Find hotels in Windsor, MA from SAR 259

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Check prices for these dates

Tonight
3 Jum. I - 4 Jum. I
Tomorrow
4 Jum. I - 5 Jum. I
Next weekend
9 Jum. I - 11 Jum. I
In two weeks
16 Jum. I - 18 Jum. I

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Compare 961 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Nice place for a weekend away."
The price is SAR 885
SAR 936 total
includes taxes & fees
2 Jun - 3 Jun
Harbour House Inn
FairBridge Inn Express
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

2.5 star property
5.4 out of 10, (714)
"Friendly staff and quick checkin "
The price is SAR 267
SAR 298 total
includes taxes & fees
16 May - 17 May
FairBridge Inn Express
The Revival House
55-inch LCD TV with digital channels, printers

The Revival House

3.0 star property
The price is SAR 630
SAR 704 total
includes taxes & fees
7 May - 8 May
The Revival House
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (128)
"Best place I have been. Beautiful place. Excellent host. "
The price is SAR 652
SAR 728 total
includes taxes & fees
4 May - 5 May
The Trail in Adams - Berkshires’ Art Hotel
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (712)
"Excellent service great modern love would definitely stay again"
The price is SAR 435
SAR 486 total
includes taxes & fees
12 May - 13 May
Hotel On North
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (778)
"Great place."
The price is SAR 371
SAR 415 total
includes taxes & fees
28 May - 29 May
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (278)
"The big plus about the whole stay was "
The price is SAR 388
SAR 434 total
includes taxes & fees
18 May - 19 May
The Central Downtown Inn & Suites
The Springs Motel
Courtyard

The Springs Motel

2.0 star property
8.8 out of 10, Excellent, (42)
"Springs Motel has a one of a kind vibe, loved the Double bed room! & managed by experienced, friendly people. Can’t wait to book a cabin next time with my family !! "
The price is SAR 473
SAR 519 total
includes taxes & fees
4 May - 5 May
The Springs Motel
Berkshire Inn
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (766)
"They did a fine job. The property was dated, but well kept. There is a bit of road traffic noise. It was a very good value. "
The price is SAR 293
SAR 328 total
includes taxes & fees
4 May - 5 May
Berkshire Inn
Blue Vista Motor Lodge
Single Room | In-room safe, desk, free WiFi, bed sheets

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (169)
"Lovely stay!"
The price is SAR 603
SAR 637 total
includes taxes & fees
4 May - 5 May
Blue Vista Motor Lodge
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (469)
"Nice and safe place to stay and relax. Very good friendly staff. "
The price is SAR 439
SAR 574 total
includes taxes & fees
11 May - 12 May
Berkshire Mountain Lodge
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (928)
"Staff was exceptionally helpful and friendly."
The price is SAR 503
SAR 562 total
includes taxes & fees
4 May - 5 May
Jiminy Peak Mountain Resort
Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1802)
"The property was clean and the staff very accommodated."
The price is SAR 443
SAR 536 total
includes taxes & fees
11 May - 12 May
Vacation Village in the Berkshires
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (630)
"Very clean and comfortable with great restaurant and bar downstairs"
The price is SAR 621
SAR 693 total
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Lenox Pittsfield
Wagon Wheel Inn
Property grounds

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (601)
"Great location. Pleasant staff."
The price is SAR 259
SAR 289 total
includes taxes & fees
4 May - 5 May
Wagon Wheel Inn
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (720)
"spacious room. "
The price is SAR 259
SAR 289 total
includes taxes & fees
5 May - 6 May
Howard Johnson by Wyndham Lenox
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Friendly staff , nice room and great view."
The price is SAR 402
SAR 449 total
includes taxes & fees
4 May - 5 May
The Yankee, Trademark Collection by Wyndham
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Good lodgings in a great area to visit."
The price is SAR 526
SAR 588 total
includes taxes & fees
28 May - 29 May
Hampton Inn & Suites Berkshires-Lenox
Hotel Downstreet, Ascend Hotel Collection
Indoor pool, open 6:00 AM to 10 PM, sun loungers

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1000)
"The hotel services were really nice and the rooms were spacious. "
The price is SAR 475
SAR 531 total
includes taxes & fees
5 May - 6 May
Hotel Downstreet, Ascend Hotel Collection
The Porches Inn at Mass MoCA
Exterior

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (384)
"Phenomenal room, staff and location! We loved The Porches!!"
The price is SAR 638
SAR 871 total
includes taxes & fees
18 May - 19 May
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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Learn more about Windsor

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Frequently asked questions

What's the best place to stay in Windsor?

Berkshires Untold, located 14.4 mi (23.1 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 Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG and The Yankee, Trademark Collection by Wyndham. See all available top hotels, or vacation rentals in Windsor.

What's the top vacation rental in Windsor?

Deluxe Queen Room with 2 Queen Beds: This vacation home rental outside of Windsor is equipped with an outdoor pool, air-conditioning, and WiFi to help you feel comfortable during your stay. 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 Wahconah Falls State Park, Bas Ridge Golf Course, and Mount Greylock State Reservation Visitor Center. You'll also find Swift River and Mount Greylock 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.