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Aug 22 - Aug 24
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Browse Select Cheshire Castles

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Recommended hotels in Cheshire

Huttopia Berkshires
Restaurant

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (3)
"Perfect place for a relaxing getaway! We loved everything! "
The price is CA $135
CA $151 total
includes taxes & fees
Sep 1 - Sep 2
Huttopia Berkshires
Blooming Inn
Front of property

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (110)
"Lovely Inn and very responsive and approachable staff. "
The price is CA $141
CA $226 total
includes taxes & fees
Aug 18 - Aug 19
Blooming Inn
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (572)
"Amazing place to stay. Can’t wait to go again. "
The price is CA $106
CA $149 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Mountain Lodge
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (51)
"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!! "
The price is CA $344
CA $364 total
includes taxes & fees
Aug 18 - Aug 19
Harbour House Inn
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Lovely setting on the lake."
The price is CA $175
CA $196 total
includes taxes & fees
Sep 1 - Sep 2
The Black Swan Lee - Lenox, Ascend Hotel Collection
Willows Motel Williamstown
Exterior

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (938)
"Great breakfast, clean room, functioning AC and helpfull staff."
The price is CA $123
CA $138 total
includes taxes & fees
Sep 1 - Sep 2
Willows Motel Williamstown
In town, newly remodeled studio with private balcony
Smart TV, Netflix, streaming services

In town, newly remodeled studio with private balcony

10.0 out of 10, Exceptional, (114)
"Great place. Quiet, clean and spacious - thank you so much "
The price is CA $131
CA $216 total
includes taxes & fees
Aug 27 - Aug 28
In town, newly remodeled studio with private balcony
The Villager Motel
Exterior

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (727)
"Great quiet stay. "
The price is CA $123
CA $137 total
includes taxes & fees
Sep 1 - Sep 2
The Villager Motel
Hotel Downstreet, Ascend Hotel Collection
Hypo-allergenic bedding, laptop workspace, blackout drapes

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1005)
"Great location!"
The price is CA $199
CA $222 total
includes taxes & fees
Sep 16 - Sep 17
Hotel Downstreet, Ascend Hotel Collection
The Revival House
Romantic Room, 1 King Bed (Room 4)

The Revival House

3.0 star property
9.4 out of 10, Exceptional, (10)
"Self check in was easy. Rooms were spacious and clean. Great place."
The price is CA $249
CA $278 total
includes taxes & fees
Aug 18 - Aug 19
The Revival House
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (680)
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
The price is CA $221
CA $247 total
includes taxes & fees
Aug 18 - Aug 19
Berkshires Untold
Element Lenox Berkshires
Free daily continental breakfast

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is CA $210
CA $235 total
includes taxes & fees
Sep 1 - Sep 2
Element Lenox Berkshires
Cozy Corner Motel
Exterior

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (844)
"We thoroughly enjoyed our 1-night stay at the Cozy Corner! Rooms were very clean, and beds very comfortable! They also had a great breakfast, and I loved the outdoor seating area by the babbling brook!"
The price is CA $130
CA $152 total
includes taxes & fees
Sep 3 - Sep 4
Cozy Corner Motel
Williamstown Motel
Exterior detail

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (286)
"Small comfortable room, accommodating staff, very close to Williams College."
The price is CA $117
CA $131 total
includes taxes & fees
Sep 2 - Sep 3
Williamstown Motel
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (785)
"My stay was perfect. I can't wait to stay there again. "
The price is CA $109
CA $122 total
includes taxes & fees
Sep 1 - Sep 2
Howard Johnson by Wyndham Lenox
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Great staff! Comfortable bed! "
The price is CA $199
CA $222 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Berkshires-Lenox
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Lovely place. Excellent staff, Wonderful breakfast."
The price is CA $176
CA $251 total
includes taxes & fees
Sep 1 - Sep 2
The Cornell Inn, Lenox & The Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (17)
"Really enjoyed my stay here, definitely need a car to get around"
The price is CA $187
CA $209 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (570)
"Fabulous place"
The price is CA $210
CA $235 total
includes taxes & fees
Sep 1 - Sep 2
Courtyard by Marriott Lenox Berkshires
The Springs Motel
Courtyard

The Springs Motel

2.0 star property
9.0 out of 10, Wonderful, (57)
"Love this renovated motel. They made it cute and trendy"
The price is CA $144
CA $159 total
includes taxes & fees
Sep 9 - Sep 10
The Springs 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 On North

Hotel On North

10/10 Excellent
"This is a great hotel in a rather run down town. The staff was very helpful in providing us with everything we needed and gave us good recommendations in the town. The hotel is very creative and comfortable in how they used its space. We were very content, including our dog."
Whitney 3-night trip
Posted 2 days ago
Hotel On North