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12 Dec - 14 Dec
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30 Jan - 1 Feb

Apartments in Chesterfield

Exterior detail
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Apartment in Greenfield

8.8 out of 10, Excellent, (3)
"We had an amazing stay! The property was spotless and comfortable. We felt right at home and can’t wait to stay here again! "
United States
Garth P.
The price is SAR 243
SAR 779 total
includes taxes & fees
7 Dec - 8 Dec
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Fridge, microwave, oven, stovetop
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Apartment in Lanesborough

9.6 out of 10, Exceptional, (67)
"Great value, so much better than all the touristy motels in the area!"
United States
Chris G.
The price is SAR 507
SAR 762 total
includes taxes & fees
8 Dec - 9 Dec
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Fridge, microwave, oven, stovetop
Charming Chicopee Getaway

Apartment in Chicopee

7.4 out of 10, Good, (3)
"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. "
United States
Tamara S.
The price is SAR 417
SAR 1,064 total
includes taxes & fees
5 Jan - 6 January 2026
Charming Chicopee Getaway
1 bedroom, iron/ironing board, bed sheets
Penthouse Apartment on Park Street

Apartment in Adams

2.0 star property
9.6 out of 10, Exceptional, (13)
"Adams is a beautiful town and looks and feels like the appalachian trail! "
United States
judy r.
The price is SAR 435
SAR 910 total
includes taxes & fees
1 Jan - 2 January 2026
Penthouse Apartment on Park Street
Exterior
2 Twin beds on 1st floor with En-suite bathroom.

Apartment in Shelburne Falls

The price is SAR 248
SAR 566 total
includes taxes & fees
7 Dec - 8 Dec
2 Twin beds on 1st floor with En-suite bathroom.
Fridge, microwave, oven, stovetop
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Apartment in Amherst

9.4 out of 10, Exceptional, (16)
"Great property! Thank you for a wonderful stay."
United States
David
The price is SAR 841
SAR 1,602 total
includes taxes & fees
7 Dec - 8 Dec
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Exterior
Terrific 3-bedroom unit in charming Leverett with AC

Apartment in Leverett

10.0 out of 10, Exceptional, (1)
"The apartment is lovely, so comfortable and quiet!! Caitlin was a wonderful host, very responsive. Would absolutely stay again! "
United States
Anna B.
The price is SAR 751
SAR 1,656 total
includes taxes & fees
17 Dec - 18 Dec
Terrific 3-bedroom unit in charming Leverett with AC
Oven, stovetop, dishwasher
Button's Modern Luxury Walkup Downtown Northampton

Apartment in Northampton

10.0 out of 10, Exceptional, (2)
"The apartment was very comfortable and had everything we needed for the weekend including nice coffee, cava and a treat. Well equipped kitchen and good bed, towels, storage. Will stay here again"
United States
AMY
The price is SAR 1,235
SAR 2,264 total
includes taxes & fees
7 Dec - 8 Dec
Button's Modern Luxury Walkup Downtown Northampton
Private kitchen
Cozy 2-bedroom apartment in Chicopee

Apartment in Chicopee

The price is SAR 522
SAR 762 total
includes taxes & fees
9 Dec - 10 Dec
Cozy 2-bedroom apartment in Chicopee
1 bedroom, WiFi, bed sheets
Charming Apt in 18th c Berkshire Farmhouse

Apartment in Lanesborough

9.4 out of 10, Exceptional, (40)
"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."
United States
Roy
The price is SAR 507
SAR 779 total
includes taxes & fees
6 Dec - 7 Dec
Charming Apt in 18th c Berkshire Farmhouse
Dining
Bright Boho Apt in 18th c Berkshire Farmhouse

Apartment in Lanesborough

9.0 out of 10, Wonderful, (22)
"I loved staying here the weekend with my friends, the owner Patrick was so accommodating and helpful!"
United States
Mckenna d.
The price is SAR 544
SAR 825 total
includes taxes & fees
7 Dec - 8 Dec
Bright Boho Apt in 18th c Berkshire Farmhouse
Private kitchen
Humble home with free breakfast

Apartment in Chicopee

5.4 out of 10, (3)
"This host cancelled my booking 3 hours after our check in time. We had already arrived and were left stranded with no where to stay."
United States
Kathleen D.
The price is SAR 458
SAR 1,117 total
includes taxes & fees
5 Jan - 6 January 2026
Humble home with free breakfast
Exterior
Rose wisteria 4 guests 2 bedrooms-full+queen beds

Apartment in Shelburne Falls

The price is SAR 475
SAR 916 total
includes taxes & fees
7 Dec - 8 Dec
Rose wisteria 4 guests 2 bedrooms-full+queen beds
Smart TV
Chic corporate apartment in wonderful Pittsfield with AC, WiFi

Apartment in Pittsfield

2.0 star property
2.0 out of 10, (1)
"THIS. PLACE. IS. A. DUMP. Do NOT STAY HERE under any circumstances."
United States
Michael
The price is SAR 563
SAR 834 total
includes taxes & fees
21 Dec - 22 Dec
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"I am a cross country traveling nurse. The Berkshire Mountain Lodge was perfect for my needs. A fully functioning well appointed kitchen. Spacious living quarters with excellent views. The best water pressure on a shower that I have ever known. Fantastic after a long day of work or out hiking the many nature trails here. And the bed was so perfectly firm and cozy that I drifted effortlessly to sleep. The grounds, the amenities and the coordinated activities to bring you together in community made me feel included. Definitely a place I will continue to return to for many years."
salena 9-night trip
Posted 1 day ago
Berkshire Mountain Lodge

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. Elm Suite with a Private Bathroom in front of Smith College Quadrangle: Located 11.2 mi/18.1 km away in Northampton. Amenities include jetted bathtubs. Access to a hot tub is available on site. Charming Chicopee Getaway: It's located in Chicopee, 21.2 mi/34.1 km away. Comfort, luxury, privacy: It's located in Amherst, 17 mi/27.3 km from Chesterfield. Includes Smart TVs.
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 Chesterfield Public Library and Westfield River.
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.