Chesterfield Hotels from S$102

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Top 10 trending Chesterfield hotels

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (702)
"this is a gem of a hotel right in the center of town , great food ,friendly staff ."
Inn on Boltwood

River Valley Inn

2.0 star property
8.6 out of 10, Excellent, (40)
"Great quiet motel. "
The price is S$185
includes taxes & fees
31 Aug - 1 Sept
River Valley Inn

Quality Inn West Springfield

2.5 star property
7.0 out of 10, Good, (1000)
"My daughter and the kids said it was perfect for their overnight stay after visiting Six Flags. "
The price is S$130
includes taxes & fees
7 Sept - 8 Sept
Quality Inn West Springfield

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (20)
"Really enjoyed my stay here, definitely need a car to get around"
The price is S$194
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

FairBridge Inn Express

2.5 star property
5.4 out of 10, (767)
"Close to our target event a plus"
The price is S$102
includes taxes & fees
7 Sept - 8 Sept
FairBridge Inn Express

Red Roof Inn PLUS+ West Springfield

2.5 star property
7.0 out of 10, Good, (1000)
"Rooms were clean and the staff was nice. "
The price is S$131
includes taxes & fees
31 Aug - 1 Sept
Red Roof Inn PLUS+ West Springfield

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 S$157
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (584)
"Amazing place to stay. Can’t wait to go again. "
The price is S$124
includes taxes & fees
21 Sept - 22 Sept
Berkshire Mountain Lodge

Candlewood Suites West Springfield by IHG

2.5 star property
8.4 out of 10, Very good, (744)
"I would definitely stay here again!"
The price is S$152
includes taxes & fees
1 Sept - 2 Sept
Candlewood Suites West Springfield by IHG

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (758)
"Quite and good location to around towns"
The price is S$229
includes taxes & fees
22 Sept - 23 Sept
Hotel On North

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (1002)
"Enjoyed our stay"
The price is S$227
includes taxes & fees
3 Sept - 4 Sept
Hotel UMass

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (977)
"The place is amazing "
The price is S$219
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites Springfield Northampton/Amherst

Courtyard by Marriott West Springfield

3.0 star property
9.2 out of 10, Wonderful, (496)
"Friendly staff and very clean. "
The price is S$193
includes taxes & fees
24 Aug - 25 Aug
Courtyard by Marriott West Springfield

Courtyard by Marriott Hadley Amherst

3.0 star property
9.0 out of 10, Wonderful, (646)
"Good location..well maintained..friendly staff."
The price is S$257
includes taxes & fees
1 Sept - 2 Sept
Courtyard by Marriott Hadley Amherst

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 S$158
includes taxes & fees
8 Sept - 9 Sept
Quality Inn

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2217)
"I enjoyed my stay "
The price is S$154
includes taxes & fees
25 Aug - 26 Aug
D. Hotel Suites & Spa

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great place to stay"
The price is S$206
includes taxes & fees
3 Sept - 4 Sept
Comfort Inn & Suites

Pilgrim Inn

2.5 star property
5.8 out of 10, (314)
"Great location but no staff at check-in or checkout!"
The price is S$115
includes taxes & fees
26 Aug - 27 Aug
Pilgrim Inn

Best Western Springfield West Inn

2.5 star property
7.8 out of 10, Good, (1003)
"Great stay"
The price is S$138
includes taxes & fees
31 Aug - 1 Sept
Best Western Springfield West Inn

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (307)
"Clean and convenient."
The price is S$157
includes taxes & fees
14 Sept - 15 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.

Top Chesterfield Hotel Reviews

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.