Photo by William E Berry Jr.

Find hotels in Windsor, VT from CA $123

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Top 10 Windsor hotels and places to stay

Fat Sheep Farm & Cabins

3.0 star property
9.6 out of 10, Exceptional, (8)
"Excellent. It had everything we needed"
Fat Sheep Farm & Cabins

Bluebird Sunapee

3.0 star property
8.8 out of 10, Excellent, (627)
"this property was beyond my expectations. the beds were amazing rooms spotless, and there’s so much to do in the hotel them make it so roomy!"
The price is CA $212
CA $230 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Bluebird Sunapee

Mountain Edge Suites at Sunapee, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (301)
"Perfect "
The price is CA $286
CA $326 total
includes taxes & fees
Dec 24 - Dec 25
Mountain Edge Suites at Sunapee, Ascend Hotel Collection

Dexter's Inn

3.0 star property
8.6 out of 10, Excellent, (68)
"Amazing place to stay for our Girl Scout ski trip! We rented the cottage which sleeps 12 and had two large, comfy rooms for adults plus large family room and new built in beds off family room for the girls. Well appointed modernized rooms while still retaining an authentic Inn feeling. Everyone enjoyed the breakfast buffet, especially the French Toast. We explored the grounds after breakfast and the girls enjoyed being unplugged and interacting with nature. Overall a wonderful experience and our...
The price is CA $320
CA $348 total
includes taxes & fees
Dec 27 - Dec 28
Dexter's Inn

Brook Road Inn

3.0 star property
8.8 out of 10, Excellent, (201)
"The property is very well kept and the surrounding is quiet and beautiful. Yet, the coffee machine and the hot water fountain were both out of service as they haven’t been descaled."
The price is CA $123
CA $178 total
includes taxes & fees
Dec 26 - Dec 27
Brook Road Inn

Brook Road Cabin

3.5 star property
7.8 out of 10, Good, (9)
"This little cabin is exactly what the owner purports it to be. No more; no less. It's quaint and the bedrooms are small. Because it's a cabin. The shower is small. Because it's a cabin. The TV and stove and sink are all small. Because it's a cabin! There are a few ants around, but there's Raid spray under the sink if you want to go that route. The occasional ant is going to show it's occasional self. It's a cabin. in the woods... I thought it was a fair accommodation for a fair price (just a...
The price is CA $293
CA $438 total
includes taxes & fees
Dec 23 - Dec 24
Brook Road Cabin

Brook Road Condo

3.0 star property
8.8 out of 10, Excellent, (3)
"The townhouse was perfect for my family of 4 as we were skiing at nearby Mt. Sunapee (about 8 mins away!). The pictures honestly represented the property. The kitchen is a bit dated but the townhouse was very clean and very comfortable. The property manager was extremely welcoming and so very helpful when we had questions. The property is located on lots of open land so we were able to snowshoe with the kids on the property as well. Would definitely come back to this townhouse."
The price is CA $264
CA $407 total
includes taxes & fees
Dec 23 - Dec 24
Brook Road Condo

Qutie Pie House 2 Bedroom Home by RedAwning

3.0 star property
8.0 out of 10, Very good, (1)
"quiet, nice place. Take a can opener and your own bath towels."
The price is CA $235
CA $645 total
includes taxes & fees
Dec 27 - Dec 28
Qutie Pie House 2 Bedroom Home by RedAwning

Newport Motel

2.0 star property
9.0 out of 10, Wonderful, (125)
"Clean, affordable accommodation near Sunapee"
The price is CA $164
CA $178 total
includes taxes & fees
Dec 26 - Dec 27
Newport Motel

2BR Sunshine Town Condo

4.0 star property
8.8 out of 10, Excellent, (6)
"Great stay. Most important: it was clean, quiet, comfortable, cute decor and cozy. Have two college age kds who stay up way too late, so needed two bedrooms and paying for two hotel rooms was not desirable. This worked perfect! Would have given excellent rating but little work needs to be done on place - closet door fell of track, soap dospenser about to fall off wall. Just minor things. Also clearer instructions are needed on how to reach the location. The address on text, when used on...
The price is CA $207
CA $387 total
includes taxes & fees
Jan 12 - Jan 13, 2025
2BR Sunshine Town Condo

Hilton Garden Inn Hanover Lebanon

3.0 star property
9.0 out of 10, Wonderful, (1001)
"While waiting for a new family member to arrive i chose the Hilton next to the hospital. The hotel was very clean, and new. Automatic shades, sliding doors, card acess to the room floors, and the room was larger then the average hotel room. The service was great, very polite and accomidating. I would highly recommend this horel."
The price is CA $191
CA $207 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Hilton Garden Inn Hanover Lebanon

Quality Inn

2.5 star property
7.2 out of 10, Good, (361)
"Room was nice and clean and quiet and also pretty big..definitely will go again "
The price is CA $152
CA $165 total
includes taxes & fees
Dec 29 - Dec 30
Quality Inn

The Common Man Inn & Restaurant

3.5 star property
9.6 out of 10, Exceptional, (361)
"Clare was very attentive to our every need. From arrival to departure she made sure our experience was purrfect. "
The price is CA $238
CA $259 total
includes taxes & fees
Dec 26 - Dec 27
The Common Man Inn & Restaurant

Royal Inn Claremont

2.0 star property
6.6 out of 10, (293)
"Nice little spot for a one or two night stay. "
The price is CA $158
CA $171 total
includes taxes & fees
Dec 24 - Dec 25
Royal Inn Claremont

Courtyard by Marriott Hanover Lebanon

3.0 star property
8.8 out of 10, Excellent, (842)
"Great stay. The hotel is older but that means the room was good sized. It just is getting to the point where it needs a little face lift but it was very clean and the beds and pillows very comfortable. "
The price is CA $194
CA $211 total
includes taxes & fees
Dec 24 - Dec 25
Courtyard by Marriott Hanover Lebanon

Residence Inn by Marriott Hanover Lebanon

3.0 star property
9.0 out of 10, Wonderful, (419)
"A nice day. Good for my business trip. But needs updating as far as technology goes. Nowhere to charge my phone."
The price is CA $231
CA $250 total
includes taxes & fees
Dec 29 - Dec 30
Residence Inn by Marriott Hanover Lebanon

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (288)
"Nice, well equipped rooms. Clean and comfortable. "
The price is CA $151
CA $164 total
includes taxes & fees
Dec 23 - Dec 24
Claremont Motor Lodge

Sunset Motor Inn

2.0 star property
6.8 out of 10, (775)
"Great"
The price is CA $128
CA $139 total
includes taxes & fees
Dec 23 - Dec 24
Sunset Motor Inn

Six South St Hotel

2.5 star property
9.4 out of 10, Exceptional, (744)
"This was my best stay ever in Hanover! The staff were helpful, the room was spacious, stylish and very comfortable, and the location was terrific! Had a delicious dinner of some exquisite tapas in the restaurant space. I look forward to returning soon!"
The price is CA $257
CA $279 total
includes taxes & fees
Dec 24 - Dec 25
Six South St Hotel

Hanover Inn Dartmouth

4.0 star property
9.6 out of 10, Exceptional, (785)
"The hotel updated the gym - it's fantastic - and they serve great coffee in the lobby in the morning. This is a slow time of year, so the rates were the lowest I have seen in a couple years of traveling to the area. It's a lovely hotel next to campus, can't beat it."
The price is CA $271
CA $295 total
includes taxes & fees
Dec 23 - Dec 24
Hanover Inn Dartmouth
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 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 vacation rentals in Windsor?

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location: This vacation home rental 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 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a selection of games, and a spa tub so you can immerse yourself in your vacation. 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?

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 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. 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 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. Additionally, you'll find Okemo Mountain Resort in the area. 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, November, and February, with each month seeing an average of 15 inches of snowfall.