store that first opened its doors in 1886. It is still family owned, now run by the founder’s great-grandsons, and offers a bit of everything, from gardening essentials to fishing tackle to toys and gluten-free crackers.


Cloudland Farmis a true farm-to-table experience, located in a post-and-beam structure on the Emmons family farm in Pomfret, a short, scenic drive from town. Here, you can enjoy fresh meats and vegetables from this and other nearby farms prepared with a French and American accents (choose from two- or three-course prix fixe options). Just outside town, Worthy Kitchen offers craft beer and terrific comfort fare (burgers, poutine, fried chicken, local cheeses).
Chef Jevgenija Saromova with proprietor Mara Mehlman of The Lincoln Inn & Restaurant in Woodstock, Vermont
Chef Jevgenija Saromova with proprietor Mara Mehlman of the Lincoln Inn & Restaurant in Woodstock, Vermont.
Photo Credit : Lynn Bohannon
And right in the heart of Woodstock, Mountain Creamery is a great place to grab a VerMonte Cristo sandwich (ham, turkey, and Swiss between French toast slices, served with a side of maple syrup) and a slice of mile-high apple pie. Finally, for more upscale options, try the Lincoln Inn & Restaurant,where chef Jevgenija Saromova takes years of restaurant training in Italy, England, and France and applies them to the seasonal flavors of Vermont.