Windsor Chalets

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Chalets in Windsor

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Recommended hotels in Windsor

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1000)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
$75 nightly
The price is $84
Nov 23 - Nov 24
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 star property
South Deerfield
7.2 out of 10, Good, (1004)
"Helpful and friendly staff, everything I needed was available and at hand, the room was spacious, and the location was perfect for my needs. "
United States
Max
$89 nightly
The price is $100
Nov 23 - Nov 24
Total with taxes and fees
Red Roof Inn PLUS+ South Deerfield – Amherst

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (961)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
$88 nightly
The price is $99
Nov 21 - Nov 22
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (435)
"Nice place, easy check in"
United States
Robert
$107 nightly
The price is $118
Nov 18 - Nov 19
Total with taxes and fees
Shaker Mill Inn

Blooming Inn

3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (118)
"When visiting the friends that live in Shelburne Falls; I wouldn't stay anywhere else."
United States
christian
$122 nightly
The price is $130
Nov 19 - Nov 20
Total with taxes and fees
Blooming Inn

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1004)
"Great stay!"
United States
Ann
$99 nightly
The price is $111
Dec 15 - Dec 16
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1002)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
$110 nightly
The price is $122
Dec 8 - Dec 9
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Element Lenox Berkshires

3.0 star property
Lenox
9.6 out of 10, Exceptional, (10)
"New hotel very nice"
United States
joel
$135 nightly
The price is $151
Nov 30 - Dec 1
Total with taxes and fees
Element Lenox Berkshires

The Villager Motel

2.0 star property
Williamstown
8.8 out of 10, Excellent, (761)
"It's very good for stay over"
United States
Frances
$69 nightly
The price is $77
Dec 1 - Dec 2
Total with taxes and fees
The Villager Motel

Cozy Corner Motel

2.0 star property
Williamstown
9.2 out of 10, Wonderful, (881)
"Clean, Great Staff, Quiet"
United States
john
$79 nightly
The price is $88
Nov 18 - Nov 19
Total with taxes and fees
Cozy Corner Motel

Sunset Inn

2.0 star property
Lee
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
$76 nightly
The price is $85
Dec 5 - Dec 6
Total with taxes and fees
Sunset Inn

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
7.6 out of 10, Good, (824)
"Staff was very friendly and helpful."
United States
Pamela
$79 nightly
The price is $88
Nov 18 - Nov 19
Total with taxes and fees
Howard Johnson by Wyndham Lenox

Maple Terrace Motel

2.5 star property
Williamstown
9.6 out of 10, Exceptional, (584)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
$99 nightly
The price is $111
Nov 18 - Nov 19
Total with taxes and fees
Maple Terrace Motel

Quality Inn

2.5 star property
Lee
8.4 out of 10, Very Good, (1001)
"Clean room and good breakfast "
United States
Kelly
$93 nightly
The price is $104
Dec 7 - Dec 8
Total with taxes and fees
Quality Inn

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (60)
"Very clean room, courteous staff. "
United States
Jeffrey
$105 nightly
The price is $118
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

In town, newly remodeled studio with private balcony

Shelburne Falls
10.0 out of 10, Exceptional, (119)
"We had a great visit! Easy to access, clean and comfortable. The studio had everything we needed!Great host!"
United States
Marina G.
$131 nightly
The price is $146
Nov 24 - Nov 25
Total with taxes and fees
In town, newly remodeled studio with private balcony

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1004)
"Staff was very nice!"
United States
David
$123 nightly
The price is $137
Dec 18 - Dec 19
Total with taxes and fees
Hotel Downstreet, an Ascend Collection Hotel

Williamstown Motel

2.0 star property
Williamstown
9.4 out of 10, Exceptional, (312)
"Was upgraded to a larger room for no special reason. Very nice proprietor. For budget priced accommodations, this is an excellent value. Would definitely stay here again if I am in the area."
United States
DAVID
$84 nightly
The price is $94
Nov 24 - Nov 25
Total with taxes and fees
Williamstown Motel

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (758)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
$115 nightly
The price is $128
Dec 17 - Dec 18
Total with taxes and fees
Berkshire Mountain Lodge

Berkshire Inn

2.0 star property
Pittsfield
7.8 out of 10, Good, (838)
"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
$75 nightly
The price is $84
Nov 25 - Nov 26
Total with taxes and fees
Berkshire Inn
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Top Windsor Hotel Reviews

Find out more about Windsor

Windsor Chalets information

Number of reviews
13,048
Accommodation
4 Chalets
Lowest Price
$77
Highest Price
$151

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