Search for Cheap Deals on
2 Star Hotels in Chester

Photo by Elizabeth Massa Peroulakis

Check Last Minute Chester Hotel Deals

Tonight Mar 29 - Mar 30This weekend Mar 29 - Mar 31

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking, and you save up to 60%!


Featured 2 Star Chester Hotels

The Yankee, Trademark Collection by Wyndham
2.5 out of 5
Fully refundableReserve now, pay when you stay
  • 21 min drive from Chester Town Hall
The price is $89 per night from Apr 7 to Apr 8
$89
per night
Apr 7 - Apr 8
Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
The Yankee, Trademark Collection by Wyndham
Quality Inn West Springfield
2.5 out of 5
Fully refundableReserve now, pay when you stay
  • 26 min drive from Chester Town Hall
The price is $93 per night from Apr 11 to Apr 12
$93
per night
Apr 11 - Apr 12
Stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Quality Inn West Springfield
Quality Inn & Suites Northampton - Amherst
2.5 out of 5
Fully refundableReserve now, pay when you stay
  • 9 min drive from Chester Town Hall
The price is $119 per night from Apr 15 to Apr 16
$119
per night
Apr 15 - Apr 16
Stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Quality Inn & Suites Northampton - Amherst
Save an average of 15% on thousands of hotels when you're signed in
Red Roof Inn PLUS+ West Springfield
2.5 out of 5
Fully refundableReserve now, pay when you stay
  • 26 min drive from Chester Town Hall
The price is $71 per night from Apr 4 to Apr 5
$71
per night
Apr 4 - Apr 5
Stay at this hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
Red Roof Inn PLUS+ West Springfield
Tru by Hilton Chicopee Springfield
2.5 out of 5
Fully refundableReserve now, pay when you stay
  • 22 min drive from Chester Town Hall
The price is $111 per night from Apr 23 to Apr 24
$111
per night
Apr 23 - Apr 24
Stay at this hotel in Chicopee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Tru by Hilton Chicopee Springfield
Quality Inn
2.5 out of 5
Fully refundableReserve now, pay when you stay
  • 6 min drive from Chester Town Hall
The price is $84 per night from Apr 11 to Apr 12
$84
per night
Apr 11 - Apr 12
Stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and onsite parking. Our guests praise the breakfast and the helpful staff in our ...
Quality Inn
Fairfield Inn & Suites Springfield Holyoke
2.5 out of 5
Fully refundableReserve now, pay when you stay
  • 20 min drive from Chester Town Hall
The price is $118 per night from Mar 31 to Apr 1
$118
per night
Mar 31 - Apr 1
Stay at this business-friendly hotel in Holyoke. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
Fairfield Inn & Suites Springfield Holyoke
Hampton Inn Hadley-Amherst Area
2.5 out of 5
Fully refundableReserve now, pay when you stay
  • 12 min drive from Chester Town Hall
The price is $135 per night from Apr 7 to Apr 8
$135
per night
Apr 7 - Apr 8
Stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
Hampton Inn Hadley-Amherst Area
Hampton Inn West Springfield
2.5 out of 5
Fully refundableReserve now, pay when you stay
  • 27 min drive from Chester Town Hall
The price is $101 per night from Mar 31 to Apr 1
$101
per night
Mar 31 - Apr 1
Stay at this business-friendly hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton Inn West Springfield
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5
Fully refundableReserve now, pay when you stay
  • 26 min drive from Chester Town Hall
The price is $88 per night from Apr 4 to Apr 5
$88
per night
Apr 4 - Apr 5
Stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 out of 5
Fully refundable
  • 15 min drive from Chester Town Hall
The price is $131 per night from Mar 31 to Apr 1
$131
per night
Mar 31 - Apr 1
Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Candlewood Suites West Springfield, an IHG Hotel
2.5 out of 5
Fully refundable
  • 29 min drive from Chester Town Hall
The price is $108 per night from Apr 1 to Apr 2
$108
per night
Apr 1 - Apr 2
Stay at this business-friendly hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Candlewood Suites West Springfield, an IHG Hotel
Don't see what you're looking for?
See all available properties in Chester
View all properties
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.