Find hotels in Windsor, MA from NT$2,318

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Nov 3 - Nov 4
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Nov 4 - Nov 5
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Nov 7 - Nov 9
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Compare 992 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1007)
"We had a lakeside room which was wonderful!"
United States
Nancy
The price is NT$3,370
NT$3,765 total
includes taxes & fees
Nov 9 - Nov 10
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (789)
"Easy parking, great community spaces, beautiful decor! "
United States
Kerry
The price is NT$2,848
NT$3,181 total
includes taxes & fees
Nov 4 - Nov 5
Berkshires Untold
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1027)
"Great place. Friendly staff and very well located. Great breakfast options. "
United States
Abiezer
The price is NT$3,632
NT$4,057 total
includes taxes & fees
Nov 10 - Nov 11
The Yankee, Trademark Collection by Wyndham
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (938)
"Enjoyable stay. Staff were very nice. "
United States
Claire
The price is NT$3,166
NT$3,536 total
includes taxes & fees
Nov 5 - Nov 6
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2119)
"Good location; reasonable price; very clean and quiet - would definitely return"
United States
Steven
The price is NT$2,820
NT$3,487 total
includes taxes & fees
Nov 12 - Nov 13
Vacation Village in the Berkshires
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (744)
"Great stay, perfect "
United States
Lawrence
Berkshire Mountain Lodge
Front of property
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires
3.5 star property
9.0 out of 10, Wonderful, (1002)
"Honestly I just enjoyed being able to relax Play some games in the cute pub and the breakfast was yummy and stuff was inviting and so helpful "
United States
Sandra
The price is NT$3,959
NT$5,624 total
includes taxes & fees
Nov 4 - Nov 5
The Cornell Inn, Lenox & The Berkshires
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes
Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
8.8 out of 10, Excellent, (1004)
"Staff was very welcoming and friendly! They provided great tips on restaurants and things to do in are."
United States
Robert
The price is NT$4,332
NT$4,839 total
includes taxes & fees
Nov 6 - Nov 7
Hotel Downstreet, an Ascend Collection Hotel
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
9.4 out of 10, Exceptional, (56)
"Bright new hotel with very friendly and helpful staff. "
United States
Mary
The price is NT$3,632
NT$4,057 total
includes taxes & fees
Dec 2 - Dec 3
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Property amenity
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
9.0 out of 10, Wonderful, (774)
"Lovely spot, great accommodations, friendly staff, and great location."
United States
Joanne
The price is NT$3,596
NT$4,446 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Front of property - evening/night
Hotel On North
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (788)
"Clean modern place in town, good value. Room on street side was a little noisy at night, ask for back room if light sleeper. Restaurant was not good value. "
United States
Michael
The price is NT$4,100
NT$4,580 total
includes taxes & fees
Nov 5 - Nov 6
Hotel On North
Outdoor pool, sun loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1027)
"Food was great!"
United States
Emily
The price is NT$4,580
NT$6,489 total
includes taxes & fees
Nov 6 - Nov 7
The Red Lion Inn
Desk, laptop workspace, blackout drapes, iron/ironing board
Red Roof Inn PLUS+ South Deerfield – Amherst
Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
7.2 out of 10, Good, (1054)
"Parking was great. Food in the area was good. Staff was nice. "
United States
Gabriel
The price is NT$2,628
NT$2,935 total
includes taxes & fees
Nov 6 - Nov 7
Red Roof Inn PLUS+ South Deerfield – Amherst
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express
FairBridge Inn Express
2.5 star property
5.4 out of 10, (803)
"Good service and people"
United States
Jerod
The price is NT$2,075
NT$2,318 total
includes taxes & fees
Nov 16 - Nov 17
FairBridge Inn Express
Front of property - evening/night
The Williams Inn
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (532)
"Great stay"
United States
SIDNEY
The price is NT$6,058
NT$6,767 total
includes taxes & fees
Nov 17 - Nov 18
The Williams Inn
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (338)
"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 NT$3,475
NT$3,881 total
includes taxes & fees
Nov 4 - Nov 5
The Central Downtown Inn & Suites
Exterior detail
Williamstown Motel
Williamstown Motel
2.0 star property
9.4 out of 10, Exceptional, (309)
"It was clean and in a convenient location "
United States
Karen
The price is NT$2,736
NT$3,056 total
includes taxes & fees
Nov 4 - Nov 5
Williamstown Motel
Exterior
Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
8.8 out of 10, Excellent, (390)
"We really liked the beautiful fire pit and the warm cup of tea after coming home from dinner."
United States
Kathleen
The price is NT$4,826
NT$5,391 total
includes taxes & fees
Nov 7 - Nov 8
Fairfield Inn & Suites by Marriott Williamstown
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1023)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is NT$2,873
NT$3,210 total
includes taxes & fees
Nov 5 - Nov 6
Best Western Plus Berkshire Hills Inn & Suites
Suite, 2 Bedrooms | 2 bedrooms, Frette Italian sheets, premium bedding, down comforters
The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCA
3.5 star property
9.4 out of 10, Exceptional, (432)
"Excellent place! "
United States
Francisco
The price is NT$4,416
NT$5,619 total
includes taxes & fees
Dec 4 - Dec 5
The Porches Inn at Mass MoCA
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

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Spotless and friendly staff"
Nikisha 2-night trip
Posted 16 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

More cheap stays in Windsor

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

9 Greenfield Rd, South Deerfield, MA
The price is NT$2,628 per night from Nov 6 to Nov 7
NT$2,628
NT$2,935 total
Nov 6 - Nov 7
includes taxes & fees
7/10 Good! (1,048 reviews)

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 traveler 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! Most hotel bookings are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.
Where can I learn more about changing or cancelling my trip to Windsor?
For more information about updating your trip to Windsor or cancelling it, click here.
What's the best hotel for staying near Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
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 accommodations 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. Check out what more to see and do in Expedia's Windsor guide.
What's the seasonal weather like in Windsor?
The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Windsor are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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