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Windsor hotels from RM299

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Our top choices for Windsor hotels

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,014 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is RM451
RM504 total
includes taxes & fees
18 Jun - 19 Jun
The Yankee Inn

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (138 reviews)
"The room was clean and comfortable. It was a quiet night's sleep as I believe I was the only one there. Breakfast was very plain and simple: English muffins and cinnamon toast, with no fruit or juice. Coffee was plentiful"
United States
Sarah
The price is RM449
RM701 total
includes taxes & fees
6 Jul - 7 Jul
Blooming Inn

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, (1,013 reviews)
"Clean room, great staff, parking"
United States
Gail
The price is RM401
RM448 total
includes taxes & fees
9 Jul - 10 Jul
Red Roof Inn PLUS+ South Deerfield – Amherst

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"Breakfast was reasonable. We had issue with our room and the staff helpfully moved us to another room. Would stay again"
United States
Anandaraja
The price is RM467
RM522 total
includes taxes & fees
18 Jun - 19 Jun
Best Western Plus Berkshire Hills Inn & Suites

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (461 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is RM625
RM686 total
includes taxes & fees
17 Jun - 18 Jun
Shaker Mill Inn

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (915 reviews)
"Very clean! Friendly staff! Will stop there again!"
United States
Theresa
The price is RM343
RM404 total
includes taxes & fees
23 Jun - 24 Jun
Cozy Corner Motel

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (34 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is RM672
RM751 total
includes taxes & fees
16 Jun - 17 Jun
The Revival House

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
10.0 out of 10, Exceptional, (1 review)
"Everything was perfect!!"
United States
Grzegorz
The price is RM614
RM685 total
includes taxes & fees
16 Jun - 17 Jun
Berkshire Lake Lodge

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Comfortable stay "
United States
Paul
The price is RM406
RM589 total
includes taxes & fees
17 Jun - 18 Jun
Becket Motel

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (989 reviews)
"Great lobby and dining room atmosphere!"
United States
Carin
The price is RM575
RM643 total
includes taxes & fees
17 Jun - 18 Jun
Berkshires Untold

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (790 reviews)
"The room was comfortable and clean, I will stay there again"
United States
Monica
The price is RM361
RM403 total
includes taxes & fees
17 Jun - 18 Jun
The Villager Motel

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (867 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is RM321
RM358 total
includes taxes & fees
16 Jun - 17 Jun
Howard Johnson by Wyndham Lenox

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,006 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is RM548
RM613 total
includes taxes & fees
9 Jul - 10 Jul
Quality Inn Lee - Lenox South

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (326 reviews)
"Boutique Motel Updated -clean room & property friendly staff only a couple of minor items to correct advised staff"
United States
PETER
The price is RM402
RM449 total
includes taxes & fees
18 Jun - 19 Jun
Williamstown Motel

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (247 reviews)
"Had a great stay."
United States
Trevor
The price is RM276
RM308 total
includes taxes & fees
14 Jul - 15 Jul
Rodeway Inn

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
"The property is in terrible condition."
United States
Olga V
The price is RM292
RM320 total
includes taxes & fees
16 Jun - 17 Jun
Pleasant Valley Motel West Stockbridge

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (469 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
The price is RM267
RM299 total
includes taxes & fees
17 Jun - 18 Jun
Berkshire Travel Lodge

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (107 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is RM568
RM635 total
includes taxes & fees
22 Jun - 23 Jun
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (862 reviews)
"I really enjoyed my stay at the Berkshire Inn, it was safe, clean, and in a convenient part of Pittsfield. Parking was a breeze and I was comfortable in my room. I would definitely book again!"
United States
Hannah
The price is RM349
RM390 total
includes taxes & fees
16 Jun - 17 Jun
Berkshire Inn

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (611 reviews)
"Very well run property with good amenities and a lovely pool and sitting area. Lots of good attention to detail to make it a desirable place to stay!"
United States
Carolyn
The price is RM467
RM521 total
includes taxes & fees
16 Jun - 17 Jun
Maple Terrace Motel
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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Top Windsor Hotel Reviews

More cheap stays in Windsor

Frequently asked questions

What's the best place to stay in Windsor?
Berkshire Mountain Lodge, located 13 mi (20.9 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 Vacation Village in the Berkshires and Berkshires Untold. 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 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 Adams Theater. You'll also find Mount Greylock State Reservation Visitor Center and Mount Greylock 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.

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