Search Apartments in Chesterfield

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Apartments in Chesterfield and around

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Fridge, microwave, oven, stovetop

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 €336
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!
Interior

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 €211
includes taxes & fees
20 Jul - 21 Jul
Easthampton Vacation Rental - Walk to Breweries!
comfort, luxury, privacy
Fridge, microwave, oven, stovetop

comfort, luxury, privacy

9.8 out of 10, Exceptional, (63)
"My wife and I were only there for one night but will definitely stay at this property again in the future, communication was quick and friendly and the apartment was clean and cozy!!!"
comfort, luxury, privacy
Charming Chicopee Getaway
Fridge, microwave, oven, stovetop

Charming Chicopee Getaway

The price is €275
includes taxes & fees
12 Aug - 13 Aug
Charming Chicopee Getaway
Button's Modern Luxury Walkup Downtown Northampton
Oven, stovetop, dishwasher

Button's Modern Luxury Walkup Downtown Northampton

The price is €444
includes taxes & fees
22 Jul - 23 Jul
Button's Modern Luxury Walkup Downtown Northampton
Park Street Penthouse Apartment
Games room

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 €250
includes taxes & fees
17 Aug - 18 Aug
Park Street Penthouse Apartment
Charming Apartment In Berkshire Victorian Home
Interior

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!
Property grounds

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
Exterior

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
Fridge, microwave, oven, stovetop

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
Exterior detail

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
Exterior

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
Property grounds

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 €267
includes taxes & fees
18 Jul - 19 Jul
Ground floor 2/3 bed apartment
Maple Suite- Private Ground Floor Apartment in front of Smith College
Exterior

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!
TV

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.
Outdoor dining

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
Exterior

Welcoming studio near Holyoke Medical Center + free wifi

Welcoming studio near Holyoke Medical Center + free wifi
Easthampton Apartment Near Breweries & Rail Trail!
Interior

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
Interior

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!
Apartment (2 Bedrooms) | Interior

Easthampton Vacation Rental - Walk to Breweries!

3.0 star property
The price is €213
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

What's it like to stay at an apartment in Chesterfield?
There might not be many choices within the heart of Chesterfield, but Expedia can help you search for accommodation in the area similar to apartments. When you search for a place to stay on Expedia, you can use the filters to search for a kitchen--- one of the conveniences often found in an apartment. You can even filter by similar property types like holiday homes, condos or cabins.
Why would you choose an apartment versus a traditional hotel?
Often more spacious than a traditional hotel room, an apartment comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples looking for something with a more local feel.
What's the best apartment I should consider for a stay in Chesterfield?
Below are some of the favourite 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 a Smart TV . Access to on-site 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 a sofa bed . Comfort, luxury, privacy: Located 17 mi/27.3 km away in Amherst . A private garden and a Smart TV are included . Access to 1 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 a fireplace . Access to on-site laundry facilities is available on site .
What will the weather be like during my trip to Chesterfield?
Although 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 temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chesterfield are January, February, November and March, with each month seeing an average of 16 cm 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 make your trip smoother when you get to your destination. Fly into Westfield, MA (BAF-Barnes Municipal), which is located 16.6 mi (26.8 km) away. 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, consider renting a car to explore more sights.