Find hotels in Windsor, VT from ¥13,674

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Compare 2,566 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Windsor hotels

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (359)
"Beautiful place to stay! 10/10 would recommend. You're going to love it!"
The price is ¥23,190
¥28,060 total
includes taxes & fees
Sep 25 - Sep 26
Snowed Inn

The Inn at Weathersfield

4.0 star property
9.8 out of 10, Exceptional, (64)
"Great Inn."
The Inn at Weathersfield

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (233)
"Breakfast was amazing! Hosts were super friendly and we are looking forward to returning there again! "
Harvest Barn Inn

Mountain Meadows Lodge

3.5 star property
9.4 out of 10, Exceptional, (153)
"Lovely property and the staff members were extremely friendly"
The price is ¥29,158
¥35,767 total
includes taxes & fees
Oct 19 - Oct 20
Mountain Meadows Lodge

Mountain Valley Retreat

2.5 star property
9.6 out of 10, Exceptional, (183)
"Absolutely lovely stay!"
The price is ¥17,713
¥20,016 total
includes taxes & fees
Oct 21 - Oct 22
Mountain Valley Retreat

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

3.0 star property
9.2 out of 10, Wonderful, (359)
"good rooms an good staff!"
The price is ¥22,459
¥26,771 total
includes taxes & fees
Oct 23 - Oct 24
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Hanover Inn Dartmouth

4.0 star property
9.6 out of 10, Exceptional, (866)
"Lovely property perfectly situated facing the campus. Friendly, helpful staff. "
The price is ¥48,973
¥53,135 total
includes taxes & fees
Sep 30 - Oct 1
Hanover Inn Dartmouth

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (891)
"One day stay all went well"
The price is ¥19,011
¥21,673 total
includes taxes & fees
Oct 21 - Oct 22
Pointe at Castle Hill Resort

Brook Road Inn

3.0 star property
8.6 out of 10, Excellent, (236)
"I basically live here sometimes and it’s great. Foods not far either"
Brook Road Inn

The Trailside Inn

3.0 star property
9.0 out of 10, Wonderful, (131)
"Such a great, comfortable place to stay with an awesome staff!"
The price is ¥30,481
¥33,531 total
includes taxes & fees
Oct 1 - Oct 2
The Trailside Inn

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (231)
"Excellent Vintage style B&B. "
The Jackson

Claremont Motor Lodge

2.5 star property
8.8 out of 10, Excellent, (399)
"Great place to stay"
The price is ¥16,296
¥17,682 total
includes taxes & fees
Sep 25 - Sep 26
Claremont Motor Lodge

Lincoln Inn & Gallery

3.0 star property
9.2 out of 10, Wonderful, (40)
"A very pleasant VT stay at a reasonable price."
The price is ¥41,876
¥46,065 total
includes taxes & fees
Sep 25 - Sep 26
Lincoln Inn & Gallery

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
9.0 out of 10, Wonderful, (750)
"Strongly recommend and will go back again!"
The price is ¥29,374
¥34,030 total
includes taxes & fees
Oct 23 - Oct 24
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (897)
"Nice accommodations, very inviting and friendly staff. "
The Mountain Inn at Killington

Kedron Valley Inn

3.5 star property
9.0 out of 10, Wonderful, (312)
"Nice place to stay. Would stay there again & recommend it to friends and family "
Kedron Valley Inn

Jackson Gore Village

3.0 star property
8.6 out of 10, Excellent, (765)
"The hotel was peaceful and clean, perfect for the weekend getaway."
The price is ¥25,857
¥31,415 total
includes taxes & fees
Oct 23 - Oct 24
Jackson Gore Village

Courtyard by Marriott Hanover Lebanon

3.0 star property
8.8 out of 10, Excellent, (955)
"Perfect location staff was excellent "
The price is ¥29,965
¥32,512 total
includes taxes & fees
Oct 23 - Oct 24
Courtyard by Marriott Hanover Lebanon

Summit Lodge

3.0 star property
8.6 out of 10, Excellent, (390)
"Love the old ski lodge feel and the layout of the hotel"
The price is ¥25,790
¥28,369 total
includes taxes & fees
Oct 9 - Oct 10
Summit Lodge

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (96)
"Sweet place to stay"
The price is ¥32,162
¥35,057 total
includes taxes & fees
Oct 5 - Oct 6
Stone Hearth Inn and Eatery
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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Learn more about Windsor

Step back in time at the American Precision Museum, where industrial history comes alive through fascinating exhibits. Afterward, savor craft brews at Harpoon Brewery or hike the scenic trails of Mt Ascutney State Park for breathtaking views.

Great views of Vermont and New Hampshire.
Photo by William E Berry Jr.
Open Photo by William E Berry Jr.

Top Windsor Hotel Reviews

More cheap stays in Windsor

More cheap stays in Windsor

Frequently asked questions

What's the best place to stay in Windsor?

White River Inn and Suites, located 11.6 mi (18.6 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 Fireside Inn & Suites West Lebanon and The Shire Woodstock. See all available top hotels, or vacation rentals in Windsor.

What are some of the best vacation rentals in Windsor?

Idyllic Lakefront House Suited Two Families: This vacation home near Windsor is located on a lake and has a fireplace, a patio, 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 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. Fireside Inn & Suites West Lebanon and Woodstock Inn & Resort 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 20 hotels and other accommodations to choose from. Find out more about Windsor.

What should I see while I'm in Windsor?

Natural beauty is on display at Connecticut River, Path of Life Garden, and Paradise Park. A couple of additional sights to add to your agenda are Harpoon Brewery and Mt Ascutney State Park. 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.

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