Hotels in Chester

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Nov 12 - Nov 13
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Top Rated Chester Hotels

La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

3 out of 5
100 Congress Street, Springfield, MA
Free Cancellation
Reserve now, pay when you stay
22.87 mi from city center
$111 nightly
The price is $125 total per night
$125 total
Nov 16 - Nov 17
Total with taxes and fees
At La Quinta Inn & Suites by Wyndham Springfield MA, guests enjoy features like 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 tours/tickets and securing valuables. Other amenities at this family-friendly hotel include meeting rooms, conference space, and a 24-hour business center.
Pool
Breakfast included
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
17.2 mi from city center
$113 nightly
The price is $126 total per night
$126 total
Nov 18 - Nov 19
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
Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St, West Springfield, MA
Free Cancellation
Reserve now, pay when you stay
20.56 mi from city center
$84 nightly
The price is $96 total per night
$96 total
Nov 26 - Nov 27
Total with taxes and fees
Guests of Quality Inn West Springfield enjoy a gym, free WiFi in public areas, and conference space. If you drive, take advantage of free parking. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, tours or tickets, and securing valuables. Other amenities at this golf hotel include a 24-hour business center, a seasonal outdoor pool, and a computer station.
Pool
Breakfast included
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
18.3 mi from city center
$88 nightly
The price is $99 total per night
$99 total
Nov 14 - Nov 15
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
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Free Cancellation
19.08 mi from city center
$134 nightly
The price is $150 total per night
$150 total
Nov 16 - Nov 17
Total with taxes and fees
D. Hotel Suites & Spa features a full-service spa, an indoor pool, and a gym. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and dry cleaning/laundry. Other amenities at this spa hotel include a sauna, a hot tub, and a 24-hour business center.
Pool
Hot Tub
The Ellery

The Ellery

3.5 out of 5
259 Elm Street, Northampton, MA
Free Cancellation
Reserve now, pay when you stay
17.27 mi from city center
$142 nightly
The price is $159 total per night
$159 total
Nov 17 - Nov 18
Total with taxes and fees
The Ellery features free WiFi in public areas, coffee in a common area, and express check-in. Free parking is included with your stay. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include express check-out, a garden, and a picnic area.
Breakfast included
Pet friendly
Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

2.5 out of 5
1254 Riverdale Street, West Springfield, MA
Free Cancellation
Reserve now, pay when you stay
20.48 mi from city center
$85 nightly
The price is $97 total per night
$97 total
Dec 1 - Dec 2
Total with taxes and fees
Guests of Red Roof Inn PLUS+ West Springfield enjoy free WiFi in public areas, coffee in a common area, and an ATM. Free parking is included with your stay. The 24-hour front desk has staff always at the ready. Additional amenities include a vending machine and a TV in a common area.
Pet friendly
Parking included
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
16.75 mi from city center
$93 nightly
The price is $104 total per night
$104 total
Nov 17 - Nov 18
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 Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St, Lee, MA
Free Cancellation
14.66 mi from city center
$110 nightly
The price is $122 total per night
$122 total
Dec 2 - Dec 3
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 Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
17.02 mi from city center
$183 nightly
The price is $205 total per night
$205 total
Nov 16 - Nov 17
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
Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

3 out of 5
885 Riverdale Street, West Springfield, MA
Free Cancellation
Reserve now, pay when you stay
20.87 mi from city center
$118 nightly
The price is $135 total per night
$135 total
Nov 16 - Nov 17
Total with taxes and fees
Guests staying at Courtyard by Marriott West Springfield enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with securing valuables and dry cleaning/laundry. Additional amenities include conference space, a 24-hour business center, and express check-in.
Pool
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
17.05 mi from city center
$101 nightly
The price is $113 total per night
$113 total
Dec 7 - Dec 8
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
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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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Close to central Chester, you'll find interesting places to visit like Chester Town Hall.

Chester hotels essential information

Accommodation
840 hotels
Lowest Price
$96
Highest Price
$205
Popular hotels
La Quinta Inn & Suites by Wyndham Springfield MA, Berkshire Mountain Lodge, Quality Inn West Springfield, Holiday Inn & Suites Pittsfield-Berkshires by IHG, D. Hotel Suites & Spa, The Ellery, Red Roof Inn PLUS+ West Springfield, Berkshires Untold, The Black Swan Lee - Lenox, an Ascend Collection Hotel, The Red Lion Inn, Courtyard by Marriott West Springfield, The Yankee, Trademark Collection by Wyndham

Recent Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

5/5 Excellent
"Great stay! Nice quiet room for 2 little “alert “ to outside noise pups!! Comfy beds and central location for the day trips we had planned."
A verified traveler stayed at Holiday Inn & Suites Pittsfield-Berkshires by IHG
Posted 3 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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