Hotels in Cheshire
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Top Rated Cheshire Hotels
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
6.49 mi from city center
$128 nightly
The price is $143 total per night
$143 total
Aug 31 - Sep 1
Total with taxes and fees
Vacation Village in the Berkshires features an indoor pool, an outdoor pool, and a children's pool. If you decide to drive, there's free parking. The front desk is staffed 24 hours a day to help with access to locker space and concierge services. Other amenities at this family-friendly aparthotel include a gym, free WiFi in public areas, and a business center.
Pool
Parking included
The Yankee Inn
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
12.18 mi from city center
$175 nightly
The price is $195 total per night
$195 total
Aug 10 - Aug 11
Total with taxes and fees
The Yankee Inn features an indoor pool, an outdoor pool, and a 24-hour gym. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with tours or tickets, and answer any questions about the area. Additional amenities include free WiFi in public areas, a hot tub, and a seasonal outdoor pool.
Pool
Hot Tub
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
11.54 mi from city center
$138 nightly
The price is $155 total per night
$155 total
Aug 30 - Aug 31
Total with taxes and fees
At Berkshire Mountain Lodge, guests have access to an indoor pool, free WiFi in public areas, and a hot tub. If you decide to drive, there's free parking. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this golf aparthotel include a business center, an arcade/game room, and laundry facilities.
Pool
Hot Tub
FairBridge Inn Express
16 Cheshire Road Pittsfield MA
6.73 mi from city center
$61 nightly
The price is $68 total per night
$68 total
Aug 10 - Aug 11
Total with taxes and fees
Guests of FairBridge Inn Express enjoy access to free WiFi in public areas, meeting rooms, and a business center. If you drive, put free parking to good use. Front-desk staff are standing by 24/7 to assist with any requests. This motel also has laundry facilities.
Parking included
Free WiFi
Berkshires Untold
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
13.38 mi from city center
$156 nightly
The price is $174 total per night
$174 total
Aug 23 - Aug 24
Total with taxes and fees
Renovated in 2023, Berkshires Untold offers free WiFi in public areas, coffee in a common area, and express check-in. You can take advantage of free parking if you drive. The front desk is staffed 24/7 to help with concierge services, and answer any questions about the accommodations. Additional amenities include a terrace, a fireplace in the lobby, and a water dispenser.
Pet friendly
Parking included
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
Free Cancellation
11.83 mi from city center
$144 nightly
The price is $161 total per night
$161 total
Aug 31 - Sep 1
Total with taxes and fees
At Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The front desk is staffed 24 hours a day to help with concierge services and securing valuables. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub
The Red Lion Inn
30 Main Street Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
20.76 mi from city center
$230 nightly
The price is $256 total per night
$256 total
Sep 1 - Sep 2
Total with taxes and fees
Guests of The Red Lion Inn have access to an outdoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables, dry cleaning/laundry, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this golf hotel include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
12.19 mi from city center
$79 nightly
The price is $88 total per night
$88 total
Aug 30 - Aug 31
Total with taxes and fees
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
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Free Cancellation
9.78 mi from city center
$140 nightly
The price is $156 total per night
$156 total
Sep 1 - Sep 2
Total with taxes and fees
Guests of Hotel Downstreet, an Ascend Collection Hotel have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. The front desk is staffed 24 hours a day to help with luggage storage and securing valuables. Additional amenities include a hot tub, express check-out, and laundry facilities.
Pool
Hot Tub
The Williams Inn
101 Spring Street Williamstown MA
Free Cancellation
Reserve now, pay when you stay
10.41 mi from city center
$237 nightly
The price is $265 total per night
$265 total
Aug 16 - Aug 17
Total with taxes and fees
At The Williams Inn, guests have access to a gym, free WiFi in public areas, and a conference center. If you drive, put free parking to good use. The front desk is staffed 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include coffee/tea in a common area, a terrace, and a gift shop.
Pet friendly
Parking included
Jiminy Peak Mountain Resort
37 Corey Rd Hancock MA
Free Cancellation
Reserve now, pay when you stay
6.62 mi from city center
$159 nightly
The price is $178 total per night
$178 total
Aug 30 - Aug 31
Total with taxes and fees
Guests staying at Jiminy Peak Mountain Resort enjoy an outdoor pool, a gym, and 2 hot tubs. You can put free parking to good use if you drive. Front-desk staff can answer questions 24/7, and assist with tours or tickets, luggage storage, and securing valuables. Additional amenities include outdoor tennis courts, free WiFi in public areas, and meeting rooms.
Pool
Hot Tub
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
17.32 mi from city center
$204 nightly
The price is $228 total per night
$228 total
Aug 9 - Aug 10
Total with taxes and fees
Guests of The Black Swan Lee - Lenox, an Ascend Collection Hotel 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.
Breakfast included
Pet friendly
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.
How much is a Cheshire hotel?
Check Cheshire hotel room prices by star rating
4 Star Hotels
10 properties
Stay near popular Cheshire attractions
What's the best place for a stay in Cheshire?
What are the best hotels in Cheshire?
Consider these top hotels around Cheshire:
- Vacation Village in the Berkshires is located 6.5 mi away, and this aparthotel has free parking, private patios, and a fitness center.
- The Yankee Inn is located 12.2 mi away, and this hotel has free breakfast, free WiFi, and free parking.
- Berkshire Mountain Lodge is located 11.5 mi away, and this aparthotel has free WiFi, free parking, and in-room kitchens.
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 | 993 hotels |
|---|---|
Lowest Price | $68 |
Highest Price | $265 |
Popular hotels | Vacation Village in the Berkshires, The Yankee Inn, Berkshire Mountain Lodge, FairBridge Inn Express, Berkshires Untold, Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG, The Red Lion Inn, Howard Johnson by Wyndham Lenox, Hotel Downstreet, an Ascend Collection Hotel, The Williams Inn, Jiminy Peak Mountain Resort, The Black Swan Lee - Lenox, an Ascend Collection Hotel |
Recent Reviews
The Yankee Inn
5/5 Excellent
"This was our fourth year in a row staying at the Inn. They have a new sitting area outside with a gas fire pit, very nice. The pool is always very well maintained. We like to stay in the older section room away from the main building, the beds are comfortable and the room is basic but clean and nice. The breakfast is as good as any other hotel brand that offers breakfast. The shopping center is right next door within walking distance, with a few places to eat. It’s a great location also to get to anywhere in the area."
A verified traveler stayed at The Yankee Inn
Posted 8 hours ago
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