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Top hotels and accommodation in Windsor

Exterior
Zen of the Woods Tiny Cabin in Okemo Valley
10.0 out of 10, Exceptional, (6)
"Nice small one-room cabin in the woods. The road is dirt and could have been difficult to traverse in snowy weather without 4-wheel drive, but was fine when we visited."
Zen of the Woods Tiny Cabin in Okemo Valley
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 NZ$322
includes taxes & fees
16 May - 17 May
10 min to Mountains | Queen Bed | Woodstock Suite
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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 NZ$235
includes taxes & fees
16 May - 17 May
Sleep Woodstock Motel
Premium bedding, desk, blackout curtains, iron/ironing board
The Common Man Inn & Restaurant
3.5 star property
9.6 out of 10, Exceptional, (251)
"The walkway around Sugar River with the waterfall was something very nice. Also Claire the house cat was a welcome addition. The breakfast could be improved with better sandwiches and our room location #115 did not give us privacy unless we kept the shades down all the time. The restaurant was good, but overpriced for what it was. All in all a good experience."
The price is NZ$225
includes taxes & fees
19 May - 20 May
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 NZ$381
includes taxes & fees
19 May - 20 May
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
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.
Family Suite, 2 Bedrooms | Private kitchen
506 On the River Inn
4.0 star property
9.4 out of 10, Exceptional, (869)
"Quiet Beautiful Friendly Relax ing "
The price is NZ$381
includes taxes & fees
16 May - 17 May
506 On the River Inn
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 NZ$821
includes taxes & fees
16 May - 17 May
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 NZ$220
includes taxes & fees
18 May - 19 May
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 NZ$256
includes taxes & fees
17 May - 18 May
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 NZ$633
includes taxes & fees
23 May - 24 May
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 NZ$341
includes taxes & fees
16 May - 17 May
Castle Hill Resort And Spa
Property grounds
Efficient condo near slopes with kitchenette & great location
9.0 out of 10, Wonderful, (21)
"Beautiful area, very close to the mountain. Property is clean and easily accessible."
The price is NZ$275
includes taxes & fees
21 May - 22 May
Efficient condo near slopes with kitchenette & great location
Exterior
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
9.0 out of 10, Wonderful, (6)
"Great property, as advertised."
The price is NZ$440
includes taxes & fees
16 May - 17 May
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
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 NZ$639
includes taxes & fees
19 May - 20 May
Top-floor condo with mountain views & covered parking space
Property grounds
The Shire Woodstock
3.0 star property
8.8 out of 10, Excellent, (550)
"Outstanding "
The price is NZ$262
includes taxes & fees
27 May - 28 May
The Shire Woodstock
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 NZ$589
includes taxes & fees
18 May - 19 May
Ski-in/ski-out condo with wood-burning fireplace, W/D, indoor pool, & hot tub
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 accommodation in Windsor

Stay near top Windsor attractions

Windsor hotels information

Number of reviews
5,468
Accommodation
2,503 hotels
Lowest Price
NZ$179
Highest Price
NZ$641

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.

Recent Reviews in Windsor
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