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24 Aug - 25 Aug
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29 Aug - 31 Aug
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Top 10 Chesterfield hotels and places to stay

Inn on Boltwood
Balcony

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (703)
"this is a gem of a hotel right in the center of town , great food ,friendly staff ."
Inn on Boltwood
River Valley Inn
Basic Studio, 1 King Bed | 1 bedroom, desk, laptop workspace, free WiFi

River Valley Inn

2.0 star property
8.6 out of 10, Excellent, (40)
"Great quiet motel. "
The price is ฿4,181
฿4,670 total
includes taxes & fees
25 Aug - 26 Aug
River Valley Inn
Quality Inn West Springfield
Check-in/check-out kiosk

Quality Inn West Springfield

2.5 star property
7.0 out of 10, Good, (1001)
"My daughter and the kids said it was perfect for their overnight stay after visiting Six Flags. "
The price is ฿2,868
฿3,282 total
includes taxes & fees
7 Sept - 8 Sept
Quality Inn West Springfield
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cots/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (22)
"Brand new hotel. Really nice staff. Great location to Tanglewood and great rates. "
The price is ฿4,380
฿4,892 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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 ฿2,304
฿2,574 total
includes taxes & fees
7 Sept - 8 Sept
FairBridge Inn Express
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 ฿2,887
฿3,304 total
includes taxes & fees
31 Aug - 1 Sept
Red Roof Inn PLUS+ West Springfield
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, (863)
"Consistently a clean room with welcoming staff."
The price is ฿3,532
฿3,946 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (590)
"Amazing place to stay. Can’t wait to go again. "
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, (746)
"I would definitely stay here again!"
The price is ฿3,338
฿3,820 total
includes taxes & fees
1 Sept - 2 Sept
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, (758)
"Quite and good location to around towns"
The price is ฿5,153
฿5,756 total
includes taxes & fees
24 Sept - 25 Sept
Hotel On North
Hotel UMass
Lobby

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (1004)
"Enjoyed our stay"
The price is ฿5,095
฿5,727 total
includes taxes & fees
3 Sept - 4 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 ฿4,926
฿5,502 total
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites Springfield Northampton/Amherst
Courtyard by Marriott West Springfield
View from property

Courtyard by Marriott West Springfield

3.0 star property
9.0 out of 10, Wonderful, (500)
"Friendly staff and very clean. "
The price is ฿4,535
฿5,190 total
includes taxes & fees
7 Sept - 8 Sept
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, (647)
"Good location..well maintained..friendly staff."
The price is ฿5,801
฿6,480 total
includes taxes & fees
1 Sept - 2 Sept
Courtyard by Marriott Hadley Amherst
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1004)
"Very comfortable and a nice breakfast "
The price is ฿3,554
฿3,969 total
includes taxes & fees
8 Sept - 9 Sept
Quality Inn
D. Hotel Suites & Spa
Indoor pool

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2218)
"I enjoyed my stay "
The price is ฿3,983
฿4,627 total
includes taxes & fees
1 Sept - 2 Sept
D. Hotel Suites & Spa
Comfort Inn & Suites
Lobby

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great place to stay"
The price is ฿4,655
฿5,200 total
includes taxes & fees
3 Sept - 4 Sept
Comfort Inn & Suites
Pilgrim Inn
Lobby

Pilgrim Inn

2.5 star property
5.8 out of 10, (315)
"When checking in no one was at desk we had to call a number then check ourselves in. The bed was not comfortable even though a mattress topper was over mattress. Horrible odor in room. The bathroom was clean. "
The price is ฿2,596
฿2,900 total
includes taxes & fees
25 Aug - 26 Aug
Pilgrim Inn
Best Western Springfield West Inn
Lobby

Best Western Springfield West Inn

2.5 star property
7.8 out of 10, Good, (1004)
"Great stay"
The price is ฿3,030
฿3,468 total
includes taxes & fees
7 Sept - 8 Sept
Best Western Springfield West Inn
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (307)
"Clean and convenient."
The price is ฿3,403
฿3,801 total
includes taxes & fees
8 Sept - 9 Sept
The Central Downtown Inn & Suites
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.

See all hotels in Chesterfield

Top Chesterfield Hotel Reviews

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

10/10 Excellent
"Very recommended!"
Fabio 1-night trip
Posted 5 days ago
Tru by Hilton Chicopee Springfield
Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

10/10 Excellent
"Perfect place to relax for the night. Clean, right off a main road, convenient location."
Katie 1-night trip
Posted 2 months ago
Red Roof Inn PLUS+ 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.

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 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.