Hotels in Windsor

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Where to stay in Windsor?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Windsor on Hotels.com. These Windsor hotels consistently deliver on quality, location and traveler experience. Last updated on October 3, 2026.

A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

A two-story wooden house with a covered porch and two Adirondack chairs.

A living room with a spiral staircase, a sofa set, a coffee table, and a painting on the wall.

A kitchen with wooden cabinets, a white stove, a microwave, and pendant lights.

1. Fat Sheep Farm & Cabins

Windsor

CNY891

CNY1,337 total

includes taxes & fees

Nov 3 - Nov 4

A cozy living room with a fireplace, leather furniture, and a coffee table with a puzzle.

A cozy room with a large bed, a fireplace, and a brick wall.

A banquet hall with multiple round tables set for dining, featuring chandeliers and brick walls.

A wooden interior with a pool, benches, and a clock.

2. The Common Man Inn & Restaurant

Claremont

CNY869

CNY943 total

includes taxes & fees

Nov 1 - Nov 2

A multi-story hotel with a central courtyard and a reflective water feature.

A bar area with stools, a counter, and a large window offering a view of a snowy landscape.

A group of people gathered around a fire pit in a snowy outdoor setting with a large building in the background.

A living room with a fireplace, a sofa, a coffee table, and a television.

3. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Brownsville

CNY1,065

CNY1,272 total

includes taxes & fees

Oct 26 - Oct 27

A hotel room with two beds, a wooden headboard, bedside lamps, and a window with curtains.

A building with a 'Public Welcome' sign, a vending machine, and a hanging flower basket.

A picnic table with benches in a grassy area in front of a motel with multiple cars parked in the driveway.

A hotel room with a desk, chair, television, refrigerator, and a dresser.

4. Claremont Motor Lodge

Claremont

CNY805

CNY873 total

includes taxes & fees

Oct 18 - Oct 19

A spacious living room with a stone fireplace, leather sofas, a coffee table, and large arched windows offering views of the outdoors.

A bathroom with a vanity, sink, mirror, and a towel rack.

A patio with two wicker chairs and a table, surrounded by greenery and a white structure.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

5. Align Inn Vermont

Quechee

CNY1,479

CNY1,627 total

includes taxes & fees

Oct 19 - Oct 20

A modern kitchen with black cabinets, a teal backsplash, and various appliances including a coffee maker and a food display.

A hotel room with two beds, a desk, and a window with curtains.

A snack display with various packaged foods and a refrigerated section with drinks.

A swimming pool with a wooden deck, lounge chairs, and a table with chairs.

6. Best Western West Lebanon-Hanover Hotel

West Lebanon

CNY764

CNY829 total

includes taxes & fees

Nov 2 - Nov 3

A rustic interior with a bar area, wooden beams, a fireplace, and a dining table with chairs.

A golf course with sand bunkers, a lake, and autumn-colored trees in the background.

A red brick building with a white garage door, a tree with pink blossoms, and a sign indicating no parking.

7. The Quechee Inn at Marshland Farm

Quechee

CNY951

CNY1,046 total

includes taxes & fees

Oct 26 - Oct 27

A two-story house with a front porch, a central entrance, and a garden with various plants and flowers.

A hotel room with a large bed, bedside tables, a desk, and a chair.

A bar area with wooden bar stools, hanging light fixtures, and a bartender at the counter.

A two-story brick house with a white porch and a small garden in front.

8. Kedron Valley Inn

South Woodstock

CNY1,563

CNY1,720 total

includes taxes & fees

Nov 1 - Nov 2

A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.

A well-maintained lawn with a central garden area, a brick building, and a view of a forested hill.

A cozy room with a wooden bench, a chair, and a sofa. There are large windows with wooden frames and a chandelier hanging from the ceiling.

A bedroom with a large window, a bed, a chair, and a lamp.

9. The Jackson

West Woodstock

CNY944

CNY1,039 total

includes taxes & fees

Nov 3 - Nov 4

An indoor dining area with multiple wooden tables and chairs, surrounded by lush greenery and a stone water feature.

A spacious indoor dining area with multiple wooden tables and chairs, surrounded by various plants and trees.

An indoor swimming pool with a curved design, surrounded by seating areas and plants.

A cozy lobby with a stone fireplace, leather sofas, and a coffee table.

10. Fireside Inn & Suites West Lebanon

West Lebanon

CNY942

CNY1,022 total

includes taxes & fees

Nov 1 - Nov 2

A conference room with a long table, chairs, and a water pitcher.

A hotel reception desk with a 'Welcome to Hampton' sign, a digital kiosk, and a 'Hilton Honors' sign.

A Hampton Inn hotel with a modern facade, a covered entrance, and a parking lot.

A gym with a motivational wall, exercise equipment, and a water dispenser.

11. Hampton Inn White River Junction

White River Junction

CNY946

CNY1,040 total

includes taxes & fees

Nov 1 - Nov 2

A two-story house with a covered porch, large windows, and a well-maintained lawn.

A modern reception area with a marble counter, a wall-mounted display of stone-like textures, and a bookshelf with various items.

A spacious lobby with a round table, two armchairs, a geometric wall design, a fireplace, and a modern chandelier.

A covered patio area with wicker chairs and a brick floor, overlooking a green landscape and a building in the background.

12. Hilton Garden Inn Hanover Lebanon

Lebanon

CNY1,306

CNY1,417 total

includes taxes & fees

Nov 3 - Nov 4

A spacious dining area with high ceilings, wooden tables, and blue upholstered booths.

A Holiday Inn Express & Suites building with a brick facade, multiple windows, and a parking lot.

A modern hotel room with a blue sofa, a wooden coffee table, a laptop, a white mug, and a gray armchair.

A hotel room with a large bed, two armchairs, a small table, and a TV on the wall.

13. Holiday Inn Express Hotel & Suites White River Junction by IHG

White River Junction

CNY1,263

CNY1,389 total

includes taxes & fees

Oct 28 - Oct 29

A room with a checkered floor, a bench, and a fireplace.

A rustic dining area with wooden beams, a chandelier, and a kitchen in the background.

A large, white building with a symmetrical facade, multiple windows, and a central entrance with steps.

A spacious living room with a grand chandelier, large windows, and a comfortable seating area.

14. Woodstock Inn & Resort

Woodstock

CNY2,944

CNY3,534 total

includes taxes & fees

Nov 2 - Nov 3

A rustic dining area with wooden beams, tables, chairs, and a fireplace.

A living room with a sofa, ottoman, armchair, and a television on a stand.

An outdoor event space with tables set for dining, surrounded by a covered area with a transparent roof.

A bedroom with a large bed, a bedside table, a lamp, and a view of the outdoors through a sliding door.

15. The Inn at Weathersfield

Perkinsville

CNY1,520

CNY1,904 total

includes taxes & fees

Nov 1 - Nov 2

A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.

A two-story house with a snow-covered roof and a front porch.

A two-story house with a balcony, surrounded by lush greenery and a pond.

A spacious living room with a large American flag, a fireplace, and a chandelier.

16. On The River Inn

West Woodstock

CNY1,094

CNY1,351 total

includes taxes & fees

Nov 1 - Nov 2

A café counter with a menu, pastries, and condiments.

A room with a door labeled "The Junction Room," a small table with a pitcher and cups, two chairs, and two framed paintings on the wall.

A hotel room with two beds, a chair, a dresser, and a mirror.

A cozy living room with comfortable armchairs, a coffee table with books, a lamp, and a view of the street outside.

17. Hotel Coolidge

White River Junction

CNY783

CNY861 total

includes taxes & fees

Oct 27 - Oct 28

A hotel room with two beds, a desk, a chair, a mirror, a TV, and a window with curtains.

An air conditioner with a control panel displaying temperature settings.

A hotel room with a bed, a desk, a chair, a dresser, a mirror, a television, and a window with curtains.

A bathroom with a bathtub, a sink, a toilet, a mirror, and a towel rack.

18. Royal Inn Claremont

Claremont

CNY754

CNY819 total

includes taxes & fees

Nov 1 - Nov 2

A spacious room with a large bed, a sofa, and a chair, featuring large windows and a view of greenery outside.

A grassy field with a wooden pergola and trees in the background.

A river with rocks, a bridge, and trees.

A large, white, two-story house with a symmetrical facade, surrounded by a well-maintained lawn and tall trees.

19. Lincoln Inn & Gallery

Woodstock

CNY4,406

CNY4,847 total

includes taxes & fees

Oct 4 - Oct 5

A modern fitness center with exercise equipment, mirrors, and a reception area.

A room with a 'RELAX' sign, a black leather sofa, and a patterned floor.

A modern interior with a black wall-mounted sign reading "HANGOUT".

A two-story building with a porch, a sign reading "STAY AT JIMMY'S", and a pathway leading to it.

20. Stay At Jimmy's

Woodstock

CNY2,005

CNY2,206 total

includes taxes & fees

Oct 29 - Oct 30

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Go beyond your typical stay in Windsor

Pet friendly

Apartment

Pool

Hot tub

Condo

Family friendly

Cottage

Top landmarks in Windsor

A snow-covered landscape with a wooden covered bridge over a river, surrounded by trees and a snowy path.

Brownsville Trail

9.4/10 (3 reviews)

Travelers who enjoy the great outdoors might want to go to Brownsville Trail, located 3.1 mi (4.9 km) from central Windsor.

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A calm river with dense greenery and trees reflecting on the water.

Paradise Park

8.8/10 (8 reviews)

Paradise Park is 0.7 mi (1.1 km) from central Windsor, why not stop by during your stay. Why not take a stroll along the riverfront and watch the sunset while you're here? Want to stretch your legs some more? Head to Path of Life Garden, located nearby.

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Harpoon Brewery

9.4/10 (23 reviews)

Harpoon Brewery is 2.4 mi (3.8 km) from central Windsor, why not stop by during your stay.

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American Precision Museum

10.0/10 (2 reviews)

American Precision Museum is 0.4 mi (0.6 km) from central Windsor, why not stop by during your stay. Why not take a stroll along the riverfront and watch the sunset while you're here? If you want to experience more of the culture Windsor has to offer, head to Cornish-Windsor Covered Bridge, Blow-Me-Down Bridge, and Saint-Gaudens National Historic Site.

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Ascutney Park

Ascutney Park is worth a visit, located 0.4 mi (0.7 km) from central Ascutney.

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Windsor Public Library

Windsor Public Library is worth a visit when in central Windsor.

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Weathersfield Proctor Library

Weathersfield Proctor Library is worth a visit, located 0.4 mi (0.7 km) from central Ascutney.

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Path of Life Garden

9.6/10 (5 reviews)

Ready for an education in local botany? Path of Life Garden should make your list of places to visit, located 2.5 mi (4 km) from central Windsor. Why not take a stroll along the riverfront and watch the sunset while you're here? Want to stretch your legs some more? Head to Paradise Park, located nearby.

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Learn more about Windsor

Windsor is well-known for its attractions such as American Precision Museum and Harpoon Brewery. The city has something for everyone including sights like Mt Ascutney State Park and Connecticut River within a scenic setting.

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A covered bridge over a river with lush greenery and a clear sky.

Check out reviews of Windsor hotels guests love

Fireside Inn & Suites West Lebanon

10/10 Excellent

"This place was the first place I stayed on my trip and it was very relaxing and perfect. The room was clean. The staff was courteous. The bar was not open on Sunday."

Align Inn Vermont

10/10 Excellent

"One of the best places to stay. The people that work there are very friendly and informative. Their continental breakfast was amazing."

The Shire Woodstock

10/10 Excellent

"We had Deluxe King River view - deluxe has a fireplace and shares a balcony with rocking chairs. The room was great except a couple little maintenance issues (I told the front desk and hope they fix). And it’s a great location walkable to downtown, great views of river and hills, and the inn has fire pits ready to go. Too bad coffee makers are in the hallway, not in the room, and there’s no breakfast (they said they might start next year). We went nearby for breakfast, and a good market is just across the street."

White River Inn and Suites

10/10 Excellent

"My room was cozy, quiet, and clean. It was a restful stay, and was much-needed during my business trip. Special shout-out to Tianna at the front desk; she was so kind, helpful, and always had a smile on her face. Every time I passed by, she'd greet me with a warm, "hello!" I will happily stay here again for future business trips!"

The Mountain Inn at Killington

8/10 Good

"Nice staffs Pretty good breakfast Nice parking and free. Beautiful view Towels might need to be updated."

Mountain Sports Inn

10/10 Excellent

"Super"

Pointe at Castle Hill Resort

10/10 Excellent

"Very nice place, quiet and easily accessible. Room was large with separate large bedroom with door. Large LR with fireplace, sofa & recliner and fully stocked kitchen."

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent

"My daughter and I were looking for someplace to meet in the middle… one coming from upstate New York and one coming from Massachusetts.This was not the first hotel we looked at. Fortunately it is the one we stayed at! The facility is very nice, even though older still very well maintained. Staff was exceptional! The location was perfect for just a fun getaway weekend. The downtown area has some lovely restaurants and shops but the restaurant at the resort was also very good. We enjoyed the area so much. We're talking about going again in the winter, even though neither of us have skied in ages!"

The Jackson

10/10 Excellent

"This property is beautiful, peaceful, friendly, welcoming and far enough away from the green for a noiseless stay. The wine, cheese and bites that start your evening are lovely and gives you the opportunity to meet other guests if you choose. Ms. Walton, the host, was friendly, helpful and warm. She made me feel right at home. A magnificent place to stay in Woodstock Vermont"

Frequently asked questions

How much does a hotel room cost in Windsor?

You can discover great hotels in Windsor from CNY768 with properties to suit all budgets and needs. If you're after an affordable hotel in Windsor that meets all of your requirements, set your filters and then sort the results by "Price: low to high".

How can I find deals and earn rewards at Windsor hotels?

Discover great deals on Windsor hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. And make sure to check out our last-minute deals on Windsor hotels.

Can I book Windsor hotels with free cancellation?

It's easy to book a refundable Windsor hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some of the best hotels in Windsor for couples?

Enjoy your couple's retreat with a stay at a top-rated Windsor romantic hotel. Our travelers love Windsor Mansion Inn, a bed & breakfast with proposal/romance packages as well as in-room champagne service. Use the "Traveler experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Windsor for couples on Hotels.com.

What are some of the best Windsor hotels with free parking?

If you're driving, a great Windsor hotel with free parking is a bonus. Our travelers' favorites include:

Windsor Mansion Inn: A bed & breakfast with an average guest rating of 9.2 out of 10

What are some popular hotels in central Windsor?

For hotels in central Windsor, check out Windsor Mansion Inn and Holiday Inn Club Vacations Mount Ascutney Resort by IHG. Travelers love Windsor Mansion Inn for its location, as well as the bar/lounge, coffee shop/cafe and free continental breakfast this bed & breakfast offers. Holiday Inn Club Vacations Mount Ascutney Resort by IHG is another popular central resort with a restaurant, an outdoor tennis court and a bar/lounge.

What hotels do travelers like in Windsor?

Guests like Fat Sheep Farm & Cabins and Holiday Inn Club Vacations Mount Ascutney Resort by IHG.

Can I book refundable hotels in Windsor?

If you want the flexibility to change your plans to Windsor, most accommodations offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Windsor if I want a vacation home instead of a traditional hotel?

Browse 11 vacation homes on our site. You can also book one of the 6 cabins for your stay.

What will the weather in Windsor be like during my vacation?

July and August are typically the warmest months in Windsor when the average temp is 62°F. January and February are the coldest months when the average temperature is 22°F. July and June are the months with the most rain.

Why should I book my Windsor hotel with Hotels.com?

There are lots of reasons to book your Windsor trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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