Best Resorts in Woodstock

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The Mountain Top Inn & Resort
3.5 out of 5
195 Mountain Top Road, Chittenden, VT
Fully refundableReserve now, pay when you stay
The price is $300 per night from Nov 1 to Nov 1
This Chittenden resort is on the beach, 3 mi (4.8 km) from Lefferts Pond, and within 9 mi (15 km) of Proctor-Pittsford Country Club and Hathaway Farm. New England ...
4.6/5 Wonderful! (23 reviews)
"Breath taking views! Super clean amenities , great food and friendly staff! Definitely coming back!"

Reviewed on Aug 23, 2021

The Mountain Top Inn & Resort
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel
3 out of 5
485 Hotel Road, Brownsville, VT
Fully refundable
The price is $169 per night from Nov 15 to Nov 15
Situated in a national park, this resort is within 9 mi (15 km) of American Precision Museum, Mount Ascutney, and Saint-Gaudens National Historic Site. Claremont ...
4.3/5 Excellent! (503 reviews)
"Lovely property in a beautiful setting."

Reviewed on Oct 25, 2021

Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
Located in the heart of Woodstock, this luxury resort is 0.7 mi (1.2 km) from Billings Farm and Museum and within 6 mi (10 km) of Suicide Six Ski Area and Sugarbush ...
4.6/5 Wonderful! (305 reviews)
"Beautiful and elegant property in a lovely town. Our favorite hotel on our Fall foliage tour."

Reviewed on Oct 14, 2021

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Woodstock Inn & Resort
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Castle Hill Resort And Spa
3.5 out of 5
2940 Route 103, Cavendish, VT
The price is $279 per night from Nov 1 to Nov 1
Situated in Cavendish, this luxury resort is within 6 mi (10 km) of Dorsey Park, Okemo Mountain Resort, and Fox Run Golf Course. Jackson Gore Ski Resort at Okemo ...
4.4/5 Excellent! (62 reviews)
Awesome Weekend
"It was the perfect place in the middle of town. Staying in the castle was great. Very romantic. And the restaurant was great as well."

Reviewed on Jun 6, 2021

Castle Hill Resort And Spa
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Woodstock

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
4.6/5 Wonderful! (305 reviews)
"Beautiful and elegant property in a lovely town. Our favorite hotel on our Fall foliage tour."

Reviewed on Oct 14, 2021

Woodstock Inn & Resort
506 On the River Inn

506 On the River Inn

4 out of 5
1653 West Woodstock Road, Woodstock, VT
The price is $249 per night from Nov 1 to Nov 1
4.7/5 Exceptional! (617 reviews)
"Loved the access to the river and roasting marsh mallows at the fire pit!"

Reviewed on Sep 29, 2021

506 On the River Inn
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
The price is $149 per night from Nov 8 to Nov 8
4.3/5 Excellent! (362 reviews)
"Walking distance to everything. Very nice property and staff was wonferful. Enjoyed our stay very much. Would stay here again on our next visit."

Reviewed on Oct 26, 2021

The Shire Woodstock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Resorts in Woodstock

Longing for a relaxing getaway? You deserve all the comforts of a resort, where you can find everything you need for your stay—from convenient food and drink options to entertainment and shopping. There are 6 resorts in the area, offering you a variety of options that might have the luxurious suites or blissful spa treatments you're looking for.

Here are our top-rated resorts near Woodstock:

Woodstock Inn & Resort - Luxury property with a 4.5-star rating

  • 0.1 mi (0.2 km) from Woodstock
  • Features 2 bars, a golf course, and an outdoor pool
  • 4 restaurants on site

Holiday Inn Club Vacations Mount Ascutney Resort - Rated 3 stars

  • 11.2 mi (18.1 km) from Woodstock
  • Offers a restaurant
  • Has an outdoor pool, a fitness center, and a bar

Castle Hill Resort And Spa - Luxury resort rated 3.5 stars

  • 17.9 mi (28.8 km) from Woodstock
  • Boasts a restaurant
  • Enjoy the outdoor pool, spa, and fitness center

The Mountain Top Inn & Resort - Beach property with a 3.5-star rating

  • 22.2 mi (35.7 km) from Woodstock
  • Amenities include a private beach, ski-in/ski-out access, and a seasonal outdoor pool
  • Has a restaurant

Ski In/ski Out 2b/3ba Adams House Condo at Okemo's Four Season Mountain Resort - Located right by Jackson Gore Ski Resort at Okemo

  • 17.2 mi (27.6 km) from Woodstock
  • Access to an outdoor pool, a spa tub, and a fitness center

What Can I Do in Woodstock?

Travelers enjoy visiting the historic sites and other landmarks in Woodstock, and have good things to say about activities such as shopping. Check out the interesting exhibits at Dana House Museum, or discover the theater scene at Woodstock Town Hall Theatre. Killington Resort and Okemo Mountain Resort are a couple additional top attractions in the area.

Visitors also enjoy Woodstock for its:

  • Riverfront
  • Architecture
  • Restaurants
  • Museums
  • Countryside
  • Art

When Should I Visit Woodstock?

Here's an overview of the typical weather to help you pick your trip dates:

  • The hottest months are typically July and August, while January and February are the coldest months
  • January-March: Daytime temperatures average 50° F and nighttime temperatures average 8° F
  • April-June: 81° F is the daytime average and 28° F is the nighttime average
  • July-September: Daytime averages are around 83° F and nighttime averages are around 42° F
  • October-December: The average temperatures are 66° F during the day and 11° F at night
  • Average rainfall is 37.95 inches in a year

How to Get to Woodstock and Around the Area

Woodstock Transportation
NameTypeDistance
Lebanon, NH (LEB-Lebanon Municipal) Airport 10.5 mi (16.9 km)
Springfield, VT (VSF-Hartness State) Airport 19.5 mi (31.4 km)
Rutland, VT (RUT-Rutland Southern Vermont Regional) Airport 22.4 mi (36 km)

Frequently asked questions

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