Photo by William E Berry Jr.

Find hotels in Windsor, VT from CA $133

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Top 10 Windsor hotels and places to stay

Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (476)
"Lovely property. Peggy at the front desk was particularly helpful. There are only two electric car chargers. Need more. "
The price is CA $444
CA $545 total
includes taxes & fees
Dec 1 - Dec 2
Woodstock Inn & Resort
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
7.2 out of 10, Good, (1000)
"Great experience! It was a lot of fun around the pool table or the fire pit outside. We loved it! It was great to have our dog with us everywhere around the hotel. Everything is very clean and in modern design. The only downside was that the restaurant dinner menu is limited to 5 options and there is no breakfast, just a Starbucks kiosk with coffee and muffins. We will go back! "
The price is CA $202
CA $223 total
includes taxes & fees
Nov 19 - Nov 20
Killington Mountain Lodge, Tapestry Collection by Hilton
The Shire Woodstock
3.0 star property
8.8 out of 10, Excellent, (672)
"The location was amazing, right on the river and walkable to downtown. We arrived early and were given a lunch suggestion that was delicious and then were booked into a large corner room. Staff was nice, room and cleaning staff were nice. Would highly recommend. "
The price is CA $206
CA $253 total
includes taxes & fees
Nov 4 - Nov 5
The Shire Woodstock
Super 8 by Wyndham White River Junction
2.0 star property
6.4 out of 10, (1017)
"Very easy check in, great price and nice that there is breakfast!"
The price is CA $135
CA $148 total
includes taxes & fees
Dec 1 - Dec 2
Super 8 by Wyndham White River Junction
The Mountain Inn at Killington
2.5 star property
9.2 out of 10, Wonderful, (695)
"Overall the stay was great. I only wish my bathroom had a tub instead of a shower."
The price is CA $194
CA $224 total
includes taxes & fees
Nov 11 - Nov 12
The Mountain Inn at Killington
Jackson Gore Village
3.0 star property
8.6 out of 10, Excellent, (703)
"This is the second time we stayed at the resort (myself and my two young daughters) and it was great. I would highly recommend staying here."
The price is CA $238
CA $284 total
includes taxes & fees
Nov 4 - Nov 5
Jackson Gore Village
Align Inn Vermont
2.5 star property
8.8 out of 10, Excellent, (1022)
"Na"
The price is CA $166
CA $182 total
includes taxes & fees
Nov 17 - Nov 18
Align Inn Vermont
Fireside Inn & Suites West Lebanon
2.5 star property
8.2 out of 10, Very good, (1012)
"Everyone was super kind and very helpful. Our room was outdated and in need of some repairs, but was clean."
The price is CA $217
CA $265 total
includes taxes & fees
Dec 1 - Dec 2
Fireside Inn & Suites West Lebanon
Après Inn Killington
2.0 star property
9.4 out of 10, Exceptional, (71)
"The staff was super! My only wish was for a chair with a back, not a stool. All was clean, with extra towels and coffee."
The price is CA $182
CA $201 total
includes taxes & fees
Nov 25 - Nov 26
Après Inn Killington
Snowed Inn
3.5 star property
9.8 out of 10, Exceptional, (308)
"The kindest and most accommodating hosts. We enjoyed their level of hospitality. The sleep was a bit interrupted throughout the night with doors constantly slamming. Overall though, we enjoyed our stay and will stay again (in a different room downstairs possibly). "
The price is CA $233
CA $282 total
includes taxes & fees
Nov 26 - Nov 27
Snowed Inn
Hotel Coolidge
3.0 star property
8.2 out of 10, Very good, (1021)
"I liked the historic feel. "
The price is CA $141
CA $156 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Coolidge
Hampton Inn White River Junction
2.5 star property
8.4 out of 10, Very good, (1005)
"Handy for Dartmouth. Clean and comfortable. Breakfast ok too. Only down side was air con a bit noisy and couldn't serm to turn it off"
The price is CA $165
CA $181 total
includes taxes & fees
Dec 1 - Dec 2
Hampton Inn White River Junction
Turn of River Lodge
2.5 star property
9.0 out of 10, Wonderful, (231)
"Awesome stay. Very Cozy and close to Killington and many trails . Staff was very helpful suggesting trails at our skill level and best places to park. "
The price is CA $161
CA $177 total
includes taxes & fees
Dec 1 - Dec 2
Turn of River Lodge
Pointe at Castle Hill Resort
3.5 star property
8.8 out of 10, Excellent, (759)
"Our room was close to the pool heater which was a bit loud. We enjoyed the pool and hot tub though. We would stay again. "
The price is CA $203
CA $232 total
includes taxes & fees
Nov 9 - Nov 10
Pointe at Castle Hill Resort
White River Inn and Suites
2.5 star property
7.2 out of 10, Good, (1007)
"The space in the king size bedroom and the big bathroom made it very convenient for managing crutches "
The price is CA $184
CA $202 total
includes taxes & fees
Nov 3 - Nov 4
White River Inn and Suites
The Lincoln Inn & Restaurant At The Covered Bridge
3.5 star property
8.0 out of 10, Very good, (111)
"I didn't realize it was a bed & breakfast when I reserved our room (my mistake), but it was fine. I'm handicapped and had to go up steps in the old home with my luggage (obviously, no elevator). While the room was small and a bit cramped for us, it was nice, quiet, and the beds were comfortable. Again, this is not a knock on the property. It was very quaint. Just my mistake for not realizing exactly what I was booking."
The Lincoln Inn & Restaurant At The Covered Bridge
506 On the River Inn
4.0 star property
9.4 out of 10, Exceptional, (920)
"This is a lovely place- staff really great and helpful. A few things I’d change are the carpets - they let it down - wooden floors in bedrooms and scatter rigs in flier / god mattresses and pull out baths for showers to modernise bathrooms is needed . Finally the hall carpets are s bad choice they look unclean - maybe hessian type floor coverings?"
The price is CA $278
CA $305 total
includes taxes & fees
Nov 14 - Nov 15
506 On the River Inn
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (644)
"Very comfortable and the staff was friendly and helpful."
The price is CA $194
CA $227 total
includes taxes & fees
Nov 18 - Nov 19
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel
Best Western West Lebanon-Hanover Hotel
2.5 star property
8.6 out of 10, Excellent, (741)
"This was a very pleasant stay and the breakfast was excellent!!"
The price is CA $164
CA $178 total
includes taxes & fees
Dec 1 - Dec 2
Best Western West Lebanon-Hanover Hotel
The Jackson House Inn
4.0 star property
10.0 out of 10, Exceptional, (179)
"We thoroughly enjoyed our stay. "
The price is CA $311
CA $342 total
includes taxes & fees
Nov 4 - Nov 5
The Jackson House Inn
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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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 Align Inn Vermont. See all available top hotels, or vacation rentals in Windsor.

What are some of the best vacation rentals in Windsor?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This vacation home near Windsor is located on a lake and has a fireplace, a balcony, 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 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. Align Inn Vermont and Fireside Inn & Suites West Lebanon 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 21 hotels and other accommodations to choose from. Find out more about Windsor.

What should I see while I'm in Windsor?

Landmarks like South Congregational Church and Old Constitution House might be worth a visit. Natural beauty is on display at Mt Ascutney State Park, Connecticut River, and Paradise Park. A couple of additional sights to add to your agenda are Harpoon Brewery and American Precision Museum. 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, April, and November, with each month seeing an average of 17 inches of snowfall.