Find hotels in Windsor, MA from NT$2,064

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Compare 972 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Red Roof Inn PLUS+ South Deerfield – Amherst
Desk, laptop workspace, blackout drapes, iron/ironing board

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 star property
7.2 out of 10, Good, (1013)
"It’s the only place close to the Treehouse so we stayed there, it is definitely a RR Inn."
The price is NT$3,274
NT$3,657 total
includes taxes & fees
Sep 4 - Sep 5
Red Roof Inn PLUS+ South Deerfield – Amherst
Blooming Inn
Front of property

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (111)
"Lovely Inn and very responsive and approachable staff. "
The price is NT$2,064
NT$3,803 total
includes taxes & fees
Sep 3 - Sep 4
Blooming Inn
The Villager Motel
Exterior

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (732)
"Great quiet stay. "
The price is NT$2,721
NT$3,039 total
includes taxes & fees
Sep 2 - Sep 3
The Villager Motel
Huttopia Berkshires
Restaurant

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect place for a relaxing getaway! We loved everything! "
The price is NT$2,996
NT$3,346 total
includes taxes & fees
Sep 2 - Sep 3
Huttopia Berkshires
The Springs Motel
Courtyard

The Springs Motel

2.0 star property
9.0 out of 10, Wonderful, (64)
"I was pleasantly surprised to find this gem in the middle of town. Relatively inexpensive for the area. Clean rooms and property. Nice staff. Beautiful pool. Would definitely recommend "
The price is NT$3,481
NT$3,818 total
includes taxes & fees
Sep 2 - Sep 3
The Springs Motel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is NT$3,872
NT$4,325 total
includes taxes & fees
Sep 7 - Sep 8
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (609)
"Very clean place for a very good price "
The price is NT$3,017
NT$4,053 total
includes taxes & fees
Oct 1 - Oct 2
Berkshire Mountain Lodge
Willows Motel Williamstown
Exterior

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (943)
"Comfortable, clean, and great continental breakfast options! "
The price is NT$2,724
NT$3,043 total
includes taxes & fees
Sep 2 - Sep 3
Willows Motel Williamstown
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (790)
"My stay was perfect. I can't wait to stay there again. "
The price is NT$2,415
NT$2,698 total
includes taxes & fees
Sep 2 - Sep 3
Howard Johnson by Wyndham Lenox
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1007)
"Very clean rooms and excellent staff."
The price is NT$3,248
NT$3,628 total
includes taxes & fees
Sep 3 - Sep 4
Best Western Plus Berkshire Hills Inn & Suites
The Revival House
Romantic Room, 1 King Bed (Room 4) | 1 bedroom, desk, iron/ironing board, free WiFi

The Revival House

3.0 star property
9.0 out of 10, Wonderful, (12)
"We thoroughly enjoyed our stay at The Revival House! Super comfortable, clean, and the inside has great decor sensibilities. We will be back if we’re ever in the area again!"
The price is NT$5,503
NT$6,147 total
includes taxes & fees
Sep 2 - Sep 3
The Revival House
Element Lenox Berkshires
Exterior

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is NT$5,167
NT$5,771 total
includes taxes & fees
Sep 8 - Sep 9
Element Lenox Berkshires
Hotel Downstreet, an Ascend Collection Hotel
Hypo-allergenic bedding, laptop workspace, blackout drapes

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1011)
"Great location!"
The price is NT$4,597
NT$5,135 total
includes taxes & fees
Oct 1 - Oct 2
Hotel Downstreet, an Ascend Collection Hotel
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (30)
"Do hotel, very clean we had a great day"
The price is NT$4,327
NT$4,834 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Cozy Corner Motel
Exterior

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (851)
"We really enjoyed our time at Cozy Corner Motel. 100% recommended "
The price is NT$2,586
NT$3,043 total
includes taxes & fees
Sep 3 - Sep 4
Cozy Corner Motel
Williamstown Motel
Exterior detail

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (290)
"Small comfortable room, accommodating staff, very close to Williams College."
The price is NT$2,724
NT$3,043 total
includes taxes & fees
Sep 7 - Sep 8
Williamstown Motel
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1003)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is NT$3,903
NT$5,555 total
includes taxes & fees
Sep 2 - Sep 3
The Cornell Inn, Lenox & The Berkshires
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1010)
"Good location, lovely grounds, we enjoyed the pool"
The price is NT$3,824
NT$4,272 total
includes taxes & fees
Sep 21 - Sep 22
The Yankee, Trademark Collection by Wyndham
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (706)
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise "
The price is NT$4,911
NT$5,486 total
includes taxes & fees
Sep 2 - Sep 3
Berkshires Untold
Blue Vista Motor Lodge
Single Room | 1 bedroom, in-room safe, desk, free WiFi

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (180)
"Clean, beautiful view wonderful service"
The price is NT$6,658
NT$7,038 total
includes taxes & fees
Sep 2 - Sep 3
Blue Vista Motor Lodge
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Room was very clean. There is a lot to do at the property, 2 pools, activities for the kids. Lots of things to do in the area "
Judy 2-night trip
Posted 4 days ago
Vacation Village in the Berkshires
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

10/10 Excellent
"Fantastic breakfast, perfect location, fun vibe, beautiful pool area, an environment that encourages conversation with other guests. Room was spacious but needed a nightstand on either side of the bed. "
Leigh 1-night trip
Posted 11 days ago
The Porches Inn at Mass MoCA

More cheap stays in Windsor

More cheap stays in Windsor

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is NT$2,415 per night from Sep 2 to Sep 3
NT$2,415
NT$2,698 total
Sep 2 - Sep 3
includes taxes & fees

Hotels in Windsor with star-rating

Hotels in Windsor with star-rating

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Hotel Downstreet, Ascend Hotel Collection. 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.