Hotels in Cheshire

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May 10 - May 11
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Check prices in Cheshire for tonight, May 10 - May 11
May 11 - May 12
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Check prices in Cheshire for tomorrow night, May 11 - May 12

Top Rated Cheshire Hotels

Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
13.38 mi from city center
The price is $110 per night
$110
per night
May 12 - May 13
Guests of Life House Berkshires enjoy free WiFi in public areas, coffee in a common area, and express check-in. You can take advantage of free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests.
Pet friendly
Breakfast available
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Free Cancellation
Reserve now, pay when you stay
20.76 mi from city center
The price is $123 per night
$123
per night
May 14 - May 15
Guests of The Red Lion Inn enjoy a full-service spa, an outdoor pool, and a gym. The 24-hour front desk has multilingual staff ready to assist with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this spa hotel include free WiFi in public areas, meeting rooms, and a 24-hour business center.
Pet friendly
Pool
Hotel Downstreet

Hotel Downstreet

3 out of 5
40 Main St, North Adams, MA
Free Cancellation
Reserve now, pay when you stay
9.81 mi from city center
The price is $149 per night
$149
per night
May 12 - May 13
Guests of Hotel Downstreet have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has staff standing by to help with tours or tickets, securing valuables, and luggage storage. Additional amenities include a spa tub, conference space, and a 24-hour business center.
Hot Tub
Pet friendly
Quality Inn

Quality Inn

2.5 out of 5
170 Housatonic Street, Lee, MA
Free Cancellation
Reserve now, pay when you stay
18.52 mi from city center
The price is $98 per night
$98
per night
May 12 - May 13
At Quality Inn, guests have access to free WiFi in public areas, express check-in, and express check-out. Onsite parking is offered for a fee. The front desk is staffed 24/7 to help with tours or tickets, and answer any questions about the accommodations. This hotel also has free newspapers.
Breakfast included
Parking available
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
Free Cancellation
Reserve now, pay when you stay
17.32 mi from city center
The price is $98 per night
$98
per night
May 13 - May 14
Guests of The Black Swan Lee - Lenox, Ascend Hotel Collection enjoy a 24-hour gym, free WiFi in public areas, and a 24-hour business center. If you plan to drive, free parking is available. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include coffee/tea in a common area, a microwave in a common area, and a meeting room.
Pet friendly
Breakfast included
The Lenox Collection

The Lenox Collection

3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
15.54 mi from city center
The price is $98 per night
$98
per night
May 12 - May 13
The Lenox Collection features free WiFi in public areas, a library, and express check-out. A stay here includes free parking. Front-desk staff can help with concierge services, and provide local restaurant recommendations. This smoke-free hotel also has wedding services.
Breakfast included
Parking included
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
12.18 mi from city center
The price is $93 per night
$93
per night
May 21 - May 22
Guests staying at The Yankee, Trademark Collection by Wyndham enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Additional amenities include a spa tub, meeting rooms, and conference space.
Hot Tub
Pool
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

3.5 out of 5
190 Meadow Street, South Lee, MA
Free Cancellation
20.67 mi from city center
The price is $139 per night
$139
per night
May 12 - May 13
Guests staying at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel enjoy features like 2 indoor pools, 2 outdoor pools, and a business center. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this family-friendly hotel include a seasonal outdoor pool, an arcade/game room, and express check-out.
Pool
Breakfast available
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3 out of 5
One West Street, Pittsfield, MA
Free Cancellation
9.15 mi from city center
The price is $105 per night
$105
per night
May 13 - May 14
Guests of Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel have access to an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with luggage storage, dry cleaning/laundry, and tours or tickets. Additional amenities include a conference center, a 24-hour business center, and a computer station.
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
12.19 mi from city center
The price is $79 per night
$79
per night
May 12 - May 13
Howard Johnson by Wyndham Lenox features an outdoor pool, free WiFi in public areas, and coffee in a common area. There's free parking if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include express check-out, a garden, and a vending machine.
Pool
Parking included
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
11.64 mi from city center
The price is $105 per night
$105
per night
May 12 - May 13
Guests of Best Western Plus Berkshire Hills Inn & Suites enjoy a gym, free WiFi in public areas, and conference space. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with luggage storage, tours or tickets, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.
Pet friendly
Breakfast included
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
13.92 mi from city center
The price is $152 per night
$152
per night
May 30 - May 31
Guests staying at Courtyard by Marriott Lenox Berkshires enjoy an indoor pool, a gym, and free WiFi in public areas. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include a 24-hour business center, a meeting room, and express check-in.
Pool
Breakfast available
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What's the best place for a stay in Cheshire?

What are the best hotels in Cheshire?

Consider these top hotels around Cheshire:

What are the best hotels to stay near St Mary's of the Assumption Church?

St Mary's of the Assumption Church ought to be around the top of your to-do list while you're visiting Cheshire. This well-known church is 0.4 miles from the downtown area and lures travelers from all over the place. Get the most out of your visit by basing yourself at 19th c. Renovated Barn in the Berkshires, just 1 mile away. Other top-rated hotels include Harbour House Inn, located 1 mile away, and Private Suite With Separate Entrance in a Quiet Berkshire Neighborhood, which is 2 miles away. You'll be able to leap out of bed and be at this attraction soon after!

Cheshire hotels essential information

Accommodation
888 hotels
Lowest Price
$79
Highest Price
$152
Popular hotels
Life House Berkshires, The Red Lion Inn, Hotel Downstreet, Quality Inn, The Black Swan Lee - Lenox, Ascend Hotel Collection, The Lenox Collection, The Yankee, Trademark Collection by Wyndham, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, Howard Johnson by Wyndham Lenox, Best Western Plus Berkshire Hills Inn & Suites, Courtyard by Marriott Lenox Berkshires

Recent Reviews

The Lenox Collection

The Lenox Collection

5/5 Excellent
Great place, wonderful location, gracious hosts
"safe, clean, perfect location. Communicative hosts who ensured that someone would be on location when I arrived late. Continental breakfast was extensive and healthy. Will definitely be visiting again. "
A verified traveler stayed at The Lenox Collection
Posted 2 days ago
The Lenox Collection

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