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Cheap Chesterfield hotels

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
The price is NZ$219 per night from 1 Jan to 2 Jan
NZ$219
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants and room service. Our guests praise the breakfast and the pool in their reviews. Popular ...
Opens in a new windowD. Hotel Suites & Spa
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundable
The price is NZ$178 per night from 16 Dec to 17 Dec
NZ$178
16 Dec - 17 Dec
includes taxes & fees
Stay at this business-friendly hotel in Pittsfield. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is NZ$228 per night from 8 Jan to 9 Jan
NZ$228
8 Jan - 9 Jan 2026
includes taxes & fees
Stay at this golf lodge in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowBerkshire Mountain Lodge
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Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

3 out of 5
885 Riverdale Street West Springfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$233 per night from 21 Dec to 22 Dec
NZ$233
21 Dec - 22 Dec
includes taxes & fees
Stay at this business-friendly hotel in West Springfield. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the ...
Opens in a new windowCourtyard by Marriott West Springfield
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
400 Russell St Hadley MA
Fully refundableReserve now, pay when you stay
The price is NZ$237 per night from 28 Dec to 29 Dec
NZ$237
28 Dec - 29 Dec
includes taxes & fees
Stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...
Opens in a new windowComfort Inn & Suites
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

2.5 out of 5
440 Memorial Dr Chicopee MA
Fully refundableReserve now, pay when you stay
The price is NZ$170 per night from 22 Dec to 23 Dec
NZ$170
22 Dec - 23 Dec
includes taxes & fees
Stay at this hotel in Chicopee. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. Popular ...
Opens in a new windowTru by Hilton Chicopee Springfield
Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St West Springfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$152 per night from 28 Dec to 29 Dec
NZ$152
28 Dec - 29 Dec
includes taxes & fees
Stay at this golf hotel in West Springfield. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...
Opens in a new windowQuality Inn West Springfield
Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel

2.5 out of 5
1080 Riverdale St West Springfield MA
Fully refundable
The price is NZ$233 per night from 4 Jan to 5 Jan
NZ$233
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in West Springfield. Enjoy free Wi-Fi, free parking and a 24-hour fitness centre. Popular attractions MGM Springfield and ...
Opens in a new windowBlue – A Modern Hotel, an Ascend Collection Hotel
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street Northampton MA
Fully refundableReserve now, pay when you stay
Stay at this historic hotel in Northampton. Enjoy free Wi-Fi, free parking and 2 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowHotel Northampton
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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.

Hotels In Chesterfield

Start your planning early, as there are only a few accommodation options in or around Chesterfield.

The Inn Nature Bed & Breakfast is the closest hotel to downtown Chesterfield and is only a short drive away.

You could look at the Hotel Northampton as well as the Naomi's Inn Bed & Breakfast. The Hotel Northampton is positioned 20 kilometres from the centre of Chesterfield. The Naomi's Inn Bed & Breakfast is positioned 35 kilometres away. The Residence Inn by Marriott West Springfield and the Hampton Inn & Suites Greenfield are two other accommodation options worth checking out around Chesterfield.

Don't skedaddle without checking out what there is to see and do in wider Franklin County. Western Massachusetts is blessed with mountains and rolling hills. Popular Western Massachusetts tourist destinations include the history museums. Adventurous travellers can try their hand at skiing here.

The closest accommodations in Franklin County include Deerfield and Bernardston. Deerfield is 25 kilometres to the northeast of Chesterfield, while Bernardston is 40 kilometres to the northeast of Chesterfield. Hotels in Deerfield include the Days Inn Greenfield and Rodeway Inn. The The Log Cabin Bed & Breakfast and The Inn At Crumpin Fox are some of the hotels and apartments in Bernardston.

Can't live without sport? Enjoy your obsession by visiting Times Union Center, 80 kilometres to the west of Chesterfield. For those who are interested in sleeping close by, make a reservation at the Hilton Albany or the TownePlace Suites by Marriott Albany Downtown/Medical Center.

Bradley International Airport is the gateway to Chesterfield. Nearby hotels include the Sheraton Hartford Hotel at Bradley Airport and the Holiday Inn Express & Suites Bradley Airport.

Chesterfield hotels essential information

Accommodation
487 hotels
Lowest Price
NZ$152
Highest Price
NZ$237
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

Most recent Chesterfield hotel reviews

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^Subject to availability and chosen travel dates.