Vermont Small Towns: The Best Villages in New England's Most Charming State

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Vermont Small Towns: The Best Villages in New England's Most Charming State

Vermont's small towns are the most beautiful in America — white-steepled churches, covered bridges, maple syrup farms, and fall foliage that draws visitors from around the world. Here's your guide to the best Vermont villages.

Vermont Small Towns: The Best Villages in New England's Most Charming State

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Vermont's small towns are the most beautiful in America. The white-steepled churches, the covered bridges, the maple syrup farms, the rolling hills, and the fall foliage that turns the state into a tapestry of red, orange, and gold every October — these are the images that define New England in the American imagination, and Vermont delivers them with extraordinary consistency.

But Vermont's small towns are more than pretty pictures. They are genuine communities with deep roots, strong local economies, and a commitment to quality — in their food, their crafts, their farms, and their way of life — that makes them genuinely rewarding to visit.

Here's your guide to the best small towns in Vermont, from the famous to the hidden gems.

Woodstock: Vermont's Most Perfect Village

Woodstock is widely considered the most beautiful village in Vermont — and possibly in all of New England. The town's perfectly preserved Federal and Greek Revival architecture, its covered bridges, its village green, and its position in the Ottauquechee River valley create a setting of extraordinary beauty.

The Village: Woodstock's village center — centered on the village green — is a masterpiece of New England architecture. The buildings are beautifully maintained, the streets are lined with mature elms, and the general sense of order and beauty is remarkable.

Billings Farm & Museum — a working farm and museum that celebrates Vermont's agricultural heritage. The farm produces excellent cheese and offers demonstrations of traditional farming practices.

Marsh-Billings-Rockefeller National Historical Park — the only national park in Vermont, celebrating the history of conservation in America. The park's mansion, gardens, and forest are beautifully maintained.

Quechee Gorge — a dramatic 165-foot gorge carved by the Ottauquechee River, accessible via a short walk from the road. One of the most dramatic natural features in Vermont.

Where to Eat:

  • The Prince and the Pauper — the finest restaurant in Woodstock, with excellent New England cuisine in a beautiful historic setting
  • Cloudland Farm — a farm-to-table restaurant on a working farm, with exceptional food and beautiful views

Stowe: Vermont's Mountain Town

Stowe is Vermont's most famous mountain town — a combination of world-class skiing at Stowe Mountain Resort, excellent hiking and cycling in summer, and a charming village with excellent restaurants and shops.

Stowe Mountain Resort — one of the finest ski resorts in the East, with 485 acres of terrain, excellent groomed runs, and the challenging terrain of Mount Mansfield (Vermont's highest peak at 4,395 feet).

The Stowe Recreation Path — a 5.3-mile paved path along the West Branch River, connecting the village to the mountain. The path is excellent for cycling, walking, and in-line skating.

Mount Mansfield — Vermont's highest peak, accessible by gondola from Stowe Mountain Resort or by hiking trail. The summit offers panoramic views of Vermont, New Hampshire, New York, and Canada.

The Trapp Family Lodge — the famous lodge founded by the von Trapp family (of "Sound of Music" fame), with excellent accommodations, dining, and cross-country skiing.

Where to Eat:

  • Hen of the Wood — one of the finest restaurants in Vermont, with exceptional farm-to-table cuisine
  • The Alchemist Brewery — the home of Heady Topper, one of the most celebrated craft beers in America

Manchester: Upscale Vermont

Manchester is Vermont's most upscale small town — a combination of beautiful architecture, excellent restaurants, world-class fly fishing, and the Orvis flagship store (the famous fly fishing and outdoor gear company was founded here in 1856).

Orvis — the flagship store of the famous fly fishing and outdoor gear company, with an excellent selection of fly fishing equipment, outdoor clothing, and gifts. The Orvis fly fishing school offers instruction for all skill levels.

The Battenkill River — one of the finest fly fishing rivers in the East, flowing through the Manchester area. The river's wild brown trout are legendary among fly fishermen.

Hildene — the historic home of Robert Todd Lincoln (Abraham Lincoln's son), with beautifully maintained gardens and excellent tours of the house.

The Equinox Resort — one of the finest resort hotels in Vermont, with a beautiful setting at the foot of Mount Equinox and a full range of amenities.

Where to Eat:

  • The Reluctant Panther — the finest restaurant in Manchester, with exceptional cuisine and a beautiful historic setting
  • Ye Olde Tavern — a beloved local institution serving classic New England cuisine in a historic tavern setting

Middlebury: The College Town

Middlebury is home to Middlebury College — one of the finest liberal arts colleges in America — and has the cultural richness and intellectual energy that comes with a great college town. The town's beautiful architecture, excellent restaurants, and vibrant arts scene make it one of the most rewarding small towns in Vermont.

Middlebury College — the campus is one of the most beautiful in America, with stunning architecture and a commitment to sustainability that has made it a model for other institutions.

The Vermont Folklife Center — an excellent museum celebrating the folk traditions of Vermont and the surrounding region.

Otter Creek Brewing — one of Vermont's oldest and most respected craft breweries, with excellent beers and a welcoming tap room.

Where to Eat:

  • Storm Café — a beloved local restaurant with excellent farm-to-table cuisine
  • Tully & Marie's — a lively restaurant with excellent food and a warm, welcoming atmosphere

Montpelier: The Smallest State Capital

Montpelier is the smallest state capital in America — a city of just 8,000 people — and one of the most charming. The city's beautiful architecture, excellent restaurants, and vibrant arts scene make it a rewarding destination in its own right.

The Vermont State House — a beautiful Greek Revival building with a gold dome, one of the finest state capitol buildings in America.

The Vermont Historical Society Museum — an excellent museum celebrating the history of Vermont, with exhibits on the state's agricultural heritage, its role in the Civil War, and its cultural traditions.

Where to Eat:

  • Kismet — one of the finest restaurants in Vermont, with exceptional farm-to-table cuisine
  • La Brioche — the best bakery in Vermont, with exceptional pastries and breads

Fall Foliage: Vermont's Greatest Show

Vermont's fall foliage is the most spectacular in New England — a combination of the state's diverse tree species (sugar maples, red maples, birches, beeches, and aspens), its rolling hills, and its clear autumn light that creates a display of color that draws visitors from around the world.

Peak Foliage: Typically the first two weeks of October, though the exact timing varies by year and elevation. Higher elevations turn first; lower valleys turn last.

Best Foliage Drives:

  • Route 100 — the "Main Street of Vermont," running north-south through the state's most beautiful countryside
  • Route 9 — the "Molly Stark Trail," connecting Brattleboro to Bennington through beautiful hill country
  • Route 12 — a beautiful drive through the hills between Woodstock and Montpelier

Foliage Report: The Vermont Department of Tourism publishes a weekly foliage report during the fall season at foliage.vermont.gov.

Vermont Food Culture

Vermont's food culture is rooted in its agricultural heritage — the state's dairy farms, maple syrup producers, apple orchards, and artisan food makers produce some of the finest food in America.

Maple Syrup: Vermont produces more maple syrup than any other state in the country. The maple syrup season (late February to early April) is celebrated with "sugaring off" events at farms across the state.

Vermont Cheese: Vermont is home to some of the finest artisan cheese makers in America, including Cabot Creamery, Jasper Hill Farm, and Vermont Creamery.

Craft Beer: Vermont has more craft breweries per capita than any other state in the country. The Alchemist (Stowe), Hill Farmstead (Greensboro), and Lawson's Finest Liquids (Warren) are among the most celebrated craft breweries in America.

For more Vermont adventures, see our Vermont Fall Foliage Guide, Vermont Hiking Guide, Vermont Farm-to-Table Food Guide, and Vermont Covered Bridges Guide. Also see our Best Small Towns in the South for more small town destinations.

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