Explore Woodstock, Vermont

FIND YOUR PLACE ON THE RIVER

Covered bridges, Green Mountain scenery and a village filled with independent shops, galleries and local flavors make Woodstock, Vermont an easy place to slow down.

Stay beside the Ottauquechee River at On The River Inn, just minutes from Woodstock Village and well placed for exploring the best of central Vermont.

Welcome to Woodstock, Vermont

Woodstock brings together the character of a classic New England village with the energy of a creative, year-round community.

Historic buildings and covered bridges sit alongside working farms, independent stores, art galleries and locally owned restaurants. Wander around the Village Green, follow the Ottauquechee River or head into the surrounding hills for scenic drives, woodland walks and outdoor adventures.

There is plenty to experience, but never any pressure to rush.

The History of Woodstock, VT

Woodstock was chartered in 1761 and became the shire town of Windsor County in 1786. Its position beside the Ottauquechee River helped it grow into a center for trade, craftsmanship and manufacturing.

Covered bridge Woodstock Vermont

That heritage can still be seen in the village’s historic buildings, covered bridges and traditional streetscape. Local galleries, farms, makers and independent businesses continue the creative spirit that has shaped Woodstock for generations.

Marsh Billings Rockefeller National Park

The town also holds an important place in America’s conservation story. Marsh-Billings-Rockefeller National Historical Park preserves the landscapes and family histories connected to generations of environmental stewardship.

Experience Every Season in Woodstock

Fall in Woodstock

Fall in Woodstock

Fall foliage turns the surrounding hills red, orange and gold. Follow scenic roads, walk the trails around Mount Tom and settle into crisp Vermont evenings.

Spring in Woodstock

Spring in Woodstock

Maple season, budding landscapes and quieter trails bring fresh energy to the village. Visit local farms, explore the countryside or enjoy a peaceful spring walk.

Winter in Woodstock

Winter in Woodstock

Snow-covered streets and nearby ski mountains give Woodstock a quieter rhythm. Ski, snowshoe or wander through the village before returning to the warmth of the inn.

Summer in Woodstock

Summer in Woodstock

Long days are made for hiking, cycling, scenic drives and time beside the river. Explore the village before returning for a relaxed evening at the inn.

Things to Do in Woodstock, VT

There are plenty of things to do in Woodstock, VT, whether your ideal day involves village streets, historic farms, mountain trails or a table filled with local food.

Village Walks and Covered Bridges

Browse independent stores and galleries, wander around the Village Green and cross the Middle Covered Bridge for one of Woodstock’s most recognizable views.

Farms, History and Culture

Visit Billings Farm & Museum, explore the trails and conservation story of Marsh-Billings-Rockefeller National Historical Park or learn more about the town at the Woodstock History Center.

Trails and Outdoor Adventures

Hike, cycle and follow scenic roads during the warmer months. When winter arrives, nearby ski mountains, Nordic trails and snowshoe routes offer new ways to explore.

Shops, Makers and Local Flavors

Find Vermont-made goods, pottery, artwork, books and local produce throughout the village and surrounding area. Finish the day with a relaxed meal or return to 506 Bistro & Bar at the inn.

FAQs On Staying in Woodstock, VT

Yes. On The River Inn is a convenient choice for travellers comparing Woodstock VT hotels, with a peaceful location close to the village, dining, shopping, and nearby outdoor attractions.

Lebanon Municipal Airport in New Hampshire is the closest commercial airport to Woodstock, approximately 16 miles or a 25-minute drive away.

Burlington International Airport, Manchester-Boston Regional Airport and Boston Logan International Airport provide additional flight options, followed by a drive through Vermont or northern New England.

Amtrak services stop at White River Junction, approximately 14 miles from Woodstock. Dartmouth Coach also provides connections from Boston Logan Airport, Boston South Station and New York City to the Upper Valley.

There is no direct train or intercity bus service into Woodstock itself, so visitors should arrange a taxi, private transfer or rental car for the final part of the journey.

Killington, Vermont

Approximately 23 miles | Around 30 minutes

Head west to Killington for skiing, mountain biking, hiking and year-round mountain scenery. It is close enough for an active day out before returning to Woodstock for a slower evening.

Manchester, Vermont

Approximately 60 miles | Around 1.5 hours

Manchester combines mountain views with historic homes, independent stores, galleries and outlet shopping, making it an easy addition to a longer southern Vermont road trip.

Stowe, Vermont

Approximately 73 miles | Around 1.5–2 hours

Known for its mountain setting and outdoor recreation, Stowe pairs naturally with Woodstock for visitors planning a longer journey through Vermont.

Burlington, Vermont

Approximately 97 miles | Around 1 hour 45 minutes–2 hours

Set beside Lake Champlain, Burlington brings waterfront views, restaurants, shops and a livelier city atmosphere to a wider Vermont itinerary.

Guests can explore Woodstock village, visit local farms and historic sites, enjoy scenic walks, browse independent shops, discover covered bridges, and head into the Green Mountains for seasonal outdoor adventures.

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