Windsor Hotels from S$130

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Check prices for these dates

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

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Our top choices for Windsor hotels

Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (281 reviews)
"Everything about our stay was perfect! Couldn't be happier and will be back!"
United States
Courtney
The price is S$184
includes taxes & fees
3 Jun - 4 Jun
The Jackson
Lobby sitting area

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (395 reviews)
"Booked a last-minute room the day of checking in to ski Killington’s (potential) last day of the 25/26 season. The entire place is so nice and cozy, and I loved the home-baked cookies and coffee/tea station. My partner and I also greatly enjoyed the hot tub and the delicious breakfast. We can’t wait to be back!"
United States
Caitlan
The price is S$187
includes taxes & fees
12 Jun - 13 Jun
Snowed Inn
Interior

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (79 reviews)
"Great location, service and restaurant "
United States
LUDJANE
The price is S$275
includes taxes & fees
31 May - 1 Jun
The Inn at Weathersfield
Porch

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (266 reviews)
"Excellent hosts provided a terrific stay!"
United States
Mark
The price is S$228
includes taxes & fees
30 May - 31 May
Harvest Barn Inn
Lake view

Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (220 reviews)
"Just had an amazing stay at the Mountain Meadows Lodge. The place is so beautiful with views of mountains and"
United States
Ekaterina
The price is S$231
includes taxes & fees
1 Jun - 2 Jun
Mountain Meadows Lodge
Interior entrance

The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (388 reviews)
"Five Star Inn and great hospitality. Highly recommend. "
United States
David
The price is S$216
includes taxes & fees
18 Jun - 19 Jun
The Common Man Inn & Restaurant
Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (580 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is S$175
includes taxes & fees
3 Jun - 4 Jun
Sleep Woodstock Motel
Breakfast, lunch, dinner and brunch served

Hanover Inn Dartmouth

Hanover Inn Dartmouth
4.0 star property
Hanover
9.6 out of 10, Exceptional, (948 reviews)
"Wonderful stay."
United States
Bernardo
The price is S$459
includes taxes & fees
31 May - 1 Jun
Hanover Inn Dartmouth
Hallway

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,003 reviews)
"Clean room, friendly staff, family-friendly. "
United States
Suwei
The price is S$299
includes taxes & fees
27 May - 28 May
On The River Inn
Lobby

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (580 reviews)
"Perfect staff and excellent accommodations. 30th anniversary celebration at a perfect hotel."
United States
Christopher
The price is S$731
includes taxes & fees
15 Jun - 16 Jun
Woodstock Inn & Resort
Lobby

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,198 reviews)
"Overall a great place to stay for family"
United States
Jay
The price is S$167
includes taxes & fees
31 May - 1 Jun
Align Inn Vermont
Interior

The Vesper

The Vesper
3.0 star property
Woodstock
9.4 out of 10, Exceptional, (61 reviews)
"This was the cutest little bed and breakfast. The staff was lovely, the check-in was easy, and we had a great time in Woodstock! "
United States
Melissa
The price is S$246
includes taxes & fees
31 May - 1 Jun
The Vesper
Front of property

Norwich Inn

Norwich Inn
3.0 star property
Norwich
9.4 out of 10, Exceptional, (433 reviews)
"Cozy clean"
United States
Constance
The price is S$306
includes taxes & fees
31 May - 1 Jun
Norwich Inn
Exterior

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
3.0 star property
Newbury
9.2 out of 10, Wonderful, (411 reviews)
"Best place around for a nice family get away and small gathering"
United States
Jadecyn
The price is S$228
includes taxes & fees
27 May - 28 May
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Interior detail

The Trailside Inn

The Trailside Inn
3.0 star property
North Sherburne
9.2 out of 10, Wonderful, (155 reviews)
"Great room - very clean and comfortable. Helpful and welcoming staff - even left out breakfast for our early departure."
United States
Niall
The price is S$224
includes taxes & fees
3 Jun - 4 Jun
The Trailside Inn
Breakfast and dinner served

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,002 reviews)
"Great lil spot right next to Killington !! Clean room, friendly staff!"
United States
Kailyn
The price is S$198
includes taxes & fees
3 Jun - 4 Jun
The Mountain Inn at Killington
Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
"Great stay! Very cozy and homey. Very yummy breakfast! "
United States
Olena
The price is S$267
includes taxes & fees
9 Jun - 10 Jun
Stone Hearth Inn and Eatery
Exterior

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, (833 reviews)
"The room was clean. Plenty of seats for everyone. The kitchen has dishes, utensils, bowls, pots, casserole dish, knives. Beds are comfortable. I will definitely return for a stay and recommend to others. "
United States
Kimberly
The price is S$214
includes taxes & fees
28 May - 29 May
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Terrace/patio

Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
3.0 star property
Lebanon
9.0 out of 10, Wonderful, (1,002 reviews)
"Very clean, well maintained property Helpful front desk staff"
United States
Dermot
The price is S$241
includes taxes & fees
31 May - 1 Jun
Hilton Garden Inn Hanover Lebanon
Exterior

Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (188 reviews)
"Location is great"
United States
Lei
The price is S$194
includes taxes & fees
27 May - 28 May
Après Inn Killington
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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Stay near popular Windsor attractions

Bowers Covered Bridge - Vermont

Brownsville Trail

4.7/5 (3 reviews)
This challenging 5.2-mile trail rewards hikers with panoramic views and the historic Norcross Quarry from the early 1900s. Pack water and wear sturdy boots for the 2,395-foot ascent through Vermont's forests.
See properties

Learn more about Windsor

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

See all hotels in Windsor
Cornish Windsor Covered Bridge

Top Windsor Hotel Reviews

Align Inn Vermont

Align Inn Vermont

8/10 Good
"The room was very clean and well upkept. Breakfast was great, The only complaint we had was that we took our showers with cold water as there was no hot water. When we spoke to the front desk the answer was, "oh you could of used the shower in the pool room". It seems as though we should of received a message about this option."
Deb 1-night trip
Posted less than an hour ago
Align Inn Vermont

More cheap stays in Windsor

Align Inn Vermont

Align Inn Vermont

5817 Woodstock Rd Quechee VT
The price is S$167 per night from 31 May to 1 Jun
S$167
31 May - 1 Jun
includes taxes & fees
9.4/10 Exceptional! (1,198 reviews)

Frequently asked questions

What's the best place to stay in Windsor?
Fireside Inn & Suites West Lebanon, located 10.9 mi (17.5 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 Killington Mountain Lodge, Tapestry Collection by Hilton and Align Inn Vermont. See all available top hotels, or 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 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?
Fireside Inn & Suites West Lebanon: Offers free self parking, an indoor pool and complimentary wireless Internet access. Align Inn Vermont and Woodstock Inn & Resort 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. The scenic and rural setting also entices those visiting the city. In Windsor, there are 22 hotels and other accommodation options to choose from. Find out more about Windsor.
What should I do while I'm visiting Windsor?
The picturesque setting of Connecticut River and Paradise Park exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are American Precision Museum and Harpoon Brewery. 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.

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