Photo by William E Berry Jr.

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Top 10 Windsor hotels and places to stay

The Mountain Inn at Killington
2.5 star property
9.2 out of 10, Wonderful, (562)
"The Ultimate Eastern United States Ski Experience! Majestic mountain views and steps from the slopes! That’s only some of the finer points of the luxurious and rustic Mountain Inn at Killington. Situated at 47 Old Mill Road in Killington, VT, this inn is a 1 minute car ride or short walk to the “Beast of the East” known as Killington. The walk is perhaps 5 minutes from door-to-chairlift at Ramshead Mountain—one of six peaks that compromise Killington ski resort, which looms in the distance from...
The price is £115
includes taxes & fees
9 May - 10 May
The Mountain Inn at Killington
Best Western West Lebanon-Hanover Hotel
2.5 star property
8.6 out of 10, Excellent, (635)
"Quiet location, friendly staff, comfortable and clean room."
The price is £117
includes taxes & fees
26 May - 27 May
Best Western West Lebanon-Hanover Hotel
Sleep Woodstock Motel
2.0 star property
9.6 out of 10, Exceptional, (349)
"This was one of the cleanest room I have ever been in. Everything was spotless and very well appointed. Great room."
The price is £118
includes taxes & fees
5 May - 6 May
Sleep Woodstock Motel
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The Common Man Inn & Restaurant
3.5 star property
9.6 out of 10, Exceptional, (248)
"We were happily surprised when we stayed at The Common Man Inn for the first time. Friendly staff, very clean, fun and funky decor (in keeping with The Common Man restaurants) and a wonderful continental breakfast. Love the old mill building architecture. Having The Common Man restaurant right next door is a bonus. Highly recommend both!"
The price is £97
includes taxes & fees
16 May - 17 May
The Common Man Inn & Restaurant
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 £164
includes taxes & fees
9 May - 10 May
Castle Hill Resort And Spa
Happy Bear Motel
2.0 star property
6.8 out of 10, (278)
"Stopped here after the solar eclipse to go snowboarding. Arrived at 7pm, check-in was fastest I've seen anywhere and friendly. Parked by the office, room was right above. For the location right on Killington Road, you can't beat this for the price. "
Happy Bear Motel
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
Okemo Mountain Lodging
3.5 star property
7.4 out of 10, Good, (24)
"Great room, clean, roomy. Just wish the booking explained that pool and jacuzzi were not on site and we'd have to go to another hotel to use it. We ended up not even going to the pool because of this."
Okemo Mountain Lodging
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."
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
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 £290
includes taxes & fees
4 May - 5 May
Ski-in/ski-out condo with wood-burning fireplace, W/D, indoor pool, & hot tub
Mountain view condo with fast WiFi plus on-site amenities
8.0 out of 10, Very good, (13)
"Location was amazing in terms of proximity to the base of the mountain. Amenities were a nice touch."
The price is £286
includes taxes & fees
4 May - 5 May
Mountain view condo with fast WiFi plus on-site amenities
Winterplace at Okemo
4.0 star property
8.6 out of 10, Excellent, (22)
"Beautiful, cozy and clean"
Winterplace at Okemo
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
8.6 out of 10, Excellent, (7)
"The home is charming, immaculate and amidst woods with no neighbors in eye or earshot. It is on a dirt road, so an awd vehicle is a good idea. A stream runs along the driveway. The Ottauquechee River is across the road. The bathroom is on the first floor, and bedrooms on the second floor. The smoke detector goes off if you saute on the stove. I recommend learning how to turn off a wired in smoke detector. You should open the kitchen window when you saute, because most of the smoke detectors...
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
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 £126
includes taxes & fees
13 May - 14 May
104 Two Queen Bed Standard Hotel Room outdoor heated pool
Beautiful home with fireplace, W/D & AC - near Main Street & Simon Pearce
9.8 out of 10, Exceptional, (8)
"The house was well kept and the staff at Vacasa very responsive both before and when we arrived for simple questions to help get us settled. "
Beautiful home with fireplace, W/D & AC - near Main Street & Simon Pearce
Mountain Green Resort by Killington VR - Studios
3.0 star property
Mountain Green Resort by Killington VR - Studios
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
9.4 out of 10, Exceptional, (16)
"Would stay again!"
The price is £153
includes taxes & fees
2 Jun - 3 Jun
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Huge Home with Private Pond - Ideal Remote Getaway for Family, Friends & More
8.6 out of 10, Excellent, (7)
"We were very comfortable here-it is a huge house and perfect for our horse show weekend. Very nice kitchen and plenty of room. Very private and a gorgeous view. "
Huge Home with Private Pond - Ideal Remote Getaway for Family, Friends & More
Kingswood 2D | Condo in Quechee with golf courses, pools, tennis, gym, ski, W/D
8.0 out of 10, Very good, (1)
Kingswood 2D | Condo in Quechee with golf courses, pools, tennis, gym, ski, W/D
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
9.2 out of 10, Wonderful, (5)
"Great property, as advertised."
The price is £215
includes taxes & fees
5 May - 6 May
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
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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

Accommodation near Windsor attractions

Windsor Travel Info

Number of hotels
2,516
Highest price
£290
Lowest price
£84
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 traveller data. Two other options for your stay in 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 holiday rentals that Windsor has to offer?

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly: This holiday home rental outside of Windsor is located on a lake, and has a fireplace, a patio and a BBQ 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 that 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, the majority of hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.

What's the best accommodation option for a family holiday in Windsor?

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

What's the best place to stay for a romantic holiday in Windsor?

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

What's the best dog-friendly hotel in Windsor?

Fat Sheep Farm & Cabins is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Windsor.

What are some accommodation options 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 on-site pool. View all hotels with pools in Windsor.

What's it like to stay 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 accommodation options to choose from. Find out more about Windsor.

What should I do while I'm visiting 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 itinerary are American Precision Museum and Harpoon Brewery. Take a look at what more there is 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, take a train 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 weather like in Windsor?

The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Windsor are March, January, November and February, with each month seeing an average of 38 cm of snowfall.

Windsor Hotel Reviews
Expedia verified reviews