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Check prices for these dates

Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4
In one month
May 16 - May 18
In two months
Jun 13 - Jun 15

Browse Select Chesterfield Apartments

comfort, luxury, privacy
Fridge, microwave, oven, stovetop

comfort, luxury, privacy

9.8 out of 10, Exceptional, (58)
"Our stay was great. The space was comfortable and cozy. Was nice to have a kitchen to cook a little and they included fresh eggs with other snacks to make it welcoming. "
comfort, luxury, privacy
Easthampton Apartment Near Breweries & Rail Trail!
Interior

Easthampton Apartment Near Breweries & Rail Trail!

9.8 out of 10, Exceptional, (12)
"The living area, kitchen, bathrooms and bedrooms are top notch. I deducted one star because the basement where the laundry is is very smelly. "
Easthampton Apartment Near Breweries & Rail Trail!
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!

The price is CA $259
CA $526 total
includes taxes & fees
Apr 22 - Apr 23
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Bright Springfield Apartment w/ 2 Balconies!
Property grounds

Bright Springfield Apartment w/ 2 Balconies!

9.4 out of 10, Exceptional, (10)
"Excellent communication, easy in and out."
Bright Springfield Apartment w/ 2 Balconies!
Elm Suite with a Private Bathroom in front of Smith College Quadrangle
1 bedroom, WiFi

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

9.6 out of 10, Exceptional, (15)
"Love this place!"
Elm Suite with a Private Bathroom in front of Smith College Quadrangle
Park Street Penthouse Apartment
Game room

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 CA $228
CA $422 total
includes taxes & fees
Apr 28 - Apr 29
Park Street Penthouse Apartment
Low-scent, historic downtown gem with sustainability practices throughout.
Outdoor dining

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

10.0 out of 10, Exceptional, (6)
"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.
Birch Suite- 2nd Floor Apartment with Kitchenette in front of Smith College
Exterior

Birch Suite- 2nd Floor Apartment with Kitchenette in front of Smith College

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

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

9.8 out of 10, Exceptional, (13)
"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
Easthampton Vacation Rental - Walk to Breweries!
2 bedrooms, iron/ironing board, internet, bed sheets

Easthampton Vacation Rental - Walk to Breweries!

9.6 out of 10, Exceptional, (12)
"The rental was close to the wedding venue and events we were attending. The park across the street was great to walk our dog. We had trouble getting and clarifying the check out process. The manager communicated with us each time we reached out. "
Easthampton Vacation Rental - Walk to Breweries!
Charming Apt in 18th c Berkshire Farmhouse
Miscellaneous

Charming Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (31)
"The space was cozy and clean and the owners were very easy to communicate with and knowledgeable about the area. The bathroom has very fun lights. "
The price is CA $187
CA $287 total
includes taxes & fees
Apr 22 - Apr 23
Charming Apt in 18th c Berkshire Farmhouse
Modern 1-bedroom Downtown apartment in enchanting Amherst with Full Kitchen/Wifi
Exterior

Modern 1-bedroom Downtown apartment in enchanting Amherst with Full Kitchen/Wifi

Modern 1-bedroom Downtown apartment in enchanting Amherst with Full Kitchen/Wifi
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Living area

Chic corporate apartment in wonderful Pittsfield with AC, WiFi

2.0 star property
The price is CA $208
CA $308 total
includes taxes & fees
Apr 22 - Apr 23
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
Exterior

Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

2.0 star property
10.0 out of 10, Exceptional, (8)
"The place was very comfortable and in a great location. "
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
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, (30)
"Great property with great view, cute suite with everything we needed for a short stay while getting our daughter settled back in at Amherst College. Enjoyed a nice dinner nearby at Blue Rock Shelburne Falls, a little shopping and coffee at Mocha mayas and Shelburne Falls Coffee Roasters. My husband did a little fly fishing just off the property in the Deerfield River. Thank you!"
Private Suite with a Sweet View. Spacious, close to town, dog friendly
Sweet suite in Montague near the canal and downtown Turners Falls.
1 bedroom, iron/ironing board, travel crib, WiFi

Sweet suite in Montague near the canal and downtown Turners Falls.

2.0 star property
9.6 out of 10, Exceptional, (4)
"I had a great stay at Callie’s. The room was comfortable and clean and had all the amenities one needs! "
Sweet suite in Montague near the canal and downtown Turners Falls.
Ground floor 2/3 bed apartment
Living area

Ground floor 2/3 bed apartment

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is CA $252
CA $382 total
includes taxes & fees
May 3 - May 4
Ground floor 2/3 bed apartment
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Miscellaneous

Cozy Rustic Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (62)
"The room itself was well kept, clean, and had everything we needed!Located right near a coffee house / country store, down the road from Jiminy Peak, and a short drive to some great hiking spots- this is all you need for a weekend getaway!"
The price is CA $187
CA $287 total
includes taxes & fees
Apr 22 - Apr 23
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Charming Chicopee Getaway
Fridge, microwave, oven, stovetop

Charming Chicopee Getaway

The price is CA $140
CA $383 total
includes taxes & fees
Apr 24 - Apr 25
Charming Chicopee Getaway
Charming Apartment In Berkshire Victorian Home
Interior

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
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

comfort, luxury, privacy
Fridge, microwave, oven, stovetop

comfort, luxury, privacy

9.8 out of 10, Exceptional, (58)
"Our stay was great. The space was comfortable and cozy. Was nice to have a kitchen to cook a little and they included fresh eggs with other snacks to make it welcoming. "
comfort, luxury, privacy
Deluxe Queen Room with 2 Queen Beds
1 bedroom, WiFi, bed sheets

Deluxe Queen Room with 2 Queen Beds

2.0 star property
The price is CA $151
CA $200 total
includes taxes & fees
Apr 22 - Apr 23
Deluxe Queen Room with 2 Queen Beds
The Clearing - Quiet - Close To Nature
Outdoor pool

The Clearing - Quiet - Close To Nature

10.0 out of 10, Exceptional, (187)
"Thank you for sharing your wonderful home! It had everything we needed including a quiet, peaceful, private, beautiful location, comfortable bed, great books!!, and a well equipped kitchen. We are very grateful you had availability for our Thanksgiving visit with family. Thank you!!"
The Clearing - Quiet - Close To Nature
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: 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. 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. Easthampton Vacation Rental - Walk to Breweries!: It’s located in Easthampton, 12.1 mi/19.5 km from Chesterfield. Includes sofa beds.
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 Knightville Dam & Reservation are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Westfield River and Chesterfield Public Library.
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.