Find hotels in Chesterfield, MA from ₩106,346

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Compare 471 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Chesterfield hotels

Inn on Boltwood
Balcony

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (716)
"this is a gem of a hotel right in the center of town , great food ,friendly staff ."
The price is ₩270,205
₩301,827 total
includes taxes & fees
Sep 28 - Sep 29
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, (1013)
"Excellent overall!"
The price is ₩123,673
₩141,543 total
includes taxes & fees
Oct 1 - Oct 2
Red Roof Inn PLUS+ West Springfield
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Lobby sitting area

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (39)
"Hotel was clean, the rooms had good space, the breakfast was excellent and the team there was very friendly and accommodating "
The price is ₩175,810
₩196,379 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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, (878)
"Our stay was very pleasant "
The price is ₩151,309
₩169,011 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Inn & Suites Pittsfield-Berkshires by IHG
River Valley Inn
Basic Studio, 1 King Bed | Desk, laptop workspace, free WiFi, bed sheets

River Valley Inn

2.0 star property
8.8 out of 10, Excellent, (57)
"Great quiet motel. "
The price is ₩179,073
₩200,024 total
includes taxes & fees
Sep 21 - Sep 22
River Valley Inn
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (771)
"Hotel on North punches above its weight. It's a great hotel in an OK downtown. "
The price is ₩220,717
₩246,541 total
includes taxes & fees
Sep 28 - Sep 29
Hotel On North
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (646)
"Clean, bright, great value, love the hot tub and pool!"
The price is ₩129,380
₩175,527 total
includes taxes & fees
Sep 21 - Sep 22
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, (762)
"I would definitely stay here again!"
The price is ₩142,980
₩163,640 total
includes taxes & fees
Oct 7 - Oct 8
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, (1022)
"Stayed here while my son was at an overnight visit at Springfield College"
The price is ₩122,477
₩140,176 total
includes taxes & fees
Oct 7 - Oct 8
Quality Inn West Springfield
Hotel UMass
Lobby

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (1009)
"Wonderful place to stay "
The price is ₩186,360
₩209,723 total
includes taxes & fees
Sep 21 - Sep 22
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, (988)
"Clean room and convenient location "
The price is ₩217,941
₩243,440 total
includes taxes & fees
Sep 28 - Sep 29
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, (519)
"Exceptionally satisfying stay in all aspects "
The price is ₩206,447
₩236,278 total
includes taxes & fees
Oct 5 - Oct 6
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, (781)
"✌"
The price is ₩98,698
₩110,247 total
includes taxes & fees
Oct 5 - Oct 6
FairBridge Inn Express
Courtyard by Marriott Hadley Amherst
Property amenity

Courtyard by Marriott Hadley Amherst

3.0 star property
9.0 out of 10, Wonderful, (656)
"Good location..well maintained..friendly staff."
The price is ₩248,481
₩277,549 total
includes taxes & fees
Sep 21 - Sep 22
Courtyard by Marriott Hadley Amherst
D. Hotel Suites & Spa
Indoor pool

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2235)
"Safe area and clean hotel."
The price is ₩179,633
₩208,687 total
includes taxes & fees
Sep 28 - Sep 29
D. Hotel Suites & Spa
Pilgrim Inn
Lobby

Pilgrim Inn

2.5 star property
5.8 out of 10, (323)
"No staff"
The price is ₩111,191
₩124,201 total
includes taxes & fees
Sep 21 - Sep 22
Pilgrim Inn
Quality Inn
Lobby

Quality Inn

2.5 star property
8.4 out of 10, Very Good, (1001)
"Very convenient off I 90 - nice breakfast area - friendly staff"
The price is ₩151,309
₩169,011 total
includes taxes & fees
Sep 21 - Sep 22
Quality Inn
Best Western Springfield West Inn
Lobby

Best Western Springfield West Inn

2.5 star property
7.8 out of 10, Good, (1002)
"Great stay"
The price is ₩129,779
₩148,532 total
includes taxes & fees
Sep 28 - Sep 29
Best Western Springfield West Inn
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (319)
"Nice place "
The price is ₩143,744
₩160,555 total
includes taxes & fees
Oct 1 - Oct 2
The Central Downtown Inn & Suites
Comfort Inn & Suites
Lobby

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1008)
"Great stay!"
The price is ₩187,610
₩209,560 total
includes taxes & fees
Sep 21 - Sep 22
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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Top Chesterfield Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"Beautiful facility. Unfortunately we arrived after 8 pm and restaurant and bar were closed and are also closed on Monday. I did find it odd that all dining options on site are not available on Mondays. It should be noted that Northampton has lots of dining options, although some are also closed on Mondays. Breakfast at the hotel, however, is plentiful. We will return, being sure to avoid a Monday stay."
Terri 1-night trip
Posted 4 days ago
D. Hotel Suites & Spa

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 ₩122,477 per night from Oct 7 to Oct 8
₩122,477
₩140,176 total
Oct 7 - Oct 8
includes taxes & fees
7/10 Good! (1,021 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 D. Hotel Suites & Spa 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 469 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 Westfield River, Chesterfield Gorge, 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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