Windsor Hotels from ₹6,624

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Top 10 Windsor hotels and places to stay

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1006)
"Great Indian restaurant in the hotel!"
United States
Chris
The price is ₹9,334
₹10,426 total
includes taxes & fees
2 Nov - 3 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (778)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is ₹8,139
₹9,091 total
includes taxes & fees
2 Nov - 3 Nov
Berkshires Untold
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1020)
"Fresh breakfast menu, clean and great location."
United States
Gail
The price is ₹10,990
₹12,277 total
includes taxes & fees
2 Nov - 3 Nov
The Yankee, Trademark Collection by Wyndham
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (922)
"Friendly staff and clean rooms. Loved the onsite restaurant & bar."
United States
Carmen
The price is ₹9,049
₹10,108 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2102)
"Great place!"
United States
Nicole
The price is ₹8,059
₹9,965 total
includes taxes & fees
2 Nov - 3 Nov
Vacation Village in the Berkshires
The Cornell Inn, Lenox & The Berkshires
3.5 star property
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is ₹11,217
₹15,964 total
includes taxes & fees
27 Oct - 28 Oct
The Cornell Inn, Lenox & The Berkshires
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (729)
"Great stay, perfect "
United States
Lawrence
The price is ₹6,743
₹9,495 total
includes taxes & fees
2 Nov - 3 Nov
Berkshire Mountain Lodge
Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
8.8 out of 10, Excellent, (1003)
"Staff was very nice!"
United States
David
The price is ₹13,347
₹14,908 total
includes taxes & fees
20 Nov - 21 Nov
Hotel Downstreet, an Ascend Collection Hotel
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
9.4 out of 10, Exceptional, (55)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
United States
Marti
The price is ₹11,127
₹12,428 total
includes taxes & fees
4 Nov - 5 Nov
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (786)
"Clean room, great location. Restaurant phenomenal "
United States
Mary
The price is ₹8,652
₹9,664 total
includes taxes & fees
11 Nov - 12 Nov
Hotel On North
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
9.0 out of 10, Wonderful, (768)
"We enjoyed our stay and will definitely be back."
United States
Howard
The price is ₹11,333
₹13,885 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
FairBridge Inn Express
2.5 star property
5.4 out of 10, (799)
"Good service and people"
United States
Jerod
The price is ₹5,930
₹6,624 total
includes taxes & fees
9 Nov - 10 Nov
FairBridge Inn Express
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1020)
"Picture perfect Inn"
United States
jeff
The price is ₹12,306
₹17,671 total
includes taxes & fees
4 Nov - 5 Nov
The Red Lion Inn
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (529)
"Nice place to stay for a wedding "
United States
Timothy
The price is ₹17,316
₹19,342 total
includes taxes & fees
17 Nov - 18 Nov
The Williams Inn
Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
7.2 out of 10, Good, (1042)
"Great location"
United States
Linda
The price is ₹8,223
₹9,185 total
includes taxes & fees
2 Nov - 3 Nov
Red Roof Inn PLUS+ South Deerfield – Amherst
The Constance by the Lenox Collection
3.5 star property
8.4 out of 10, Very good, (557)
"Very quiet and comfortable "
United States
Beth
The price is ₹10,013
₹11,185 total
includes taxes & fees
3 Nov - 4 Nov
The Constance by the Lenox Collection
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (332)
"The rooms were large and well appointed! You could easily stay for a while and cook in the room. Nice balcony, nice living room area and very comfy bed and pillows. We enjoyed our stay very much"
United States
Candee
The price is ₹8,513
₹9,508 total
includes taxes & fees
2 Nov - 3 Nov
The Central Downtown Inn & Suites
Howard Johnson by Wyndham Williamstown
2.0 star property
6.6 out of 10, (894)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is ₹10,541
₹11,775 total
includes taxes & fees
27 Oct - 28 Oct
Howard Johnson by Wyndham Williamstown
Williamstown Motel
2.0 star property
9.4 out of 10, Exceptional, (308)
"Was upgraded to a larger room for no special reason. Very nice proprietor. For budget priced accommodations, this is an excellent value. Would definitely stay here again if I am in the area."
United States
DAVID
The price is ₹8,350
₹9,327 total
includes taxes & fees
2 Nov - 3 Nov
Williamstown Motel
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1020)
"Good breakfast; pleasant staff on duty 24/7; convenient location."
United States
Dan and Alice
The price is ₹8,933
₹9,978 total
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Berkshire Hills Inn & Suites
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?
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 Berkshire Mountain Lodge and Holiday Inn & Suites Pittsfield-Berkshires by IHG. 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 Mount Greylock State Reservation Visitor Center, Mount Greylock and Barrington Stage Company. You'll also find Berkshire Museum and Colonial Theater 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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