Photo by William E Berry Jr.

Find hotels in Windsor, VT from CA $71

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check Windsor hotel prices

Tomorrow night
This weekend
Next weekend

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top 10 Windsor hotels and places to stay

Apartment (Trail Creek 05)
Trail Creek 05
3.5 star property
10.0 out of 10, Exceptional, (1)
"I ended up getting changed to another property trail creek 80. I wish I could give 10 stars! This place is amazing! Clean quiet spacious and so much more. I want to already book this same place for next years Spartan race!! Thank you for having an amazing property "
Trail Creek 05
Iron/ironing board, WiFi, bed sheets
10 min to Mountains | Queen Bed | Woodstock Suite
10.0 out of 10, Exceptional, (5)
"We needed a place just for one night. The Bridgewater Inn was a perfect spot for our needs. It was chosen because of convenience, but it was a nice introduction to the place we will definitely revisit when we have the time for a more prolonged stay. Clean, cozy and accomodating."
The price is CA $120
CA $273 total
includes taxes & fees
May 22 - May 23
10 min to Mountains | Queen Bed | Woodstock Suite
Smart TV, stereo
Cozy Quechee Corner Cabin
10.0 out of 10, Exceptional, (43)
"Perfect & easy stay for the long weekend. Everything we needed was there."
Cozy Quechee Corner Cabin
Save an average of 15% on thousands of hotels when you're signed in
Exterior
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
9.8 out of 10, Exceptional, (107)
"Clean home close to downtown. Responsive owner. Highly recommended"
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Deluxe Suite
Sleep Woodstock Motel
2.0 star property
9.6 out of 10, Exceptional, (350)
"This was one of the cleanest room I have ever been in. Everything was spotless and very well appointed. Great room."
The price is CA $189
CA $208 total
includes taxes & fees
May 21 - May 22
Sleep Woodstock Motel
Premium bedding, desk, blackout drapes, iron/ironing board
The Common Man Inn & Restaurant
3.5 star property
9.6 out of 10, Exceptional, (251)
"It was amazing. The only thing I had an issues with was the parking and the room could not get cool enough for us. "
The price is CA $171
CA $185 total
includes taxes & fees
May 19 - May 20
The Common Man Inn & Restaurant
Front of property - evening/night
Woodbridge Inn
3.0 star property
9.6 out of 10, Exceptional, (57)
"Very nice experience. The people running the bed and breakfast were very nice "
Woodbridge Inn
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
9.6 out of 10, Exceptional, (54)
"Nice clean condo 5 minutes from the mountain. Would definitely stay here again."
The price is CA $121
CA $314 total
includes taxes & fees
May 21 - May 22
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Interior
Ben & Jerry Themed Suite | 10 Min to Killington
9.6 out of 10, Exceptional, (4)
"Older building on the outside and yard. But rooms were remodeled and very nice. No contact with any staff except by text and emails. They give you a code for the doors. A little different."
The price is CA $94
CA $242 total
includes taxes & fees
May 19 - May 20
Ben & Jerry Themed Suite | 10 Min to Killington
Private kitchen
Pinnacle A5 is newly renovated with country chic with shuttle to the slopes 7 days a week.
9.6 out of 10, Exceptional, (12)
"Very nice apartment. We were worried about only 1 bedroom for our family of 4 but living room and bedroom were large and allowed for plenty of space for kids to sleep on floor (which is what they prefer). Location is great 3 minute drive to snowshed. Adequate pots, pans, dishes, silverware, etc."
Pinnacle A5 is newly renovated with country chic with shuttle to the slopes 7 days a week.
Fridge, microwave, oven, stovetop
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
9.4 out of 10, Exceptional, (16)
"Would stay again!"
The price is CA $180
CA $257 total
includes taxes & fees
May 27 - May 28
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Fridge, microwave, oven, stovetop
Game Room|10 Min to Trails|The Bridgewater House
9.4 out of 10, Exceptional, (3)
"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."
The price is CA $235
CA $674 total
includes taxes & fees
May 17 - May 18
Game Room|10 Min to Trails|The Bridgewater House
Outdoor pool, a heated pool
The Mountain Inn at Killington
2.5 star property
9.2 out of 10, Wonderful, (569)
"Very nice place/ off season so a lot of restaurants etc. aren't open. Nice comfortable bedroom"
The price is CA $174
CA $202 total
includes taxes & fees
May 19 - May 20
The Mountain Inn at Killington
Interior
104 Two Queen Bed Standard Hotel Room outdoor heated pool
9.2 out of 10, Wonderful, (21)
"The stay was short. Room was comfortable."
The price is CA $141
CA $210 total
includes taxes & fees
May 21 - May 22
104 Two Queen Bed Standard Hotel Room outdoor heated pool
Property grounds
Resort condo with mountain views, full kitchen, and free WiFi
9.2 out of 10, Wonderful, (34)
"Very clean and comfortable"
The price is CA $91
CA $510 total
includes taxes & fees
May 21 - May 22
Resort condo with mountain views, full kitchen, and free WiFi
Lobby lounge
Castle Hill Resort And Spa
3.5 star property
9.0 out of 10, Wonderful, (97)
"It was our first time in the castle itself, usually we stay in the lower hotel but the rates were comparable to the least expensive so I booked one night in the “castle”. The only complaint we really had was the heater in the room was controlled from a thermostat that was down the hall and was for the entire building so our room was either cold or way too hot even with the windows open in late April. That being said it was only when you were getting in or out of the shower and getting ready for...
The price is CA $379
CA $414 total
includes taxes & fees
May 21 - May 22
Castle Hill Resort And Spa
Property grounds
Top-floor condo with mountain views & covered parking space
9.0 out of 10, Wonderful, (24)
"Property was exactly as listed. Kitchen and bath updated. Unit was clean. Best part was view of Mountain from living room."
The price is CA $174
CA $525 total
includes taxes & fees
May 21 - May 22
Top-floor condo with mountain views & covered parking space
Spa
Ski-in/ski-out condo with wood-burning fireplace, W/D, indoor pool, & hot tub
8.8 out of 10, Excellent, (13)
"Everything was clean and working. The condo was very comfortable and the Murphy bed was a lot more comfortable than a pull out couch. We also enjoyed the hot tub. Also after 8 inches of new snow overnight the pathways and parking lot were cleared before 7 am."
The price is CA $174
CA $485 total
includes taxes & fees
May 21 - May 22
Ski-in/ski-out condo with wood-burning fireplace, W/D, indoor pool, & hot tub
Exterior
Best Western West Lebanon-Hanover Hotel
2.5 star property
8.6 out of 10, Excellent, (643)
"."
The price is CA $184
CA $200 total
includes taxes & fees
May 22 - May 23
Best Western West Lebanon-Hanover Hotel
Property grounds
Winterplace at Okemo
4.0 star property
8.6 out of 10, Excellent, (22)
"Beautiful, cozy and clean"
Winterplace at Okemo
Don't see what you're looking for?
See all available properties in Windsor
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.

More cheap stays in Windsor

Hotels near Popular Windsor Attractions

Windsor Travel Info

Number of hotels
2,503
Highest price
CA $379
Lowest price
CA $71
Known attractions
Mt Ascutney State Park, Harpoon Brewery and American Precision Museum
Hotels with skiing
2
Hotels with family-friendly amenities
4

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 White River Inn and Suites and Hotel Coolidge. See all available top hotels, or vacation rentals in Windsor.

What are some of the best vacation rentals in Windsor?

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly: 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 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books. 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 hotel for a family trip to Windsor?

Windsor Mansion Inn is a top 3.5-star B&B on Expedia for families, and features free parking and free breakfast. Attractions in the area like Upper Valley Aquatic Center and Sugarbush Farm are also fun for kids of all ages. Find more child-friendly accommodations in Windsor.

What's the best place to stay for couples in Windsor?

Windsor Mansion Inn is a favorite B&B for couples, and features premium bedding and wedding services. See all romantic hotels in Windsor.

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?

White River Inn and Suites: Offers a children's pool, an indoor pool, and a snack bar/deli. North Star Lodge and Resort and Hampton Inn White River Junction 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. The scenic and rural setting also entices those visiting the city. In Windsor, there are 22 hotels and other accommodations to choose from. Find out more about Windsor.

Recent Reviews in Windsor
Expedia verified reviews