Top Hotels in Windsor County

Top Cities in Windsor County

A wooden covered bridge with a sign reading 'Slippery When Wet' and a sign above the entrance that says 'Michael's Bridge.'

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Our top choices for Windsor County hotels

A large, white building with a symmetrical facade, multiple windows, and a central entrance with steps.

1. Woodstock Inn & Resort

Woodstock

Darrah

CA $579 total

includes taxes & fees

Nov 30 - Dec 1

A hotel with a fire pit and outdoor seating, surrounded by snow.

2. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Base Area

Adriana

CA $330 total

includes taxes & fees

Nov 19 - Nov 20

A formal dining room with ornate wood paneling, multiple tables set for dining, and a mirror reflecting the room's decor.

3. Pointe at Castle Hill Resort

Cavendish

Cristian

CA $261 total

includes taxes & fees

Dec 16 - Dec 17

An outdoor seating area with Adirondack chairs, a fire pit, and a view of a lake and forest.

4. The Shire Woodstock

Woodstock

Sebastien

CA $192 total

includes taxes & fees

Dec 14 - Dec 15

A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.

5. The Jackson

West Woodstock

Richard

CA $193 total

includes taxes & fees

Dec 1 - Dec 2

Two Adirondack chairs by a river with a forested hillside in the background.

6. On The River Inn

West Woodstock

Joseph

CA $233 total

includes taxes & fees

Dec 6 - Dec 7

A building with a prominent wooden gable roof, large windows, and a brick facade.

7. White River Inn and Suites

White River Junction

CA $149 total

includes taxes & fees

Dec 15 - Dec 16

A bathroom with a vanity, sink, mirror, and a towel rack.

8. Align Inn Vermont

Quechee

Renee

CA $195 total

includes taxes & fees

Dec 1 - Dec 2

A stone fire pit with chairs around it, set in a grassy area with trees and a large building in the background.

9. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Brownsville

Richard

CA $224 total

includes taxes & fees

Nov 17 - Nov 18

A multi-story building with a covered entrance and a parking lot in front.

10. Holiday Inn Express Hotel & Suites White River Junction by IHG

White River Junction

Abhay

CA $188 total

includes taxes & fees

Dec 13 - Dec 14

A hotel room with two beds, a TV, a desk, and a window with curtains.

11. Super 8 by Wyndham White River Junction

White River Junction

William

CA $137 total

includes taxes & fees

Nov 22 - Nov 23

A rustic interior with a bar area, wooden beams, a fireplace, and a dining table with chairs.

12. The Quechee Inn at Marshland Farm

Quechee

Teresa

CA $240 total

includes taxes & fees

Nov 16 - Nov 17

A dining area with a stone fireplace, blue shutters, and a table set for four.

13. Norwich Inn

Norwich

Edward

CA $276 total

includes taxes & fees

Nov 22 - Nov 23

A large stone building with a steep roof, surrounded by dense forest and hills.

14. Castle Hill Resort And Spa

Cavendish

Brandon

CA $259 total

includes taxes & fees

Nov 16 - Nov 17

A café counter with a menu, pastries, and condiments.

15. Hotel Coolidge

White River Junction

Jessicam

CA $176 total

includes taxes & fees

Dec 16 - Dec 17

A large, white, two-story house with a symmetrical facade, surrounded by a well-maintained lawn and tall trees.

16. Lincoln Inn & Gallery

Woodstock

Nhat Thuy

CA $184 total

includes taxes & fees

Nov 17 - Nov 18

A two-story house with a front porch, a pathway leading to the entrance, and large pumpkins in the garden.

17. Kedron Valley Inn

South Woodstock

ashley

CA $281 total

includes taxes & fees

Nov 16 - Nov 17

A row of cabins with a river in the foreground, surrounded by trees and a snowy landscape.

18. Sleep Woodstock Motel

Woodstock

Alfred

CA $146 total

includes taxes & fees

Nov 16 - Nov 17

A hotel lobby with a large window, a blue sofa, a small table with a plant, and a lamp.

19. Comfort Inn White River Junction

White River Junction

Natasha

CA $150 total

includes taxes & fees

Dec 13 - Dec 14

A spacious dining area with a long wooden table, multiple chairs, and a fruit display.

20. Hampton Inn White River Junction

White River Junction

Philip

CA $212 total

includes taxes & fees

Nov 22 - Nov 23

View all properties

Compare top hotels in Windsor County

Woodstock Inn & Resort 4.5 star property Woodstock View	Jackson Gore Village, A Vail Resorts Property 3.0 star property Jackson Gore Base Area View	Pointe at Castle Hill Resort 3.5 star property Cavendish View	The Shire Woodstock 3.0 star property Woodstock View	The Jackson 4.0 star property West Woodstock View
9.4 Exceptional 631 reviews	8.6 Excellent 974 reviews	8.8 Excellent 1,002 reviews	8.8 Excellent 1,004 reviews	9.6 Exceptional 344 reviews
The price is CA $469 CA $579 total includes taxes & fees Nov 30 - Dec 1	The price is CA $272 CA $330 total includes taxes & fees Nov 19 - Nov 20	The price is CA $229 CA $261 total includes taxes & fees Dec 16 - Dec 17	The price is CA $162 CA $192 total includes taxes & fees Dec 14 - Dec 15	The price is CA $176 CA $193 total includes taxes & fees Dec 1 - Dec 2
No Breakfast included Yes, Pool Yes, Spa Yes, Pet-friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa No Pet-friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool Yes, Spa No Pet-friendly Yes, WiFi included Yes, Parking	No Breakfast included No Pool No Spa Yes, Pet-friendly Yes, WiFi included Yes, Parking	No Breakfast included No Pool No Spa No Pet-friendly Yes, WiFi included Yes, Parking

Great weekend hotel deals in Windsor County, VT

Showing deals for:Nov 27 - Nov 29

Align Inn Vermont

Quechee

9.4/10Exceptional (1,439 reviews)

Member Price available

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

Chester

10/10Exceptional (6 reviews)

10% off

Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs

Ludlow

10/10Exceptional (35 reviews)

5% off

Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!

Chester

10/10Exceptional (7 reviews)

10% off

THE BIJOU - a Precious Gem @ Green Mountains. Hot Tub! DOG Ok! Handicap Acc!

Rochester

10/10Exceptional (1 review)

10% off

Member Price

Newly Renovated, Spacious 4BR in Ludlow Village - Walk to Dining & Okemo Shuttle

Ludlow

10/10Exceptional (2 reviews)

12% off

Convenience & location! Direct ski access-1 BR/2BA fully stocked condo at Okemo

Ludlow

10/10Exceptional (15 reviews)

5% off

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Top Windsor County Hotel Reviews

Pointe at Castle Hill Resort

10/10 Excellent

"We booked a deluxe suite, and it was fantastic — basically a full one-bedroom apartment with a kitchen equipped with all the essentials, including a washing machine and dryer. The location is quiet and peaceful, and the property itself is clean, cozy, and well-maintained. The hotel also has great amenities like a pool, gym, and hot tub — unfortunately, we didn't get a chance to use them this time, but it's a wonderful bonus to have! There were only two small issues: it was a bit tricky to find our room at first since it was located in the far wing of the building, and the heater was rather hard to adjust. Aside from that, our stay was wonderful. We love staying at this hotel and will definitely be back again!"