A calm river with boats, wooden docks, and buildings along the shore.

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Chester apartments

A large, white, multi-story building with a prominent tower and a flag on top.

1. Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (43 reviews)
"Very convenient location with good parking"
United States
Anonymous traveller
The price is CA $198
CA $346 total
includes taxes & fees
Nov 15 - Nov 16
Walk To Goodspeed Opera House!
A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a coffee table. There is a kitchen in the background with white cabinets and a wooden countertop.

2. Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Haddam
10.0 out of 10, Exceptional, (39 reviews)
"We had a great stay, very clean and cozy! Our host was very nice and responsive. Great location, would definitely recommend!!!"
United States
Kristy C.
The price is CA $176
CA $373 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
A modern loft apartment with a dining area, kitchenette, and a cozy seating area.

3. Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Westbrook Center
10.0 out of 10, Exceptional, (1 review)
"Able to walk to all the nearby restaurants with this location, including the beach. Very clean rooms with 2 TVs and controllable AC. Would definitely visit here again."
United States
Mason T.
The price is CA $185
CA $451 total
includes taxes & fees
Oct 29 - Oct 30
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
A bedroom with a bed, a bedside table with a tray, a TV mounted on the wall, and a window with blinds.

4. The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
8.4 out of 10, Very good, (6 reviews)
"If you are looking for a place to sleep, this place is ok. No place to sit down or put anything down. Just a bed and an old beat up tiny side table. Refrigerator is tiny, needed to be cleaned and defrosted. Stains in the bathroom ceiling tiles and the smell of Marijuana at night. Hot plate and microwave present but did not use. The entryway and stairs were dirty and could use a coat of paint and trim. The beach was the highlight and a very short walk. Definitely not worth the $$$ we paid."
United States
Janine
The price is CA $201
CA $391 total
includes taxes & fees
Nov 3 - Nov 4
The Stern at Soundview · Beach+Ocean+Sunrise
A modern kitchen with a central island, white cabinetry, stainless steel appliances, and a wooden floor.

5. 2BR Apartment Near Wesleyan 301

2BR Apartment Near Wesleyan 301
Washington Street Historic District
9.6 out of 10, Exceptional, (4 reviews)
"The living quarters was clean, no bugs, essentials provided (except laundry detergent and hair dryer), quiet residence, muddy parking lot, safe neighborhood, great communication and ease of parking and entry. "
United States
Joanne L.
The price is CA $164
CA $430 total
includes taxes & fees
Oct 30 - Oct 31
2BR Apartment Near Wesleyan 301
A dining area with a round wooden table set for six, surrounded by chairs. There is a potted plant on the table, and a small table with a plant and a water bottle in the background.

6. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
Westbrook Center
10.0 out of 10, Exceptional, (1 review)
"Great spot Very clean"
United States
Dorothy W.
The price is CA $258
CA $626 total
includes taxes & fees
Oct 29 - Oct 30
1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
A compact kitchen with modern appliances, a dining area with a glass table and black chairs, and a geometric pendant light.

7. 2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
9.0 out of 10, Wonderful, (7 reviews)
"Excellent beds and clean."
United States
DANIEL M.
The price is CA $129
CA $340 total
includes taxes & fees
Oct 29 - Oct 30
2BR Apartment Near Wesleyan 102
A hotel room with a bed, bedside table with a phone, a desk with a chair, a TV, and a door leading to another room.

8. Cozy 1 King Bed | Smoking

Cozy 1 King Bed | Smoking
Branford
10.0 out of 10, Exceptional, (55 reviews)
"Before morning travel, we got much-needed rest here. Rooms had ample space so it didn't feel cramped at all, plus friendly staff shared helpful breakfast recommendations as part of our group treat experience."
United States
Anonymous traveller
The price is CA $113
CA $130 total
includes taxes & fees
Nov 1 - Nov 2
Cozy 1 King Bed | Smoking
Three individuals in blue aprons walking outside a building with a staircase and a red umbrella in the background.

9. Cozy Queen Bed | Micfridge, Smoking

Cozy Queen Bed | Micfridge, Smoking
Niantic
10.0 out of 10, Exceptional, (49 reviews)
"Bed slept well compared to other chain motels nearby,simple but not cramped or noisy at all."
United States
Anonymous traveller
The price is CA $116
CA $133 total
includes taxes & fees
Nov 14 - Nov 15
Cozy Queen Bed | Micfridge, Smoking
A hotel lobby with a reception desk, a television mounted on the wall, a small seating area with chairs, and a window providing a view outside.

10. Cozy 2 Full Beds | Smoking Wifi

Cozy 2 Full Beds | Smoking Wifi
Niantic
10.0 out of 10, Exceptional, (51 reviews)
"'A good choice as a clean stopover spot offering free parking close by making travel easier."
United States
Anonymous traveller
The price is CA $113
CA $130 total
includes taxes & fees
Nov 3 - Nov 4
Cozy 2 Full Beds | Smoking Wifi
A modern kitchen with dark cabinetry, a marble countertop, and a dining area with a table and chairs.

11. 3 BR Apartment Near Wesleyan 201

3 BR Apartment Near Wesleyan 201
Washington Street Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Clean apartment plenty of parking"
United States
Rebecca P.
3 BR Apartment Near Wesleyan 201
A neatly made bed with a wooden tray holding a mug and a vase with flowers.

12. The Anchor at Soundview · Beach+Ocean+Sunrise

The Anchor at Soundview · Beach+Ocean+Sunrise
Old Lyme
8.8 out of 10, Excellent, (3 reviews)
"So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. "
United States
October P.
The price is CA $183
CA $369 total
includes taxes & fees
Nov 3 - Nov 4
The Anchor at Soundview · Beach+Ocean+Sunrise
A wooden deck with a table and chairs overlooking a lake, surrounded by trees.

13. Direct Lakefront - Stunning Views and Panoramic Sunsets

Direct Lakefront - Stunning Views and Panoramic Sunsets
East Lyme
10.0 out of 10, Exceptional, (5 reviews)
"Very peaceful and quiet. Beautiful view of the lake. Would definitely book again."
United States
James C.
The price is CA $291
CA $610 total
includes taxes & fees
Oct 29 - Oct 30
Direct Lakefront - Stunning Views and Panoramic Sunsets
A hotel room with a bed, a wooden nightstand, a lamp, and a window with a view of houses and a sunset.

14. Freeboard at Soundview · Beach+Ocean+Sunrise

Freeboard at Soundview · Beach+Ocean+Sunrise
Old Lyme
9.0 out of 10, Wonderful, (10 reviews)
"Great location and a nice room!"
United States
Angela M.
The price is CA $201
CA $391 total
includes taxes & fees
Nov 3 - Nov 4
Freeboard at Soundview · Beach+Ocean+Sunrise
A two-story building with a dark blue facade, a central arched entrance, and a number '43' plaque.

15. All New Studio apartment in center of town

All New Studio apartment in center of town
Wallingford Center
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and comfortable with easy communication with host I recommend this unit to all who want to visit Wallingford or who desire to take the train to ny or Boston etc"
United States
DAVID B.
The price is CA $185
CA $440 total
includes taxes & fees
Nov 2 - Nov 3
All New Studio apartment in center of town
Building

16. All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (13 reviews)
"Bigger than expected! Very nice and lovely little amenities provided."
United States
Hannah Z.
The price is CA $185
CA $440 total
includes taxes & fees
Nov 2 - Nov 3
All New 1BR with tons of Charm
A kitchen with dark cabinets, a granite countertop, a black stove, a microwave, and a sink.

17. Fully Furnished 1BR Apartment

Fully Furnished 1BR Apartment
Wallingford
10.0 out of 10, Exceptional, (4 reviews)
"This property was very clean and comfortable; a nicely remodeled apartment in an older home. We had family members staying in one of the other apartments, so it was great to have them so close, but still had privacy. The location is conveniently located with plenty of restaurants nearby, and a short drive to fowntown dining and shops. Karl was an excellent host, griendly and very responsive. Would definitely stay here again!"
United States
Ryan
The price is CA $185
CA $438 total
includes taxes & fees
Nov 25 - Nov 26
Fully Furnished 1BR Apartment
A compact kitchen with white cabinets, a built-in oven, and a dining table with chairs.

18. Private Apt in Middletown-Wesleyan 101

Private Apt in Middletown-Wesleyan 101
Washington Street Historic District
7.2 out of 10, Good, (5 reviews)
"Very clean. No frills."
United States
Kristoph
The price is CA $163
CA $429 total
includes taxes & fees
Nov 18 - Nov 19
Private Apt in Middletown-Wesleyan 101
A hotel room with a bed, a nightstand, a wall-mounted lamp, and a window with curtains.

19. Cozy Queen Bed Room |Free Parking

Cozy Queen Bed Room |Free Parking
East Lyme
10.0 out of 10, Exceptional, (55 reviews)
"The bed was quite comfy, helping me sleep soundly. Both check-in and check-out were fast with friendly front desk staff."
United States
Anonymous traveller
The price is CA $109
CA $125 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Queen Bed Room |Free Parking
Three individuals in blue aprons walking outside a building with a staircase and a red umbrella in the background.

20. Cozy 1 Queen Bed | Micfridge

Cozy 1 Queen Bed | Micfridge
East Lyme
10.0 out of 10, Exceptional, (55 reviews)
"Quiet spot with decent parking nearby."
United States
Anonymous traveller
The price is CA $116
CA $133 total
includes taxes & fees
Nov 10 - Nov 11
Cozy 1 Queen Bed | Micfridge
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

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

10/10 Excellent
"Despite being under a Reno, it was a good hotel"
Joseph 2-night trip
Posted 4 hours ago
Clarion Inn North Haven - New Haven North

Find out more about Chester

Chester Apartments information

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Highest Price

Frequently asked questions

What's it like to stay at an apartment in Chester?
There are 5 lodging options in Chester. Though there aren't many apartments, we can help you find accommodations that are similar. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. You can also filter by similar property types like vacation homes, condos, or cabins.
Why would you choose an apartment versus a traditional hotel?
An apartment features a kitchen for convenient meals, and is often more spacious 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?
Below are some of the more popular 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 Smart TVs. Access to onsite 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, private balconies, and Smart TVs. 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, private patios, and Smart TVs. Access to onsite laundry facilities is available on site.
How many apartments should I expect to find in Chester?
Expedia has 5 apartments to book in Chester.
What will the weather be like 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 temp of 70°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Chester is 54 inches.
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 Chester Creek Marina and Connecticut Valley Railroad State Park Trail.
What's the best way to get to and around Chester?
Knowing a bit about the transportation options can you save you a headache 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) away from the city center. You can also search 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, you may want to rent a car for your trip.

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