The Way to Do a Fall Weekend at Woodstock, Vermont

For a fast getaway full of colors and state charm, you can’t conquer at Woodstock, Vermont. With opportunities for hiking, shopping, and dining in a New England village which resembles a postcard come to life, Woodstock is the place to take advantage of a weekend escape that is seasonal.

Where to Stay in Woodstock, Vermont

Visit the Woodstock Inn & Resort, a fully renovated and bigger-on-the-inside historical Colonial inn that’s been changed into a yearlong hotel experience–complete with a spa, golf course, and upscale farm-to-table dining scene. Elegant yet cozy, the Woodstock Inn is centrally located on the town green, directly in the middle of the action and within walking distance of almost all seasonal activities.

The highlight of every room at the Woodstock Inn is your natural wood-burning fireplaces (precut timber and games are awaiting arrival). Start your flame and sit back and enjoy romantic nights throughout your fall getaway.

Fall Weekend in Woodstock: Your Friday Schedule

Arrive in the afternoon–Woodstock is driving from new york from five hours or Boston. After check-in in the Woodstock Inn, enjoy free coffee, tea, and biscuits in the inn’s conservatory, or wander just minutes from the resort for coffee and treat at the Caribbean Mon Vert Cafe.

For dinner, head to the inn’s upscale farm-to-table Red Rooster restaurant, and then settle in for a relaxing evening by firelight on your room. Hurry up.

Fall Weekend in Woodstock: Your Saturday Program

Begin the evening with a relaxing farm-fresh breakfast in the Woodstock Inn, and then walk to the enchanting Caribbean (less than five minutes by foot in the inn) in which you will find an eclectic array of local shops.

Begin your shopping trip with a stop in Unicorn, famous for its kitschy number of toys, presents, memorabilia, and jewellery products you won’t find everywhere else. It’s an excellent place to pick up a particular something to remember your trip or get a head start on your holiday shopping.

Then drift into F.H. Gillingham and Sons, a traditional general store in the truest sense, still owned and operated by the family that established the store in 1886. It housed in the original building. Here you can pick up new Vermont cheese, rich Maple syrup, along with other local specialties.

For book lovers, the highlight of your morning buying is going to be a trip to the Yankee Bookshop, Vermont’s oldest continuously operated independent bookshop (since 1935). Pick a read that is new up to enjoy back by the fireplace in your area.

If you are a foodie, hop in the car and drive a half an hour to King Arthur Flour. Here you are able to purchase   your favorite new ingredients, have a baking course, or enjoy coffee or lunch in the cafe.

After lunch, hit the highways and byways of Vermont to take in the autumn foliage–just about anywhere you go will probably be scenic. Or, for a more lively encounter, get a dose of atmosphere on a nearby hiking trail. Hiking trails for all skill levels are located at neighboring Mt. Tom–it’s readily summited in only a couple hours, but yields technicolor views of the surrounding shore–or Marsh-Billings-Rockefeller National Park, which is home to miles of largely flat walking and walking paths.

Love a Saturday evening dinner in the Woodstock Inn’s more relaxed in house restaurant, Richardson’s Tavern. Do not leave without sampling the cheese fondue for two.

Fall Weekend in Woodstock: The Sunday Itinerary

After another breakfast at the Woodstock Inn, your first stop on Sunday ought to be the Billings Farm & Museum, where you can investigate one of the best outdoor museums in the country. (Admission is free for guests of the inn.) Along with being a museum specializing in maintaining Vermont’s rural heritage, it is also a fully-operational Jersey dairy farm where you are able to see draft horses, Jersey cows, and even some drifting sheep. Have a tour of the preserved 1890 Farm House, where you could see what life was like on the farm through its Victorian-era heyday.

Across the road, visit the Marsh-Billings-Rockefeller Mansion to learn what it was like to be the wealthiest resident of this community. Originally built in 1805, this home was renovated and modernized multiple occasions during the next two centuries. Presently, you’re able to catch a glimpse of what it was like when the Rockefeller family left the house in 1997. Guided tours are offered at times.

In the end, go back to the Woodstock Inn for a luxurious spa treatment before you head back to reality. From top massages to multi-layer body treatments and other therapies such as Reiki and reflexology, you’re sure to find a treatment that’ll allow you to end your fall weekend in Woodstock to a relaxing note.

Do Not Miss: Top Tours at Burlington

Viator

Burlington Brewery Tour with Lunch or Dinner


celebrity
Star
Celebrity
Celebrity
Star
Star
Star
Celebrity
Star
Star

Out Of $90drama

Viator

Vermont Brewery Tour at Stowe


celebrity
Star
Celebrity
Celebrity
Celebrity

Out Of $99drama

Viator

Customized Mountain Bike Tour with Lunch at North-Central Vermont


star
Star
Star
Celebrity
Star

From $90play

Watch more things to do in Burlington >

More Weekend Guides:

Josh Roberts visited Woodstock, Vermont, as a guest of the Woodstock Inn & Resort. Follow him on Instagram in @jauntist and on Facebook JoshRobertsAuthor.