Chesterfield Hotels

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2 Oct - 3 Oct
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3 Oct - 5 Oct
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10 Oct - 12 Oct

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Top 10 trending Chesterfield hotels

Blooming Inn
Front of property

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (114)
"Lovely Inn and very responsive and approachable staff. "
The price is €127
includes taxes & fees
5 Oct - 6 Oct
Blooming Inn
Hampton Inn Westfield
Room, 2 Queen Beds, Refrigerator

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very good, (790)
"Room was clean and very spacious. "
The price is €143
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn Westfield
Quality Inn Westfield - Springfield
Lobby

Quality Inn Westfield - Springfield

2.5 star property
7.2 out of 10, Good, (858)
"Was centrally located and the room was immaculate Thank you for an amazing stay "
The price is €93
includes taxes & fees
19 Oct - 20 Oct
Quality Inn Westfield - Springfield
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, (47)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
The price is €137
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hotel On North
Front of property – evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (776)
"Great property! Very large clean room in a unique hotel! "
The price is €153
includes taxes & fees
5 Oct - 6 Oct
Hotel On North
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (647)
"We always stay at the Garden Inn when visiting the Berkshires."
The price is €126
includes taxes & fees
2 Nov - 3 Nov
Hilton Garden Inn Lenox Pittsfield
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (668)
"Very convenient set up of both room and kitchen, resort very easy to navigate. "
The price is €108
includes taxes & fees
2 Nov - 3 Nov
Berkshire Mountain Lodge
Inn on Boltwood
Balcony

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (720)
"Great stay"
Inn on Boltwood
Courtyard by Marriott Hadley Amherst
Property amenity

Courtyard by Marriott Hadley Amherst

3.0 star property
9.0 out of 10, Wonderful, (664)
"Very friendly front desk staff and super comfy bed!"
The price is €170
includes taxes & fees
5 Oct - 6 Oct
Courtyard by Marriott Hadley Amherst
Hotel UMass
Lobby

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (1000)
"Great stay!"
The price is €248
includes taxes & fees
10 Oct - 11 Oct
Hotel UMass
Homewood Suites by Hilton Hadley Amherst
Terrace/patio

Homewood Suites by Hilton Hadley Amherst

3.0 star property
9.4 out of 10, Exceptional, (683)
"Had a great experience, close to everything and the college"
The price is €173
includes taxes & fees
23 Oct - 24 Oct
Homewood Suites by Hilton Hadley Amherst
Comfort Inn & Suites
Lobby

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1018)
"Great stay!"
The price is €141
includes taxes & fees
5 Oct - 6 Oct
Comfort Inn & Suites
Hampton Inn Hadley-Amherst Area
Exterior

Hampton Inn Hadley-Amherst Area

2.5 star property
9.0 out of 10, Wonderful, (943)
"The hotel was clean, well lighted, and the staff was friendly. The breakfasts were delicious wuth a good variety of options. Would recommend this property. "
The price is €144
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn Hadley-Amherst Area
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (321)
"Nice place "
The price is €94
includes taxes & fees
31 Oct - 1 Nov
The Central Downtown Inn & Suites
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, (885)
"Our stay was very pleasant "
The price is €98
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Inn
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (822)
"The bed was very comfortable."
The price is €76
includes taxes & fees
2 Nov - 3 Nov
Berkshire Inn
TownePlace Suites by Marriott Hadley Amherst
Property amenity

TownePlace Suites by Marriott Hadley Amherst

3.0 star property
9.8 out of 10, Exceptional, (44)
"Beautiful property, clean and new"
The price is €189
includes taxes & fees
5 Oct - 6 Oct
TownePlace Suites by Marriott Hadley Amherst
Black Walnut Inn
Deluxe Studio Suite

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (88)
"Was a wonderful inn and breakfast absolutely delicious!"
The price is €252
includes taxes & fees
5 Oct - 6 Oct
Black Walnut Inn
Fairfield Inn & Suites Springfield Northampton/Amherst
Lobby

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (990)
"Clean room and convenient location "
The price is €149
includes taxes & fees
6 Oct - 7 Oct
Fairfield Inn & Suites Springfield Northampton/Amherst
Daniel Stebbins House
Exterior

Daniel Stebbins House

3.0 star property
10.0 out of 10, Exceptional, (47)
"The area is lovely and this building is full of history but they have managed to fit modern air-conditioning into this 226 year old building. "
The price is €257
includes taxes & fees
5 Oct - 6 Oct
Daniel Stebbins House
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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Top Chesterfield Hotel Reviews

Best Western Springfield West Inn

Best Western Springfield West Inn

10/10 Excellent
"Clean room , comfortable bed . "
Lorraine 1-night trip
Posted 3 days ago
Best Western Springfield West Inn

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 €82 per night from 15 Oct to 16 Oct
€82
15 Oct - 16 Oct
includes taxes & fees
7/10 Good! (1,032 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 Red Roof Inn PLUS+ West Springfield and Quality Inn West Springfield. See all available top hotels, or vacation rentals in Chesterfield.

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

Kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley: This holiday home rental outside of Chesterfield is located in the city centre, and offers a balcony, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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 is staying in Chesterfield like?

Visitors can enjoy all that Chesterfield has to offer, including the restaurants, shopping and parks. There are 473 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 Chesterfield Gorge, Westfield River 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.