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Search Hotels in Windsor County

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Ludlow

Ludlow

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Compare 1,337 hotels in Windsor County with room rates, reviews, and availability. Most hotels are fully refundable.

Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 star property
Woodstock
9.2 out of 10, Wonderful, (553)
"Highly recommend stay here"
United States
Margie
$379 nightly
The price is $417
Dec 16 - Dec 17
Total with taxes and fees
Woodstock Inn & Resort
Property grounds
The Shire Woodstock

The Shire Woodstock

3.0 star property
Woodstock
8.8 out of 10, Excellent, (888)
"Wonderful place to stay!"
United States
Robin
$171 nightly
The price is $188
Dec 17 - Dec 18
Total with taxes and fees
The Shire Woodstock
Property entrance
Jackson Gore Village

Jackson Gore Village

3.0 star property
Jackson Gore Base Area
8.6 out of 10, Excellent, (838)
"great location"
Canada
Patrice
$330 nightly
The price is $363
Dec 8 - Dec 9
Total with taxes and fees
Jackson Gore Village
Combined shower/tub, eco-friendly toiletries, hair dryer, towels
Align Inn Vermont

Align Inn Vermont

2.5 star property
Quechee
9.4 out of 10, Exceptional, (1042)
"Overall great stay."
United States
Kathryn
$125 nightly
The price is $138
Jan 7 - Jan 8, 2026
Total with taxes and fees
Align Inn Vermont
Indoor pool
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 star property
Cavendish
8.8 out of 10, Excellent, (921)
"Great place to stay while skiing at okemo"
United States
Ken
$146 nightly
The price is $159
Dec 15 - Dec 16
Total with taxes and fees
Pointe at Castle Hill Resort
Terrace/patio
On The River Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1000)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
$153 nightly
The price is $169
Dec 10 - Dec 11
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

3.0 star property
Brownsville
9.0 out of 10, Wonderful, (777)
"Very welcoming, spacious, clean. Perfect for a family of 4. "
United States
Kathleen
$134 nightly
The price is $146
Dec 8 - Dec 9
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

2.0 star property
White River Junction
6.2 out of 10, (1002)
"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
Dec 19 - Dec 20
Total with taxes and fees
Super 8 by Wyndham White River Junction
Fireplace
White River Inn and Suites

White River Inn and Suites

2.5 star property
White River Junction
7.0 out of 10, Good, (1002)
"Great place"
United States
Missy
$121 nightly
The price is $133
Jan 4 - Jan 5, 2026
Total with taxes and fees
White River Inn and Suites
Front of property
The Jackson

The Jackson

4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (256)
"Very cute inn, the restaurant was a plus. Had a great dinner there and def will come back. "
United States
Jaunita
$175 nightly
The price is $193
Dec 8 - Dec 9
Total with taxes and fees
The Jackson
Interior
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, (1003)
"It was great!"
United States
Bridget
$105 nightly
The price is $116
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express Hotel & Suites White River Junction by IHG
Exterior
Hampton Inn White River Junction

Hampton Inn White River Junction

2.5 star property
White River Junction
8.6 out of 10, Excellent, (1000)
"Very friendly staff Nice work area "
Canada
Carolyn
$114 nightly
The price is $125
Dec 14 - Dec 15
Total with taxes and fees
Hampton Inn White River Junction
Deluxe Suite | Individually decorated, desk, blackout drapes, iron/ironing board
Sleep Woodstock Motel

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (547)
"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
$158 nightly
The price is $174
Dec 8 - Dec 9
Total with taxes and fees
Sleep Woodstock Motel
Interior
Hotel Coolidge

Hotel Coolidge

3.0 star property
White River Junction
8.2 out of 10, Very Good, (1003)
"The off street parking was good, the staff was great. "
United States
Sheryl
$111 nightly
The price is $123
Dec 15 - Dec 16
Total with taxes and fees
Hotel Coolidge
Front of property
Norwich Inn

Norwich Inn

3.0 star property
Norwich
9.4 out of 10, Exceptional, (404)
"Excellent Inn "
United States
Sam
$179 nightly
The price is $195
Dec 17 - Dec 18
Total with taxes and fees
Norwich Inn
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

2.5 star property
Springfield
8.8 out of 10, Excellent, (803)
"so clean and friendly it was a perfect stay!"
United States
Colette
$143 nightly
The price is $157
Dec 14 - Dec 15
Total with taxes and fees
Best Western Springfield Hotel
Lobby
Comfort Inn White River Junction

Comfort Inn White River Junction

2.5 star property
White River Junction
7.4 out of 10, Good, (966)
"Nice room, comfortable bed"
United States
joel
$102 nightly
The price is $112
Jan 4 - Jan 5, 2026
Total with taxes and fees
Comfort Inn White River Junction
Front of property - evening/night
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
$229 nightly
The price is $252
Dec 11 - Dec 12
Total with taxes and fees
Main and Mountain Bar & Motel
Interior
The Hartness House

The Hartness House

3.0 star property
Springfield
8.2 out of 10, Very Good, (328)
"nice folks, practical place to stay. "
United States
Mark
$161 nightly
The price is $178
Dec 19 - Dec 20
Total with taxes and fees
The Hartness House
Economy Room | Individually decorated, individually furnished, free WiFi, bed sheets
The Vesper

The Vesper

3.0 star property
Woodstock
9.2 out of 10, Wonderful, (46)
"Cute B&B, great location! Easy walk to coffee house and downtown area. We really enjoyed our stay!"
United States
Roger
$176 nightly
The price is $194
Dec 29 - Dec 30
Total with taxes and fees
The Vesper
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:Dec 19 - Dec 21

Image gallery for Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Property grounds

Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Chester
10/10Exceptional (10 reviews)
6% off
$315 nightly
Price is $1,139
Total with taxes and fees
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
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Top Windsor County Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Great place to stay while skiing at okemo"
Ken 1-night trip
Posted 16 hours ago
Pointe at Castle Hill Resort

Price trends for hotels in Windsor County

Less expensive
More expensive
This month
Next month
July
February
$220
$228
Month
Price
January
$228
February
$240
March
$219
April
$188
May
$178
June
$187
July
$167
August
$189
September
$189
October
$215
November
$194
December
$220
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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