Chesterfield Hotels from S$116

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8 Oct - 9 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, (723)
"Great stay"
Inn on Boltwood
Red Roof Inn PLUS+ West Springfield
Lobby

Red Roof Inn PLUS+ West Springfield

2.5 star property
7.0 out of 10, Good, (1007)
"Great and what we expected. Clean Room. Awesome beds. Staff was polite. Bathrooms a bit outdated, but great stay for the price."
The price is S$145
includes taxes & fees
2 Nov - 3 Nov
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, (893)
"Excellent customer service and great rooms"
The price is S$149
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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, (52)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
The price is S$172
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
River Valley Inn
Desk, laptop workspace, free WiFi, bed sheets

River Valley Inn

2.0 star property
8.6 out of 10, Excellent, (72)
"Great quiet motel. "
The price is S$186
includes taxes & fees
9 Oct - 10 Oct
River Valley Inn
Hotel On North
Front of property – evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (777)
"Great property! Very large clean room in a unique hotel! "
The price is S$155
includes taxes & fees
3 Nov - 4 Nov
Hotel On North
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (681)
"Great stay, perfect "
The price is S$140
includes taxes & fees
2 Nov - 3 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, (769)
"Enjoyed the stay, love the cleanness, I’m big on how clean all hotels are, THEY DIDNT DISAPPOINT "
The price is S$145
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, (1003)
"Great stay!"
The price is S$182
includes taxes & fees
13 Oct - 14 Oct
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, (1006)
"Convenient nice cozy hotel with breakfast included and spacious rooms. "
The price is S$124
includes taxes & fees
21 Oct - 22 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
9.4 out of 10, Exceptional, (35)
"Nice hotel"
The price is S$185
includes taxes & fees
21 Oct - 22 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, (790)
"Good service and people"
The price is S$116
includes taxes & fees
21 Oct - 22 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, (992)
"Clean room and convenient location "
The price is S$245
includes taxes & fees
14 Oct - 15 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, (322)
"Nice place "
The price is S$143
includes taxes & fees
31 Oct - 1 Nov
The Central Downtown Inn & Suites
Quality Inn
Lobby

Quality Inn

2.5 star property
8.4 out of 10, Very good, (1004)
"Staff was very helpful - easy location - clean rooms!"
The price is S$134
includes taxes & fees
26 Oct - 27 Oct
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, (537)
"The hotel is wonderful and located close to shopping and some nice local restaurants. The staff was very attentive and thoughtful."
The price is S$200
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott West Springfield
D. Hotel Suites & Spa
Indoor pool

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2228)
"The staff very professional, the room was very clean and the continental breakfast the best I ever had. "
The price is S$165
includes taxes & fees
13 Oct - 14 Oct
D. Hotel Suites & Spa
Comfort Inn & Suites
Lobby

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Great stay!"
The price is S$219
includes taxes & fees
27 Oct - 28 Oct
Comfort Inn & Suites
Courtyard by Marriott Hadley Amherst
Property amenity

Courtyard by Marriott Hadley Amherst

3.0 star property
9.0 out of 10, Wonderful, (665)
"Very friendly front desk staff and super comfy bed!"
The price is S$273
includes taxes & fees
4 Nov - 5 Nov
Courtyard by Marriott Hadley Amherst
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 S$138
includes taxes & fees
19 Oct - 20 Oct
Best Western Springfield West Inn
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Great two night stay! We enjoyed the indoor pool and outdoor hot tub both days. Our room was clean and neat and fully stocked. The bathroom had obvious water damage along the walls, and the furnishings were dated- but all functioned well- even the DVD player! We rented some from the front desk. Our room was next to an entry point so there was noise every time someone entered the building. The grounds were well kept- we utilized the Adirondack chairs in the morning for coffee and in the evenings to wind down. Surprised to find the grill area and playground the last morning. If staying longer this is definitely a nice added feature. The staff was friendly and welcoming at the desk. The checkout time of 10am was probably the biggest downside of a good weekend spent. Location wise it was a good launching point for exploring the Berkshires, definitely make a trip to Guido’s marketplace while there. Again-While dated in decor- the room was comfortable and offered a lot of comforts you can’t get in most standard hotels. Thanks for a great stay! "
Katie 2-night trip
Posted 3 days ago
Berkshire Mountain Lodge

More cheap stays in Chesterfield

More cheap stays in Chesterfield

Quality Inn West Springfield

Quality Inn West Springfield

1150 Riverdale St, West Springfield, MA
The price is S$124 per night from 21 Oct to 22 Oct
S$124
21 Oct - 22 Oct
includes taxes & fees
7/10 Good! (1,005 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.

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 472 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.

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