Chesterfield Hotels from S$102

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Top 10 trending Chesterfield hotels

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (599)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge

River Valley Inn

2.0 star property
8.8 out of 10, Excellent, (42)
"Great quiet motel. "
The price is S$185
includes taxes & fees
31 Aug - 1 Sept
River Valley Inn

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (111)
"Lovely Inn and very responsive and approachable staff. "
The price is S$177
includes taxes & fees
3 Sept - 4 Sept
Blooming Inn

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 star property
7.2 out of 10, Good, (1005)
"It’s the only place close to the Treehouse so we stayed there, it is definitely a RR Inn."
The price is S$154
includes taxes & fees
3 Sept - 4 Sept
Red Roof Inn PLUS+ South Deerfield – Amherst

Blue - A Modern Hotel, Ascend Hotel Collection

2.5 star property
The price is S$197
includes taxes & fees
7 Sept - 8 Sept
Blue - A Modern Hotel, Ascend Hotel Collection

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2226)
"Clean hotel, large room, comfortable bed, great breakfast"
The price is S$183
includes taxes & fees
3 Sept - 4 Sept
D. Hotel Suites & Spa

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
9.2 out of 10, Wonderful, (562)
"Great place in a great location."
The price is S$175
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites Springfield Holyoke

The Ellery

3.5 star property
9.2 out of 10, Wonderful, (797)
"An absolutely lovely, quiet, comfortable, adorable hotel, complete with good breakfast!"
The price is S$238
includes taxes & fees
15 Sept - 16 Sept
The Ellery

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1010)
"Clean, good breakfast options daily, great and helpful employees. "
The price is S$179
includes taxes & fees
3 Sept - 4 Sept
Tru by Hilton Chicopee Springfield

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (841)
"Great place with a walkable eating option"
The price is S$231
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Greenfield

Best Western Springfield West Inn

2.5 star property
7.8 out of 10, Good, (1006)
"Great stay"
The price is S$138
includes taxes & fees
7 Sept - 8 Sept
Best Western Springfield West Inn

Elm Motel

2.0 star property
7.2 out of 10, Good, (123)
"Very clean, lacking bathroom and bathroom storage. Good price."
The price is S$128
includes taxes & fees
10 Sept - 11 Sept
Elm Motel

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.4 out of 10, Exceptional, (26)
"Do hotel, very clean we had a great day"
The price is S$194
includes taxes & fees
3 Sept - 4 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

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$218
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites Springfield Northampton/Amherst

Hampton Inn Hadley-Amherst Area

2.5 star property
9.0 out of 10, Wonderful, (931)
"Friendly staff."
The price is S$196
includes taxes & fees
14 Sept - 15 Sept
Hampton Inn Hadley-Amherst Area

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (868)
"Consistently a clean room with welcoming staff."
The price is S$156
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (760)
"Quite and good location to around towns"
The price is S$228
includes taxes & fees
24 Sept - 25 Sept
Hotel On North

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (704)
"this is a gem of a hotel right in the center of town , great food ,friendly staff ."
Inn on Boltwood

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (805)
"This is a very convenient motel -- it is easy to get to, has a nice pool, quiet area, comfortable room, "
The price is S$114
includes taxes & fees
2 Sept - 3 Sept
Berkshire Inn

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1008)
"Great place to stay"
The price is S$206
includes taxes & fees
3 Sept - 4 Sept
Comfort 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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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.