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16 Aug - 17 Aug
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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, (697)
"this is a gem of a hotel right in the center of town , great food ,friendly staff ."
Inn on Boltwood
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (767)
"Close to our target event a plus"
The price is €68
includes taxes & fees
31 Aug - 1 Sept
FairBridge Inn Express
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, (859)
"Consistently a clean room with welcoming staff."
The price is €110
includes taxes & fees
1 Sept - 2 Sept
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, (1001)
"Rooms were clean and the staff was nice. "
The price is €87
includes taxes & fees
26 Aug - 27 Aug
Red Roof Inn PLUS+ West Springfield
Quality Inn West Springfield
Check-in/check-out kiosk

Quality Inn West Springfield

2.5 star property
7.0 out of 10, Good, (1003)
"My daughter and the kids said it was perfect for their overnight stay after visiting Six Flags. "
The price is €91
includes taxes & fees
9 Sept - 10 Sept
Quality Inn West Springfield
Candlewood Suites West Springfield by IHG
Exterior

Candlewood Suites West Springfield by IHG

2.5 star property
8.4 out of 10, Very good, (743)
"I would definitely stay here again!"
The price is €96
includes taxes & fees
24 Aug - 25 Aug
Candlewood Suites West Springfield by IHG
Hotel On North
Front of property – evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (755)
"Staff were excellent and welcoming."
Hotel On North
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (566)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge
Hotel UMass
Lobby

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (1000)
"Enjoyed our stay"
The price is €151
includes taxes & fees
2 Sept - 3 Sept
Hotel UMass
Fairfield Inn & Suites Springfield Northampton/Amherst
Lobby

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (977)
"The place is amazing "
The price is €145
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites Springfield Northampton/Amherst
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Best Quality- excellent location for dining - walk to restaurants. "
The price is €105
includes taxes & fees
1 Sept - 2 Sept
Quality Inn
Courtyard by Marriott West Springfield
View from property

Courtyard by Marriott West Springfield

3.0 star property
9.0 out of 10, Wonderful, (492)
"Friendly staff and very clean. "
The price is €129
includes taxes & fees
24 Aug - 25 Aug
Courtyard by Marriott West Springfield
Courtyard by Marriott Hadley Amherst
Property amenity

Courtyard by Marriott Hadley Amherst

3.0 star property
9.0 out of 10, Wonderful, (640)
"Hotel is very nice and even though it is by the University and a mall it is not very loud. "
The price is €171
includes taxes & fees
7 Sept - 8 Sept
Courtyard by Marriott Hadley Amherst
Pilgrim Inn
Lobby

Pilgrim Inn

2.5 star property
5.8 out of 10, (313)
"Great location but no staff at check-in or checkout!"
The price is €76
includes taxes & fees
18 Aug - 19 Aug
Pilgrim Inn
D. Hotel Suites & Spa
Indoor pool

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2218)
"always a good stay"
The price is €96
includes taxes & fees
18 Aug - 19 Aug
D. Hotel Suites & Spa
Comfort Inn & Suites
Lobby

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Great place to stay"
The price is €137
includes taxes & fees
3 Sept - 4 Sept
Comfort Inn & Suites
Best Western Springfield West Inn
Lobby

Best Western Springfield West Inn

2.5 star property
7.8 out of 10, Good, (1001)
"Great stay"
The price is €91
includes taxes & fees
24 Aug - 25 Aug
Best Western Springfield West Inn
Comfort Inn & Suites West Springfield
Indoor pool

Comfort Inn & Suites West Springfield

2.5 star property
7.6 out of 10, Good, (857)
"Great customer service and quiet area with a lot of close restaurants "
The price is €105
includes taxes & fees
24 Aug - 25 Aug
Comfort Inn & Suites West Springfield
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (301)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is €110
includes taxes & fees
7 Sept - 8 Sept
The Central Downtown Inn & Suites
Hampton Inn West Springfield
Lobby

Hampton Inn West Springfield

2.5 star property
8.4 out of 10, Very good, (1002)
"Great stay"
The price is €108
includes taxes & fees
24 Aug - 25 Aug
Hampton Inn West 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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Learn more about Chesterfield

Get away to Chesterfield! Enjoy the adventure, local cuisine and natural setting.

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Top Chesterfield Hotel Reviews

Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

10/10 Excellent
"Overall "
Minerva 2-night trip
Posted 1 day ago
Courtyard by Marriott West Springfield

Frequently asked questions

Where is the best place to stay in Chesterfield?

Located 21.7 mi (34.9 km) from the heart of Chesterfield, Berkshire Mountain Lodge is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are Quality Inn West Springfield and D. Hotel Suites & Spa. See all available top hotels, or vacation rentals in Chesterfield.

What are some of the best holiday rentals that Chesterfield has to offer?

Peace and quiet on the lake: This holiday home rental outside of Chesterfield is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. 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 are some accommodation options with pools in Chesterfield?

D. Hotel Suites & Spa: 3-star hotel located near Mount Holyoke College. Offers 2 restaurants, an indoor pool and a full-service spa. Tru by Hilton Chicopee Springfield and Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel are two additional hotels with an on-site pool.

What is staying in Chesterfield like?

Visitors can enjoy all that Chesterfield has to offer, including the restaurants, shopping and parks. There are 467 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 Westfield River, Chesterfield Gorge 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.