945
trips planned today
4.6
out of 5
Trustscore rating
©

Woodstock trip planner

Create a fully customized
day by day itinerary for free

Itinerary planner

+ Add destination
2 adults
Adults
- +
Teens
- +
Kids
- +
Close
Trip Planner USA  /  Vermont  /  Woodstock

Woodstock

4.5
Historic Sites · National Parks · Mountains
Woodstock is the shire town of Windsor County, Vermont, United States. As of the 2010 census, the town population was 3,048. It includes the villages of South Woodstock, Taftsville, and Woodstock.HistoryChartered by New Hampshire Governor Benning Wentworth on July 10, 1761, the town was a New Hampshire grant to David Page and 61 others. It was named after Woodstock in Oxfordshire, England, as a homage to both Blenheim Palace and its owner, George Spencer, 4th Duke of Marlborough. The town was first settled in 1768 by James Sanderson and his family. In 1776, Major Joab Hoisington built a gristmill, followed by a sawmill, on the south branch of the Ottauquechee River. The town was incorporated in 1837.Although the Revolution slowed settlement, Woodstock developed rapidly once the war ended in 1783. The Vermont General Assembly met here in 1807 before moving the next year to the new capital at Montpelier. Waterfalls in the Ottauquechee River provided water power to operate mills. Factories made scythes and axes, carding machines, and woolens. There was a machine shop and gunsmith shop. Manufacturers also produced furniture, wooden wares, window sashes and blinds. Carriages, horse harnesses, saddles, luggage trunks and leather goods were also manufactured. By 1859, the population was 3,041. The Woodstock Railroad opened to White River Junction on September 29, 1875, carrying freight and tourists. The Woodstock Inn opened in 1892.
Plan the details of your Woodstock holiday and any onward adventuring with our easy-to-use United States visit planning site.
Source
Create a full itinerary — for free!

Plan your trip to Woodstock

  • Get a personalized trip
    A complete day by day itinerary
    based on your preferences
  • Customize it
    Refine your trip. We'll find the
    best routes and schedules
  • Book it
    Choose from the best hotels
    and activities. Up to 50% off
  • Manage it
    Everything in one place.
    Everyone on the same page.

Popular things to do in Woodstock

See all ›
Sugarbush Farm ©
Farm
Sugarbush Farm
4.4
Duration: 2 hours
Billings Farm & Museum ©
Historic Site
Billings Farm & Museum
4.5
Duration: 2h 30 min
Mount Tom ©
Mountain
Mount Tom
4.9
Duration: 2 hours

Side trips from Woodstock

Stowe Recreation Path ©
Hiking Trail
Stowe Recreation Path Stowe
4.9
Duration: 2 hours
Flume Gorge ©
Geologic Formation
Flume Gorge Franconia
4.7
Duration: 2 hours
Quechee Gorge ©
Canyon
Quechee Gorge Quechee
4.5
Duration: 2 hours
Hildene, The Lincoln Family Home ©
Garden
Hildene, The Lincoln Family Home Manchester
4.7
Duration: 2 hours

Hidden gems in Woodstock

Ottaquechee River
Water Body
Ottaquechee River
4.8
Duration: 2 hours
New England Falconry ©
Wildlife Area
New England Falconry
4.8
Duration: 1h 30 min
Taftsville Covered Bridge ©
Bridge
Taftsville Covered Bridge
4.5
Duration: 30 minutes
Collective, the art of craft ©
Landmark
Collective, the art of craft
4.6
Duration: 1h 30 min

Shopping in Woodstock

Quechee General Store - Cabot Station ©
Antique Store
Quechee General Store - Cabot Station
4.8
Duration: 30 minutes
Farmhouse Pottery ©
Gift & Specialty Shop
Farmhouse Pottery
4.2
Duration: 2 hours

Historic Sites in Woodstock

FH Gillingham & Sons General Store ©
Historic Site
FH Gillingham & Sons General Store
4.7
Duration: 30 minutes

Golf in Woodstock

Woodstock Country Club ©
Golf Course
Woodstock Country Club
4.0
Duration: 2 hours

Where to stay in Woodstock

Browse hotels, guesthouses, and unique homes and book your stay on the world's leading accommodation sites.
Millions of travel reviews on TripAdvisor
2 adults
Adults (12 +)
- +
Children (2-11)
- +
Infants (Under 2)
- +
Close
Live like a local, find unique places to stay
2 adults
Adults (12 +)
- +
Children (2-11)
- +
Infants (Under 2)
- +
Close

Places to visit with Woodstock

Stowe Trip planner BEST FOR: Hiking Trail, Ski Area, Mountain Killington Trip planner BEST FOR: Ski Area, Hiking Trail, Golf Course Burlington Trip planner BEST FOR: Flea Market, Hiking Trail, Park Quechee Trip planner BEST FOR: Canyon, Wildlife Area, Antique Store Ludlow Trip planner BEST FOR: Ski Area, Waterfall, Gift & Specialty Shop

Recently planned trips to Woodstock

4 days in Vermont BY A USER FROM UNITED STATES April, culture, outdoors, relaxing, shopping, popular & hidden gems Preferences: April, culture, outdoors, relaxing, shopping Attraction style: Popular & hidden gems Pace: Medium 12 days in New England & Newark BY A USER FROM UNITED STATES June, kids, popular sights Preferences: June, kids Attraction style: Popular sights Pace: Medium 29 days in United States BY A USER FROM UNITED KINGDOM October, popular sights Preferences: October Attraction style: Popular sights Pace: Medium 3 days in Vermont BY A USER FROM UNITED STATES December, culture, outdoors, historic sites, museums, wildlife, hidden gems Preferences: December, culture, outdoors, historic sites, museums, wildlife Attraction style: Hidden gems Pace: Medium 15 days in Vermont BY A USER FROM UNITED STATES April, popular sights Preferences: April Attraction style: Popular sights Pace: Medium 7 days in Vermont BY A USER FROM UNITED STATES November, culture, outdoors, relaxing, romantic, beaches, wildlife, popular & hidden gems Preferences: November, culture, outdoors, relaxing, romantic, beaches, wildlife Attraction style: Popular & hidden gems Pace: Medium 4 days in Vermont BY A USER FROM UNITED STATES November, popular sights Preferences: November Attraction style: Popular sights Pace: Medium 31 days in United States BY A USER FROM UNITED STATES September, popular sights Preferences: September Attraction style: Popular sights Pace: Medium 8 days in Vermont BY A USER FROM UNITED STATES May, popular sights Preferences: May Attraction style: Popular sights Pace: Medium 2 days in Woodstock BY A USER FROM UNITED STATES October, popular sights Preferences: October Attraction style: Popular sights Pace: Medium 58 days in United States BY A USER FROM INDIA April, teens, kids, popular sights Preferences: April, teens, kids Attraction style: Popular sights Pace: Medium 3 days in Vermont BY A USER FROM UNITED STATES October, hidden gems Preferences: October Attraction style: Hidden gems Pace: Medium