Photo by Rachel Samanyi

Search Windsor County Hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Top Cities in Windsor County

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windsor County hotels

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (558)
"Luxurious and friendly resort! Loved it"
United States
Elizabeth
The price is RM1,299
RM1,608 total
includes taxes & fees
19 Jan - 20 Jan 2026
Woodstock Inn & Resort

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (893)
"Wonderful place to stay!"
United States
Robin
The Shire Woodstock

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (930)
"Great place to stay while skiing at okemo"
United States
Ken
The price is RM688
RM784 total
includes taxes & fees
4 Jan - 5 Jan 2026
Pointe at Castle Hill Resort

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
3.0 star property
Jackson Gore Base Area
8.6 out of 10, Excellent, (839)
"great location"
Canada
Patrice
The price is RM1,380
RM1,676 total
includes taxes & fees
22 Jan - 23 Jan 2026
Jackson Gore Village, A Vail Resorts Property

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1056)
"Overall great stay."
United States
Kathryn
The price is RM440
RM484 total
includes taxes & fees
5 Jan - 6 Jan 2026
Align Inn Vermont

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1002)
"Rearaurant staff was top notch. "
United States
Daniel
The price is RM1,323
RM1,605 total
includes taxes & fees
29 Dec - 30 Dec
On The River Inn

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (780)
"Clean room, very nice staff, everything was excellent! "
United States
Karen
The price is RM525
RM639 total
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction
2.0 star property
White River Junction
6.2 out of 10, (1003)
"The room was a very nice, felt safe. Enjoyed the fun small talk with the women at the front desk. Also felt its a good location as well. "
United States
Ariel
The price is RM294
RM324 total
includes taxes & fees
3 Jan - 4 Jan 2026
Super 8 by Wyndham White River Junction

White River Inn and Suites

White River Inn and Suites
2.5 star property
White River Junction
7.0 out of 10, Good, (1006)
"Very nice hotel, location was perfect. "
United States
Smith
White River Inn and Suites

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (257)
"The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing."
United States
Abby
The Jackson

Hampton Inn White River Junction

Hampton Inn White River Junction
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1002)
"Great location, clean and friendly staff"
United States
Catherine
The price is RM465
RM511 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn White River Junction

Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1002)
"Staff was amazing! The rooms were super clean, the amenities were absolutely amazing"
United States
Chloe
The price is RM399
RM439 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites White River Junction by IHG

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (549)
"The staff at this motel are 5 star! Lisa went above and beyond to make my stay easy since I was there for a medical procedure. "
United States
Crystal
The price is RM318
RM605 total
includes taxes & fees
6 Jan - 7 Jan 2026
Sleep Woodstock Motel

Hotel Coolidge

Hotel Coolidge
3.0 star property
White River Junction
8.2 out of 10, Very good, (1000)
"The room was clean and presentable. Staff were friendly and helpful with very good suggestions for dinner. "
United States
RICHARD
Hotel Coolidge

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (806)
"so clean and friendly it was a perfect stay!"
United States
Colette
The price is RM619
RM681 total
includes taxes & fees
5 Jan - 6 Jan 2026
Best Western Springfield Hotel

Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (211)
"The bar was wonderful! Clean and great guest services"
United States
Mariah
The price is RM1,253
RM1,378 total
includes taxes & fees
5 Jan - 6 Jan 2026
Main and Mountain Bar & Motel

Norwich Inn

Norwich Inn
3.0 star property
Norwich
9.4 out of 10, Exceptional, (405)
"Excellent Inn "
United States
Sam
The price is RM729
RM794 total
includes taxes & fees
30 Dec - 31 Dec
Norwich Inn

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (403)
"Lovely stay"
United States
Christine
The price is RM525
RM572 total
includes taxes & fees
5 Jan - 6 Jan 2026
Fullerton Inn

The Hartness House

The Hartness House
3.0 star property
Springfield
8.2 out of 10, Very good, (329)
"nice folks, practical place to stay. "
United States
Mark
The price is RM746
RM821 total
includes taxes & fees
24 Dec - 25 Dec
The Hartness House

Comfort Inn White River Junction

Comfort Inn White River Junction
2.5 star property
White River Junction
7.4 out of 10, Good, (969)
"Nice room, comfortable bed"
United States
joel
The price is RM403
RM443 total
includes taxes & fees
11 Jan - 12 Jan 2026
Comfort Inn White River Junction
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.
Showing deals for:2 Jan - 4 Jan
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor County Hotel Reviews

Explore a world of travel with Expedia