Find hotels in Windsor, MA from 2.255.777 ₫

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Check prices for these dates

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13 Apr - 14 Apr
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14 Apr - 15 Apr
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17 Apr - 19 Apr
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24 Apr - 26 Apr

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Our top choices for Windsor hotels

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, (1,004 reviews)
"Comfy bed, nice front desk staff."
United States
Christina
The price is 2.298.460 ₫
2.567.380 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Red Roof Inn PLUS+ South Deerfield – Amherst
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (895 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
The price is 2.066.457 ₫
2.308.233 ₫ total
includes taxes & fees
15 Apr - 16 Apr
Berkshires Untold
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (133 reviews)
"The bedroom and entire first floor living area was clean and nicely appointed in period decor. The self-check in process was simple and convenient. Lastly, the staff went above and beyond to find and quickly mail back my forgotten prescription eyeglasses to my home address. Will definitely stay here again if visiting the pioneer valley. "
United States
John
The price is 2.654.165 ₫
4.254.922 ₫ total
includes taxes & fees
14 Apr - 15 Apr
Blooming Inn
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, (1,003 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is 2.914.578 ₫
3.255.584 ₫ total
includes taxes & fees
21 Apr - 22 Apr
Best Western Plus Berkshire Hills Inn & Suites
55-inch LCD TV with digital channels, printers

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (28 reviews)
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
The price is 3.951.756 ₫
4.413.865 ₫ total
includes taxes & fees
14 Apr - 15 Apr
The Revival House
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
"Had everything we needed. Very thoughtful touches. "
United States
Mark
The price is 3.159.720 ₫
3.466.213 ₫ total
includes taxes & fees
16 Apr - 17 Apr
Shaker Mill Inn
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (897 reviews)
"We love Cozy Corner. It's a snug, safe, well-maintained, home away from home. Love the ample breakfast and the genuine welcome we receive every time."
United States
Ann
The price is 2.085.415 ₫
2.457.736 ₫ total
includes taxes & fees
16 Apr - 17 Apr
Cozy Corner Motel
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (784 reviews)
"very clean, up to day, no thrills overnighter. perfect stop from NYC to VT skiing"
United States
Martin
The price is 2.080.149 ₫
2.323.447 ₫ total
includes taxes & fees
14 Apr - 15 Apr
The Villager Motel
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,002 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is 2.663.381 ₫
2.974.996 ₫ total
includes taxes & fees
11 May - 12 May
Quality Inn Lee - Lenox South
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, (846 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
The price is 2.080.149 ₫
2.323.447 ₫ total
includes taxes & fees
14 Apr - 15 Apr
Howard Johnson by Wyndham Lenox
Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is 3.870.657 ₫
4.323.524 ₫ total
includes taxes & fees
19 Apr - 20 Apr
Element Lenox Berkshires
Desk, laptop workspace, blackout curtains, iron/ironing board

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is 1.872.134 ₫
2.053.731 ₫ total
includes taxes & fees
14 Apr - 15 Apr
Pleasant Valley Motel West Stockbridge
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (95 reviews)
"Great quaint place. Great staff and very clean. "
United States
Janelle
The price is 2.962.237 ₫
3.249.574 ₫ total
includes taxes & fees
14 Apr - 15 Apr
The Springs Motel
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (905 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is 2.280.883 ₫
3.135.981 ₫ total
includes taxes & fees
13 May - 14 May
Berkshire Mountain Lodge
Standard Room, 1 King Bed, Non Smoking | Minibar, iron/ironing board, free WiFi, bed sheets

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (240 reviews)
"Found dead flies in the beds and the sheets were stained. I would not expect much from an inexpensive room but I do expect it to be clean."
United States
Heidi
The price is 2.014.322 ₫
2.249.999 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Rodeway Inn
Lake

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, (1,002 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is 2.826.633 ₫
3.157.350 ₫ total
includes taxes & fees
26 Apr - 27 Apr
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (88 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is 3.212.382 ₫
3.588.230 ₫ total
includes taxes & fees
19 Apr - 20 Apr
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
The price is 3.603.397 ₫
4.024.995 ₫ total
includes taxes & fees
14 Apr - 15 Apr
Hideaway Inn Lenox
Front of property

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60 reviews)
"Comfortable stay "
United States
Paul
The price is 2.764.755 ₫
3.970.583 ₫ total
includes taxes & fees
14 Apr - 15 Apr
Becket Motel
Exterior

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (292 reviews)
"Lovely historical hotel within walking distance to many great shops and restaurants. Staff members maintained good communication and were very helpful throughout our stay. Rooms were clean, quiet, and comfortable. Would definitely stay there again."
United States
Elaine
The price is 2.569.379 ₫
2.869.996 ₫ total
includes taxes & fees
14 Apr - 15 Apr
The Whitlock
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 Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent
"We stayed in 2 bedroom villa and we had a lovely time. Very spacious."
Feliza 1-night trip
Posted 2 hours ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

More cheap stays in Windsor

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
The price is 2.080.149 ₫ per night from 14 Apr to 15 Apr
2.080.149 ₫
2.323.447 ₫ total
14 Apr - 15 Apr
includes taxes & fees
7.6/10 Good! (846 reviews)

Hotels in Windsor with star rating

Frequently asked questions

What's the weather like in Windsor?
The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Windsor are January, March, February and November, with each month seeing an average of 17 cm of snowfall.

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