Country Houses Chester CA $88

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

A hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.

1. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (347 reviews)
"Loved this place. Perfect for a one night stay. What I loved most though, was how clean and fresh the linens were."
United States
Kalev
The price is CA $109
CA $125 total
includes taxes & fees
Nov 9 - Nov 10
Clinton Motel
A sign for Pier Blue Guesthouse with a landscaped garden featuring various shrubs and trees.

2. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1,006 reviews)
"Staff was friendly. Grounds very well kept. But rooms are very dated."
United States
Kevin
The price is CA $114
CA $131 total
includes taxes & fees
Nov 10 - Nov 11
Pier Blue Inn Old Saybrook - Essex
A glass enclosure with a view of a forest interior, including a bed and a small table with items.

3. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (218 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
The price is CA $178
CA $269 total
includes taxes & fees
Dec 7 - Dec 8
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.

4. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,003 reviews)
"The staff gave us good recommendations for places to eat and things to do"
United States
Susan
The price is CA $135
CA $156 total
includes taxes & fees
Nov 30 - Dec 1
Quality Inn Old Saybrook - Westbrook
A hotel room with two beds, a red accent wall, and a large black-and-white photograph.

5. Motel 6 Old Saybrook, CT

Motel 6 Old Saybrook, CT
2.0 star property
Old Saybrook
6.8 out of 10, (955 reviews)
"If you want a third world experience next to the railroad this is your place!"
United States
David
The price is CA $89
CA $102 total
includes taxes & fees
Nov 10 - Nov 11
Motel 6 Old Saybrook, CT
A hotel room with a bed, a desk, a chair, a TV, and a door.

6. Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (229 reviews)
"This place was clean, and the staff were friendly and helpful. Breakfast was good and overall, we were comfortable and impressed."
United States
LAURETTA
The price is CA $127
CA $146 total
includes taxes & fees
Nov 29 - Nov 30
Spark by Hilton Guilford
A hotel room with a large bed, two bedside lamps, a wooden nightstand, a desk with a chair, and a view of the outdoors through a window.

7. Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (688 reviews)
"Nice place to stay."
United States
Maria Victoria
The price is CA $104
CA $120 total
includes taxes & fees
Dec 6 - Dec 7
Liberty Inn
A large, white, multi-story building with a prominent tower and a flag on top.

8. 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 $207
CA $339 total
includes taxes & fees
Nov 29 - Nov 30
Walk To Goodspeed Opera House!
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

9. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,005 reviews)
"Beautiful setting, good food, friendly staff. Will definitely stay again"
United States
cynthia
The price is CA $228
CA $286 total
includes taxes & fees
Nov 12 - Nov 13
Water's Edge Resort & Spa
A two-story motel with a symmetrical facade, multiple windows, and a parking lot in front.

10. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (264 reviews)
"Rooms were clean and bed very comfortable. For a one nite stay , it was the perfect motel with a reasonable cost. I would stay there again"
United States
John
The price is CA $96
CA $111 total
includes taxes & fees
Nov 9 - Nov 10
Lamplighter Motel - Clinton, Connecticut
A large, two-story house with a wrap-around porch and a conservatory.

11. Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (530 reviews)
"Nice stay. Quite,"
United States
Joseph
The price is CA $390
CA $448 total
includes taxes & fees
Nov 12 - Nov 13
Copper Beech Inn
A hotel room with a large bathtub, a desk with a lamp, a chair, and a bed with a red blanket.

12. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (503 reviews)
"My stay was easy I was able to get a good nights sleep. The room was clean and the location gives good access to anything I may need"
United States
Robert
The price is CA $100
CA $115 total
includes taxes & fees
Nov 12 - Nov 13
Econo Lodge Inn & Suites Old Saybrook Westbrook
A marina at sunset with boats docked, a fire feature on the deck, and a chair.

13. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,000 reviews)
"Location was amazing and restaurant was great"
United States
Jenny
The price is CA $376
CA $481 total
includes taxes & fees
Dec 7 - Dec 8
Saybrook Point Resort & Marina
A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

14. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (66 reviews)
"We enjoyed our stay"
United States
JM B.
The price is CA $184
CA $317 total
includes taxes & fees
Nov 10 - Nov 11
1-bedroom cottage with Grove Beach 🏖️ access.
A row of single-story mobile homes with a covered porch and a well-maintained lawn.

15. Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (261 reviews)
"Hotel looked very nice both inside and outside room was clean bathroom had everything we needed nice location for what we were there for. McDonalds,Wendy's and target nearby. Nice experience."
United States
Teresa
The price is CA $106
CA $122 total
includes taxes & fees
Nov 9 - Nov 10
Tower Inn And Suites Of Guilford - Madison
A multi-story hotel with balconies and a beach view.

16. Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.6 out of 10, Exceptional, (398 reviews)
"Beautiful hotel ,wonderful staff Everyone so kind, great customer service and breathtaking views and delicious food!"
United States
Eileen
The price is CA $377
CA $434 total
includes taxes & fees
Nov 23 - Nov 24
Madison Beach Hotel
A spacious dining area with multiple tables and chairs, large windows with a marina view, and a modern kitchen with white cabinetry.

17. Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.8 out of 10, Exceptional, (1,002 reviews)
"Beautiful property overlooking the water with delicious breakfast every morning. Loved our stay there!"
United States
Margarita
The price is CA $222
CA $256 total
includes taxes & fees
Dec 1 - Dec 2
Inn at Harbor Hill Marina
A hotel lobby with a reception desk, a black sofa, and a glass coffee table.

18. Solano Inn

Solano Inn
2.5 star property
Portland
8.4 out of 10, Very good, (289 reviews)
"Very nice place to stay."
United States
Douglas
The price is CA $127
CA $146 total
includes taxes & fees
Nov 15 - Nov 16
Solano Inn
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.

19. 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, (40 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 $175
CA $355 total
includes taxes & fees
Dec 1 - Dec 2
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Interior

20. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.4 out of 10, Exceptional, (252 reviews)
"A lovely stay at a classic New England B & B. Perfect location for a visit to Madison."
United States
Tracy
The price is CA $328
CA $364 total
includes taxes & fees
Nov 10 - Nov 11
The Scranton Seahorse Inn
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.
View all properties

Learn more about Chester

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.

See all hotels in Chester
A calm lake surrounded by vibrant autumn foliage.

Top reviews in Chester

A living room with a stone fireplace, grey sofas, and a coffee table.
The Captain Stannard

The Captain Stannard

The Captain Stannard
Westbrook Center

10/10 Excellent

Our stay was great! My flight got in early, and the innkeeper was very kind to let me check in early. The room was clean, comfortable, and safe. The doors to the inn are locked with a keypad that every traveler has a unique code for safety. The first floor common area has a guestbook, a cabinet full of puzzles and other games, a TV, a kitchenette, and lots of seating. The kitchen has a large refrigerator that guests can access along with coffee, tea, and glassware. They also provide postcards...
Canada
Casey
Reviewed October 9, 2023
The Captain Stannard

Explore a world of travel with Expedia