Compare Cheap Hotels in Chesterfield
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Cheap Chesterfield Hotels
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
$121 nightly
The price is $135 total per night
$135 total
Dec 15 - Dec 16
Total with taxes and fees
Free Cancellation
14.47 mi from city center
With a stay at D. Hotel Suites & Spa in Holyoke, you'll be 4.6 mi (7.4 km) from Smith College and 10.4 mi (16.7 km) from University of Massachusetts Amherst.
Pool
Hot Tub
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
$93 nightly
The price is $104 total per night
$104 total
Dec 16 - Dec 17
Total with taxes and fees
Free Cancellation
21.53 mi from city center
With a stay at Holiday Inn & Suites Pittsfield-Berkshires by IHG, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Berkshire Athenaeum.
Pool
Pet friendly
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$108 nightly
The price is $120 total per night
$120 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
21.65 mi from city center
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.
Pool
Hot Tub
Courtyard by Marriott West Springfield
885 Riverdale Street West Springfield MA
$118 nightly
The price is $135 total per night
$135 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
21.27 mi from city center
When you stay at Courtyard by Marriott West Springfield in West Springfield, you'll be near the airport, within a 5-minute drive of Big E and Baystate Medical Center.
Pool
Parking included
Comfort Inn & Suites
400 Russell St Hadley MA
$123 nightly
The price is $138 total per night
$138 total
Dec 28 - Dec 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
15.14 mi from city center
With a stay at Comfort Inn & Suites Hadley - Amherst in Hadley, you'll be within a 5-minute drive of University of Massachusetts Amherst and Autobahn.
Pool
Breakfast included
Tru by Hilton Chicopee Springfield
440 Memorial Dr Chicopee MA
$87 nightly
The price is $99 total per night
$99 total
Dec 22 - Dec 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.33 mi from city center
With a stay at Tru by Hilton Chicopee Springfield in Chicopee, you'll be within a 10-minute drive of MassMutual Center and MGM Springfield.
Pool
Breakfast included
Quality Inn West Springfield
1150 Riverdale St West Springfield MA
$77 nightly
The price is $88 total per night
$88 total
Dec 28 - Dec 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.78 mi from city center
In the heart of West Springfield, Quality Inn West Springfield is within a 5-minute drive of Big E and Olympia Ice Center.
Pool
Breakfast included
Blue – A Modern Hotel, an Ascend Collection Hotel
1080 Riverdale St West Springfield MA
$118 nightly
The price is $135 total per night
$135 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
20.88 mi from city center
With a stay at Blue – A Modern Hotel, an Ascend Collection Hotel, you'll be centrally located in West Springfield, within a 10-minute drive of MassMutual Center and MGM Springfield.
Parking included
Free WiFi
Hotel Northampton
36 King Street Northampton MA
$165 nightly
The price is $184 total per night
$184 total
Dec 15 - Dec 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.76 mi from city center
With a stay at Hotel Northampton, you'll be centrally located in Northampton, within a 15-minute drive of University of Massachusetts Amherst and Calvin Theater.
Parking included
Free WiFi
Quality Inn Westfield - Springfield
2 Southampton Rd Westfield MA
$93 nightly
The price is $104 total per night
$104 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.12 mi from city center
A stay at Quality Inn Westfield - Springfield places you in the heart of Westfield, within a 5-minute drive of General Wareham Park and Apremont Park.
Red Roof Inn PLUS+ South Deerfield – Amherst
9 Greenfield Rd South Deerfield MA
$89 nightly
The price is $100 total per night
$100 total
Dec 17 - Dec 18
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
12.71 mi from city center
With a stay at Red Roof Inn PLUS+ South Deerfield – Amherst in South Deerfield, you'll be within a 15-minute drive of University of Massachusetts Amherst and Yankee Candle Village.
Candlewood Suites West Springfield by IHG
572 Riverdale St West Springfield MA
$84 nightly
The price is $96 total per night
$96 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
21.62 mi from city center
When you stay at Candlewood Suites West Springfield by IHG in West Springfield, you'll be in the business district, within a 5-minute drive of MassMutual Center and MGM Springfield.
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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Chesterfield hotels essential information
Accommodation | 487 hotels |
|---|---|
Lowest Price | $88 |
Highest Price | $184 |
Popular hotels | D. Hotel Suites & Spa, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Berkshire Mountain Lodge, Courtyard by Marriott West Springfield, Comfort Inn & Suites, Tru by Hilton Chicopee Springfield, Quality Inn West Springfield, Blue – A Modern Hotel, an Ascend Collection Hotel, Hotel Northampton, Quality Inn Westfield - Springfield, Red Roof Inn PLUS+ South Deerfield – Amherst, Candlewood Suites West Springfield by IHG |
Most Recent Chesterfield Hotel Reviews
Candlewood Suites West Springfield by IHG
5 out of 5
Posted 1 day ago
CheapTickets Verified Review
"Best front desk staff ever!"
A verified traveler stayed at Candlewood Suites West Springfield by IHG
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