Chesterfield Hotels

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Sep 28 - Sep 29
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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, (719)
"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, (1020)
"Excellent overall!"
The price is P5,443
P6,229 total
includes taxes & fees
Oct 5 - Oct 6
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, (883)
"Our stay was very pleasant "
The price is P5,704
P6,372 total
includes taxes & fees
Oct 5 - Oct 6
Holiday Inn & 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, (64)
"Great quiet motel. "
The price is P7,501
P8,379 total
includes taxes & fees
Sep 29 - Sep 30
River Valley Inn
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (775)
"Great property! Very large clean room in a unique hotel! "
The price is P10,408
P11,626 total
includes taxes & fees
Oct 5 - Oct 6
Hotel On North
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Lobby sitting area

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (45)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
The price is P7,364
P8,226 total
includes taxes & fees
Oct 2 - Oct 3
Holiday Inn Express & 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, (662)
"It was a great Stay where we had to it was a good area I would come back to this place again "
The price is P5,420
P7,353 total
includes taxes & fees
Sep 29 - Sep 30
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, (764)
"I would definitely stay here again!"
The price is P5,699
P6,522 total
includes taxes & fees
Oct 26 - Oct 27
Candlewood Suites West Springfield by IHG
Quality Inn West Springfield
Check-in/check-out kiosk

Quality Inn West Springfield

2.5 star property
7.0 out of 10, Good, (1032)
"Convenient nice cozy hotel with breakfast included and spacious rooms. "
The price is P4,681
P5,357 total
includes taxes & fees
Oct 26 - Oct 27
Quality Inn West Springfield
Hotel UMass
Lobby

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (1021)
"Wonderful place to stay "
The price is P15,113
P16,946 total
includes taxes & fees
Oct 10 - Oct 11
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, (989)
"Clean room and convenient location "
The price is P9,129
P10,197 total
includes taxes & fees
Oct 5 - Oct 6
Fairfield Inn & Suites Springfield Northampton/Amherst
Courtyard by Marriott West Springfield
View from property

Courtyard by Marriott West Springfield

3.0 star property
9.2 out of 10, Wonderful, (529)
"The hotel is wonderful and located close to shopping and some nice local restaurants. The staff was very attentive and thoughtful."
The price is P8,648
P9,897 total
includes taxes & fees
Oct 1 - Oct 2
Courtyard by Marriott West Springfield
FairBridge Inn Express
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

2.5 star property
5.4 out of 10, (784)
"Good service and people"
The price is P4,658
P5,203 total
includes taxes & fees
Oct 12 - Oct 13
FairBridge Inn Express
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, (18)
"Brand new, modern appliances, and super clean. Wonderful stay. "
The price is P6,870
P7,863 total
includes taxes & fees
Oct 28 - Oct 29
Blue – A Modern Hotel, an Ascend Collection Hotel
Courtyard by Marriott Hadley Amherst
Property amenity

Courtyard by Marriott Hadley Amherst

3.0 star property
9.0 out of 10, Wonderful, (662)
"Very friendly front desk staff and super comfy bed!"
The price is P10,408
P11,626 total
includes taxes & fees
Sep 29 - Sep 30
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, (1009)
"Great stay"
The price is P5,436
P6,222 total
includes taxes & fees
Oct 5 - Oct 6
Best Western Springfield West Inn
Comfort Inn & Suites
Lobby

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1016)
"Great stay!"
The price is P8,106
P9,054 total
includes taxes & fees
Oct 1 - Oct 2
Comfort Inn & Suites
Comfort Inn & Suites West Springfield
Indoor pool

Comfort Inn & Suites West Springfield

2.5 star property
7.6 out of 10, Good, (875)
"Definitely will come back next year , staff very nice & the place plus the pool are very clean "
The price is P7,075
P8,098 total
includes taxes & fees
Oct 26 - Oct 27
Comfort Inn & Suites West Springfield
D. Hotel Suites & Spa
Indoor pool

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2249)
"Safe area and clean hotel."
The price is P6,390
P7,423 total
includes taxes & fees
Oct 1 - Oct 2
D. Hotel Suites & Spa
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 P6,021
P6,725 total
includes taxes & fees
Oct 1 - Oct 2
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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Top Chesterfield Hotel Reviews

Hotel UMass

Hotel UMass

10/10 Excellent
"Great stay!"
Julie 1-night trip
Posted 18 hours ago
Hotel UMass

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 P4,681 per night from Oct 26 to Oct 27
P4,681
P5,357 total
Oct 26 - Oct 27
includes taxes & fees
7/10 Good! (1,026 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 traveler data. Other good choices for your trip 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.

If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?

Yes, most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.

Where can I learn more about changing or cancelling my trip to Chesterfield?

For additional details about rescheduling or cancelling your trip to Chesterfield, click here.

Where is the best place to stay close to Chesterfield Gorge?

Fiddlehead Inn is one of the top choices for your stay based on our traveler data, and this 3-star inn offers a restaurant and free parking. It's located 2.9 mi (4.7 km) from Chesterfield Gorge. Another good choice is Charming Farmhouse - quiet, private & peaceful , located 3 mi (4.9 km) away.

What's the best hotel for staying near Logan International Airport (BOS)?

Hilton Boston Logan Airport is a popular 4-star hotel featuring a restaurant and an indoor pool. It's located a short 0.2 mi (0.4 km) from Logan Intl. Airport. Other accommodations close to the airport are Hyatt Regency Boston Harbor and Embassy Suites Boston Logan Airport.

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 accommodations in the surrounding area. Find out more about Chesterfield.

What should I see while I'm in Chesterfield?

Natural beauty is on display at Chesterfield Gorge, Westfield River, and Knightville Dam & Reservation. A couple of additional sights to add to your agenda are Chesterfield Public Library and Chesterfield Town Hall. Check out what more to see and do in Expedia's Chesterfield guide.

What's the weather like in Chesterfield?

The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Chesterfield are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.

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