Find hotels in Windsor, VT from ￥14,012

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Feb 11 - Feb 12
Tomorrow
Feb 12 - Feb 13
This weekend
Feb 13 - Feb 15
Next weekend
Feb 20 - Feb 22

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windsor hotels

Exterior

Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (13 reviews)
"An absolutely stunning property! The cabin was clean, well stocked and perfectly located to see the gorgeous sunrise. So very grateful for our quick trip at Fat Sheep Farm. Looking forward to returning! "
United States
Jasmine
Fat Sheep Farm & Cabins
Property amenity

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, (794 reviews)
  • cleanliness
    Unwind with mountain views and serene pools at this peaceful Vermont resort.
"Good rooms"
United States
ke
The price is ￥21,477
￥25,936 total
includes taxes & fees
Mar 2 - Mar 3
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Interior

The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm
3.0 star property
Quechee
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Discover historic elegance at a charming farm inn near Dartmouth College.
"Had a great Stay. Food was Very Good"
United States
Allen
The price is ￥23,501
￥25,851 total
includes taxes & fees
Feb 12 - Feb 13
The Quechee Inn at Marshland Farm
Golf

Mountain Lodge at Okemo, A Vail Resorts Property

Mountain Lodge at Okemo, A Vail Resorts Property
3.0 star property
Clock Tower Base Area
8.0 out of 10, Very Good, (221 reviews)
"Stayed at Mountain lodge building C, great location, close to downtown and many restaurants. The Okemo scenic chair lift was walking distance. Will stay again."
United States
Amit
The price is ￥139,856
￥175,011 total
includes taxes & fees
Feb 13 - Feb 14
Mountain Lodge at Okemo, A Vail Resorts Property
Lobby

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,104 reviews)
  • cleanliness
    Serene Vermont retreat with indoor pool near Quechee Gorge attractions.
"Clean room, nice breakfast, nice restaurant next door"
United States
Michael
The price is ￥16,687
￥18,356 total
includes taxes & fees
Feb 12 - Feb 13
Align Inn Vermont
Condo, 3 Bedrooms | Marina

Okemo Westwood Condo 3 Bedroom Condo by RedAwning

Okemo Westwood Condo 3 Bedroom Condo by RedAwning
3.5 star property
Ludlow
  • cleanliness
    Cozy Ludlow retreat near Okemo Mountain Resort offers free parking and Wi-Fi.
The price is ￥106,707
￥245,541 total
includes taxes & fees
Feb 12 - Feb 13
Okemo Westwood Condo 3 Bedroom Condo by RedAwning
Sauna, aromatherapy, hot stone massages, deep-tissue massages

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (975 reviews)
"Friendly staff, clean rooms. "
United States
Kirt
The price is ￥20,628
￥23,516 total
includes taxes & fees
Mar 1 - Mar 2
Pointe at Castle Hill Resort
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, (216 reviews)
  • cleanliness
    Experience mountain adventures near Okemo Resort with free area shuttle.
"Overall great property and stay!"
United States
Cassondra
The price is ￥47,558
￥52,314 total
includes taxes & fees
Feb 23 - Feb 24
Main and Mountain Bar & Motel
Comfort Townhome | In-room dining

Brook Road Condo

Brook Road Condo
3.0 star property
Goshen
8.8 out of 10, Excellent, (3 reviews)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
Brook Road Condo
Exterior

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, (1,001 reviews)
  • cleanliness
    Experience modern comfort near Dartmouth with free breakfast and parking.
"GREAT STAY"
United States
Ronald
The price is ￥17,305
￥19,036 total
includes taxes & fees
Feb 22 - Feb 23
Holiday Inn Express Hotel & Suites White River Junction by IHG
Breakfast area

Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls
2.0 star property
Bellows Falls
6.2 out of 10, (289 reviews)
  • cleanliness
    Experience Vermont's charm at this convenient Bellows Falls motel with free WiFi.
"Clean room. Very basic. Easy access to the interstate."
United States
Bruce
The price is ￥16,942
￥18,467 total
includes taxes & fees
Mar 12 - Mar 13
Rodeway Inn Bellows Falls
Porch

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (248 reviews)
"Gourmet breakfast, quiet and beautiful scenery. Loved it!!!!!"
United States
RICHARD
Harvest Barn Inn
Property entrance

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, (844 reviews)
  • cleanliness
    Slope-side comfort and mountain adventure await at this deluxe ski resort hotel.
"Clean, staff was great. "
United States
Chris
The price is ￥66,822
￥81,185 total
includes taxes & fees
Mar 11 - Mar 12
Jackson Gore Village, A Vail Resorts Property
Exterior

Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (332 reviews)
  • cleanliness
    A rustic New England inn near Vermont's natural attractions offers comfort and charm.
"Clean very well decorated room with comfortable beds and lots of pillows. Would stay again "
United States
Andrew
Kedron Valley Inn
Lobby

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, (1,006 reviews)
"Staff were helpful"
Canada
Aaron
The price is ￥12,739
￥14,012 total
includes taxes & fees
Feb 22 - Feb 23
Super 8 by Wyndham White River Junction
Exterior

Hampton Inn White River Junction

Hampton Inn White River Junction
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Scenic White River Junction escape near Dartmouth College with a fitness center.
"Great people, great place. "
United States
Ivan
The price is ￥19,664
￥21,631 total
includes taxes & fees
Feb 22 - Feb 23
Hampton Inn White River Junction
Indoor pool

White River Inn and Suites

White River Inn and Suites
2.5 star property
White River Junction
7.0 out of 10, Good, (1,005 reviews)
  • cleanliness
    Cozy riverside stay with pool access near Dartmouth College.
"Great stay"
United States
Chris
White River Inn and Suites
Standard Room, 2 Double Beds | Desk, blackout drapes, iron/ironing board, free WiFi

Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.6 out of 10, (320 reviews)
  • cleanliness
    Experience comfort near downtown with free WiFi and parking at this budget-friendly motel.
"Good room for a budget motel"
United States
Laikum
The price is ￥13,504
￥14,652 total
includes taxes & fees
Feb 18 - Feb 19
Royal Inn Claremont
Family Cabin, 2 Bedrooms, Mountain View | Living room | 40-inch Smart TV with cable channels, TV, Netflix

Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.8 out of 10, Good, (9 reviews)
  • cleanliness
    Serene country cottage with free WiFi and parking in peaceful Goshen location.
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
United States
Jill
Brook Road Cabin
Exterior

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (823 reviews)
  • cleanliness
    Peaceful retreat with indoor pool near State Fish and Wildlife area.
"Staff was friendly. The one lady I saw was there all night and morning and very friendly"
United States
Alexander
The price is ￥20,890
￥22,979 total
includes taxes & fees
Mar 1 - Mar 2
Best Western Springfield Hotel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Windsor attractions

Bowers Covered Bridge - Vermont

Brownsville Trail

This challenging 5.2-mile trail rewards hikers with panoramic views and the historic Norcross Quarry from the early 1900s. Pack water and wear sturdy boots for the 2,395-foot ascent through Vermont's forests.
See properties
La rivière Otter Creek pour aller à Vergennes, Vermont.

Paradise Park

Paradise Park offers diverse ecosystems around Lake Runnemede, with well-maintained trails through forests and meadows. Observe abundant wildlife including birds, turtles, and beavers in this peaceful natural sanctuary.
See properties

Learn more about Windsor

Step back in time at the American Precision Museum, where industrial history comes alive through fascinating exhibits. Afterward, savor craft brews at Harpoon Brewery or hike the scenic trails of Mt Ascutney State Park for breathtaking views.

See all hotels in Windsor
Cornish Windsor Covered Bridge

Top Windsor Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Everything worked and was as expected for the price. "
Ryan 2-night trip
Posted 2 days ago
Pointe at Castle Hill Resort

More cheap stays in Windsor

Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction

442 North Hartland Rd White River Junction VT
The price is ￥12,739 per night from Feb 22 to Feb 23
￥12,739
￥14,012 total
Feb 22 - Feb 23
includes taxes & fees
6.2/10 (1,004 reviews)

Frequently asked questions

What's the best place to stay in Windsor?
Killington Mountain Lodge, Tapestry Collection by Hilton, located 22.8 mi (36.8 km) from the heart of Windsor, is a top choice for your stay based on our traveler data. Other good options for your visit to the area are Align Inn Vermont and Pointe at Castle Hill Resort. See all available top hotels, or vacation rentals in Windsor.
What are some of the best vacation rentals in Windsor?
Idyllic Lakefront House Suited Two Families: This vacation home rental near Windsor is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all vacation rentals in Windsor.
If I need to cancel my hotel reservation in Windsor, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.
Where can I learn more about changing or cancelling my trip to Windsor?
To find more details about changing or cancelling your trip to Windsor, go to https://www.expedia.com/service/.
What's the best pet-friendly accommodation in Windsor?
Fat Sheep Farm & Cabins is a top pet-friendly option for your stay. See more pet-friendly hotel accommodations in Windsor.
Where is the best hotel to stay close to Mt Ascutney State Park?
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this 3-star resort offers a restaurant and an indoor pool. It's located 2.2 mi (3.5 km) from Mt Ascutney State Park. Other good choices within 5 miles include Windsor Mansion Inn and Snapdragon Inn.
What about the best place to stay close to Mount Ascutney?
One of the top choices for your stay is Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel, located 1.8 mi (2.8 km) from Mount Ascutney, and this 3-star resort offers a restaurant and an indoor pool. Windsor Mansion Inn and Rockledge Farm country living are other good choices within a few miles.
What are some accommodations with pools in Windsor?
Align Inn Vermont: Offers daily, an indoor pool, and free self parking. Pointe at Castle Hill Resort and Woodstock Inn & Resort are a couple of other choices that feature an onsite pool. View all hotels with pools in Windsor.
What is the best hotel near Hartness State Airport (VSF)?
The Inn at Weathersfield is a popular 4-star inn featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.1 km) from Hartness State Airport. Another good choice close to the airport is Hartness House Inn, located 3.7 mi (5.9 km) away.
How is it staying in Windsor?
Visitors can enjoy all that Windsor has to offer including the breweries, golf courses, and forests. This city also attracts tourists with its scenic and rural setting. A top sight in the area is Okemo Mountain Resort. In Windsor, there are 22 hotels and other accommodations to choose from. Find out more about Windsor.
What should I see while I'm in Windsor?
The picturesque setting of Connecticut River and Paradise Park exemplify the area's natural beauty. Additionally, you'll find Okemo Mountain Resort in the area. Check out what more to see and do in Expedia's Windsor guide.
What's the best way to get around Windsor?
To venture out into the surrounding area, ride aboard one of the trains from Windsor Station. If you want to venture out around the area, you may want a rental car in Windsor for your journey.
What's the seasonal weather like in Windsor?
The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.

Explore a world of travel with Expedia