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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 Chester apartments

Property grounds
Peaceful Meadow Retreat

Peaceful Meadow Retreat

Peaceful Meadow Retreat
2.0 star property
Granby
10.0 out of 10, Exceptional, (17)
"Beautiful property comfy, cozy and clean little cottage."
United States
Denise T.
The price is AED 344
AED 680 total
includes taxes & fees
11 Jan - 12 Jan
Peaceful Meadow Retreat
Living area
Cozy 2-bedroom apartment in Chicopee

Cozy 2-bedroom apartment in Chicopee

Cozy 2-bedroom apartment in Chicopee
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 746 total
includes taxes & fees
14 Jan - 15 Jan
Cozy 2-bedroom apartment in Chicopee
Private kitchen
Lenox Half Duplex

Lenox Half Duplex

Lenox Half Duplex
2.0 star property
Lee
The price is AED 555
AED 1,379 total
includes taxes & fees
9 Jan - 10 Jan
Lenox Half Duplex
Smart TV, fireplace, table tennis, offices
Owl`s Nest - Cozy Westfield Home w/ Fire Pit

Owl`s Nest - Cozy Westfield Home w/ Fire Pit

Owl`s Nest - Cozy Westfield Home w/ Fire Pit
Westfield
9.6 out of 10, Exceptional, (9)
"Great place for a large family get together, convenient to downtown Westfield. Nice big fenced yard, good for dogs. "
United States
Harry M.
The price is AED 758
AED 2,110 total
includes taxes & fees
15 Jan - 16 Jan
Owl`s Nest - Cozy Westfield Home w/ Fire Pit
Interior
Button's Modern Luxury Walkup Downtown Northampton

Button's Modern Luxury Walkup Downtown Northampton

Button's Modern Luxury Walkup Downtown Northampton
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
14 Jan - 15 Jan
Button's Modern Luxury Walkup Downtown Northampton
Dining
Humble home with free breakfast

Humble home with free breakfast

Humble home with free breakfast
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 AED 437
AED 1,109 total
includes taxes & fees
27 Jan - 28 Jan
Humble home with free breakfast
Smart TV
Chic corporate apartment in wonderful Pittsfield with AC, WiFi

Chic corporate apartment in wonderful Pittsfield with AC, WiFi

Chic corporate apartment in wonderful Pittsfield with AC, WiFi
2.0 star property
Pittsfield
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 496
AED 751 total
includes taxes & fees
9 Jan - 10 Jan
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 Chester 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 3 days ago
D. Hotel Suites & Spa

Frequently asked questions

What's it like to stay at an apartment in Chester?
You might have as many choices centrally in Chester, but Expedia can help you search for lodging options in the area with similar amenities to an apartment. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. Even filter by similar properties such as vacation homes, condos, or cabins.
How do you know if an apartment is the right choice for you?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for couples who want to live like locals, and also for families who want the conveniences of home.
What's the best apartment for a stay in Chester?
Here is a favorite apartment in the area: Easthampton Apartment Near Breweries & Rail Trail!: It's situated in Easthampton, 16.2 mi/26.1 km from Chester.
What can I expect from the weather during my trip to Chester?
Weather is only one factor, but it can really affect your travel plans, especially when you are planning a longer stay in Chester. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Chester are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.
What should I see in Chester?
Explore the area and cultural attractions such as Chester Town Hall, or visit a family-friendly sight such as Berkshire Scenic Railway Museum. In the larger area, you'll find Pyramid Lake and Blandford Ski Area.
What's the best way to get to and around Chester?
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 15.4 mi (24.7 km) away from the heart of the city. You can also search for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 18.9 mi (30.4 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.