Hotels in Cheshire

Name: The Whitlock
Price range: $155 total

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Sep 28 - Sep 29

Tonight

Sep 29 - Sep 30

Tomorrow night

Top Rated Cheshire Hotels

Free Cancellation

Reserve now, pay when you stay

6.49 mi from city center

$122 nightly

$136 total

Sep 29 - Sep 30

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 aparthotel include a gym, free WiFi in public areas, and a business center.

Pool

Parking included

Free Cancellation

Reserve now, pay when you stay

11.54 mi from city center

$109 nightly

$121 total

Oct 1 - Oct 2

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

Free Cancellation

Reserve now, pay when you stay

12.18 mi from city center

$108 nightly

$121 total

Oct 27 - Oct 28

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

Free Cancellation

Reserve now, pay when you stay

13.38 mi from city center

$160 nightly

$179 total

Sep 30 - Oct 1

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

Hotel Downstreet, an Ascend Collection Hotel

Free Cancellation

9.78 mi from city center

$135 nightly

$151 total

Oct 14 - Oct 15

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

Free Cancellation

Reserve now, pay when you stay

20.76 mi from city center

$200 nightly

$224 total

Sep 29 - Sep 30

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 tours or tickets, dry cleaning/laundry, and securing valuables. 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

10.41 mi from city center

$181 nightly

$202 total

Sep 29 - Sep 30

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 banquet hall.

Pet friendly

Parking included

Holiday Inn Club Vacations Oak 'n Spruce Resort

Free Cancellation

20.6 mi from city center

$135 nightly

$150 total

Oct 18 - Oct 19

Total with taxes and fees

Guests staying at Holiday Inn Club Vacations Oak 'n Spruce Resort enjoy features like 2 indoor pools, 2 outdoor pools, and a business center. Front-desk staff can assist with dry cleaning/laundry and securing valuables. Other amenities at this ski hotel include a seasonal outdoor pool, an arcade/game room, and a terrace.

Pool

Air conditioning

6.73 mi from city center

$69 nightly

$77 total

Sep 29 - Sep 30

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Free Cancellation

11.83 mi from city center

$103 nightly

$115 total

Oct 29 - Oct 30

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 Black Swan Lee - Lenox, an Ascend Collection Hotel

Free Cancellation

17.32 mi from city center

$135 nightly

$151 total

Oct 29 - Oct 30

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

15.44 mi from city center

$139 nightly

$155 total

Sep 29 - Sep 30

Total with taxes and fees

The Whitlock features free WiFi in public areas, a business center, and coffee in a common area. Free parking is included with your stay. Helpful staff is there to provide luggage storage, as well as offer insight about the area. Additional amenities include a terrace, a communal living room, and a garden.

Parking included

Free WiFi

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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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Stay near popular Cheshire attractions

St Mary's of the Assumption Church

10.0/10 (1 review)

St Mary's of the Assumption Church is just one of the places to see in Cheshire, so why not enjoy the other things to explore during your travels? Discover the area's mountain views, or seek out its ski slopes.

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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:

Vacation Village in the Berkshires is located 6.5 mi away, and this aparthotel has free parking, private patios, and a fitness center.
Berkshire Mountain Lodge is located 11.5 mi away, and this aparthotel has free WiFi, free parking, and in-room kitchens.
The Yankee Inn is located 12.2 mi away, and this hotel has free breakfast, free WiFi, and free parking.

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	1,000 hotels
Lowest Price	$77
Highest Price	$224
Popular hotels	Vacation Village in the Berkshires, Berkshire Mountain Lodge, The Yankee Inn, Berkshires Untold, Hotel Downstreet, an Ascend Collection Hotel, The Red Lion Inn, The Williams Inn, Holiday Inn Club Vacations Oak 'n Spruce Resort, FairBridge Inn Express, Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG, The Black Swan Lee - Lenox, an Ascend Collection Hotel, The Whitlock