Chesterfield Hotels

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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, (697)
"this is a gem of a hotel right in the center of town , great food ,friendly staff ."
Inn on Boltwood
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (767)
"Close to our target event a plus"
The price is P4,058
P4,533 total
includes taxes & fees
Aug 31 - Sep 1
FairBridge Inn Express
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, (859)
"Consistently a clean room with welcoming staff."
The price is P6,546
P7,312 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Red Roof Inn PLUS+ West Springfield
Lobby

Red Roof Inn PLUS+ West Springfield

2.5 star property
7.0 out of 10, Good, (1001)
"Rooms were clean and the staff was nice. "
The price is P5,072
P5,804 total
includes taxes & fees
Aug 31 - Sep 1
Red Roof Inn PLUS+ West Springfield
Quality Inn West Springfield
Check-in/check-out kiosk

Quality Inn West Springfield

2.5 star property
7.0 out of 10, Good, (1003)
"My daughter and the kids said it was perfect for their overnight stay after visiting Six Flags. "
The price is P5,286
P6,050 total
includes taxes & fees
Sep 9 - Sep 10
Quality Inn West Springfield
Candlewood Suites West Springfield by IHG
Exterior

Candlewood Suites West Springfield by IHG

2.5 star property
8.4 out of 10, Very Good, (743)
"I would definitely stay here again!"
The price is P5,594
P6,402 total
includes taxes & fees
Aug 24 - Aug 25
Candlewood Suites West Springfield by IHG
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (755)
"Staff were excellent and welcoming."
Hotel On North
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (566)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge
Hotel UMass
Lobby

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (1000)
"Enjoyed our stay"
The price is P8,973
P10,087 total
includes taxes & fees
Sep 2 - Sep 3
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, (977)
"The place is amazing "
The price is P8,676
P9,691 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn & Suites Springfield Northampton/Amherst
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"Best Quality- excellent location for dining - walk to restaurants. "
The price is P6,242
P6,972 total
includes taxes & fees
Sep 1 - Sep 2
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, (492)
"Friendly staff and very clean. "
The price is P7,465
P8,543 total
includes taxes & fees
Aug 24 - Aug 25
Courtyard by Marriott West Springfield
Courtyard by Marriott Hadley Amherst
Property amenity

Courtyard by Marriott Hadley Amherst

3.0 star property
9.0 out of 10, Wonderful, (640)
"Hotel is very nice and even though it is by the University and a mall it is not very loud. "
The price is P10,217
P11,412 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Hadley Amherst
Pilgrim Inn
Lobby

Pilgrim Inn

2.5 star property
5.8 out of 10, (313)
"Great location but no staff at check-in or checkout!"
The price is P4,560
P5,094 total
includes taxes & fees
Aug 18 - Aug 19
Pilgrim Inn
D. Hotel Suites & Spa
Indoor pool

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2218)
"always a good stay"
The price is P5,516
P6,407 total
includes taxes & fees
Aug 24 - Aug 25
D. Hotel Suites & Spa
Comfort Inn & Suites
Lobby

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Great place to stay"
The price is P8,199
P9,158 total
includes taxes & fees
Sep 3 - Sep 4
Comfort Inn & Suites
Best Western Springfield West Inn
Lobby

Best Western Springfield West Inn

2.5 star property
7.8 out of 10, Good, (1001)
"Great stay"
The price is P5,322
P6,091 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Springfield West Inn
Comfort Inn & Suites West Springfield
Indoor pool

Comfort Inn & Suites West Springfield

2.5 star property
7.6 out of 10, Good, (857)
"Great customer service and quiet area with a lot of close restaurants "
The price is P6,099
P6,980 total
includes taxes & fees
Aug 24 - Aug 25
Comfort Inn & Suites West Springfield
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (301)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is P6,546
P7,313 total
includes taxes & fees
Sep 1 - Sep 2
The Central Downtown Inn & Suites
Hampton Inn West Springfield
Lobby

Hampton Inn West Springfield

2.5 star property
8.4 out of 10, Very Good, (1002)
"Great stay"
The price is P6,242
P7,144 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn West Springfield
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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Learn more about Chesterfield

Get away to Chesterfield! Enjoy the adventure, local cuisine, and natural setting.

See all hotels in Chesterfield

Top Chesterfield Hotel Reviews

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"Place was clean "
Dawn 1-night trip
Posted 3 days ago
Comfort Inn & Suites

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 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, 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 are some accommodations with pools in Chesterfield?

D. Hotel Suites & Spa: 3-star hotel located near Mount Holyoke College. Offers 2 restaurants, an indoor pool, and a full-service spa. Tru by Hilton Chicopee Springfield and Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel are two additional hotels that offer an onsite pool.

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 467 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.