Find 489 hotels in Chesterfield
Hotels from €71
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Check hotel availability in Chesterfield
Most frequently booked hotels in Chesterfield
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
23.29 km from city centre
The price is €108 per night
€108
1 Jan - 2 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the comfortable beds at D. Hotel Suites & Spa. During your stay, you're just a quick walk from Mount Tom State Reservation. Enjoy features like 2 restaurants, a full-service spa and an indoor pool.
Pool
Hot tub
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
34.67 km from city centre
The price is €84 per night
€84
3 Jan - 4 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn & Suites Pittsfield-Berkshires by IHG. During your stay, you're just a quick walk from Berkshire Museum. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
Pool
Pet-friendly
Quality Inn West Springfield
1150 Riverdale St West Springfield MA
33.46 km from city centre
The price is €77 per night
€77
21 Jan - 22 Jan 2026
includes taxes & fees
The free breakfast at Quality Inn West Springfield gets good marks from our customers. During your stay, you'll be within walking distance of Olympia Ice Center. Features include free WiFi in public areas and free self-parking, plus a restaurant.
Pool
Breakfast included
Courtyard by Marriott West Springfield
885 Riverdale Street West Springfield MA
34.25 km from city centre
The price is €115 per night
€115
4 Jan - 5 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Courtyard by Marriott West Springfield. During your stay, you're just a quick walk from Riverdale Shops. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
Pool
Parking included
Comfort Inn & Suites
400 Russell St Hadley MA
24.38 km from city centre
The price is €108 per night
€108
15 Jan - 16 Jan 2026
includes taxes & fees
Our customers tell us that they enjoy the free breakfast at Comfort Inn & Suites Hadley - Amherst. During your stay, you're just a quick walk from Autobahn. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
Pool
Breakfast included
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
34.87 km from city centre
The price is €113 per night
€113
11 Jan - 12 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Berkshire Mountain Lodge. During your stay, you're just a quick walk from Guido's Marketplace. Free WiFi in public areas, free self-parking and an indoor pool are available.
Pool
Hot tub
Riverdale Inn
1500 Riverdale Street West Springfield MA
32.52 km from city centre
The price is €71 per night
€71
30 Dec - 31 Dec
includes taxes & fees
During your stay at Riverdale Inn, you're just a quick walk from Connecticut River. Features include free WiFi in public areas and free self-parking.
Parking included
Free WiFi
Red Roof Inn PLUS+ South Deerfield – Amherst
9 Greenfield Rd South Deerfield MA
20.47 km from city centre
The price is €81 per night
€81
5 Jan - 6 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Red Roof Inn PLUS+ South Deerfield – Amherst. During your stay, you're just a quick walk from Yankee Candle Village. Free WiFi in public areas, free self-parking and laundry facilities are available.
Pet-friendly
Parking included
Hotel Northampton
36 King Street Northampton MA
18.94 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Hotel Northampton. During your stay, you're just a quick walk from Calvin Theater. Enjoy features like free WiFi in public areas and free self-parking, plus 2 restaurants.
Parking included
Free WiFi
Hampton Inn West Springfield
1011 Riverdale St West Springfield MA
33.92 km from city centre
The price is €111 per night
€111
1 Jan - 2 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Hampton Inn West Springfield. During your stay, you're just a quick walk from Riverdale Shops. You'll find features such as free breakfast and free WiFi in public areas, plus a gym.
Pool
Breakfast included
Inn on Boltwood
30 Boltwood Ave. Amherst MA
26.46 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Inn on Boltwood. During your stay, you're just a quick walk from Amherst College. Enjoy features like free WiFi in public areas and free self-parking, plus a restaurant.
Parking included
Free WiFi
Hotel UMass
1 Campus Center Way Amherst MA
25.48 km from city centre
The price is €120 per night
€120
30 Dec - 31 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Hotel UMass. During your stay, you're just a quick walk from University of Massachusetts Amherst. Enjoy features like free breakfast and free WiFi in public areas, plus a restaurant.
Breakfast included
Free WiFi
Motel 6 Chicopee, MA - Springfield
36 Burnett Rd Chicopee MA
34.77 km from city centre
The price is €75 per night
€75
30 Dec - 31 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Motel 6 Chicopee, MA - Springfield. During your stay, you're just a quick walk from Bowlero Chicopee. Features include free WiFi in public areas and laundry facilities.
Blue – A Modern Hotel, an Ascend Collection Hotel
1080 Riverdale St West Springfield MA
33.62 km from city centre
The price is €115 per night
€115
18 Jan - 19 Jan 2026
includes taxes & fees
With your stay at Blue – A Modern Hotel, an Ascend Collection Hotel, you're connected to the convention centre and just a quick walk from Riverdale Shops. You'll find features such as free WiFi in public areas and free self-parking, plus a 24-hour gym.
The Ellery
259 Elm Street Northampton MA
17.67 km from city centre
The price is €117 per night
€117
4 Jan - 5 Jan 2026
includes taxes & fees
The free breakfast at The Ellery gets high marks from our customers. During your stay, you're just a quick walk from Smith College. Enjoy features like free WiFi in public areas and free self-parking.
Breakfast included
Pet-friendly
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.
Finding Chesterfield Hotels
Chesterfield is a good place to visit, but if accommodation is hard to come by and you find yourself searching for more options, these towns close by may have more of what you want.
- 4 hotels in Goshen
- 3 hotels in Worthington
- 6 hotels in Cummington
Exploring Chesterfield
The city of Chesterfield has some interesting things to see and do. Popular attractions in and around Chesterfield include:
- Chesterfield Gorge
- Chesterfield Public Library
- Chesterfield Town Hall
- Chesterfield Gorge Reservation
- Krug Sugarbush
- Westfield River
- Silvio O. Conte National Fish and Wildlife Refuge
When making plans for your holiday in Chesterfield, you can also use ebookers to find a convenient flight to Westfield, MA (BAF-Barnes Municipal) Airport. You can narrow down your search by number of stops, airline or departure time to identify one that'll work best for you.
When is the Best Time to Explore Chesterfield?
If you're wondering when is the best time of year to explore Chesterfield, you might find this info about seasonal weather useful when you are planning your trip. The warmest months in Chesterfield are typically July and August, whereas the coldest months are usually January and February. The months with the most rain are October and July, whereas November and January have the least.
Here's an overview on how much rain you can expect and what the temperatures are going to be like:
- From January to March, the average daytime temperature is 7°C and at night it is -7°C. Seasonal average rainfall is 269 mm.
- If you visit between April and June, you can expect an average temp of 25°C during the day and 3°C at night. Average rainfall during this season is 300 mm.
- The daytime average temp from July to September is 29°C and the night-time average is 12°C. Average precipitation for this season is 351 mm.
- Between October and December, the average temp during the day is 16°C and -3°C at night. Seasonal average rain is 333 mm.
- The average annual rainfall in Chesterfield is 1253 mm.
Chesterfield hotels essential information
Accommodation | 489 hotels |
|---|---|
Lowest Price | €71 |
Highest Price | €120 |
Popular hotels | D. Hotel Suites & Spa, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Quality Inn West Springfield, Courtyard by Marriott West Springfield, Comfort Inn & Suites, Berkshire Mountain Lodge, Riverdale Inn, Red Roof Inn PLUS+ South Deerfield – Amherst, Hotel Northampton, Hampton Inn West Springfield, Inn on Boltwood, Hotel UMass, Motel 6 Chicopee, MA - Springfield, Blue – A Modern Hotel, an Ascend Collection Hotel, The Ellery |
Recently booked Chesterfield hotelsebookers verified reviews
Quality Inn West Springfield
5/5 Excellent
"Room was clean and smelled fine."
A verified traveller stayed at Quality Inn West Springfield
Posted 1 month ago
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