Chester apartments
We found 22 apartments — enter your dates for availability
Explore Chester condo rentals

The Millhouse Downtown Chester
Sleeps 5 · 2 bedrooms · 1+ bathroom

The Little Chestnut. A charming historic apartment in Downtown Chester
Sleeps 4 · 2 bedrooms · 1 bathroom

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Sleeps 2 · 1 bedroom · 1 bathroom

Walk To Goodspeed Opera House!
Sleeps 5 · 2 bedrooms · 1 bathroom

Life on the Farm
Sleeps 4 · 1 bedroom · 1 bathroom

Quintessential Essex. Steps from the Steam Train!
Sleeps 4 · 2 bedrooms · 1 bathroom
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Frequently asked questions
What's it like to stay at an apartment in Chester?
There are 5 accommodation options in Chester. Though there aren't many apartments, we can help you find accommodation with similar amenities. When you search on Expedia, you can use the filters to search for a kitchen— just one of the conveniences you might find in an apartment. Even filter by similar property types like holiday homes, condos or guest houses.
Why would you choose apartments instead of traditional hotels?
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, and also for families who want the conveniences of home.
How many apartments are there in Chester?
Expedia has 5 apartments to book in Chester.
What will the weather be like when I travel to Chester?
Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Chester. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Chester is 1382 mm.
What are the must-see places to visit in Chester?
Cultural attractions include Norma Terris Theater, whereas Connecticut River is a spot to enjoy nature. Other places in town to visit include Connecticut Valley Railroad State Park Trail and Chester Creek Marina.
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 New Haven, CT (HVN-Tweed - New Haven Regional), which is located 23.1 mi (37.2 km) from the city centre. Otherwise, look for flights into New London, CT (GON-Groton - New London), which is 23.1 mi (37.2 km) away. If you'd like to explore around the area, consider renting a car to explore more sights.
