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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Apartments in Chester

Our top choices for Chester apartments

Bright Springfield Apartment w/ 2 Balconies!
Interior

Bright Springfield Apartment w/ 2 Balconies!

3.0 star property
Bright Springfield Apartment w/ 2 Balconies!
Easthampton Vacation Rental - Walk to Breweries!
Interior

Easthampton Vacation Rental - Walk to Breweries!

3.0 star property
Easthampton Vacation Rental - Walk to Breweries!
Easthampton Apartment Near Breweries & Rail Trail!
Interior

Easthampton Apartment Near Breweries & Rail Trail!

3.0 star property
Easthampton Apartment Near Breweries & Rail Trail!
51 Seymour St
35-inch LCD TV with digital channels, Netflix, Hulu

51 Seymour St

3.5 star property
51 Seymour St
Cozy Springfield Apartment, Close to Parks!
Interior

Cozy Springfield Apartment, Close to Parks!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The space was extremely clean and comfortable. I would highly recommend this space to anyone I know who needs a place to stay in the Springfield area."
Cozy Springfield Apartment, Close to Parks!
Trail Access: Berkshires Gem w/ Rooftop Deck!
Interior

Trail Access: Berkshires Gem w/ Rooftop Deck!

3.0 star property
Trail Access: Berkshires Gem w/ Rooftop Deck!
Downtown Pittsfield Vacation Rental Near Hiking!
Exterior

Downtown Pittsfield Vacation Rental Near Hiking!

3.0 star property
Downtown Pittsfield Vacation Rental Near Hiking!
Cozy Berkshires Vacation Rental Near Hiking!
Interior

Cozy Berkshires Vacation Rental Near Hiking!

3.0 star property
Cozy Berkshires Vacation Rental Near Hiking!
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

Hotel Northampton

Hotel Northampton

10/10 Excellent
"Nice overall"
Ron 1-night trip
Posted 21 hours ago
Hotel Northampton

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 locate 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 such as a kitchen— one of the conveniences often found in an apartment. You can even filter by similar properties such as holiday homes, condos or guest houses.
How do you know if an apartment is the best choice for you?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, but also for families who want the conveniences of home.
What can I expect from the weather in 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 temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Chester are January, February, November and March, with each month seeing an average of 15 cm of snowfall.
What should I see in Chester?
Explore the area and cultural attractions such as Chester Town Hall, or visit one of the family-friendly sights such as The Bookstore. In the wider area, you'll find Glendale Falls and Pyramid Lake.
What's the best way to get to and around Chester?
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 15.4 mi (24.7 km) away from the city centre. Otherwise, look 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 explore more sights.