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Apartments in Chesterfield

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

8.8 out of 10, Excellent, (5)
"Great property! Thank you for a wonderful stay."
The price is AED 691
AED 1,399 total
includes taxes & fees
21 Jul - 22 Jul
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Easthampton Vacation Rental - Walk to Breweries!

9.6 out of 10, Exceptional, (19)
"Our group had a wonderful time and we will not hesitate to book again in the future. The place was exceptionally clean, well appointed, and very comfortable. Overall it was a great experience! "
The price is AED 400
AED 882 total
includes taxes & fees
20 Jul - 21 Jul
Easthampton Vacation Rental - Walk to Breweries!

comfort, luxury, privacy

9.8 out of 10, Exceptional, (63)
"Clean and comfortable property! Perfect for visiting the Amherst area. It was easy to get to the Dickinson House and the Eric Carle Museum. Would definitely stay again. "
comfort, luxury, privacy

Charming Chicopee Getaway

The price is AED 533
AED 1,200 total
includes taxes & fees
17 Aug - 18 Aug
Charming Chicopee Getaway

Button's Modern Luxury Walkup Downtown Northampton

The price is AED 918
AED 1,854 total
includes taxes & fees
20 Jul - 21 Jul
Button's Modern Luxury Walkup Downtown Northampton

Park Street Penthouse Apartment

9.8 out of 10, Exceptional, (6)
"We stayed in this beautiful penthouse for an overnight get away- we both walked in and were just in love. The high ceilings and tons of windows made it so open feeling. Stunning place!"
The price is AED 469
AED 951 total
includes taxes & fees
22 Jul - 23 Jul
Park Street Penthouse Apartment

Charming Apartment In Berkshire Victorian Home

8.0 out of 10, Very Good, (9)
"This adorable place is central to Pittsfield and made it really easy for my daughter and I go get where we needed to be. It’s a clean, great space. We’ll definitely be back!"
Charming Apartment In Berkshire Victorian Home

Bright Springfield Apartment w/ 2 Balconies!

9.6 out of 10, Exceptional, (13)
"Excellent communication, easy in and out."
Bright Springfield Apartment w/ 2 Balconies!

Charming 1-bedroom apartment in wonderful Lenox Dale

10.0 out of 10, Exceptional, (6)
"Very comfortable, spacious, and well equipped. A perfect place to stay while attending a wedding in Lenox"
Charming 1-bedroom apartment in wonderful Lenox Dale

Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

2.0 star property
9.6 out of 10, Exceptional, (5)
"Clean and well stock"
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

Elm Suite with a Private Bathroom in front of Smith College Quadrangle

9.6 out of 10, Exceptional, (18)
"Great resonably priced place to stay in Northampton. Very walkable to shops and restaurants. "
Elm Suite with a Private Bathroom in front of Smith College Quadrangle

Private Suite with a Sweet View. Spacious, close to town, dog friendly

10.0 out of 10, Exceptional, (32)
"Great space. Lots of room for us and very clean and comfortable."
Private Suite with a Sweet View. Spacious, close to town, dog friendly

Ground floor 2/3 bed apartment

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great property and location for a visit to Shelburne Falls. "
The price is AED 709
AED 1,083 total
includes taxes & fees
20 Jul - 21 Jul
Ground floor 2/3 bed apartment

Maple Suite- Private Ground Floor Apartment in front of Smith College

9.8 out of 10, Exceptional, (15)
"Loved staying here! Communication and access were so easy, as was getting around town from this location. Will stay again!"
Maple Suite- Private Ground Floor Apartment in front of Smith College

Cozy Springfield Apartment, Close to Parks!

9.2 out of 10, Wonderful, (7)
"Great communication with property manager. Comfortable stay for 6 people. Place was clean and parking was great. Would stay here again!!"
Cozy Springfield Apartment, Close to Parks!

Low-scent, historic downtown gem with sustainability practices throughout.

9.8 out of 10, Exceptional, (8)
"Was in town with a friend for the weekend. Great base for exploring downtown on foot, and for out of town travelers like me who don't have a car. Decent kitchen setup, too, for those looking to cook at home. Debra was very responsive as a host. Great spot! "
Low-scent, historic downtown gem with sustainability practices throughout.

Welcoming studio near Holyoke Medical Center + free wifi

Welcoming studio near Holyoke Medical Center + free wifi

Easthampton Apartment Near Breweries & Rail Trail!

9.6 out of 10, Exceptional, (15)
"The apartment was great, and the location to restaurants and breweries was awesome. "
Easthampton Apartment Near Breweries & Rail Trail!

Cozy retreat in beautiful country setting

10.0 out of 10, Exceptional, (9)
"We enjoyed this beautiful, quiet and well equipped home in Lee. This place is great!"
Cozy retreat in beautiful country setting

Easthampton Vacation Rental - Walk to Breweries!

3.0 star property
The price is AED 496
AED 909 total
includes taxes & fees
20 Jul - 21 Jul
Easthampton Vacation Rental - Walk to Breweries!
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

Frequently asked questions

What's it like to stay at an apartment in Chesterfield?
You might not have many choices within the heart of Chesterfield, but Expedia can help you locate accommodations within the larger area with similar amenities to an apartment. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can also filter by similar property types like vacation homes, condos, or guest houses.
Why choose an apartment over a traditional hotel room?
Often offering more space than a traditional hotel room, an apartment includes a kitchen for convenient home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for solo travelers who want to stay in at night and plan out their next day.
What's the top apartment I should consider for a stay in Chesterfield?
Here are some of the top apartments in the area to choose from: Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!: Located in Amherst, 16.5 mi/26.5 km from the heart of Chesterfield. Includes Smart TVs. Access to onsite laundry facilities is available on site. Charming Chicopee Getaway: Located 21.2 mi/34.1 km away in Chicopee. Easthampton Vacation Rental - Walk to Breweries!: It's situated in Easthampton, 12.1 mi/19.5 km away. Includes sofa beds. Comfort, luxury, privacy: Located 17 mi/27.3 km away in Amherst. Private yards and Smart TVs are included. Access to a hot tub is available on site. Charming Apt in 18th c Berkshire Farmhouse: Located in Lanesborough, 22.3 mi/35.9 km from Chesterfield. Includes fireplaces. Access to onsite laundry facilities is available on site.
What will the weather be like when I travel to Chesterfield?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay 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.
What are the must-see places to visit in Chesterfield?
Chesterfield Gorge and Westfield River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Chesterfield Public Library and Chesterfield Town Hall.
What's the best way to get to and around Chesterfield?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Westfield, MA (BAF-Barnes Municipal), which is located 16.6 mi (26.8 km) from the heart of the city. You can also search for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 23.2 mi (37.3 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.