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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare Apartments in Chesterfield with updated reviews, rates, and availability.

Easthampton Vacation Rental - Walk to Breweries!
Easthampton Vacation Rental | 2BR | 1BA | 900 Sq Ft | Access Only By Stairs

Easthampton Vacation Rental - Walk to Breweries!

9.6 out of 10, Exceptional, (9)
"Very clean, straightforward instructions, and great area"
Easthampton Vacation Rental - Walk to Breweries!
Easthampton Apartment Near Breweries & Rail Trail!
Easthampton Vacation Rental | 2BR | 1BA | 900 Sq Ft | Access Only By Stairs

Easthampton Apartment Near Breweries & Rail Trail!

9.4 out of 10, Exceptional, (6)
"The space was just what we needed for a reading retreat weekend. The house was clean and the beds were comfortable. Walking distance to main strip and a few local shops. Recommendations for the owner: add a few wine glasses & a drying mat/rack. Everything was in great working order. "
Easthampton Apartment Near Breweries & Rail Trail!
comfort, luxury, privacy
comfy king size bed

comfort, luxury, privacy

9.8 out of 10, Exceptional, (56)
"Great place to stay when visiting your student! Good for 1-3 people. Highly recommend!"
The price is AED 496
AED 718 total
includes taxes & fees
13 Feb - 14 Feb
comfort, luxury, privacy
Chic Downtown Retreat Furnished 2-Bedroom with Trail Access & Outdoor Oasis
Living area

Chic Downtown Retreat Furnished 2-Bedroom with Trail Access & Outdoor Oasis

Chic Downtown Retreat Furnished 2-Bedroom with Trail Access & Outdoor Oasis
Elm Suite with a Private Bathroom in front of Smith College Quadrangle
Exterior

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

9.6 out of 10, Exceptional, (13)
"The weather was beautiful, so the main room was full of bright sunlight during the days. I enjoyed soaking in the large tub a couple of evenings and spent some time in town enjoying music and a show. This was just what I needed to decompress for a few days as I prepared to start a new job. "
Elm Suite with a Private Bathroom in front of Smith College Quadrangle
Park Street Penthouse Apartment
Private kitchen

Park Street Penthouse Apartment

9.0 out of 10, Wonderful, (2)
"Like exploring new areas. Quaint town with a few restaurants and a diner in walking distance. Huge apt - well more than needed for one night … clean and has everything you would need to stay longer including laundry and full kitchen. Little hot bc only has window AC units as it’s an old art deco building. Close driving to my resorts and things to do in zbershired"
The price is AED 606
AED 1,128 total
includes taxes & fees
13 Feb - 14 Feb
Park Street Penthouse Apartment
Bright Springfield Apartment w/ 2 Balconies!
Springfield Vacation Rental | 3BR | 1BA | Stairs Required | 1,500 Sq Ft

Bright Springfield Apartment w/ 2 Balconies!

9.6 out of 10, Exceptional, (8)
"The apartment was very nice and roomy. Perfect size for our needs. Although the listing did show/state stair access required, I thought it was a two story with bedrooms upstairs. My elderly father whom we came out to visit had a very difficult time climbing stairs. Had some trouble with the code upon arrival but contacted host and she responded immediately and solved the issue. Overall house was clean with minimum issues. I would recommend this house to friends and family and would rent again....
Bright Springfield Apartment w/ 2 Balconies!
Charming Apartment In Berkshire Victorian Home
Exterior

Charming Apartment In Berkshire Victorian Home

7.8 out of 10, Good, (7)
"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
Cozy First Floor Apartment. Located in a quiet neighborhood.
Private kitchen

Cozy First Floor Apartment. Located in a quiet neighborhood.

10.0 out of 10, Exceptional, (2)
"Loved our stay here!"
Cozy First Floor Apartment. Located in a quiet neighborhood.
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
Interior

Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

2.0 star property
10.0 out of 10, Exceptional, (6)
"From this location easily walked into Shelburne Falls village, enjoyed lunch by the Fallls and got groceries at Buckland. Great hiking trails in the area. Trailhead 5 minute drive away"
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Room

Chic corporate apartment in wonderful Pittsfield with AC, WiFi

2.0 star property
The price is AED 551
AED 816 total
includes taxes & fees
28 Feb - 1 Mar
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Low-scent, historic downtown gem with sustainability practices throughout.
Locally made furniture and Karastan rug.

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

10.0 out of 10, Exceptional, (5)
"Great property and communication!"
Low-scent, historic downtown gem with sustainability practices throughout.
Birch Suite- 2nd Floor Apartment with Kitchenette
Exterior

Birch Suite- 2nd Floor Apartment with Kitchenette

10.0 out of 10, Exceptional, (12)
"I was visiting my granddaughter at Smith during family weekend and the location was perfect, right across the street from Paradise Road, a few minutes walk from her apartment. It’s within easy walking distance of everything on campus and a fairly short walk to town. I didn’t rent a car for this trip and walked from the Northampton Amtrak station with no problem. This is the upstairs apartment and the stairs are steep but there’s a sturdy handrail. The apartment is very comfortable, light and...
Birch Suite- 2nd Floor Apartment with Kitchenette
Spacious 3/4-bedroom apt 5 minutes walk to charming Shelburne Falls center.
Room

Spacious 3/4-bedroom apt 5 minutes walk to charming Shelburne Falls center.

2.0 star property
Spacious 3/4-bedroom apt 5 minutes walk to charming Shelburne Falls center.
Cozy Berkshires Vacation Rental Near Hiking!
Chester Vacation Rental | 2BR | 1BA | 2,000 Sq Ft | Stairs Required

Cozy Berkshires Vacation Rental Near Hiking!

10.0 out of 10, Exceptional, (1)
"The stay at the property was enjoyable. The space was large, spacious and very clean. Two people were able to stay quite comfortably."
Cozy Berkshires Vacation Rental Near Hiking!
Maple Suite- Private Ground Floor Apartment
Bathroom

Maple Suite- Private Ground Floor Apartment

9.6 out of 10, Exceptional, (10)
"I loved everything about it. My granddaughters came over to help bake cookies and make charm bracelets. Then showered and got bedtime stories from Nana before heading back to their home. Great location."
Maple Suite- Private Ground Floor Apartment
Charming 2-bedroom apartment with AC, WiFi in welcoming Westfield
Exterior

Charming 2-bedroom apartment with AC, WiFi in welcoming Westfield

8.0 out of 10, Very Good, (1)
"Very clean and quiet "
Charming 2-bedroom apartment with AC, WiFi in welcoming Westfield
Cozy Springfield Apartment, Close to Parks!
Springfield Vacation Rental | 3BR | 1BA | Stairs Required | 1,500 Sq Ft

Cozy Springfield Apartment, Close to Parks!

10.0 out of 10, Exceptional, (6)
"The house was clean and very comfortable. We would rent this house again."
Cozy Springfield Apartment, Close to Parks!
Welcoming studio near Holyoke Medical Center + free wifi

Welcoming studio near Holyoke Medical Center + free wifi

Welcoming studio near Holyoke Medical Center + free wifi
Cozy Springfield Apartment, Close to Parks!
Exterior

Cozy Springfield Apartment, Close to Parks!

3.0 star property
Cozy Springfield Apartment, Close to Parks!
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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Other property types in Chesterfield

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (239)
"Property was very nice Kirchen could use some additons -starting with a ladle "
The price is AED 551
AED 841 total
includes taxes & fees
13 Feb - 14 Feb
Berkshire Village Carriage House - Super Private!!
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield Vacation Rental | 4BR | 3BA | 1,978 Sq Ft | Stairs Required

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.6 out of 10, Exceptional, (39)
"A nice cabin in the woods. Only issue was rodents at the property. We had four sighting in three days. Would stay again if they resolved the mouse problem."
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Pristine Home In Becket Woods

Pristine Home In Becket Woods

10.0 out of 10, Exceptional, (13)
"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...
Pristine Home In Becket Woods
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.

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: Easthampton Vacation Rental - Walk to Breweries!: Situated in Easthampton, 12.1 mi/19.5 km from the heart of Chesterfield. 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. Easthampton Apartment Near Breweries & Rail Trail!: It’s located in Easthampton, 12.1 mi/19.5 km away. Chic Downtown Retreat Furnished 2-Bedroom with Trail Access & Outdoor Oasis: 12.2 mi/19.6 km away in Easthampton. Elm Suite with a Private Bathroom in front of Smith College Quadrangle: Located in Northampton, 11.2 mi/18.1 km from Chesterfield. Includes jetted bathtubs. Access to a hot tub 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 Gorge Reservation.
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.