Chesterfield accommodation from NZ$134

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Check hotel availability in Chesterfield

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D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
The price is NZ$217 per night
NZ$217
1 Jan - 2 Jan 2026
includes taxes & fees
23.29 km from city centre
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 attractions Mount Tom State Reservation and Nash's Dinosaur Track Quarry are located nearby.
Pool
Hot tub
Free cancellation
Reserve now, pay when you stay
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
The price is NZ$169 per night
NZ$169
2 Jan - 3 Jan 2026
includes taxes & fees
34.67 km from city centre
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 rooms in their reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.
Pool
Pet-friendly
Free cancellation
Reserve now, pay when you stay
Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St West Springfield MA
The price is NZ$155 per night
NZ$155
11 Jan - 12 Jan 2026
includes taxes & fees
33.46 km from city centre
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 reviews. Popular attractions MGM Springfield and Olympia Ice Center are located nearby.
Pool
Breakfast included
Free cancellation
Reserve now, pay when you stay
Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

3 out of 5
885 Riverdale Street West Springfield MA
The price is NZ$232 per night
NZ$232
28 Dec - 29 Dec
includes taxes & fees
34.25 km from city centre
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 clean rooms in their reviews. Popular attractions MGM Springfield and Six Flags New England are located nearby.
Pool
Parking included
Free cancellation
Reserve now, pay when you stay
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is NZ$227 per night
NZ$227
11 Jan - 12 Jan 2026
includes taxes & fees
34.87 km from city centre
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 reviews. Popular attractions Guido's Marketplace and Herman Melville's Arrowhead are located nearby.
Pool
Hot tub
Free cancellation
Reserve now, pay when you stay
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
400 Russell St Hadley MA
The price is NZ$218 per night
NZ$218
11 Jan - 12 Jan 2026
includes taxes & fees
24.38 km from city centre
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 reviews. Popular attractions Autobahn and Cinemark At Hampshire Mall are located nearby.
Free cancellation
Reserve now, pay when you stay
Riverdale Inn

Riverdale Inn

2 out of 5
1500 Riverdale Street West Springfield MA
The price is NZ$134 per night
NZ$134
29 Dec - 30 Dec
includes taxes & fees
32.52 km from city centre
Stay at this motel in West Springfield. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Popular attractions MGM Springfield and Olympia Ice Center are located nearby.
Free cancellation
Reserve now, pay when you stay
Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield

2.5 out of 5
2 Southampton Rd Westfield MA
The price is NZ$179 per night
NZ$179
11 Jan - 12 Jan 2026
includes taxes & fees
29.18 km from city centre
Stay at this business-friendly hotel in Westfield. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. Popular attractions General Wareham Park and Gateway Entrance Park are located nearby.
Free cancellation
Reserve now, pay when you stay
Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 out of 5
9 Greenfield Rd South Deerfield MA
The price is NZ$164 per night
NZ$164
30 Dec - 31 Dec
includes taxes & fees
20.47 km from city centre
Stay at this hotel in South Deerfield. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their reviews. Popular attractions Yankee Candle Village and Mount Sugarloaf State Reservation are located nearby.
Pet-friendly
Parking included
Free cancellation
Reserve now, pay when you stay
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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.

Accommodation In Chesterfield

Make your reservations early, as there's not a whole lot of accommodation options within an easy drive of downtown Chesterfield.

Keen on staying within 5-kilometre of Chesterfield's downtown action? Even though there's not loads to choose from, be sure to check out the Inn Nature Bed & Breakfast.

You could check out the Red Roof PLUS West Springfield as well as the Super 8 West Springfield / Route 5. The Red Roof PLUS West Springfield is located 35 kilometres away from the heart of Chesterfield. The Super 8 West Springfield / Route 5 is located 35 kilometres away. Another possibility is to book a bed at the Comfort Inn & Suites or the Clarion Hotel & Aqua Lagoon Waterpark.

After you've hung out in Chesterfield for a while, be sure to set aside a couple of days to explore Western Massachusetts' numerous other offerings. Spend time at the history museums in Western Massachusetts. Those who love nature could also take the time to check out the region's mountains and rolling hills. In this region of United States of America, tourists can also enjoy skiing.

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

Bradley International Airport is the preferred airport and is 50 kilometres away from central Chesterfield. Accommodations nearby are the Sheraton Hartford Hotel at Bradley Airport and the DoubleTree by Hilton Hotel Hartford - Bradley Airport.

Chesterfield hotels essential information

Accommodation
488 hotels
Lowest Price
NZ$134
Highest Price
NZ$232
Popular hotels
D. Hotel Suites & Spa, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Quality Inn West Springfield, Courtyard by Marriott West Springfield, Berkshire Mountain Lodge, Comfort Inn & Suites, Riverdale Inn, Quality Inn Westfield - Springfield, Red Roof Inn PLUS+ South Deerfield – Amherst

New reviews! Best hotels in Chesterfield

D. Hotel Suites & Spa
Wotif Verified Review
5 / 5
Clean, quiet
A verified traveller stayed at D. Hotel Suites & Spa
Posted 4 days ago
D. Hotel Suites & Spa

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