Cheshire Chalets

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Chalets in Cheshire

No exact matches found, but these alternatives could be just right

Recommended hotels in Cheshire

Exterior
Harbour House Inn

Bed & Breakfast in Cheshire

3.5 star property
9.4 out of 10, Exceptional, (53)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
United States
Lorie
$249 nightly
The price is $264
Dec 9 - Dec 10
Total with taxes and fees
Harbour House Inn
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1014)
"Great stay!"
United States
Ann
$62 nightly
The price is $70
Dec 14 - Dec 15
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
Exterior
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1004)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
$98 nightly
The price is $109
Dec 7 - Dec 8
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

3.0 star property
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
$131 nightly
The price is $146
Dec 11 - Dec 12
Total with taxes and fees
Element Lenox Berkshires
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1006)
"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
$98 nightly
The price is $109
Dec 23 - Dec 24
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Front of property
Blooming Inn

Guesthouse in Shelburne Falls

3.0 star property
9.2 out of 10, Wonderful, (123)
"When visiting the friends that live in Shelburne Falls; I wouldn't stay anywhere else."
United States
christian
$117 nightly
The price is $124
Dec 3 - Dec 4
Total with taxes and fees
Blooming Inn
Exterior
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.2 out of 10, Wonderful, (64)
"Very clean room, courteous staff. "
United States
Jeffrey
$91 nightly
The price is $102
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Garden
Shaker Mill Inn

Bed & Breakfast in West Stockbridge

2.5 star property
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
$105 nightly
The price is $116
Dec 9 - Dec 10
Total with taxes and fees
Shaker Mill Inn
Exterior
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1013)
"Staff was very nice!"
United States
David
$107 nightly
The price is $120
Dec 20 - Dec 21
Total with taxes and fees
Hotel Downstreet, an Ascend Collection Hotel
Exterior
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (975)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
$93 nightly
The price is $104
Dec 5 - Dec 6
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
Quality Inn

Quality Inn

2.5 star property
8.4 out of 10, Very Good, (1004)
"Clean room and good breakfast "
United States
Kelly
$93 nightly
The price is $104
Dec 21 - Dec 22
Total with taxes and fees
Quality Inn
Courtyard
The Springs Motel

Motel in New Ashford

2.0 star property
9.2 out of 10, Wonderful, (87)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
$121 nightly
The price is $133
Dec 4 - Dec 5
Total with taxes and fees
The Springs Motel
Property grounds
In town, newly remodeled studio with private balcony

Guesthouse in 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
Dec 8 - Dec 9
Total with taxes and fees
In town, newly remodeled studio with private balcony
Exterior
The Villager Motel

Motel in Williamstown

2.0 star property
8.8 out of 10, Excellent, (763)
"It's very good for stay over"
United States
Frances
$69 nightly
The price is $77
Dec 3 - Dec 4
Total with taxes and fees
The Villager Motel
Exterior
Vacation Village in the Berkshires

Condo in Williamstown

3.0 star property
8.8 out of 10, Excellent, (2159)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
$101 nightly
The price is $113
Dec 3 - Dec 4
Total with taxes and fees
Vacation Village in the Berkshires
Exterior
Cozy Corner Motel

Motel in Williamstown

2.0 star property
9.2 out of 10, Wonderful, (884)
"Clean, Great Staff, Quiet"
United States
john
$79 nightly
The price is $88
Dec 3 - Dec 4
Total with taxes and fees
Cozy Corner Motel
Exterior
Howard Johnson by Wyndham Lenox

Motel in Lenox

2.0 star property
7.6 out of 10, Good, (827)
"Staff was very friendly and helpful."
United States
Pamela
$79 nightly
The price is $88
Dec 3 - Dec 4
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Exterior detail
Maple Terrace Motel

Motel in Williamstown

2.5 star property
9.6 out of 10, Exceptional, (586)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
$99 nightly
The price is $111
Dec 3 - Dec 4
Total with taxes and fees
Maple Terrace Motel
Exterior
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Clean, pleasant staff and good breakfast. "
United States
Edward
$111 nightly
The price is $124
Dec 14 - Dec 15
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
Exterior detail
Williamstown Motel

Motel in Williamstown

2.0 star property
9.4 out of 10, Exceptional, (314)
"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
Dec 9 - Dec 10
Total with taxes and fees
Williamstown Motel
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 Cheshire Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Perfect "
Peter 2-night trip
Posted 1 day ago
Hotel Downstreet, an Ascend Collection Hotel

Find out more about Cheshire

Cheshire Chalets information

Number of reviews
13,385
Accommodation
5 Chalets
Lowest Price
$70
Highest Price
$264

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