Hotels in Cheshire

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Where to stay in Cheshire?

Harbour House Inn
Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
This charming B&B offers free breakfast, WiFi, and parking in scenic Cheshire. Explore nearby attractions like Adams Theater and Mount Greylock State Reservation, then return to this welcoming inn. Pittsfield Station is just a 16-minute drive away.
The price is CNY1,732
CNY1,831 total
includes taxes & fees
May 4 - May 5
Harbour House Inn
Blooming Inn
Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (135 reviews)
Immerse yourself in the tranquility of Shelburne Falls at this welcoming guesthouse. Free WiFi and daily housekeeping provide essential comforts, while snowmobiling, snowshoeing, and sledding await right outside. Popular attractions like Glacial Potholes are nearby.
The price is CNY695
CNY1,110 total
includes taxes & fees
May 6 - May 7
Blooming Inn
UU Rowe Camp and Conference Center
UU Rowe Camp and Conference Center
2.0 star property
Rowe
10.0 out of 10, Exceptional, (1 review)
The price is CNY1,383
CNY1,462 total
includes taxes & fees
May 2 - May 3
UU Rowe Camp and Conference Center
Becket Motel
Becket Motel
2.5 star property
Becket
6.8 out of 10, (60 reviews)
Tucked away in Becket, this motel offers convenient perks like free WiFi, complimentary parking, and room service. Hiking enthusiasts can explore nearby trails and visit the historic Becket Land Trust Quarry for outdoor adventures.
The price is CNY649
CNY954 total
includes taxes & fees
May 28 - May 29
Becket Motel
Blue Vista Motor Lodge
Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (209 reviews)
Blue Vista Motor Lodge offers 2 relaxing hot tubs and a rejuvenating sauna to end your day. Located near Florida Free Public Library, this North Adams motel provides complimentary WiFi and parking, with guests praising the helpful staff and clean rooms.
The price is CNY1,241
CNY1,312 total
includes taxes & fees
May 4 - May 5
Blue Vista Motor Lodge
Rodeway Inn
Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (241 reviews)
The price is CNY486
CNY542 total
includes taxes & fees
May 14 - May 15
Rodeway Inn
The Trail in Adams - Berkshires’ Art Hotel
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
8.8 out of 10, Excellent, (146 reviews)
The price is CNY1,187
CNY1,325 total
includes taxes & fees
May 3 - May 4
The Trail in Adams - Berkshires’ Art Hotel
The Revival House
The Revival House
3.0 star property
Adams
9.2 out of 10, Wonderful, (29 reviews)
Wake up to a complimentary self-serve breakfast at this charming Adams guesthouse. Enjoy free WiFi and parking while exploring nearby Adams Theater and Berkshire Scenic Railway Museum. Just a 22-minute drive from Pittsfield Station.
The price is CNY1,060
CNY1,184 total
includes taxes & fees
May 3 - May 4
The Revival House
Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,001 reviews)
The price is CNY966
CNY1,079 total
includes taxes & fees
May 4 - May 5
Hotel Downstreet, an Ascend Collection Hotel
The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (467 reviews)
The price is CNY1,155
CNY1,443 total
includes taxes & fees
May 31 - Jun 1
The Porches Inn at Mass MoCA
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,000 reviews)
This peaceful Lee hotel offers free daily continental breakfast near local restaurants and shopping. Just minutes from Lee Library and Animagic Museum, guests praise the helpful staff. Enjoy convenient access to cultural attractions during your Berkshires stay.
The price is CNY731
CNY817 total
includes taxes & fees
May 17 - May 18
Quality Inn Lee - Lenox South
Sunset Inn
Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (412 reviews)
Nestled in Lee, this motel offers easy access to Tanglewood Music Center, along with free WiFi and parking. Cool off in the seasonal outdoor pool after exploring nearby trails, or venture to Lee Library and Animagic Museum of Animation.
The price is CNY751
CNY839 total
includes taxes & fees
Jun 1 - Jun 2
Sunset Inn
FairBridge Inn Express
FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (817 reviews)
Tucked away in a peaceful corner of Pittsfield, this quiet motel offers free WiFi and parking with a 24-hour front desk. Nearby Crane Museum of Papermaking awaits exploration, while winter enthusiasts will love the downhill skiing options just moments away.
The price is CNY486
CNY542 total
includes taxes & fees
May 17 - May 18
FairBridge Inn Express
Chambery Inn
Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (376 reviews)
This serene B&B in Lee offers tranquil accommodations where quiet is the hallmark. Unwind with deep-tissue massages or aromatherapy after exploring nearby attractions. The terrace, hot tub, and snack bar create a rejuvenating escape in the Berkshires.
The price is CNY1,168
CNY1,304 total
includes taxes & fees
May 31 - Jun 1
Chambery Inn
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (662 reviews)
This Lee motel offers a playful mini golf course on-site and free continental breakfast to start your day. Located near Greenock Country Club and Lee Premium Outlets, guests praise the helpful staff. Enjoy complimentary WiFi and parking during your stay.
The price is CNY517
CNY577 total
includes taxes & fees
May 17 - May 18
Econo Lodge Lee - Great Barrington
Devonfield Inn B&B
Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
Surrounded by the Berkshires, this B&B offers a peaceful outdoor pool and soothing massages after a day on the adjacent golf course. Free breakfast, Wi-Fi, and parking enhance your stay near Greenock Country Club and local attractions.
The price is CNY1,837
CNY2,052 total
includes taxes & fees
May 3 - May 4
Devonfield Inn B&B
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,000 reviews)
This peaceful Lenox hotel overlooks a picturesque lake where spectacular sunsets unfold daily. Enjoy Indian cuisine at Mint restaurant, complimentary breakfast, and free WiFi. Just 10 minutes from Tanglewood Music Center with convenient parking.
The price is CNY782
CNY874 total
includes taxes & fees
May 11 - May 12
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.2 out of 10, Wonderful, (887 reviews)
Nestled in South Lee, this family-friendly retreat features 4 pools total - 2 indoor and 2 outdoor, including a seasonal option. Enjoy refreshments at the pool bar or coffee shop after exploring nearby Tanglewood Music Center and Berkshire attractions.
The price is CNY873
CNY1,108 total
includes taxes & fees
May 4 - May 5
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Inn at Stockbridge
The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
This cozy B&B offers a tranquil escape with an outdoor pool and massage services. Just minutes from National Shrine of the Divine Mercy and Berkshire Theatre Festival, guests enjoy free breakfast, WiFi, and parking while exploring the scenic area.
The price is CNY1,795
CNY2,105 total
includes taxes & fees
May 4 - May 5
The Inn at Stockbridge
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (91 reviews)
Escape to the heart of Pittsfield where this hotel offers an indoor pool and relaxing hot tub after exploring Tanglewood. Free breakfast, WiFi, and parking enhance your stay while nearby Guido's Marketplace awaits your discovery.
The price is CNY889
CNY993 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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

Learn more about Cheshire

The region around Cheshire is home to attractions such as Mount Greylock State Reservation and Mount Greylock State Reservation Visitor Center.

An autumn view of Cheshire Lake in the Berkshire Mountains of Western Massachusetts.

Check out reviews of Cheshire hotels guests love

Frequently asked questions

How much does a hotel room cost in Cheshire?
You can choose a great hotel in Cheshire from CNY542 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Cheshire that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Cheshire hotels?
Discover great deals on Cheshire hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Cheshire hotels.
Can I book Cheshire hotels with free cancellation?
In order to book a refundable Cheshire hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best hotels in Cheshire for couples?
Enjoy your couple's retreat with a stay at a top-rated Cheshire romantic hotel. Our travelers love Harbour House Inn, a romantic bed & breakfast. Discover more hotels in Cheshire on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are some of the best Cheshire hotels with free parking?
If you're arriving by car, choosing a great Cheshire hotel with free parking is a plus. Our travelers' favorites include:
What are some popular hotels in central Cheshire?
If you're looking for hotels in central Cheshire, check out Harbour House Inn. Travelers love Harbour House Inn for its location, as well as the free full breakfast, free parking and wedding services this bed & breakfast offers.
What accommodations do travelers like in Cheshire?
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.
Where can I stay in Cheshire if I want a vacation home instead of a traditional hotel?
Browse 5 vacation homes on our site.
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.