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Woodstock, VT

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About Woodstock, VT

A quintessential New England community in eastern Vermont, Woodstock is bursting with things to see and do. Popular with romantic couples as well as families and friends, this charming destination offers a wonderful choice of accommodation options, ranging from simple B&Bs to expansive hotels with heaps of facilities. Fit for a whole host of tastes and budgets, the best places to stay in Woodstock, VT are open year-round, perfect for adventuring in the snow or the summer sunshine.

Culture buffs will gravitate towards the March - Billings - Rockefeller National Historical Park, the Calvin Coolidge Memorial Foundation and the Hall Art Foundation. Billings Farm & Museum offers a fascinating insight into Vermont’s rural past, with farm life exhibits and a programme of daily activities for guests of all ages. The Woodstock Vermont Historical Society and the Norman Williams Public Library are also highlights. Pop into the Woodstock Gallery or Gallery on the Green before catching a show at the Town Hall Theatre in the evening!

Outdoorsy travellers will find an abundance of opportunities to hike, cycle or horse ride along forested paths and paved trails — especially pretty during the autumn months, when the leaves are changing colour. Also most striking in the fall are the Ottauquechee River and Silver Lake State Park, where you can swim, kayak and canoe with the whole family. Riverside picnics are a real treat. There's fishing, golf and tennis in the area, too. Come during the winter months for skiing, snowboarding, snowmobiling and ice skating. Thrill-seekers should head to the nearby Suicide Six Resort, one of the oldest ski areas in the USA.

Whether you’re dreaming of trekking amidst red and gold leaves or delving into heritage houses-turned-museums, the best places to stay in Woodstock promise a brilliant base for a memorable holiday.

The Best Places to Stay in Woodstock, VT

For Couples

  • The Woodstocker is a chic B&B with exposed beams and free-standing tubs in superb rooms and suites. The feel is fresh yet characterful, and the best suites have terraces, in-room saunas and twin clawfoot baths. A grown-up base for romantics.
  • Jackson House Inn promises a pretty, traditional escape surrounded by landscaped gardens, not far from Woodstock. A tranquil base for trekking, riding, fishing and cycling, this is a brilliant pick for outdoorsy couples, eager to return to warm, old-school bedrooms in the evenings.
  • Kedron Valley Inn is a beautiful colonial inn with elegant rooms, an Italian restaurant and a trendy wine bar in South Woodstock. Four poster beds and soaking tubs make this a couples' favourite. The 11 acres of gardens and the swimming pond are a dreamy touch.

For Families

  • 506 On the River Inn sits in a secluded spot on the Ottauquechee River. Rooms and suites feature private terraces and indulgent decor, as well as flexible spaces for families. The indoor pool, restaurant, games room and heaps of outdoor activities — including nearby skiing — make this a family favourite. Also great for couples.
  • The Woodstock Inn dates back to 1793. Appealingly close to central Woodstock, the inn has an outdoor pool, spa, tennis courts and golf access. Complimentary bikes make exploring easy! Classic yet contemporary rooms and suites suit couples as well as families. The Red Rooster and Richardson's Tavern serve farm-fresh cuisine. A delight for guests of all ages.

FOR AN APARTMENT OR HOLIDAY CABIN

  • If you'd prefer a self-catering option, we suggest that you visit our online partner Booking.com.

TRAVEL INFORMATION

  • Fly to Rutland Southern Vermont Regional Airport, just 45 minutes' drive from Woodstock. Burlington International Airport is 1.5 hours away. Travel to your hotel by car of bus.
  • Vermont is ideal for a road trip! Contact our online partner Rentalcars if you would like to hire a car.
  • Expect lovely summers, with temperatures averaging at around 22°C between June and August. Winters are cold and snowy — which can be wonderfully cosy and ideal for skiing. The ski season runs from the end of November to the beginning of April. Come in the autumn to see the leaves change colour!

STILL NOT SURE?

Best Hotels in Woodstock, VT

  • Jackson House Inn Woodstock, VT 11 rooms from CA$249

    Restrictions on children  -  No children under 12, unless you're booking the entire property
    Fishing  -  Organise a fishing trip with the Vermont Fly-fishing School.
    Views  -  Great views from hotel
    Four poster beds  -  For romantics.
    Air conditioningRestaurantGardenViewsParkingNo pets

    A picturesque Inn surrounded by acres of landscaped gardens and the rolling mountains of Vermont. Wooden furniture, plush carpets, hot tub baths and breathtaking mountain views. A lovers paradise! See More

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  • The Woodstocker Woodstock, VT 9 rooms from CA$288

    Short break  -  Woodstock is only 2 ½ hours from Boston, 4 ½ hours from New York, and 3 hours from Montreal making it perfect for weekend breaks
    Romantic Break  -  For a romantic hideaway book the Woodstock room which comes complete with twin clawfoot tubs
    Active Holiday  -  From historic visits to outdoorsy experiences, there is plenty to keep busy with here
    Restrictions on children  -  The property is designed for adults but children 16+ are welcomed
    Air conditioningGardenParkingNo pets

    A chic boutique B&B set in the historic town of Woodstock. Original features such as exposed beams remain in the beautifully renovated rooms & suites, however, the feel is fresh and contemporary. The best have a terrace, in-room sauna, or twin clawfoot tubs. A grown-up base ideal for couples. See More

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  • Woodstock Inn Woodstock, VT (Vermont) 142 rooms from CA$329

    Other Activities  -  Relaxing by the pool and with spa treatments is a MUST!
    Fishing  -  Cast on some of Central Vermont’s most picturesque streams and lakes while honing fly-fishing skills you can use for a lifetime.
    Birdwatching  -  An exciting new guest experience at the resort's falconry center in Woodstock, Vermont.
    Great walks  -  The Marsh-Billings-Rockerfeller National Historical Park.
    TennisSpaRestaurantSwimming PoolGardenViewsParking

    1793 foundations on the Woodstock's village green with outdoor pool, spa, golf course and tennis courts. Classic contemporary rooms with arm chairs, luxury bathrooms and complimentary organic products. The Red Rooster and Richardson's Tavern both offer fresh-farm cuisine. Weekend break and relaxing. See More

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  • 506 On the River Inn Woodstock, VT 45 rooms from CA$459

    Skiing  -  Suicide Six Ski Area is 10 minutes from the property and Killington Mountain Resort & Pico Mountain are less than 30 minutes
    Families  -  With a toddler room for little ones and a games room for older kids plus a childrens' menu, this is very family friendly
    Country Escape  -  Country perfection with riverside spots for coffee, lambs to feed, rambles to take, fishing and more
    Sights nearby  -  Visit Billings Farm and Museum to feed the lambs, learn to make candles or to churn butter
    Air conditioningRestaurantSwimming PoolGardenParkingNo pets

    An intimate family-owned hotel boasting a stunning & secluded setting on the Ottauquechee River. Elegant rooms and suites are decorated in soft hues and feature plush headboards and private terraces. With an indoor pool, restaurant, games room, & endless outdoor pursuits, this is ideal for families. See More

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  • Kedron Valley Inn Woodstock, VT 14 rooms from CA$476

    Active Holiday  -  Central Vermont offers a wide range of outdoor activities year-round including snow-shoeing, riding, hiking and mountain biking
    Romantic Break  -  Rooms decorated in grown-up style will appeal to couples; think four-poster beds, soaking tubs & decorative fireplaces
    Total relaxation  -  It will be hard to tear yourself away from the 11 acres of garden, swimming pond and idyllic wrap-around porch
    Swimming Pool  -  The property's two-acre spring-fed pond is the place for wild swimming. Enjoy loungers, a pontoon and country views (Jun - Sep)
    Air conditioningTennisRestaurantSwimming PoolGardenPet friendlyViewsParking

    A beautiful colonial inn in South Woodstock. Elegant well-appointed rooms are the epitome of cosy country chic. An Italian restaurant, on-trend wine bar, pretty gardens and access to a swimming pond mean everything you want is on-site. Understated glam bolthole showcasing the best of rural Vermont. See More

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