Windsor hotels from HK$672

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windsor hotels

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1,001 reviews)
"Comfy bed, nice front desk staff."
United States
Christina
The price is HK$684
HK$764 total
includes taxes & fees
20 Apr - 21 Apr
Red Roof Inn PLUS+ South Deerfield – Amherst

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (133 reviews)
"The bedroom and entire first floor living area was clean and nicely appointed in period decor. The self-check in process was simple and convenient. Lastly, the staff went above and beyond to find and quickly mail back my forgotten prescription eyeglasses to my home address. Will definitely stay here again if visiting the pioneer valley. "
United States
John
The price is HK$734
HK$1,204 total
includes taxes & fees
7 Apr - 8 Apr
Blooming Inn

UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center
2.0 star property
Rowe
10.0 out of 10, Exceptional, (1 review)
"Yes"
United States
Stuart
The price is HK$1,764
HK$1,864 total
includes taxes & fees
7 Apr - 8 Apr
UU Rowe Camp and Conference Center

12-acre Vacation Rental in the Berkshires!

12-acre Vacation Rental in the Berkshires!
3.0 star property
Charlemont
The price is HK$1,905
HK$4,269 total
includes taxes & fees
7 Apr - 8 Apr
12-acre Vacation Rental in the Berkshires!

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60 reviews)
"Comfortable stay "
United States
Paul
The price is HK$774
HK$1,127 total
includes taxes & fees
7 Apr - 8 Apr
Becket Motel

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (208 reviews)
"Great stay! "
United States
ALEKSey
The price is HK$1,425
HK$1,506 total
includes taxes & fees
7 Apr - 8 Apr
Blue Vista Motor Lodge

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (240 reviews)
"Found dead flies in the beds and the sheets were stained. I would not expect much from an inexpensive room but I do expect it to be clean."
United States
Heidi
The price is HK$670
HK$749 total
includes taxes & fees
12 Apr - 13 Apr
Rodeway Inn

The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
8.8 out of 10, Excellent, (146 reviews)
"Great little Inn with a well equipped kitchen, clean rooms, and art books. It made for a lovely base for our two day Berkshires adventure."
United States
selmin
The price is HK$1,362
HK$1,521 total
includes taxes & fees
7 Apr - 8 Apr
The Trail in Adams - Berkshires’ Art Hotel

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (27 reviews)
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
The price is HK$1,176
HK$1,314 total
includes taxes & fees
7 Apr - 8 Apr
The Revival House

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,002 reviews)
"Bathroom could use remodeling but otherwise a nice hotel. Staff are very friendly and helpful."
United States
Kara
The price is HK$1,099
HK$1,227 total
includes taxes & fees
3 May - 4 May
Hotel Downstreet, an Ascend Collection Hotel

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (464 reviews)
"Location, hospitality, breakfast"
United States
Terry
The price is HK$1,326
HK$1,656 total
includes taxes & fees
6 May - 7 May
The Porches Inn at Mass MoCA

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is HK$1,989
HK$2,102 total
includes taxes & fees
7 Apr - 8 Apr
Harbour House Inn

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,000 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is HK$793
HK$886 total
includes taxes & fees
23 Apr - 24 Apr
Quality Inn Lee - Lenox South

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"Very comfortable bed and good hot shower. A good value for your money. Nice staff at front desk."
United States
Kathleen
The price is HK$745
HK$832 total
includes taxes & fees
7 Apr - 8 Apr
Sunset Inn

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (815 reviews)
"The room was absolutely horrible and extremely dirty!"
United States
Mandy
The price is HK$557
HK$623 total
includes taxes & fees
19 Apr - 20 Apr
FairBridge Inn Express

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (376 reviews)
"Yes the room was spotless and always the staff is ready to answer any questions that we might have. We have been enjoying the Chambery Inn for many years always had a great stay and again looking for our next visit. Vincent Farricielli and Roibert Modena. "
United States
robert
The price is HK$1,340
HK$1,497 total
includes taxes & fees
6 May - 7 May
Chambery Inn

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (661 reviews)
"Good to stay. "
United States
Ibinabo
The price is HK$526
HK$588 total
includes taxes & fees
19 Apr - 20 Apr
Econo Lodge Lee - Great Barrington

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
The price is HK$2,579
HK$2,881 total
includes taxes & fees
14 Apr - 15 Apr
Devonfield Inn B&B

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,003 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is HK$849
HK$948 total
includes taxes & fees
19 Apr - 20 Apr
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (861 reviews)
"Great place to enjoy with the whole family!!!"
United States
Elizabeth
The price is HK$945
HK$1,209 total
includes taxes & fees
13 Apr - 14 Apr
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor Hotel Reviews

More cheap stays in Windsor

Hotels in Windsor with star-rating

Frequently asked questions

What's the best place to stay in Windsor?
Vacation Village in the Berkshires, located 13 mi (21 km) from the heart of Windsor, is a top choice for your stay, based on our traveller data. Other good options for your visit to the area are Hotel Downstreet, an Ascend Collection Hotel and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Windsor.
What are some of the best holiday rentals that Windsor has to offer?
Peace and quiet on the lake: This holiday home rental outside of Windsor is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. See all vacation rentals in Windsor.
If I need to cancel my hotel reservation in Windsor, will I receive a refund?
Yes! The majority of room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.
What is staying in Windsor like?
Visitors can enjoy all that Windsor has to offer, including the restaurants and shopping. In Windsor, there are 2 hotels and other accommodation options to choose from. Find out more about Windsor.
What should I do while I'm visiting Windsor?
Places to visit in the wider area include Wahconah Falls State Park, Susan B. Anthony Birthplace Museum and Mount Greylock State Reservation Visitor Center. You'll also find Skyline Trail and Swift River in the area. Take a look at what more there is to see and do in Expedia's Windsor guide.
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 -4°C. The snowiest months in Windsor are January, March, February and November, with each month seeing an average of 17 cm of snowfall.

Explore a world of travel with Expedia