Photo by Ed Gaffny

Hotels in Cheshire

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Check prices for these dates

Tonight
Jun 25 - Jun 26
Tomorrow
Jun 26 - Jun 27
This weekend
Jun 27 - Jun 29
Next weekend
Jul 4 - Jul 6

Where to stay in Cheshire?

Harbour House Inn
Comfort Room, Private Bathroom (Rolling Meadows) | 1 bedroom, individually decorated, individually furnished, free WiFi

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
The price is $262
$277 total
includes taxes & fees
Jun 26 - Jun 27
Harbour House 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.

Top landmarks in Cheshire

St Mary's of the Assumption Church

If you're interested in local religious buildings, central Cheshire is home to St Mary's of the Assumption Church.

See properties in St Mary's of the Assumption Church
St Mary's of the Assumption Church

Learn more about Cheshire

Cheshire is well-known for its attractions such as Mount Greylock State Reservation and St Mary's of the Assumption Church.

See all hotels in Cheshire
The road less traveled sometimes is absolutely beautiful. In a month this will be a great spot for Autumn. I will repost the exact same foliage shot and see if I am correct. Excited to do it actually..
Photo by Ed Gaffny
Open Photo by Ed Gaffny

Check out the Cheshire hotels guests love right now

The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

10/10 Excellent
"Great place"
Sheyla 2-night trip
Posted 19 hours ago
The Black Swan Lee - Lenox, Ascend Hotel Collection

Frequently asked questions

What accommodations do travelers like in Cheshire?
Guests like Vacation Village in the Berkshires, Hotel Downstreet, Ascend Hotel Collection and Holiday Inn & Suites Pittsfield-Berkshires by IHG.
Can I book a refundable hotel in Cheshire?
If you're looking for the flexibility to change your travel plans to Cheshire, most hotels offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Cheshire be like during my vacation?
July and August are typically the warmest months in Cheshire when the average temp is 63°F. January and February are the coldest months when the average temperature is 25°F. July and August are the months with the most rain.
Why should I book my Cheshire hotel with Hotels.com?
There are lots of reasons to book your Cheshire trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Cheshire

Find out more about Cheshire

If you're looking for a place to get away, look no further than Cheshire. Whether you're planning to stay for a night or for the week, the area around Cheshire has accommodations to fit every need. Search for hotels in Cheshire with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Cheshire hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Cheshire hotel deals are here with our lowest price guarantee.

Keep exploring

Keep exploring