Hotels in Chester
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Top Rated Chester Hotels

The Yankee Inn
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
17.05 mi from city center
$159 nightly
The price is $178 total per night
$178 total
Jul 6 - Jul 7
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.

Quality Inn West Springfield
1150 Riverdale St West Springfield MA
Free Cancellation
20.56 mi from city center
$98 nightly
The price is $113 total per night
$113 total
Jul 16 - Jul 17
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 securing valuables, dry cleaning/laundry, and tours or tickets. Other amenities at this golf hotel include a 24-hour business center, a seasonal outdoor pool, and a computer station.

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
17.2 mi from city center
$162 nightly
The price is $181 total per night
$181 total
Jul 28 - Jul 29
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.

D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Free Cancellation
19.08 mi from city center
$132 nightly
The price is $147 total per night
$147 total
Jul 1 - Jul 2
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 that can help 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.

Quality Inn & Suites Northampton - Amherst
117 Conz St Northampton MA
Free Cancellation
18.2 mi from city center
$135 nightly
The price is $151 total per night
$151 total
Jul 26 - Jul 27
Total with taxes and fees
Quality Inn & Suites Northampton - Amherst features a gym, free WiFi in public areas, and a business center. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with luggage storage and dry cleaning/laundry. Additional amenities include coffee/tea in a common area, a meeting room, and a computer station.

Berkshires Untold
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
16.75 mi from city center
$167 nightly
The price is $187 total per night
$187 total
Jul 1 - Jul 2
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.

La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street Springfield MA
Free Cancellation
Reserve now, pay when you stay
22.87 mi from city center
$116 nightly
The price is $132 total per night
$132 total
Jul 5 - Jul 6
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.

The Red Lion Inn
30 Main Street Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
17.02 mi from city center
$187 nightly
The price is $209 total per night
$209 total
Jul 6 - Jul 7
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, luggage storage, and dry cleaning/laundry. 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.

The Ellery
259 Elm Street Northampton MA
Free Cancellation
Reserve now, pay when you stay
17.28 mi from city center
$107 nightly
The price is $119 total per night
$119 total
Jul 21 - Jul 22
Total with taxes and fees
Guests of The Ellery enjoy access to free WiFi in public areas, coffee in a common area, and microwave in a common area. 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. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include express check-out, a water dispenser, and a fireplace in the lobby.

Tru by Hilton Chicopee Springfield
440 Memorial Dr Chicopee MA
Free Cancellation
Reserve now, pay when you stay
21.78 mi from city center
$114 nightly
The price is $129 total per night
$129 total
Jul 6 - Jul 7
Total with taxes and fees
At Tru by Hilton Chicopee Springfield, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking if you drive. Front-desk staff can answer questions 24/7, and assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include a 24-hour business center, an arcade/game room, and free newspapers.

Blue – A Modern Hotel, an Ascend Collection Hotel
1080 Riverdale St West Springfield MA
Free Cancellation
20.62 mi from city center
$132 nightly
The price is $151 total per night
$151 total
Jul 1 - Jul 2
Total with taxes and fees
Renovated in 2025, Blue – A Modern Hotel, an Ascend Collection Hotel offers a 24-hour gym, free WiFi in public areas, and coffee in a common area. If you decide to drive, there's free parking. Multilingual staff at the front desk are standing by 24/7 to help with access to locker space, luggage storage, and dry cleaning/laundry. Additional amenities include a computer station, express check-out, and free newspapers.

Red Roof Inn PLUS+ West Springfield
1254 Riverdale Street West Springfield MA
Free Cancellation
Reserve now, pay when you stay
20.44 mi from city center
$85 nightly
The price is $97 total per night
$97 total
Jul 9 - Jul 10
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 a TV in a common area. 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 an ATM.
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.
Where should you stay in Chester?
What are some of the best hotels in Chester?
Consider these top hotels around Chester:
- The Yankee Inn is located 17.1 mi away, and this hotel has free breakfast, free WiFi, and free parking.
- D. Hotel Suites & Spa is located 19.1 mi away, and this hotel has a full-service spa, 2 restaurants, and a fitness center.
- Berkshire Mountain Lodge is located 17.2 mi away, and this lodge has free WiFi, free parking, and in-room kitchens.
Close to central Chester, you'll find interesting places to visit like Chester Town Hall.
Chester hotels essential information
Accommodation | 870 hotels |
|---|---|
Lowest Price | $97 |
Highest Price | $209 |
Popular hotels | The Yankee Inn, Quality Inn West Springfield, Berkshire Mountain Lodge, D. Hotel Suites & Spa, Quality Inn & Suites Northampton - Amherst, Berkshires Untold, La Quinta Inn & Suites by Wyndham Springfield MA, The Red Lion Inn, The Ellery, Tru by Hilton Chicopee Springfield, Blue – A Modern Hotel, an Ascend Collection Hotel, Red Roof Inn PLUS+ West Springfield |
Recent Reviews

Berkshire Mountain Lodge
5/5 Excellent
"We had a 1 BR suite. It was a large, quiet, clean room. The kitchen and living room had more than we needed. We'll be staying there again."
A verified traveler stayed at Berkshire Mountain Lodge
Posted less than an hour ago
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