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Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar
No exact matches found, but these alternatives could be just right

Recommended hotels in Windsor

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is AED 281
AED 313 total
includes taxes & fees
25 Jan - 26 Jan
Best Western Plus Berkshire Hills Inn & Suites
Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (16 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is AED 511
AED 570 total
includes taxes & fees
21 Jan - 22 Jan
Element Lenox Berkshires
Reception

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1,002 reviews)
"Really nice place staff "
United States
Omayra
The price is AED 321
AED 358 total
includes taxes & fees
18 Jan - 19 Jan
Red Roof Inn PLUS+ South Deerfield – Amherst
Miscellaneous

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,000 reviews)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is AED 359
AED 401 total
includes taxes & fees
4 Feb - 5 Feb
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,000 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is AED 284
AED 317 total
includes taxes & fees
1 Feb - 2 Feb
Quality Inn Lee - Lenox South
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Everything was great! "
Canada
Daphne
The price is AED 340
AED 380 total
includes taxes & fees
22 Jan - 23 Jan
The Yankee, Trademark Collection by Wyndham
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (129 reviews)
"Beautiful comfortable home with many thoughtful touches"
United States
Rachel
The price is AED 357
AED 579 total
includes taxes & fees
19 Jan - 20 Jan
Blooming Inn
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (441 reviews)
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
United States
Carin
The price is AED 400
AED 439 total
includes taxes & fees
21 Jan - 22 Jan
Shaker Mill Inn
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (829 reviews)
"Staff was very friendly and helpful."
United States
Pamela
The price is AED 290
AED 324 total
includes taxes & fees
16 Jan - 17 Jan
Howard Johnson by Wyndham Lenox
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,000 reviews)
"Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN"
United States
Melissa
The price is AED 360
AED 402 total
includes taxes & fees
23 Jan - 24 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (890 reviews)
"Excellent service and a beautifully decorated property."
United States
Ivana
The price is AED 255
AED 301 total
includes taxes & fees
1 Feb - 2 Feb
Cozy Corner Motel
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,000 reviews)
"Wonderful. Great hosts. Would 100% stay again"
United States
Ben
The price is AED 281
AED 314 total
includes taxes & fees
16 Jan - 17 Jan
Willows Motel Williamstown
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,000 reviews)
"Staff was pleasant and helpful, room spacey and all immaculate ."
United States
Barbara
The price is AED 459
AED 513 total
includes taxes & fees
2 Feb - 3 Feb
Hotel Downstreet, an Ascend Collection Hotel
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (769 reviews)
"clean modern and spacious room. comfortable king bed. "
United States
William
The price is AED 275
AED 308 total
includes taxes & fees
18 Jan - 19 Jan
The Villager Motel
Exterior

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (197 reviews)
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
The price is AED 656
AED 693 total
includes taxes & fees
19 Jan - 20 Jan
Blue Vista Motor Lodge
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (595 reviews)
"Cute place"
United States
Lisa
The price is AED 364
AED 406 total
includes taxes & fees
19 Jan - 20 Jan
Maple Terrace Motel
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
South Lee
9.0 out of 10, Wonderful, (818 reviews)
"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
United States
Stephanie
The price is AED 413
AED 533 total
includes taxes & fees
19 Jan - 20 Jan
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (841 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is AED 310
AED 346 total
includes taxes & fees
19 Jan - 20 Jan
Berkshire Inn
Mountain view

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (899 reviews)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is AED 331
AED 369 total
includes taxes & fees
16 Jan - 17 Jan
Howard Johnson by Wyndham Williamstown
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (810 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is AED 362
AED 487 total
includes taxes & fees
1 Feb - 2 Feb
Berkshire Mountain 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

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Clean, very nice bed and linens, pool, jacuzzi, in room fireplace. Balcony right outside of living room. The breakfast was ok, they offered a lot but not top quality. The waffles were very good and the bacon. Overall excellent stay. Conveniently located to everything."
James 2-night trip
Posted 2 days ago
The Yankee, Trademark Collection by Wyndham

Frequently asked questions

What should I expect during my aparthotel stay in Windsor?
With an aparthotel stay in Windsor, expect to be more centrally situated. You can also come to Windsor for its restaurants and shopping.
What are the favorite aparthotels for a stay in Windsor?
Located 12.9 mi (20.7 km) from Windsor, Mountainside Condo Ski In Ski Out is a favorite aparthotel and the apartment features a kitchenette and a fireplace along with hotel amenities like a fitness center. In the area, a couple of other top aparthotels to consider are The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook and The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook.
What are the must-see places to visit in Windsor?
While exploring the area, visit family-friendly sights like Berkshire Museum, or get outside and enjoy nature at Mount Greylock State Reservation Visitor Center. Skyline Trail and Swift River are a couple of places you'll find in the larger area.
What is an aparthotel?
An aparthotel provides the space and privacy found in an apartment and amenities you expect at a traditional hotel. By booking an aparthotel, you can book a longer stay and take in more of the unique scene in Windsor. Enjoy home cooking in the private kitchen and having some extra space to entertain and relax with friends and family.