Search Hotels with Parking in Cheshire

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Check availability on Cheshire Hotels with Parking

Tonight
2 Dec - 3 Dec
Tomorrow
3 Dec - 4 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Cheshire Hotels with Parking

Business centre
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is 10.069.321 ₫
12.181.017 ₫ total
includes taxes & fees
15 Dec - 16 Dec
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Aerial view
Inn at Silver Maple Farm

Inn at Silver Maple Farm

3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
"Great stay, comfortable place"
United States
barry
The price is 4.192.035 ₫
4.695.079 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Inn at Silver Maple Farm
Terrace/patio
The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
Adams
9.0 out of 10, Wonderful, (142)
"Staff was great, very clean, Breakfast was terrific"
United States
michael
The price is 4.580.919 ₫
5.116.886 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
The Trail in Adams - Berkshires’ Art Hotel
Exterior
Harbour House Inn

Harbour House Inn

3.5 star property
Cheshire
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
The price is 6.915.540 ₫
7.309.725 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Harbour House Inn
Front of property
Blooming Inn

Blooming Inn

3.0 star property
Shelburne Falls
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
The price is 1.779.907 ₫
3.280.237 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Blooming Inn
Single Room | In-room safe, desk, free WiFi, bed sheets
Blue Vista Motor Lodge

Blue Vista Motor Lodge

2.0 star property
North Adams
9.8 out of 10, Exceptional, (195)
"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 4.708.525 ₫
4.976.921 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Blue Vista Motor Lodge
Front of property
Chambery Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Porch
Lakehouse Inn

Lakehouse Inn

4.0 star property
Lee
9.6 out of 10, Exceptional, (289)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is 4.851.896 ₫
5.690.547 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Lakehouse Inn
Exterior
The Whitlock

The Whitlock

2.0 star property
Lenox
8.6 out of 10, Excellent, (281)
"Rooms are clean, large, good shower, good bed"
United States
BORIS
The price is 2.891.361 ₫
3.229.650 ₫ total
includes taxes & fees
3 Dec - 4 Dec
The Whitlock
Property grounds
Wagon Wheel Inn

Wagon Wheel Inn

2.0 star property
Lenox
7.0 out of 10, Good, (641)
"Beautiful area. Close to Mt. Greylock, Octobrr Mountain and Pleasant Valley Audubon."
United States
Benjamin
The price is 1.819.185 ₫
2.031.951 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Wagon Wheel Inn
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

Harbour House Inn

Harbour House Inn

10/10 Excellent
"Great place, great hosts, lovely experience. Would go back 100x. "
Jared 2-night trip
Posted 3 weeks ago
Harbour House Inn

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