Chesterfield Hotels

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Check prices for these dates

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
17 Oct - 19 Oct
Next weekend
24 Oct - 26 Oct

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Top 10 trending Chesterfield hotels

Inn on Boltwood
Balcony
Inn on Boltwood
3.0 star property
9.4 out of 10, Exceptional, (727)
"Really enjoyed the stay, great atmosphere and excellent service."
Inn on Boltwood
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (901)
"Excellent customer service and great rooms"
The price is €99
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Red Roof Inn PLUS+ West Springfield
Lobby
Red Roof Inn PLUS+ West Springfield
2.5 star property
7.0 out of 10, Good, (1012)
"The staff was very helpful and nice"
The price is €97
includes taxes & fees
2 Nov - 3 Nov
Red Roof Inn PLUS+ West Springfield
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
9.4 out of 10, Exceptional, (53)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
The price is €115
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
River Valley Inn
Basic Studio, 1 King Bed
River Valley Inn
2.0 star property
8.6 out of 10, Excellent, (76)
"Great quiet motel. "
The price is €115
includes taxes & fees
10 Nov - 11 Nov
River Valley Inn
Hotel On North
Front of property – evening/night
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (779)
"Great property! Very large clean room in a unique hotel! "
The price is €112
includes taxes & fees
11 Nov - 12 Nov
Hotel On North
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (701)
"Great stay, perfect "
The price is €109
includes taxes & fees
5 Nov - 6 Nov
Berkshire Mountain Lodge
Candlewood Suites West Springfield by IHG
Exterior
Candlewood Suites West Springfield by IHG
2.5 star property
8.4 out of 10, Very good, (771)
"Nice, friendly staff, clean room and comfortable suite.. highly recommend "
The price is €97
includes taxes & fees
26 Oct - 27 Oct
Candlewood Suites West Springfield by IHG
Hotel UMass
Lobby
Hotel UMass
2.5 star property
8.8 out of 10, Excellent, (1009)
"Great stay!"
The price is €251
includes taxes & fees
31 Oct - 1 Nov
Hotel UMass
Quality Inn West Springfield
Check-in/check-out kiosk
Quality Inn West Springfield
2.5 star property
7.0 out of 10, Good, (1015)
"Convenient nice cozy hotel with breakfast included and spacious rooms. "
The price is €83
includes taxes & fees
27 Oct - 28 Oct
Quality Inn West Springfield
Blue – A Modern Hotel, an Ascend Collection Hotel
Lobby
Blue – A Modern Hotel, an Ascend Collection Hotel
2.5 star property
9.6 out of 10, Exceptional, (40)
"Nice hotel"
The price is €125
includes taxes & fees
27 Oct - 28 Oct
Blue – A Modern Hotel, an Ascend Collection Hotel
FairBridge Inn Express
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express
2.5 star property
5.4 out of 10, (794)
"Good service and people"
The price is €65
includes taxes & fees
27 Oct - 28 Oct
FairBridge Inn Express
Fairfield Inn & Suites Springfield Northampton/Amherst
Lobby
Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
9.2 out of 10, Wonderful, (997)
"Clean room and convenient location "
The price is €163
includes taxes & fees
20 Oct - 21 Oct
Fairfield Inn & Suites Springfield Northampton/Amherst
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (325)
"Nice place "
The price is €94
includes taxes & fees
10 Nov - 11 Nov
The Central Downtown Inn & Suites
Quality Inn
Lobby
Quality Inn
2.5 star property
8.4 out of 10, Very good, (1009)
"Staff was very helpful - easy location - clean rooms!"
The price is €89
includes taxes & fees
2 Nov - 3 Nov
Quality Inn
D. Hotel Suites & Spa
Indoor pool
D. Hotel Suites & Spa
3.0 star property
9.4 out of 10, Exceptional, (2240)
"The staff is wonderful both at the hotel and dining ! "
The price is €110
includes taxes & fees
27 Oct - 28 Oct
D. Hotel Suites & Spa
Courtyard by Marriott West Springfield
View from property
Courtyard by Marriott West Springfield
3.0 star property
9.0 out of 10, Wonderful, (540)
"Staff was great , would stay again? "
The price is €117
includes taxes & fees
10 Nov - 11 Nov
Courtyard by Marriott West Springfield
Comfort Inn & Suites
Lobby
Comfort Inn & Suites
2.5 star property
9.2 out of 10, Wonderful, (1010)
"Hotel was clean, bed was comfortable, staff was friendly and good breakfast options. "
The price is €144
includes taxes & fees
11 Nov - 12 Nov
Comfort Inn & Suites
Best Western Springfield West Inn
Lobby
Best Western Springfield West Inn
2.5 star property
7.8 out of 10, Good, (1003)
"Great stay"
The price is €92
includes taxes & fees
26 Oct - 27 Oct
Best Western Springfield West Inn
Courtyard by Marriott Hadley Amherst
Property amenity
Courtyard by Marriott Hadley Amherst
3.0 star property
9.0 out of 10, Wonderful, (669)
"Very friendly front desk staff and super comfy bed!"
The price is €172
includes taxes & fees
15 Oct - 16 Oct
Courtyard by Marriott Hadley Amherst
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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Stay near popular Chesterfield attractions

Chesterfield Gorge

Explore the great outdoors at Chesterfield Gorge, a lovely green space in Chesterfield. Wander the lakeside and forests while you're in the area.
See properties

Krug Sugarbush

You can take time to visit Krug Sugarbush during your travels to Chesterfield. Amble around the area's parks or visit its shops.
See properties

Top Chesterfield Hotel Reviews

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

10/10 Excellent
"Very nice hotel for the price. Close to Yankee Candle. Have stayed here previously. Difficult to find the driveway in-very small sign-easy to miss."
Diana 1-night trip
Posted 4 days ago
Red Roof Inn PLUS+ South Deerfield – Amherst

More cheap stays in Chesterfield

Quality Inn West Springfield

Quality Inn West Springfield

1150 Riverdale St, West Springfield, MA
The price is €83 per night from 27 Oct to 28 Oct
€83
27 Oct - 28 Oct
includes taxes & fees
7/10 Good! (1,008 reviews)

Frequently asked questions

Where is the best place to stay in Chesterfield?
Located 20.6 mi (33.2 km) from the heart of Chesterfield, Red Roof Inn PLUS+ West Springfield is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are Berkshire Mountain Lodge and Quality Inn West Springfield. See all available top hotels, or vacation rentals in Chesterfield.
What are some of the best holiday rentals that Chesterfield has to offer?
Amore Estate - beautiful room with many places to explore and relax in.: This holiday home rental outside of Chesterfield offers an outdoor pool, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all vacation rentals in Chesterfield.
If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?
Yes, you'll find most hotel room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.
What is staying in Chesterfield like?
Visitors can enjoy all that Chesterfield has to offer, including the restaurants, shopping and parks. There are 469 hotels and other accommodation options in the surrounding area. Find out more about Chesterfield.
What should I do while I'm visiting Chesterfield?
Natural beauty is on display at Chesterfield Gorge, Westfield River and Knightville Dam & Reservation. A couple of additional sights to add to your itinerary are Chesterfield Public Library and Chesterfield Town Hall. Take a look at what more there is to see and do in Expedia's Chesterfield guide.
What's the seasonal weather in Chesterfield?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chesterfield are January, February, November and March, with each month seeing an average of 16 cm of snowfall.

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