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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Featured Apartments in Chesterfield and around

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, (8)
"We liked this property a lot! PROS: Great location, very clean, and clear communication with hosts. We will plan to stay again and have my in laws rent out the duplex unit next door. Be sure to check out the co-op grocery store 5 min away - so good. CONS The bathroom is VERY small and the door doesn’t close all the way. Be advised that plugging in the hair dryer with the AC unit running will short out the upstairs power. Glad it was easy to reset. Also, having more TP and paper towels...
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 €200
includes taxes & fees
25 Feb - 26 Feb
Charming Apt in 18th c Berkshire Farmhouse
Easthampton Apartment Near Breweries & Rail Trail!
Interior

Easthampton Apartment Near Breweries & Rail Trail!

9.2 out of 10, Wonderful, (5)
"Clean unit, comfy beds, plentiful soft towels. Good location for our visit with family, plenty of parking."
Easthampton Apartment Near Breweries & Rail Trail!
comfort, luxury, privacy
Fridge, microwave, oven, stovetop

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 €193
includes taxes & fees
28 Jan - 29 Jan
comfort, luxury, privacy
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, (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
Chic Downtown Retreat Furnished 2-Bedroom with Trail Access & Outdoor Oasis
Private kitchen

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

Chic Downtown Retreat Furnished 2-Bedroom with Trail Access & Outdoor Oasis
Cozy Berkshires Vacation Rental Near Hiking!
Fridge, microwave, stovetop, coffee/tea maker

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!
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Miscellaneous

Cozy Rustic Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (60)
"Beautiful property with flower farm, pick your own berries and vegetable farm stand. Rustic log cabin feel with all amenities needed with kitchen."
The price is €200
includes taxes & fees
25 Feb - 26 Feb
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Humble home with free breakfast
Private kitchen

Humble home with free breakfast

7.0 out of 10, Good, (2)
"The place was not very clean, furniture was awful, and we were also given the wrong door code to get it. "
The price is €268
includes taxes & fees
1 Feb - 2 Feb
Humble home with free breakfast
Quiet Neighborhood, For Bird Lovers
Fridge, microwave, oven, stovetop

Quiet Neighborhood, For Bird Lovers

10.0 out of 10, Exceptional, (46)
" My husband and I felt at home at the opening of the door!! The location is beautiful and serene, making relaxation unavoidable! The hostess thought of every little detail! Thank you Manon for a perfectly lovely stay!!"
Quiet Neighborhood, For Bird Lovers
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
Cozy First Floor Apartment. Located in a quiet neighborhood.
Outdoor dining

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.
Bright Springfield Apartment w/ 2 Balconies!
Property grounds

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!
Cozy Springfield Apartment, Close to Parks!
TV

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!
Bright Boho Apt in 18th c Berkshire Farmhouse
Miscellaneous

Bright Boho Apt in 18th c Berkshire Farmhouse

8.8 out of 10, Excellent, (20)
"This location was great for our event at Tanglewood. Perfect little apartment for my husband and i to spend the night. Walked to get coffee in the morning. Would have loved to shop at the farm store, but we weren't there when it was open. Would absolutley stay here again of we're ever in the Berkshires again!"
The price is €212
includes taxes & fees
25 Feb - 26 Feb
Bright Boho Apt in 18th c Berkshire Farmhouse
Convenient pet friendly 2br/3bd w/ full bathroom located in a safe & quite city
Fridge, microwave, oven, stovetop

Convenient pet friendly 2br/3bd w/ full bathroom located in a safe & quite city

10.0 out of 10, Exceptional, (1)
"The host was very friendly and available."
Convenient pet friendly 2br/3bd w/ full bathroom located in a safe & quite city
Park Street Penthouse Apartment
Games 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 €300
includes taxes & fees
3 Feb - 4 Feb
Park Street Penthouse Apartment
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
Cozy Springfield Apartment, Close to Parks!
Interior

Cozy Springfield Apartment, Close to Parks!

3.0 star property
Cozy Springfield Apartment, Close to Parks!
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, (5)
"Great property and communication!"
Low-scent, historic downtown gem with sustainability practices throughout.
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!!
Fridge, microwave, oven, stovetop

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (235)
"Absolutely wonderful. Charming, pristine and cozy for an overnight stay. "
The price is €222
includes taxes & fees
29 Jan - 30 Jan
Berkshire Village Carriage House - Super Private!!
Peace and quiet on the lake
Interior

Peace and quiet on the lake

9.6 out of 10, Exceptional, (203)
"The house was great with plenty to do in the area. It was warm, comfortable, and just what we were looking for a quick weekend away. Would definitely return.Thanks,-Mike"
Peace and quiet on the lake
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
TV, fireplace, DVD player

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
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?
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: Easthampton Vacation Rental - Walk to Breweries!: Situated in Easthampton , 12.1 mi/19.5 km from the heart of Chesterfield. Includes a sofa bed . Charming Apt in 18th c Berkshire Farmhouse: Located 22.3 mi/35.9 km away in Lanesborough . Amenities include a fireplace . Comfort, luxury, privacy: Located 17 mi/27.3 km away in Amherst . A private garden and a Smart TV are included . Access to 1 hot tub is available on site . Cozy Berkshires Vacation Rental Near Hiking!: Located in Chester , 10.5 mi/16.9 km from Chesterfield. Includes a sofa bed . Access to a games room is available on site .
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.