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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Chesterfield apartments

WiFi, bed sheets
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Apartment in Lanesborough

Cozy Rustic Apt in 18th c Berkshire Farmhouse
9.6 out of 10, Exceptional, (67)
"We had a lovely stay! The studio was comfortable, clean, and just what we needed. Our hosts were friendly and helpful!"
United States
Janice L.
The price is AED 496
AED 763 total
includes taxes & fees
7 Jan - 8 Jan
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Living area
Penthouse Apartment on Park Street

Apartment in Adams

Penthouse Apartment on Park Street
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 AED 426
AED 898 total
includes taxes & fees
17 Jan - 18 Jan
Penthouse Apartment on Park Street
Living area
Cozy 2-bedroom apartment in Chicopee

Apartment in Chicopee

Cozy 2-bedroom apartment in Chicopee
10.0 out of 10, Exceptional, (2)
"nice cozy home in a quiet neighborhood. easy access to highways. would stay here again. "
United States
Christopher P.
The price is AED 511
AED 750 total
includes taxes & fees
11 Jan - 12 Jan
Cozy 2-bedroom apartment in Chicopee
Fridge, microwave, oven, stovetop
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Apartment in Amherst

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
9.2 out of 10, Wonderful, (19)
"Great property! Thank you for a wonderful stay."
United States
David
The price is AED 823
AED 1,547 total
includes taxes & fees
19 Jan - 20 Jan
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Terrace/patio
Terrific 3-bedroom unit in charming Leverett with AC

Apartment in Leverett

Terrific 3-bedroom unit in charming Leverett with AC
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 AED 826
AED 1,735 total
includes taxes & fees
19 Jan - 20 Jan
Terrific 3-bedroom unit in charming Leverett with AC
Exterior
2 Twin beds on 1st floor with En-suite bathroom.

Apartment in Shelburne Falls

2 Twin beds on 1st floor with En-suite bathroom.
The price is AED 323
AED 644 total
includes taxes & fees
7 Jan - 8 Jan
2 Twin beds on 1st floor with En-suite bathroom.
Private kitchen
Lenox Half Duplex

Apartment in Lee

Lenox Half Duplex
2.0 star property
The price is AED 555
AED 1,379 total
includes taxes & fees
7 Jan - 8 Jan
Lenox Half Duplex
Interior
Button's Modern Luxury Walkup Downtown Northampton

Apartment in Northampton

Button's Modern Luxury Walkup Downtown 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 AED 1,208
AED 2,215 total
includes taxes & fees
19 Jan - 20 Jan
Button's Modern Luxury Walkup Downtown Northampton
Dining
Humble home with free breakfast

Apartment in Chicopee

Humble home with free breakfast
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 AED 430
AED 1,084 total
includes taxes & fees
2 Feb - 3 Feb
Humble home with free breakfast
Dining
Charming Apt in 18th c Berkshire Farmhouse

Apartment in Lanesborough

Charming Apt in 18th c Berkshire Farmhouse
9.4 out of 10, Exceptional, (40)
"Patrick was super nice and his farmers market/ cafe is great. Got to cut my own flowers from his field for free! I would definitely stay there again if in the area."
United States
Patricia A.
The price is AED 496
AED 758 total
includes taxes & fees
7 Jan - 8 Jan
Charming Apt in 18th c Berkshire Farmhouse
Exterior
Rose wisteria 4 guests 2 bedrooms-full+queen beds

Apartment in Shelburne Falls

Rose wisteria 4 guests 2 bedrooms-full+queen beds
The price is AED 545
AED 1,019 total
includes taxes & fees
11 Jan - 12 Jan
Rose wisteria 4 guests 2 bedrooms-full+queen beds
Smart TV
Chic corporate apartment in wonderful Pittsfield with AC, WiFi

Apartment in Pittsfield

Chic corporate apartment in wonderful Pittsfield with AC, WiFi
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 AED 551
AED 816 total
includes taxes & fees
5 Feb - 6 Feb
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

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"The staff was super helpful and courteous. The room and public areas were superb. We did not use the pool but the area was neatly kept and very attractive (brightly colored and well lit). The hotel is located in a safe area, surrounded by woods, and overlooking the Connecticut River."
Gary 1-night trip
Posted 18 hours ago
D. Hotel Suites & Spa

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: Comfort, luxury, privacy: Situated in Amherst, 17 mi/27.3 km from the heart of Chesterfield. Includes Smart TVs. 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 Smart TVs. Access to onsite laundry facilities is available on site. Elm Suite with a Private Bathroom in front of Smith College Quadrangle: Located in Northampton, 11.2 mi/18.1 km away. Includes jetted bathtubs. Access to a hot tub is available on site. Cozy Rustic Apt in 18th c Berkshire Farmhouse: It's located in Lanesborough, 22.3 mi/35.9 km from Chesterfield. Includes fireplaces and 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 Chesterfield Gorge 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 Krug Sugarbush.
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.