Hotels in Windsor

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Check prices for these dates

Tonight
10 Nov - 11 Nov
Tomorrow
11 Nov - 12 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Where to stay in Windsor?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Windsor on Hotels.com. These Windsor hotels consistently deliver on quality, location and traveller experience. Last updated on 10 November 2026.
A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (15 reviews)
The price is AU$256
includes taxes & fees
17 Nov - 18 Nov
Fat Sheep Farm & Cabins
A stone fire pit with chairs around it, set in a grassy area with trees and a large building in the background.

2. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (900 reviews)
This tranquil resort near Mount Ascutney features indoor and outdoor pools, tennis courts, and The Maple Kitchen serving American cuisine. Peaceful surroundings create the perfect setting for relaxation while maintaining easy access to local attractions.
The price is AU$227
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
A cozy living room with a fireplace, leather furniture, and a coffee table with a puzzle.

3. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (450 reviews)
This charming Claremont inn offers complimentary breakfast, WiFi, and parking, along with a restaurant, bar, and fitness centre. Rooms include refrigerators and microwaves. Just minutes from Tremont Square and the Opera House with helpful staff to welcome you.
The price is AU$205
includes taxes & fees
12 Nov - 13 Nov
The Common Man Inn & Restaurant
A hotel room with two beds, a wooden headboard, bedside lamps, and a window with curtains.

4. Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (612 reviews)
This charming Claremont motel offers free WiFi and parking while serving as a comfortable base for area adventures. Guests consistently praise the helpful staff and clean rooms. Barnes Park and North Country Smokehouse are just minutes away by car.
The price is AU$186
includes taxes & fees
11 Nov - 12 Nov
Claremont Motor Lodge
A spacious living room with a stone fireplace, leather sofas, a coffee table, and large arched windows offering views of the outdoors.

5. Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,435 reviews)
Peaceful sanctuary with an indoor pool and complimentary breakfast near Dartmouth College. Guests love the serene atmosphere, scenic surroundings, and 24/7 coffee service. Free WiFi and parking complete your Vermont retreat.
The price is AU$199
includes taxes & fees
1 Dec - 2 Dec
Align Inn Vermont
A modern kitchen with black cabinets, a teal backsplash, and various appliances including a coffee maker and a food display.

6. Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
2.5 star property
West Lebanon
8.4 out of 10, Very good, (1,001 reviews)
Feel refreshed at this welcoming hotel near Lebanon Municipal Airport, featuring a sparkling outdoor pool and health club. Guests praise the complimentary breakfast and attentive staff, with free WiFi and parking adding convenience for campus visits.
The price is AU$179
includes taxes & fees
6 Dec - 7 Dec
Best Western West Lebanon-Hanover Hotel
A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.

7. On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.2 out of 10, Wonderful, (1,007 reviews)
Set along the waters of Woodstock, this family-friendly hotel offers an indoor pool, spa pool, and fitness centre. Grab a bite at 506 Bistro and Lounge before exploring Union Arena or Five Elm Arches. Free WiFi and parking round out this relaxing riverside retreat.
The price is AU$217
includes taxes & fees
30 Nov - 1 Dec
On The River Inn
A spacious room with a large bed, a sofa, and a chair, featuring large windows and a view of greenery outside.

8. Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
Woodstock
8.8 out of 10, Excellent, (121 reviews)
Tucked in charming Woodstock, this inn provides a cosy retreat with a welcoming fireplace in the lobby. Explore the nearby Union Arena Community Centre or wander along the scenic Ottaquechee River. Convenient free WiFi and self parking make your Vermont adventure seamless.
The price is AU$186
includes taxes & fees
11 Nov - 12 Nov
Lincoln Inn & Gallery
A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.

9. The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (339 reviews)
This peaceful B&B offers a quiet retreat with Victorian charm and lush gardens. Enjoy the on-site restaurant and unwind at the stylish bar after exploring nearby Five Elm Arches. Guests rave about the delicious breakfast and convenient free WiFi and parking.
The price is AU$196
includes taxes & fees
15 Nov - 16 Nov
The Jackson
A two-story house with a front porch, a central entrance, and a garden with various plants and flowers.

10. Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (362 reviews)
Set in charming South Woodstock, Kedron Valley Inn puts you near Union Arena Community Centre and VINS Nature Centre. After exploring, enjoy dinner at Ransom Tavern or unwind with drinks on the terrace.
The price is AU$285
includes taxes & fees
11 Nov - 12 Nov
Kedron Valley Inn
An indoor dining area with multiple wooden tables and chairs, surrounded by lush greenery and a stone water feature.

11. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
2.5 star property
West Lebanon
8.4 out of 10, Very good, (1,013 reviews)
The price is AU$220
includes taxes & fees
16 Nov - 17 Nov
Fireside Inn & Suites West Lebanon
A multi-story hotel with a covered entrance, columns, and a well-lit facade.

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

Holiday Inn Express Hotel & Suites White River Junction by IHG
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1,010 reviews)
Positioned minutes from Dartmouth College, this hotel offers free WiFi, parking, and daily buffet breakfast. Work out in the 24-hour fitness centre after exploring nearby Upper Valley Aquatic Centre or Briggs Opera House.
The price is AU$199
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Express Hotel & Suites White River Junction by IHG
A hotel room with two beds, a desk, a chair, a mirror, a TV, and a window with curtains.

13. Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, Good, (364 reviews)
Adventurous travellers will appreciate this convenient Claremont motel near hiking and biking paths. With complimentary WiFi and parking, it's just minutes from Tremont Square and the Opera House. Daily housekeeping ensures comfort after outdoor activities.
The price is AU$176
includes taxes & fees
12 Nov - 13 Nov
Royal Inn Claremont
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

14. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (652 reviews)
Set in a serene landscape just outside Woodstock, this cosy motel offers the perfect basecamp for Killington and Sugarbush skiing adventures. Clean, peaceful rooms welcome you after days of outdoor exploration. Enjoy free WiFi, parking, and proximity to the Ottaquechee River.
The price is AU$180
includes taxes & fees
11 Nov - 12 Nov
Sleep Woodstock Motel
A rustic dining area with wooden beams, tables, chairs, and a fireplace.

15. The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (83 reviews)
Discover a tranquil escape at this Perkinsville inn featuring a restaurant, bar, and beautiful garden terrace. With free breakfast, WiFi, and parking, you'll enjoy easy access to nearby North Springfield Lake and Stoughton Pond Recreation Area.
The price is AU$376
includes taxes & fees
30 Nov - 1 Dec
The Inn at Weathersfield
A spacious dining area with a long wooden table, multiple chairs, and a fruit display.

16. Hampton Inn White River Junction

Hampton Inn White River Junction
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1,003 reviews)
Quiet and peaceful, this hotel offers an array of amenities near local attractions. Enjoy a complimentary breakfast before hiking nearby trails or working out in the fitness centre. The helpful staff and free parking make exploring Upper Valley hassle-free.
The price is AU$217
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn White River Junction
A hotel lobby with a large window, a blue sofa, a small table with a plant, and a lamp.

17. Comfort Inn White River Junction

Comfort Inn White River Junction
2.5 star property
White River Junction
7.4 out of 10, Good, (1,007 reviews)
Tucked in a peaceful area, this hotel offers convenient access to Dartmouth College and nearby skiing adventures. Enjoy free breakfast, WiFi, and parking while being close to the Upper Valley Aquatic Centre. The fitness centre and exceptionally helpful staff enhance your Vermont stay.
The price is AU$153
includes taxes & fees
30 Nov - 1 Dec
Comfort Inn White River Junction
A lakeside outdoor seating area with Adirondack chairs and a fire pit.

18. The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (1,000 reviews)
The price is AU$238
includes taxes & fees
18 Nov - 19 Nov
The Shire Woodstock
A living room with a grey sectional sofa, a potted plant, and a radiator.

19. The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (85 reviews)
Wake to complimentary continental breakfast at this charming Woodstock B&B. Enjoy nearby cross-country skiing and snowboarding, then return to free WiFi and parking. Billings Park and Trail and Dana House Museum are just minutes away.
The price is AU$240
includes taxes & fees
17 Nov - 18 Nov
The Vesper
A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.

20. Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (894 reviews)
Peaceful atmosphere awaits at this Springfield hotel, near State Fish and Wildlife Management Area and Baltimore Covered Bridge. Enjoy morning swims in the indoor pool, workout at the fitness centre, and fuel up with free breakfast. Staff earns praise for helpfulness.
The price is AU$242
includes taxes & fees
24 Nov - 25 Nov
Best Western Springfield 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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Go beyond your typical stay in Windsor

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Pet friendly
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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)
Travellers who enjoy the great outdoors might want to go to Brownsville Trail, located 3.1 mi (4.9 km) from central Windsor.
See properties

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.

See all hotels in Windsor
A covered bridge over a river with lush greenery and a clear sky.

Check out reviews of Windsor hotels guests love

A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.
On The River Inn

On The River Inn

On The River Inn
West Woodstock

10/10 Exceptional

Great bar service
Australia
William
Reviewed December 27, 2025
On The River Inn

Frequently Asked Questions

How much does a hotel room cost in Windsor?

You can discover great hotels in Windsor from AU$152 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 travellers love Windsor Mansion Inn, a bed & breakfast with proposal/romance packages as well as champagne service. Use the "Traveller 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 travellers' favourites include:

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. Travellers 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.

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