Hotels in Cheshire
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Top Rated Cheshire Hotels
Harbour House Inn
725 North State Road, Cheshire, MA
1.22 mi from city center
$249 nightly
The price is $264 total per night
$264 total
Nov 25 - Nov 26
Total with taxes and fees
At Harbour House Inn, guests have access to free WiFi in public areas, coffee in a common area, and a library. A stay here includes free parking. Additional amenities include express check-in, express check-out, and a communal living room.
Breakfast included
Parking included
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
$126 nightly
The price is $141 total per night
$141 total
Nov 23 - Nov 24
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 concierge services and access to locker space. Other amenities at this family-friendly condo building include a gym, free WiFi in public areas, and a business center.
Pool
Parking included
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Free Cancellation
9.8 mi from city center
$123 nightly
The price is $137 total per night
$137 total
Dec 15 - Dec 16
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
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
11.54 mi from city center
$120 nightly
The price is $135 total per night
$135 total
Nov 16 - Nov 17
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 lodge include a business center, an arcade/game room, and laundry facilities.
Pool
Hot Tub
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
9.16 mi from city center
$88 nightly
The price is $99 total per night
$99 total
Nov 21 - Nov 22
Total with taxes and fees
Guests of Holiday Inn & Suites Pittsfield-Berkshires by IHG 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 securing valuables, luggage storage, and dry cleaning/laundry. Additional amenities include a conference center, a 24-hour business center, and a computer station.
Pool
Pet friendly
The Williams Inn
101 Spring Street Williamstown MA
Free Cancellation
Reserve now, pay when you stay
10.41 mi from city center
$186 nightly
The price is $208 total per night
$208 total
Nov 16 - Nov 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 securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include coffee/tea in a common area, a terrace, and a picnic area.
Pet friendly
Parking included
Berkshires Untold
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
13.38 mi from city center
$94 nightly
The price is $105 total per night
$105 total
Nov 16 - Nov 17
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 water dispenser, and a fireplace in the lobby.
Pet friendly
Parking included
The Red Lion Inn
30 Main Street, Stockbridge, MA
Free Cancellation
Reserve now, pay when you stay
20.76 mi from city center
$185 nightly
The price is $207 total per night
$207 total
Dec 15 - Dec 16
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. The 24-hour front desk has multilingual staff ready to assist with concierge services, securing valuables, and dry cleaning/laundry. Other amenities at this historic hotel include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St, Lee, MA
Free Cancellation
17.32 mi from city center
$110 nightly
The price is $122 total per night
$122 total
Dec 7 - Dec 8
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
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
12.18 mi from city center
$99 nightly
The price is $111 total per night
$111 total
Dec 15 - Dec 16
Total with taxes and fees
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 hot tub, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Hot Tub
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Free Cancellation
20.67 mi from city center
$140 nightly
The price is $156 total per night
$156 total
Nov 16 - Nov 17
Total with taxes and fees
Guests staying at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 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
Air conditioning
Hotel On North
297 North Street Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
8.83 mi from city center
$133 nightly
The price is $149 total per night
$149 total
Nov 16 - Nov 17
Total with taxes and fees
Hotel On North features free WiFi in public areas, meeting rooms, and a business center. There's free parking if you drive. Front-desk staff can answer questions 24/7, and assist with luggage storage, tours or tickets, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include coffee/tea in a common area, a banquet hall, and an ATM.
Pet friendly
Parking included
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
11 properties
What's the best place for a stay in Cheshire?
What are the best hotels in Cheshire?
Consider these top hotels around Cheshire:
- Harbour House Inn is a B&B offering free breakfast, free WiFi, and free parking.
- Vacation Village in the Berkshires is located 6.5 mi away, and this condo has free parking, private patios, and a fitness center.
- Hotel Downstreet, an Ascend Collection Hotel is located 9.8 mi away, and this hotel has free WiFi, free parking, and a 24-hour fitness center.
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 | 992 hotels |
|---|---|
Lowest Price | $99 |
Highest Price | $264 |
Popular hotels | Harbour House Inn, Vacation Village in the Berkshires, Hotel Downstreet, an Ascend Collection Hotel, Berkshire Mountain Lodge, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Williams Inn, Berkshires Untold, The Red Lion Inn, The Black Swan Lee - Lenox, an Ascend Collection Hotel, The Yankee, Trademark Collection by Wyndham, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Hotel On North |
Recent Reviews
Vacation Village in the Berkshires
5/5 Excellent
"Good "
A verified traveler from Duxbury stayed at Vacation Village in the Berkshires
Posted 4 days ago
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