Photo by William E Berry Jr.

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Top hotels and accommodation in Windsor

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (489)
"The garden level hallways needs a facelift. Room was fine but the corridor carpet had stains and it looked a little dingy. Expected more for a 5 star resort."
The price is NZ$660
includes taxes & fees
20 Jan - 21 Jan 2025
Woodstock Inn & Resort

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.2 out of 10, Good, (1001)
"Clean rooms great lobby decent food, amazing employees"
The price is NZ$427
includes taxes & fees
22 Jan - 23 Jan 2025
Killington Mountain Lodge, Tapestry Collection by Hilton

Après Inn Killington

2.0 star property
9.4 out of 10, Exceptional, (82)
"Efficient use of small space. Warm and comfortable. Good choice of restaurants within walking distance. Perfect for a ski weekend at Killington"
The price is NZ$375
includes taxes & fees
6 Jan - 7 Jan 2025
Après Inn Killington

Turn of River Lodge

2.5 star property
9.0 out of 10, Wonderful, (232)
"We stayed 2 nights on Thanksgiving we were visiting family nearby. TOTR served our needs perfectly! It was clean, warm and friendly. Not fancy, not expensive at all, we just slept there. It was a mile from my brother's house. I forgot my ice/snow brush for the car and by morning, we had several inches on the ground. The woman at the front desk loaned me a broom and even ran out to help me clean the car. It was a great stay, I am glad we found Turn of the River."
The price is NZ$289
includes taxes & fees
23 Dec - 24 Dec
Turn of River Lodge

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (719)
"Very nice and affordable place to stay near Killington Base. Staff were all great. Shuttle bus service back and forth to the mountain was so very convenient. Will definitely return when the snow keeps falling! "
The price is NZ$736
includes taxes & fees
23 Dec - 24 Dec
The Mountain Inn at Killington

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (770)
"It was a very nice place and the staff was very friendly."
The price is NZ$341
includes taxes & fees
5 Jan - 6 Jan 2025
Pointe at Castle Hill Resort

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (698)
"Great stay! Quick trip through Woodstock. Great restaurant recommendations and a quick walk into town. Clean and a great view over the river. Would definitely stay here again."
The price is NZ$385
includes taxes & fees
23 Dec - 24 Dec
The Shire Woodstock

Align Inn Vermont

2.5 star property
9.0 out of 10, Wonderful, (1007)
"It was very clean, quite well maintained and we enjoyed a hearty breakfast. The staff were very friendly and pleasant. We would definitely stay here again."
The price is NZ$210
includes taxes & fees
5 Jan - 6 Jan 2025
Align Inn Vermont

Jackson Gore Village

3.0 star property
8.6 out of 10, Excellent, (708)
"Excellent location, very clean and quiet. We loved the outdoor heated pool and sauna and extra bonus was the EV charging stations. We will be back!"
The price is NZ$1,136
includes taxes & fees
7 Jan - 8 Jan 2025
Jackson Gore Village

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (312)
"Staff was very nice and inviting "
The price is NZ$516
includes taxes & fees
9 Jan - 10 Jan 2025
Snowed Inn

Fireside Inn & Suites West Lebanon

2.5 star property
8.2 out of 10, Very good, (1001)
"Pool is big and they have a hot tub open till 10 pm definitely a plus"
The price is NZ$327
includes taxes & fees
29 Dec - 30 Dec
Fireside Inn & Suites West Lebanon

506 On the River Inn

4.0 star property
9.4 out of 10, Exceptional, (934)
"It was perfect. We loved everything about this place. Room were big, clean, lots of amenities. Great breakfast."
The price is NZ$446
includes taxes & fees
2 Jan - 3 Jan 2025
506 On the River Inn

Super 8 by Wyndham White River Junction

2.0 star property
6.4 out of 10, (1009)
"Thx"
The price is NZ$177
includes taxes & fees
6 Jan - 7 Jan 2025
Super 8 by Wyndham White River Junction

Hampton Inn White River Junction

2.5 star property
8.4 out of 10, Very good, (1000)
"Staff were welcoming and room was clean"
The price is NZ$230
includes taxes & fees
5 Jan - 6 Jan 2025
Hampton Inn White River Junction

Hotel Coolidge

3.0 star property
8.2 out of 10, Very good, (1001)
"Good spot"
The price is NZ$204
includes taxes & fees
23 Dec - 24 Dec
Hotel Coolidge

The Jackson

4.0 star property
10.0 out of 10, Exceptional, (188)
"Great people "
The price is NZ$410
includes taxes & fees
5 Jan - 6 Jan 2025
The Jackson

Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel

3.0 star property
9.0 out of 10, Wonderful, (651)
"Don't have elevator, and no hot breakfast provided "
The price is NZ$311
includes taxes & fees
20 Jan - 21 Jan 2025
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel

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

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (431)
"Very Professional Staff and very friendly."
The price is NZ$225
includes taxes & fees
23 Dec - 24 Dec
Sleep Woodstock Motel

Holiday Inn Express Hotel & Suites White River Junction, an IHG Hotel

2.5 star property
8.6 out of 10, Excellent, (1004)
"Great"
The price is NZ$271
includes taxes & fees
29 Dec - 30 Dec
Holiday Inn Express Hotel & Suites White River Junction, an IHG 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.
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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 traveller data. Two other options for your stay in the area are North Star Lodge and Resort and Woodstock Inn & Resort. See all available top hotels, or vacation rentals in Windsor.

What are some of the best holiday rentals that Windsor has to offer?

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location: This holiday home rental outside of Windsor is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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?

North Star Lodge and Resort: Hotel located near Killington Resort. Offers a sauna, an outdoor pool and free self parking. Woodstock Inn & Resort and Align Inn Vermont 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. 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 20 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. Additionally, you'll find Okemo Mountain Resort in the area. 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.