Plan your trip
Book hotels with free cancellation
Save instantly and earn perks with One Key
Search almost a million properties worldwide
Check prices for these dates, 13 – 14 December 2026
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.
Charming galleries and local shops line Main Street, where you'll find handcrafted jewellery and Connecticut River Valley artwork. Catch a performance at the Goodspeed Opera House in East Haddam or kayak Chester Creek when summer temperatures rise.
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.
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.
Listed below are some of the top apartments in the area: Cozy 2Bedroom Apt with Rustic Charm in the Heart of New London Historic District: Located in New London , 19.9 mi/32 km from the heart of Chester. Includes free WiFi and a Smart TV . Access to on-site laundry facilities is available on site . Cozy Comfortable 1-Bedroom Stay in Beautiful New London/ Couples & Solo Traveler: It's situated in New London , 19.4 mi/31.3 km away. Includes free WiFi, a balcony and a Smart TV . Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!: Located in Groton , 20.5 mi/33.1 km from Chester. Includes free WiFi, a patio and a Smart TV . Access to on-site laundry facilities is available on site .
Expedia has 5 apartments to book in 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.
Cultural attractions include Norma Terris Theater, whereas Connecticut River is a spot to enjoy nature. Other places in town to visit include Chester Creek Marina and Connecticut Valley Railroad State Park Trail.
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.