Red skiing gondolas travel up a mountain in the ski town of Stowe, Vermont. Image credit: Adam McCullough / Shutterstock.com

9 Stress-Free Vermont Towns For A Weekend Retreat

Vermonters know that the best weekends here move at the speed of a covered bridge. The maple comes from the farm down the road and the mountains keep the noise out. Towns like Woodstock and Stowe have spent two centuries learning how to slow a person down. A stay here means cheese pulled from the aging cave and a brewery line worth standing in. It means a marble sidewalk laid in the 1850s and an inn that has kept its fireplace going since before the Civil War. These nine towns turn a two-day escape into something that actually rests you.

Woodstock

The old covered bridge in Woodstock, Vermont.
The old covered bridge in Woodstock, Vermont.

Marsh-Billings-Rockefeller National Historical Park sits at the edge of Woodstock and protects the oldest professionally managed forest in the country, planted by the conservationists who once lived on the estate. Walk its carriage roads in the morning, tour the mansion, then drive out to Sugarbush Farm to taste aged cheddar and watch sap turn to syrup in the sugarhouse. Back on Central Street, brick-front bookstores and cafes open onto a green that this Windsor County town has kept tidy since the 1700s, and the Middle Bridge carries foot traffic over the Ottauquechee River a block away. A few minutes east in Quechee, Simon Pearce blows glass inside a restored mill above a waterfall, with the furnaces running in full view of the dinner tables. The Woodstock Inn and Resort closes the day on the village green, where the lobby fireplaces stay lit and the spa books up fast on winter weekends.

Stowe

Aerial photo of Stowe, Vermont.
Aerial photo of Stowe, Vermont.

Stowe sits at the foot of Mount Mansfield, the highest peak in Vermont at 4,393 feet, and the mountain sets the pace for everything below it. The Spa at Spruce Peak runs treatments and scrubs at the base of the gondola, and Mountain Road threads the rest of the village together without ever feeling crowded. The Alchemist's beer cafe on Cottage Club Road pours hand-pulled Heady Topper, the cult hazy IPA the brewery built its name on, while the Von Trapp Brewing Bierhall serves Austrian lagers and schnitzel on a hillside the real von Trapp family settled in the 1940s. When the eating is done, the Stowe Recreation Path leaves downtown and follows the West Branch for five and a half level miles past meadows and a covered bridge or two. The Lodge at Spruce Peak handles the overnight, with skiing out the door in winter and hiking the same trails come summer.

Brattleboro

Cascades and old buildings along Whetstone Brook, in Brattleboro, Vermont.
Cascades and old buildings along Whetstone Brook, in Brattleboro, Vermont.

The Latchis Theatre anchors downtown Brattleboro, a 1938 Art Deco movie house and hotel that still screens indie films and stages live shows under its original zodiac ceiling murals. Around the corner, the Brattleboro Museum and Art Center fills a former railroad station with rotating contemporary work and skips the permanent collection entirely. The town sits where the West River meets the Connecticut, and the Whetstone Station brewery puts its deck right over the water for a sunset pint. Just north, the nonprofit Retreat Farm keeps working farmland and more than ten miles of trails open to anyone who wants to walk them. The Inn on Putney Road runs a few minutes from downtown for travelers who want garden quiet over Main Street noise.

Manchester

East Front of Hildene in Manchester, Vermont
East Front of Hildene in Manchester, Vermont. Image credit: LEE SNIDER PHOTO IMAGES / Shutterstock.com.

The marble sidewalks along Main Street in Manchester were laid in the 1850s from local quarry stone, and they still carry shoppers past the Northshire Bookstore and Mother Myrick's confectionery. The town's signature address is Hildene, the Georgian Revival home Robert Todd Lincoln built in 1905, where the gardens, the working farm, and the original 1,000-pipe organ are all open for tours. The Battenkill runs cold and clear just outside town and ranks among the most famous wild trout streams in the East, which is why fly anglers have come here for generations. Orvis founded its rod company in Manchester in 1856 and still runs a fly-fishing school on the river. The Equinox handles the upscale stay with a spa and golf, while the Inn at Manchester keeps things smaller and sends guests off with a homemade breakfast.

Montpelier

The Vermont State Capitol in Montpelier, Vermont.
The Vermont State Capitol in Montpelier, Vermont.

The gold-domed State House gives Montpelier its skyline, and its House and Senate chambers are the oldest active legislative halls in the country to keep their original interiors. This is the least populous state capital in America, and it shows in a downtown with no McDonald's and no chain stores, just independent shops along the Winooski River. Browse Bear Pond Books on Main, grab a coffee at North Branch Cafe, then climb the trails in Hubbard Park to the stone observation tower for a look back at that dome. Morse Farm Maple Sugarworks runs sugarhouse tours and tastings a couple of miles uphill, with eight generations of the same family working the trees. The Capitol Plaza puts you on State Street downtown, while Moose Meadow Lodge trades the village for a forest hillside and a treehouse out back.

Middlebury

Middlebury Falls, in Middlebury, Vermont
Middlebury Falls in Middlebury, Vermont.

Otter Creek drops over a falls right in the center of Middlebury, loud enough to hear from the shops on either bank. The college town fills its center with bakeries like Haymaker Bun Co. and the white steeple of the 1809 Congregational Church, one of the finest Federal-style meetinghouses in New England. The Marble Works district reuses a 19th-century stone mill complex as shops and plazas built for the town's summer events. Drive four miles out to Lincoln Peak Vineyard for cold-climate wine tastings and charcuterie made from Vermont products. The Middlebury Inn has taken in guests since 1827, and the Swift House Inn offers quieter rooms with garden paths and porches for a weekend that disappears.

Grafton

A village store in Grafton, Vermont.
A village store in Grafton, Vermont. Image credit: Bob LoCicero / Shutterstock.com.

About 600 people live in Grafton, and the nonprofit Windham Foundation has restored much of the village to its white-clapboard 19th-century self. The Grafton Trails and Outdoor Center keeps forest paths open for hiking and mountain biking in summer and snowshoeing and tubing once the snow falls. Grafton Village Cheese Company carries on a craft the town has practiced since the 1890s, and you can buy the result a mile up the road at the Grafton Mercantile. Follow the lane out of town to the single-span wooden Hall Bridge, where the Saxtons River runs through the trees below. The Grafton Inn has operated since 1801, making it one of the oldest continuously running inns in the country, and it still serves dinner at the 1801 Tavern and the Phelps Barn Pub.

Chester

The train station depot in Chester, Vermont
The train station depot in Chester, Vermont. Image credit: Bob LoCicero / Shutterstock.com.

Chester keeps a rare streetscape on its north end, the Stone Village, where roughly thirty buildings of mica-flecked gneiss were raised in the 1830s and 1840s. Galleries like DaVallia Art and Accents work out of those stone walls, selling pottery, paintings, and textiles made nearby. Breakfast comes off the griddle at the Country Girl Diner, a 1940s silver dining car serving maple sausage and pancakes, and dinner is wood-fired pizza at the Pizza Stone. The Green Mountain National Forest sits about twenty minutes out for a summer hike, and the same hills go silent and white in winter. Inn Victoria leans hard into its period furnishings, while the Chester House Inn keeps a lighter touch on Main Street.

Waitsfield

A scene from Waitsfield, Vermont.
A scene from Waitsfield, Vermont. Image credit: US Department of Agriculture via Flickr.com.

Waitsfield holds down the middle of the Mad River Valley, ski country that empties out the moment the lifts stop. The Great Eddy Covered Bridge, built in 1833 and listed on the National Register, still carries traffic over the Mad River and ranks among the oldest operating covered bridges in the state. Bridge Street runs the length of downtown past the Artisans' Gallery and Mad River Taste Place, where the cases hold Vermont meats, cheeses, and chocolate. The Saturday farmers market is the town's weekly gathering, stacked with maple syrup, alpine cheese, and just-baked bread from valley producers. The Mad River Inn handles the overnight with a hot tub under the stars and fire pits out back.

Recharge In Vermont

The pleasure of a Vermont weekend is rarely one big attraction. It is the carriage road in Woodstock, the meditation room at Spruce Peak, the candlelit dinner inside a 224-year-old inn in Grafton. Each of these nine towns is small enough to cross on foot and old enough to have figured out what visitors actually need, which is less to do and more time to do it in. Pick one, leave the itinerary at home, and let a covered bridge set the pace.

Share
  1. Home
  2. Places
  3. Cities
  4. 9 Stress-Free Vermont Towns For A Weekend Retreat

More in Places