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Recommended hotels in Chester

1. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (351 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
$78 nightly
The price is $90
Nov 17 - Nov 18
Total with taxes and fees
Clinton Motel

2. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,001 reviews)
"The staff gave us good recommendations for places to eat and things to do"
United States
Susan
$101 nightly
The price is $116
Dec 6 - Dec 7
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook

3. 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, (1,000 reviews)
"Staff was friendly. Grounds very well kept. But rooms are very dated."
United States
Kevin
$83 nightly
The price is $95
Nov 18 - Nov 19
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex

4. 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, (223 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
$167 nightly
The price is $192
Dec 15 - Dec 16
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

5. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
9.0 out of 10, Wonderful, (1,003 reviews)
"It was a lovely property and close to stores and places to eat."
United States
ERIKA
$205 nightly
The price is $236
Nov 23 - Nov 24
Total with taxes and fees
Water's Edge Resort & Spa

6. Motel 6 Old Saybrook, CT

Motel 6 Old Saybrook, CT
2.0 star property
Old Saybrook
7.0 out of 10, Good, (956 reviews)
"If you want a third world experience next to the railroad this is your place!"
United States
David
$63 nightly
The price is $73
Nov 22 - Nov 23
Total with taxes and fees
Motel 6 Old Saybrook, CT

7. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (286 reviews)
"An excellent choice for our brief stay in Old Saybrook. Clean, comfortable and very well maintained."
United States
Siegfried
$151 nightly
The price is $168
Nov 16 - Nov 17
Total with taxes and fees
The Captain Stannard

8. Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (236 reviews)
"This was my first time staying and will absolutely be coming back! The rooms were clean and lovely. Breakfast was a perfect start to our early mornings. And the staff was so nice and welcoming!"
United States
Bryauna
$93 nightly
The price is $107
Dec 10 - Dec 11
Total with taxes and fees
Spark by Hilton Guilford

9. 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
$89 nightly
The price is $102
Nov 16 - Nov 17
Total with taxes and fees
Liberty Inn

10. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (265 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
$69 nightly
The price is $79
Nov 16 - Nov 17
Total with taxes and fees
Lamplighter Motel - Clinton, Connecticut

11. Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (43 reviews)
"It was a nice place close to historical places ."
United States
Daljit K.
$196 nightly
The price is $223
Dec 7 - Dec 8
Total with taxes and fees
Walk To Goodspeed Opera House!

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, (504 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
$72 nightly
The price is $82
Nov 22 - Nov 23
Total with taxes and fees
Econo Lodge Inn & Suites Old Saybrook Westbrook

13. Solano Inn

Solano Inn
2.5 star property
Portland
8.4 out of 10, Very good, (294 reviews)
"Good value, friendly service!"
United States
William
$80 nightly
The price is $92
Dec 16 - Dec 17
Total with taxes and fees
Solano Inn

14. 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, (262 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
$79 nightly
The price is $91
Nov 16 - Nov 17
Total with taxes and fees
Tower Inn And Suites Of Guilford - Madison

15. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (206 reviews)
"This place is always the best love the rooms. The staff is excellent place is so clean always feel so comfortable here."
United States
Diane
$207 nightly
The price is $230
Nov 18 - Nov 19
Total with taxes and fees
Westbrook Inn B&B

16. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,003 reviews)
"Location was amazing and restaurant was great"
United States
Jenny
$299 nightly
The price is $344
Dec 7 - Dec 8
Total with taxes and fees
Saybrook Point Resort & Marina

17. 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
$279 nightly
The price is $321
Nov 17 - Nov 18
Total with taxes and fees
Copper Beech Inn

18. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (67 reviews)
"Cozy vrbo with a great location to the beach, outlets shops and excellent restaurants!"
United States
Marcy C.
$222 nightly
The price is $253
Nov 19 - Nov 20
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.

19. Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.6 out of 10, Exceptional, (402 reviews)
"Beautiful hotel ,wonderful staff Everyone so kind, great customer service and breathtaking views and delicious food!"
United States
Eileen
$270 nightly
The price is $310
Nov 23 - Nov 24
Total with taxes and fees
Madison Beach Hotel

20. 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, (41 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.
$223 nightly
The price is $254
Dec 1 - Dec 2
Total with taxes and fees
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
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.

Learn more about Chester

Charming galleries and local shops line Main Street, where you'll find handcrafted jewelry and Connecticut River Valley artwork. Catch a performance at the Goodspeed Opera House in East Haddam or kayak Chester Creek when summer temperatures rise.

A calm lake surrounded by vibrant autumn foliage.

Top reviews in Chester

Frequently Asked Questions

What is the nightly rate for a guest house in Chester?

Rates for Chester guest houses vary, but travelers can find great-value prices from $72 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Chester guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.

What's the difference between a Chester guest house and a B&B?

A guest house in Chester is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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