Cheshire, Massachusetts is a picturesque destination brimming with diverse landscapes and attractions. Families can enjoy the abundance of family-friendly activities, while skiing enthusiasts can hit the slopes in the winter. For a romantic getaway, explore the charming villages of Cheshire, surrounded by acres of parkland perfect for hiking and wildlife spotting. The city of Warrington boasts scenic places, and shopping enthusiasts will find plenty of options to indulge in. Don't forget to visit the visitor centre for helpful information on the best cities and experiences in Cheshire.
Photo by Ed Gaffny
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Top hotels and accommodation in Cheshire

Harbour House Inn
Harbour House Inn
9.4 out of 10, Exceptional, (49)
The price is AU$459
includes taxes & fees
17 Mar - 18 Mar

Blooming Inn
Blooming Inn
9.2 out of 10, Wonderful, (79)
The price is AU$201
includes taxes & fees
21 Mar - 22 Mar

UU Rowe Camp and Conference Center
UU Rowe Camp and Conference Center
The price is AU$249
includes taxes & fees
14 Mar - 15 Mar

Becket Motel
Becket Motel
6.6 out of 10, (55)
The price is AU$221
includes taxes & fees
16 Mar - 17 Mar

Blue Vista Motor Lodge
Blue Vista Motor Lodge
9.8 out of 10, Exceptional, (165)
The price is AU$263
includes taxes & fees
16 Mar - 17 Mar

The Trail in Adams - Berkshires’ Art Hotel
The Trail in Adams - Berkshires’ Art Hotel
8.8 out of 10, Excellent, (128)
The price is AU$307
includes taxes & fees
14 Mar - 15 Mar
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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Learn more about Cheshire
Get away to romantic Cheshire! Enjoy the skiing, hiking and local cuisine.

Photo by Ed Gaffny
Open Photo by Ed Gaffny
More cheap accommodation in Cheshire
More cheap accommodation in Cheshire

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
The price is AU$149 per night from 20 Mar to 21 Mar
AU$149
includes taxes & fees
20 Mar - 21 Mar
9/10 Wonderful! (1,000 reviews)
Stay near top Cheshire attractions
Stay near top Cheshire attractions
Find out more about Cheshire
Find out more about Cheshire
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Great and cheap hotels in Cheshire
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Recent Reviews in Cheshire
Recent Reviews in Cheshire

The Williams Inn
5/5 Excellent
"Great stay stff is great"
A verified traveller from Fort Lauderdale stayed at The Williams Inn
Posted 6 hours ago
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