Photo by Ed Gaffny

Hotels in Cheshire

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Check prices for these dates

Tonight
Jun 1 - Jun 2
Tomorrow
Jun 2 - Jun 3
Next weekend
Jun 6 - Jun 8
In two weeks
Jun 13 - Jun 15

Where to stay in Cheshire?

Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
$244 nightly
The price is $258
Jun 10 - Jun 11
Total includes taxes and fees
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.
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Our prices for Cheshire are cheapest in July

See average prices and weather for all months

Price trends for hotels in Cheshire

Pricing is based on two traveler single night rates
Jun
$274
Average price during June is $274
Jul
$258
Average price during July is $258
Aug
$274
Average price during August is $274
Sep
$279
Average price during September is $279
Oct
$269
Average price during October is $269
Nov
$298
Average price during November is $298
Dec
$269
Average price during December is $269
Jan
$271
Average price during January is $271
Feb
$271
Average price during February is $271
Mar
$294
Average price during March is $294
Apr
$270
Average price during April is $270
May
$293
Average price during May is $293
Currently viewing crowd sizes and weather for June.

June

trending_flatModerate crowds
High 70°F / low 53°F. Sunny most days.
70°
weather_sun
June, Moderate crowds, average high temperature 70 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
53°
76°
weather_sun
July, High crowds, average high temperature 76 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
59°
74°
weather_sun
August, High crowds, average high temperature 74 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
58°
67°
weather_sun
September, High crowds, average high temperature 67 degrees Fahrenheit, average low temperature 51 degrees Fahrenheit. Sunny most days.
51°
55°
weather_cloudy
October, High crowds, average high temperature 55 degrees Fahrenheit, average low temperature 41 degrees Fahrenheit. Cloudy most days.
41°
42°
weather_partly_sunny
November, Moderate crowds, average high temperature 42 degrees Fahrenheit, average low temperature 29 degrees Fahrenheit. Partly sunny.
29°
33°
ac_unit
December, no crowd data, average high temperature 33 degrees Fahrenheit, average low temperature 21 degrees Fahrenheit. Snow likely.
21°
27°
ac_unit
January, Low crowds, average high temperature 27 degrees Fahrenheit, average low temperature 13 degrees Fahrenheit. Snow likely.
13°
29°
ac_unit
February, no crowd data, average high temperature 29 degrees Fahrenheit, average low temperature 14 degrees Fahrenheit. Snow likely.
14°
37°
ac_unit
March, Low crowds, average high temperature 37 degrees Fahrenheit, average low temperature 22 degrees Fahrenheit. Snow likely.
22°
50°
weather_cloudy
April, Moderate crowds, average high temperature 50 degrees Fahrenheit, average low temperature 33 degrees Fahrenheit. Cloudy most days.
33°
63°
weather_sun
May, Moderate crowds, average high temperature 63 degrees Fahrenheit, average low temperature 45 degrees Fahrenheit. Sunny most days.
45°
Monthly weather averages (˚F)
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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

Frequently asked questions

What accommodations do travelers like in Cheshire?
Guests like Hotel Downstreet, Ascend Hotel Collection, Vacation Village in the Berkshires and Holiday Inn & Suites Pittsfield-Berkshires by IHG.
Where can I find free parking at my hotel in Cheshire?
Park your car for free at Harbour House Inn.
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.