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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Apartments in Chesterfield and around

Easthampton Vacation Rental - Walk to Breweries!
Enter a cozy space with a comfortable room featuring a dresser and TV.

Easthampton Vacation Rental - Walk to Breweries!

9.6 out of 10, Exceptional, (21)
"Our group had a wonderful time and we will not hesitate to book again in the future. The place was exceptionally clean, well appointed, and very comfortable. Overall it was a great experience! "
Easthampton Vacation Rental - Walk to Breweries!
comfort, luxury, privacy
Effortlessly prepare meals in this well-equipped kitchen featuring a refrigerator, dishwasher, microwave, and oven.

comfort, luxury, privacy

9.8 out of 10, Exceptional, (69)
"Clean and comfortable property! Perfect for visiting the Amherst area. It was easy to get to the Dickinson House and the Eric Carle Museum. Would definitely stay again. "
comfort, luxury, privacy
Charming Apt in 18th c Berkshire Farmhouse
Two single beds with bedside tables and lamps, set against a rustic wooden wall and a textured rug.

Charming Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (34)
"The property was perfect for us !! Lots of room and the beds are very comfortable. "
The price is €183
includes taxes & fees
13 Aug - 14 Aug
Charming Apt in 18th c Berkshire Farmhouse
Park Street Penthouse Apartment
Stunning room with a grand piano, staircase, and lush greenery.

Park Street Penthouse Apartment

9.6 out of 10, Exceptional, (7)
"We stayed in this beautiful penthouse for an overnight get away- we both walked in and were just in love. The high ceilings and tons of windows made it so open feeling. Stunning place!"
The price is €252
includes taxes & fees
7 Sept - 8 Sept
Park Street Penthouse Apartment
Charming Chicopee Getaway
Kitchen features a white stove, cabinetry, and a coffee maker.

Charming Chicopee Getaway

The price is €264
includes taxes & fees
2 Sept - 3 Sept
Charming Chicopee Getaway
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Enjoy cooking in this well-lit kitchen with a central island, stainless steel appliances, and a brick backsplash.

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

9.0 out of 10, Wonderful, (6)
"Great property! Thank you for a wonderful stay."
The price is €335
includes taxes & fees
13 Aug - 14 Aug
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Button's Modern Luxury Walkup Downtown Northampton
Oven, stovetop, dishwasher

Button's Modern Luxury Walkup Downtown Northampton

The price is €449
includes taxes & fees
13 Aug - 14 Aug
Button's Modern Luxury Walkup Downtown Northampton
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, (1)
"This newly remodeled apartment was clean and spacious with quality furniture, bedding and linens. It is in a residential area with easy access to highway and great area local restaurants. "
Spacious apartment near Holyoke Medical Center + dedicated office area
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Enjoy cooking in this well-equipped kitchen with a dishwasher, coffee maker, and ample natural light.

Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

2.0 star property
9.8 out of 10, Exceptional, (7)
"Clean and well stock"
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Private Suite with a Sweet View. Spacious, close to town, dog friendly
Set amidst a lush green lawn, this two-story house offers a serene retreat with a spacious balcony and multiple windows.

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
Ground floor 2/3 bed apartment
Set amidst lush greenery, this serene property offers a peaceful retreat.

Ground floor 2/3 bed apartment

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great property and location for a visit to Shelburne Falls. "
The price is €320
includes taxes & fees
12 Aug - 13 Aug
Ground floor 2/3 bed apartment
Elm Suite with a Private Bathroom in front of Smith College Quadrangle
Welcome to a charming entrance with a dark blue door, flanked by ornate planters and a lantern.

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

9.6 out of 10, Exceptional, (19)
"Great resonably priced place to stay in Northampton. Very walkable to shops and restaurants. "
Elm Suite with a Private Bathroom in front of Smith College Quadrangle
Easthampton Apartment Near Breweries & Rail Trail!
Relax in a room with a brick accent wall and a large window offering a view of the outside.

Easthampton Apartment Near Breweries & Rail Trail!

9.6 out of 10, Exceptional, (17)
"The apartment was great, and the location to restaurants and breweries was awesome. "
Easthampton Apartment Near Breweries & Rail Trail!
Bright Boho Apt in 18th c Berkshire Farmhouse
Welcome to Second Drop Farm, where a rustic signpost marks the entrance to a serene countryside setting.

Bright Boho Apt in 18th c Berkshire Farmhouse

9.0 out of 10, Wonderful, (22)
"Really enjoyed our stay"
The price is €194
includes taxes & fees
11 Aug - 12 Aug
Bright Boho Apt in 18th c Berkshire Farmhouse
Birch Suite- 2nd Floor Apartment with Kitchenette in front of Smith College
Welcome to a charming two-story home with a front porch and stone steps.

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

10.0 out of 10, Exceptional, (15)
"A warm reception and great accommodations. Location is ideal for Smith and Mount Holyoke."
Birch Suite- 2nd Floor Apartment with Kitchenette in front of Smith College
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Compact kitchen area with a refrigerator, sink, and countertop featuring various kitchen items.

Cozy Rustic Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (62)
"Great value, so much better than all the touristy motels in the area!"
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Bright Springfield Apartment w/ 2 Balconies!
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, a central island, and microwave, oven, and dishwasher.

Bright Springfield Apartment w/ 2 Balconies!

3.0 star property
Bright Springfield Apartment w/ 2 Balconies!
Charming Apartment In Berkshire Victorian Home
Staircase leads to a landing with a door and stained glass windows featuring geometric patterns.

Charming Apartment In Berkshire Victorian Home

8.0 out of 10, Very good, (11)
"We enjoyed our stay! It’s a beautiful big old house in a lovely neighborhood. We were a large group and it was comfortable and roomy for all of us. "
Charming Apartment In Berkshire Victorian Home
Cozy Springfield Apartment, Close to Parks!
Relax in this stylish living room with a large sofa, flat-screen TV, and side table.

Cozy Springfield Apartment, Close to Parks!

9.2 out of 10, Wonderful, (7)
"Great communication with property manager. Comfortable stay for 6 people. Place was clean and parking was great. Would stay here again!!"
Cozy Springfield Apartment, Close to Parks!
Cozy retreat in beautiful country setting
Relax in this open living area with a dining table and kitchen island, perfect for socializing and cooking.

Cozy retreat in beautiful country setting

10.0 out of 10, Exceptional, (9)
"We enjoyed this beautiful, quiet and well equipped home in Lee. This place is great!"
Cozy retreat in beautiful country setting
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

Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

10/10 Excellent
"Good laundry service."
THIHUONG 1-night trip
Posted 11 hours ago
Courtyard by Marriott West Springfield

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: 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 a Smart TV . Access to on-site laundry facilities is available on site . Charming Chicopee Getaway: Located 21.2 mi/34.1 km away in Chicopee . Easthampton Vacation Rental - Walk to Breweries!: It's situated in Easthampton , 12.1 mi/19.5 km away. Includes a sofa bed . 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 . Button's Modern Luxury Walkup Downtown Northampton: Located in Northampton , 11.7 mi/18.8 km from Chesterfield. Includes a Smart TV . Access to on-site laundry facilities 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.