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Top Cities in Windsor County

Woodstock featuring a house
HotelsHotels

Woodstock

Woodstock

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Dec 23 - Dec 24
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Dec 24 - Dec 25
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

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Our top choices for Windsor County hotels

Lobby
Woodstock Inn & Resort

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
$359 nightly
The price is $395
Jan 19 - Jan 20, 2026
Total with taxes and fees
Woodstock Inn & Resort
Property grounds
The Shire Woodstock

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
$163 nightly
The price is $179
Jan 11 - Jan 12, 2026
Total with taxes and fees
The Shire Woodstock
Indoor pool
Pointe at Castle Hill Resort

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
$139 nightly
The price is $151
Jan 4 - Jan 5, 2026
Total with taxes and fees
Pointe at Castle Hill Resort
Property entrance
Jackson Gore Village, A Vail Resorts Property

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
$374 nightly
The price is $412
Jan 22 - Jan 23, 2026
Total with taxes and fees
Jackson Gore Village, A Vail Resorts Property
Combined shower/tub, eco-friendly toiletries, hair dryer, towels
Align Inn Vermont

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1056)
"Overall great stay."
United States
Kathryn
$120 nightly
The price is $132
Jan 4 - Jan 5, 2026
Total with taxes and fees
Align Inn Vermont
Terrace/patio
On The River Inn

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
$252 nightly
The price is $278
Jan 11 - Jan 12, 2026
Total with taxes and fees
On The River Inn
Exterior
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

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
$144 nightly
The price is $157
Jan 5 - Jan 6, 2026
Total with taxes and fees
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Exterior
Super 8 by Wyndham White River Junction

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
$72 nightly
The price is $79
Jan 3 - Jan 4, 2026
Total with taxes and fees
Super 8 by Wyndham White River Junction
Fireplace
White River Inn and Suites

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
$109 nightly
The price is $120
Jan 4 - Jan 5, 2026
Total with taxes and fees
White River Inn and Suites
Front of property
The Jackson

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
$199 nightly
The price is $219
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Jackson
Exterior
Hampton Inn White River Junction

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
$114 nightly
The price is $125
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn White River Junction
Interior
Holiday Inn Express Hotel & Suites White River Junction by IHG

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
$98 nightly
The price is $108
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express Hotel & Suites White River Junction by IHG
Deluxe Suite | Individually decorated, desk, blackout drapes, iron/ironing board
Sleep Woodstock Motel

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
$135 nightly
The price is $149
Jan 6 - Jan 7, 2026
Total with taxes and fees
Sleep Woodstock Motel
Interior
Hotel Coolidge

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
$99 nightly
The price is $109
Dec 24 - Dec 25
Total with taxes and fees
Hotel Coolidge
Suite, 1 King Bed, Accessible, Refrigerator & Microwave (with Sofabed) | Laptop workspace, iron/ironing board, rollaway beds, free WiFi
Best Western Springfield Hotel

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
$152 nightly
The price is $167
Jan 5 - Jan 6, 2026
Total with taxes and fees
Best Western Springfield Hotel
Front of property - evening/night
Main and Mountain Bar & Motel

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
$308 nightly
The price is $339
Jan 5 - Jan 6, 2026
Total with taxes and fees
Main and Mountain Bar & Motel
Front of property
Norwich Inn

Norwich Inn

Norwich Inn
3.0 star property
Norwich
9.4 out of 10, Exceptional, (405)
"Excellent Inn "
United States
Sam
$179 nightly
The price is $195
Dec 30 - Dec 31
Total with taxes and fees
Norwich Inn
Garden
Fullerton Inn

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (403)
"Lovely stay"
United States
Christine
$129 nightly
The price is $141
Jan 5 - Jan 6, 2026
Total with taxes and fees
Fullerton Inn
Interior
The Hartness House

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
$169 nightly
The price is $186
Dec 24 - Dec 25
Total with taxes and fees
The Hartness House
Lobby
Comfort Inn White River Junction

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
$99 nightly
The price is $109
Jan 11 - Jan 12, 2026
Total with taxes and fees
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.
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Great weekend hotel deals in Windsor County, VT

Showing deals for:Jan 2 - Jan 4

Image gallery for The Weston

Room 3, Not Pet-friendly | Premium bedding, memory foam beds, individually decorated

The Weston

5.0 star property
Weston
10/10Exceptional (9 reviews)
8% off
$506 nightly
Price is $1,104
Total with taxes and fees
The Weston
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Top Windsor County Hotel Reviews

On The River Inn

On The River Inn

10/10 Excellent
"Rearaurant staff was top notch. "
Daniel 1-night trip
Posted 2 days ago
On The River Inn

Price trends for hotels in Windsor County

Less expensive
More expensive
Next month
April
December
$216
Month
Price
January
$216
February
$234
March
$228
April
$183
May
$185
June
$198
July
$184
August
$187
September
$204
October
$197
November
$201
December
$286
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Windsor County. Select dates and complete search for nightly totals inclusive of taxes and fees.

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