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Check prices for these dates

Next weekend
3 Oct - 5 Oct
In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov

Featured Apartments in Chesterfield and around

Our top choices for Chesterfield apartments

Cozy Rustic Apt in 18th c Berkshire Farmhouse
Fridge, microwave, oven, stovetop

Cozy Rustic Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (65)
"Great value, so much better than all the touristy motels in the area!"
The price is €181
includes taxes & fees
24 Sept - 25 Sept
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Charming Apt in 18th c Berkshire Farmhouse
1 bedroom, WiFi, bed sheets

Charming Apt in 18th c Berkshire Farmhouse

9.4 out of 10, Exceptional, (38)
"It’s a nice comfortable apartment with a good kitchen. We were traveling to see a concert and some art at Mass MOCA. Patrick is a friendly and welcoming host."
The price is €176
includes taxes & fees
23 Oct - 24 Oct
Charming Apt in 18th c Berkshire Farmhouse
Charming Chicopee Getaway
Fridge, microwave, oven, stovetop

Charming Chicopee Getaway

10.0 out of 10, Exceptional, (1)
"We really appreciated the stay to get together with family. There was plenty of space to play with the toddler and set up the pack-n-play for the infant. And then plenty of room to play board games after the babies were put to bed. "
The price is €230
includes taxes & fees
6 Oct - 7 Oct
Charming Chicopee Getaway
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!

9.2 out of 10, Wonderful, (14)
"Great property! Thank you for a wonderful stay."
The price is €296
includes taxes & fees
6 Oct - 7 Oct
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
comfort, luxury, privacy
Fridge, microwave, oven, stovetop

comfort, luxury, privacy

9.8 out of 10, Exceptional, (71)
"The stay was very peaceful and the host were very helpful in terms of communication "
comfort, luxury, privacy
Park Street Penthouse Apartment
Games room

Park Street Penthouse Apartment

9.6 out of 10, Exceptional, (11)
"Adams is a beautiful town and looks and feels like the appalachian trail! "
The price is €208
includes taxes & fees
24 Sept - 25 Sept
Park Street Penthouse Apartment
Charming 1-BR Apartment in Conway, WiFi/AC
Terrace/patio

Charming 1-BR Apartment in Conway, WiFi/AC

10.0 out of 10, Exceptional, (1)
"I rented this property for a ski week end. The place is beautifully decorated, very spacious and fully equipped. Located 30min from berkshire east mountain, it was a perfect choice."
Charming 1-BR Apartment in Conway, WiFi/AC
Welcoming studio near Holyoke Medical Center + free wifi
Exterior

Welcoming studio near Holyoke Medical Center + free wifi

10.0 out of 10, Exceptional, (1)
Welcoming studio near Holyoke Medical Center + free wifi
Spacious apartment near Holyoke Medical Center + dedicated office area
Fridge, microwave, oven, stovetop

Spacious apartment near Holyoke Medical Center + dedicated office area

10.0 out of 10, Exceptional, (2)
"Perfect property and location for visiting the several surrounding communities."
Spacious apartment near Holyoke Medical Center + dedicated office area
Button's Modern Luxury Walkup Downtown Northampton
Oven, stovetop, dishwasher

Button's Modern Luxury Walkup Downtown Northampton

10.0 out of 10, Exceptional, (1)
"This was the best rental apartment I've stayed at and definitely the cleanest. Check-in is easy, the pictures are accurate, the kitchen and bathroom are great, and the location in downtown Northampton is super walkable to cafes, shops, Smith, etc. If I'm ever back anywhere near the area, I will definitely try to stay there again. 10/10"
The price is €432
includes taxes & fees
29 Sept - 30 Sept
Button's Modern Luxury Walkup Downtown Northampton
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

9.8 out of 10, Exceptional, (21)
"Lovely space and lovely host, great value!"
Elm Suite with a Private Bathroom in front of Smith College Quadrangle
Spacious & Cozy Ground Floor 2/3 Bed private suite
Property grounds

Spacious & Cozy Ground Floor 2/3 Bed private suite

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great property and location for a visit to Shelburne Falls. "
The price is €313
includes taxes & fees
24 Sept - 25 Sept
Spacious & Cozy Ground Floor 2/3 Bed private suite
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, (17)
"4 days in town, loved the quiet retreat. Had everything i needed. Slept well all 4 nights. "
Birch Suite- 2nd Floor Apartment with Kitchenette in front of Smith College
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, (17)
"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 Apartment Near Breweries & Rail Trail!
Apartment (2 Bedrooms) | Interior

Easthampton Apartment Near Breweries & Rail Trail!

3.0 star property
Easthampton Apartment Near Breweries & Rail Trail!
Humble home with free breakfast
Private kitchen

Humble home with free breakfast

7.0 out of 10, Good, (2)
The price is €282
includes taxes & fees
20 Oct - 21 Oct
Humble home with free breakfast
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
10.0 out of 10, Exceptional, (11)
"My husband and I and our little dog had an amazing stay in Dalton. The space was clean, perfectly decorated and comfortable! We only stayed a few days and wanted to stay so much longer! Coffee for the humans and frog toys and treats for Sully! Very convenient to all the Berkshires has to offer. Communication with the owner was prompt and always helpful!! Highly recommend and hope to return. "
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Bright Springfield Apartment w/ 2 Balconies!
Apartment (3 Bedrooms) | Interior

Bright Springfield Apartment w/ 2 Balconies!

3.0 star property
Bright Springfield Apartment w/ 2 Balconies!
Cozy First Floor Apartment. Located in a quiet neighborhood.
Flat-screen TV, books

Cozy First Floor Apartment. Located in a quiet neighborhood.

8.6 out of 10, Excellent, (4)
"Loved our stay here!"
Cozy First Floor Apartment. Located in a quiet neighborhood.
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
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

Quality Inn Chicopee - Springfield

Quality Inn Chicopee - Springfield

8/10 Good
"Love it "
Kayleen 1-night trip
Posted 22 hours ago
Quality Inn Chicopee - Springfield

Find out more about Chesterfield

Find out more about Chesterfield

Chesterfield Apartments information

Number of reviews
301
Accommodation
59 Apartments
Lowest Price
€176
Highest Price
€432

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: Cozy Rustic Apt in 18th c Berkshire Farmhouse: Situated in Lanesborough , 22.3 mi/35.9 km from the heart of Chesterfield. Includes a fireplace and a sofa bed . Charming Chicopee Getaway: Located 21.2 mi/34.1 km away in Chicopee . Charming Apt in 18th c Berkshire Farmhouse: Located in Lanesborough , 22.3 mi/35.9 km away. Includes a fireplace . Access to on-site laundry facilities is available on site . Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!: Located 16.5 mi/26.5 km away in Amherst . Amenities include a Smart TV . Access to on-site laundry facilities is available on site . Comfort, luxury, privacy: It's located in Amherst , 17 mi/27.3 km from Chesterfield. Includes a Smart TV .
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.

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