Find hotels in Windsor, MA from SAR 267

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7 Sep - 8 Sep
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Compare 976 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, (1002)
"It’s the only place close to the Treehouse so we stayed there, it is definitely a RR Inn."
The price is SAR 351
SAR 392 total
includes taxes & fees
10 Sep - 11 Sep
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 SAR 351
SAR 576 total
includes taxes & fees
8 Sep - 9 Sep
Blooming Inn
The Villager Motel
Exterior

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (734)
"Great quiet stay. "
The price is SAR 334
SAR 373 total
includes taxes & fees
8 Sep - 9 Sep
The Villager Motel
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (619)
"the best value and nicest place in the berkshires. nightly rate unbeatable in the entire region "
The price is SAR 308
SAR 428 total
includes taxes & fees
8 Sep - 9 Sep
Berkshire Mountain Lodge
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, (1002)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is SAR 475
SAR 531 total
includes taxes & fees
14 Sep - 15 Sep
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Springs Motel
Courtyard

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (64)
"Chris was great!"
The price is SAR 373
SAR 409 total
includes taxes & fees
10 Sep - 11 Sep
The Springs Motel
Willows Motel Williamstown
Exterior

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (945)
"Comfortable, clean, and great continental breakfast options! "
The price is SAR 334
SAR 373 total
includes taxes & fees
8 Sep - 9 Sep
Willows Motel Williamstown
Williamstown Motel
Exterior detail

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (292)
"This motel is a good value considering the location and condition. Simple motel that is fairly dated. Very friendly owners/staff. If you are looking for a basic motel that is not expensive, is clean and convenient to Williamstown, this a good fit."
The price is SAR 342
SAR 382 total
includes taxes & fees
14 Sep - 15 Sep
Williamstown Motel
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, (1001)
"Very clean rooms and excellent staff."
The price is SAR 399
SAR 445 total
includes taxes & fees
9 Sep - 10 Sep
Best Western Plus Berkshire Hills Inn & Suites
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 SAR 634
SAR 708 total
includes taxes & fees
21 Sep - 22 Sep
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, (1004)
"Property was very clean and view of mountain from window was awesome beds very comfortable and loved the hot tub and pool"
The price is SAR 571
SAR 637 total
includes taxes & fees
11 Sep - 12 Sep
Hotel Downstreet, an Ascend Collection Hotel
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 SAR 317
SAR 374 total
includes taxes & fees
14 Sep - 15 Sep
Cozy Corner Motel
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (797)
"My stay was perfect. I can't wait to stay there again. "
The price is SAR 296
SAR 331 total
includes taxes & fees
8 Sep - 9 Sep
Howard Johnson by Wyndham Lenox
Maple Terrace Motel
Exterior detail

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (573)
"Excellent place. Bountiful view. "
The price is SAR 469
SAR 524 total
includes taxes & fees
9 Sep - 10 Sep
Maple Terrace Motel
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, (34)
"Hotel was clean, the rooms had good space, the breakfast was excellent and the team there was very friendly and accommodating "
The price is SAR 531
SAR 593 total
includes taxes & fees
9 Sep - 10 Sep
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
The Revival House
Romantic Room, 1 King Bed (Room 4) | Desk, iron/ironing board, free WiFi

The Revival House

3.0 star property
8.6 out of 10, Excellent, (14)
"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 SAR 675
SAR 754 total
includes taxes & fees
8 Sep - 9 Sep
The Revival House
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, (1001)
"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 SAR 479
SAR 682 total
includes taxes & fees
8 Sep - 9 Sep
The Cornell Inn, Lenox & The Berkshires
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 SAR 368
SAR 411 total
includes taxes & fees
8 Sep - 9 Sep
Huttopia Berkshires
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Staff was excellent. Clean room and facility. location is convenient to many Berkshire attractions "
The price is SAR 539
SAR 602 total
includes taxes & fees
14 Sep - 15 Sep
Hampton Inn & Suites Berkshires-Lenox
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (870)
"Consistently a clean room with welcoming staff."
The price is SAR 409
SAR 457 total
includes taxes & fees
9 Sep - 10 Sep
Holiday Inn & Suites Pittsfield-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.
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Top Windsor Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Very enjoyable stay in a beautiful location! Clean, comfy, and nicely decorated condo! The staff is so helpful, and absolutely amazing. Couldn’t have had a better place to stay!"
Sandra 6-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 2 weeks ago
The Porches Inn at Mass MoCA

More cheap stays in Windsor

More cheap stays in Windsor

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road, Pittsfield, MA
The price is SAR 267 per night from Sep 24 to Sep 25
SAR 267
SAR 298 total
24 Sep - 25 Sep
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 Hotel Downstreet, an Ascend Collection Hotel and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Windsor.

What's the top vacation rental in Windsor?

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table: This vacation home rental outside of Windsor is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all 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.