Find hotels in Chesterfield, MA from ¥13,269

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Compare 415 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

1 bedroom, free WiFi, bed sheets
In town, newly remodeled studio with private balcony
10.0 out of 10, Exceptional, (79)
"Quiet comfortable host was very informative "
The price is ¥14,683
per night
May 22 - May 23
In town, newly remodeled studio with private balcony
Property grounds
Low-scent, historic downtown gem with sustainability practices throughout.
10.0 out of 10, Exceptional, (4)
"The apartment is in an older home that is being renovated. They kept the older look and feel, and furnished it with mostly vintage stuff. Everything was in good repair and good working order. It was perfect for us because instead of being on top of each other in a hotel room we each had our own bedroom and could have some private time. My son's bedroom even had a nook with a desk, which he loved. My mattress was good for me, memory foam I think. I didn't come to cook, but the kitchen had...
Low-scent, historic downtown gem with sustainability practices throughout.
Exterior
Large Luxury Family Home Near Five Colleges
10.0 out of 10, Exceptional, (4)
"This house was great for a group of classmates back at Amherst for out 40th college reunion. We had a nice dinner on the porch, took advantage of the excellent air conditioning, and enjoyed having comfortable private space. Much better than camping in a dorm room, and enough to attract some infrequent reunion attendees back to the Pioneer Valley."
Large Luxury Family Home Near Five Colleges
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Property grounds
Amherst, Perfect Location, UMass, Smith, MHC!
10.0 out of 10, Exceptional, (11)
"We had the most perfect stay during our home renovation. We needed a place last minute, and we couldnt have found a more perfect house. The backyard was perfect for play and the house was super comfortable. We stayed for a week and we loved how easy it was to get to Whole Foods, Target, and Trader Joe’s. As a local, if we ever have friends in the area visiting, I would definitely recommend this VRBO."
Amherst, Perfect Location, UMass, Smith, MHC!
Golf
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (123)
"Stayed a week for out-of-town work wonderful host great place would defiantly go back. Thank you for letting us use your home. Marc"
Hadley Amherst Location.Explore the Valley Colleges!
Dining
Low-scent, lovely historic mill house
10.0 out of 10, Exceptional, (19)
"Great place"
Low-scent, lovely historic mill house
Exterior
Charming, newly renovated, 3 bedroom farmhouse
10.0 out of 10, Exceptional, (18)
"The cottage is clean and comfortable. It’s quaint with all the amenities you need. (WiFi was no problem) Feels like a country home with ducks and goats welcoming you in the morning The property is beautiful. The kitchen is huge and it’d be easy for a family to comfortably fit and enjoy the area. Great find."
The price is ¥38,015
per night
May 27 - May 28
Charming, newly renovated, 3 bedroom farmhouse
Fridge, microwave, oven, stovetop
comfort, luxury, privacy
9.8 out of 10, Exceptional, (49)
"There are steps down to this convenient, functional apartment that functioned as the hub for our 2 day stay. Just a few minutes walk to the nearby Cushman market and cafe for essential sustenance. Lee is a great host and quick to field any questions."
comfort, luxury, privacy
Fridge, microwave, oven, stovetop
Cozy apartment located in quiet Williamsburg
9.8 out of 10, Exceptional, (33)
"It’s such a cute apartment- I really enjoyed my time there. The property manager gave me all the information I needed, they were very clear and concise. I did not communicate much with the property manager because everything was perfectly fine."
The price is ¥23,184
per night
May 19 - May 20
Cozy apartment located in quiet Williamsburg
Terrace/patio
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (80)
"Comfortable and convenient"
The price is ¥22,411
per night
May 20 - May 21
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Property grounds
Charming Farmhouse - quiet, private & peaceful
9.8 out of 10, Exceptional, (50)
"The setting is gorgeous, out of the way, peaceful and secluded. The farmhouse is reminiscent of an old-fashioned country living. The 3 bedrooms are generous in size and filled with light. There are 2 living areas that are fine but a decorative touch could make them even better. A wonderful time was had by all and our host, Keith could not have been more gracious and responsive to our questions."
Charming Farmhouse - quiet, private & peaceful
Exterior
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (116)
"Another great stay at Hawley. House never disappoints. Weather even cooperated. Thanks Again Lark! Lew"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Indoor pool
D. Hotel Suites & Spa
3.0 star property
9.4 out of 10, Exceptional, (2269)
"The place was very presentable, good breakfast, very clean and staff friendly "
The price is ¥23,339
per night
May 20 - May 21
D. Hotel Suites & Spa
Terrace/patio
Homewood Suites by Hilton Hadley Amherst
3.0 star property
9.4 out of 10, Exceptional, (514)
"I always stay here when visiting my son in college. The rooms are spacious and have all the amenities and appliances you could need. It’s very comfortable both literally and atmospherically. "
The price is ¥27,458
per night
May 27 - May 28
Homewood Suites by Hilton Hadley Amherst
Balcony
Inn on Boltwood
3.0 star property
9.4 out of 10, Exceptional, (517)
"Welcoming and well maintained "
The price is ¥30,451
per night
May 20 - May 21
Inn on Boltwood
Room, River View (The Williamsburg Suite) | Private kitchen | Coffee/tea maker, cleaning supplies, paper towels
Old Mill Inn
3.0 star property
9.4 out of 10, Exceptional, (435)
"A very unique property, beautifully modernized while incorporating photographs and artifacts from its original function. Recommend!"
The price is ¥30,850
per night
Jun 2 - Jun 3
Old Mill Inn
Lobby
Comfort Inn & Suites
2.5 star property
9.2 out of 10, Wonderful, (1003)
"Everything great as always"
The price is ¥23,957
per night
May 27 - May 28
Comfort Inn & Suites
Indoor pool
Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
9.2 out of 10, Wonderful, (858)
"Everything clean and beautiful "
The price is ¥26,275
per night
May 30 - May 31
Fairfield Inn & Suites Springfield Northampton/Amherst
2 restaurants, breakfast, lunch, dinner served; American cuisine
Hotel Northampton
3.5 star property
9.0 out of 10, Wonderful, (993)
"Very nice hotel, convenient well located old historical hotel. Nice people and a great place to stay."
The price is ¥24,575
per night
May 21 - May 22
Hotel Northampton
Property amenity
Courtyard by Marriott Hadley Amherst
3.0 star property
9.0 out of 10, Wonderful, (557)
"Pretty standard for a Courtyard. Mostly nice but I wish the window a/c units weren’t so loud."
The price is ¥29,212
per night
Jun 9 - Jun 10
Courtyard by Marriott Hadley Amherst
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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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Chesterfield hotels information

Number of reviews
5,651
Accommodation
415 hotels
Lowest Price
¥13,269
Highest Price
¥108,192

Frequently asked questions

Where is the best place to stay in Chesterfield?

Located 15.2 mi (24.4 km) from the heart of Chesterfield, Howard Johnson by Wyndham Amherst Hadley 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.

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

Cozy apartment located in quiet Williamsburg: Visitors like this Chesterfield vacation home rental. It is in a rural location and equipped with air-conditioning and a Smart TV 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, 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 416 hotels and other accommodations in the surrounding area. Find out more about Chesterfield.

What should I see while I'm in Chesterfield?

The picturesque setting of Chesterfield Gorge and Westfield River exemplify the area's natural beauty. You'll also find Look Memorial Park and Smith College Botanic Garden in the area. 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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