Photo by Assya A

Search Guest Houses in Chestertown

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

Guest Houses in Chestertown

No exact matches found, but these alternatives could be just right

Recommended hotels in Chestertown

Lobby
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 star property
Chestertown
8.6 out of 10, Excellent, (848)
"The room was a great size and very clean. The staff were very accommodating and friendly. The amenities were very good. We would definitely recommend this hotel. "
United States
Santa
The price is AED 375
AED 416 total
includes taxes & fees
20 Nov - 21 Nov
Comfort Inn & Suites Chestertown
Private beach nearby, sun loungers, beach volleyball
The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

3.5 star property
Chestertown
8.0 out of 10, Very Good, (75)
"Very nice rooms, "
United States
Stephania
The price is AED 364
AED 416 total
includes taxes & fees
19 Nov - 20 Nov
The Lodge at Great Oak Landing
Suite, Multiple Beds, Non Smoking | 1 bedroom, desk, laptop workspace, blackout drapes
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

2.0 star property
Chestertown
7.2 out of 10, Good, (416)
"This property was clean but dated. The carpet was stained, the furniture and fixtures were worn and broken, towels were washed but old and in need of replacement."
United States
Derek
The price is AED 264
AED 294 total
includes taxes & fees
30 Nov - 1 Dec
Red Roof Inn & Suites Chestertown
Property grounds
First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (106)
"Amazing and neat and very private "
United States
Alexander M.
The price is AED 364
AED 583 total
includes taxes & fees
19 Nov - 20 Nov
First Floor Studio Apartment in Historic Chestertown
Restaurant
Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

2.5 star property
Edgewood
9.4 out of 10, Exceptional, (1003)
"Would stay again"
United States
Dena
The price is AED 300
AED 336 total
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn & Suites Edgewood/Aberdeen-South
Exterior
La Quinta Inn & Suites by Wyndham Aberdeen-APG

La Quinta Inn & Suites by Wyndham Aberdeen-APG

3.0 star property
Aberdeen
9.0 out of 10, Wonderful, (1006)
"The room was nice the bed comfy, the staff was friendly "
United States
Kenya
The price is AED 340
AED 381 total
includes taxes & fees
30 Nov - 1 Dec
La Quinta Inn & Suites by Wyndham Aberdeen-APG
Lobby
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

2.5 star property
Middletown
9.2 out of 10, Wonderful, (304)
"Great overall experience "
United States
Clement
The price is AED 397
AED 440 total
includes taxes & fees
23 Nov - 24 Nov
Fairfield Inn & Suites by Marriott Middletown
Free daily self-serve breakfast
Quality Inn

Quality Inn

2.5 star property
Smyrna
7.6 out of 10, Good, (1001)
"Everything was great!! Checked in with ease and staff was great!!"
United States
Tonya
The price is AED 250
AED 277 total
includes taxes & fees
17 Dec - 18 Dec
Quality Inn
Restaurant
Hampton Inn & Suites Baltimore/Aberdeen

Hampton Inn & Suites Baltimore/Aberdeen

2.5 star property
Aberdeen
9.0 out of 10, Wonderful, (590)
"Wonderful room and location "
United States
Caren
The price is AED 332
AED 372 total
includes taxes & fees
25 Nov - 26 Nov
Hampton Inn & Suites Baltimore/Aberdeen
Exterior
Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG

Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG

2.5 star property
Edgewood
9.0 out of 10, Wonderful, (538)
"Super clean, a great place to stay"
United States
Diana
The price is AED 316
AED 354 total
includes taxes & fees
28 Nov - 29 Nov
Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
View from property
TownePlace Suites by Marriott Edgewood Aberdeen

TownePlace Suites by Marriott Edgewood Aberdeen

3.0 star property
Aberdeen
9.0 out of 10, Wonderful, (90)
"Breakfast was good."
United States
Romelle
The price is AED 342
AED 383 total
includes taxes & fees
10 Dec - 11 Dec
TownePlace Suites by Marriott Edgewood Aberdeen
Desk, free WiFi, bed sheets, alarm clocks
Quality Inn & Suites Bel Air I-95 Exit 77A

Quality Inn & Suites Bel Air I-95 Exit 77A

2.5 star property
Edgewood
7.4 out of 10, Good, (1014)
"Nice place to stay"
United States
Patrick
The price is AED 231
AED 259 total
includes taxes & fees
19 Nov - 20 Nov
Quality Inn & Suites Bel Air I-95 Exit 77A
Lobby lounge
Courtyard Aberdeen at Ripken Stadium

Courtyard Aberdeen at Ripken Stadium

3.0 star property
Aberdeen
8.6 out of 10, Excellent, (214)
"Excellent place to stay. A wonderful maid helped us. Room great and food excellent evening and morning."
United States
Bartley
The price is AED 309
AED 346 total
includes taxes & fees
4 Dec - 5 Dec
Courtyard Aberdeen at Ripken Stadium
Basic Single Room | Desk, free WiFi, bed sheets
Motel Edgewood

Motel Edgewood

2.0 star property
Edgewood
7.6 out of 10, Good, (9)
"Bed was clean and crisply made. Occupants were respectful of sleeping hours. Check-in and check-out were simple. Parking was convenient and had easy access to the highway."
United States
Nancy
The price is AED 213
AED 239 total
includes taxes & fees
19 Nov - 20 Nov
Motel Edgewood
Reception
Hampton Inn Middletown

Hampton Inn Middletown

2.5 star property
Middletown
8.8 out of 10, Excellent, (854)
"Enjoyed the amenities and great location for shops nearby "
United States
Erica
The price is AED 379
AED 421 total
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn Middletown
Studio Suite, 1 King Bed with Sofa bed, Non Smoking | Free WiFi, bed sheets
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

3.0 star property
Edgewood
8.2 out of 10, Very Good, (1008)
"Our stay was very good enjoyed the continental breakfast and how close the hotel was to other amenities "
United States
ANNIE
The price is AED 290
AED 325 total
includes taxes & fees
19 Nov - 20 Nov
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1002)
"Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay"
United States
Roberta
The price is AED 374
AED 415 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Garden Inn Kent Island Marina
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn

Quality Inn

2.5 star property
Grasonville
7.8 out of 10, Good, (850)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is AED 348
AED 386 total
includes taxes & fees
10 Dec - 11 Dec
Quality Inn
Lake
Inn at Huntingfield Creek

Inn at Huntingfield Creek

3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (56)
"We stayed one night for our Anniversary, and the stay was so peaceful. The grounds are beautiful, the staff so nice, and the main house is amazing. We definitely plan on making this an annual thing!"
United States
Aaron
Inn at Huntingfield Creek
Exterior
Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

2.5 star property
Middletown
9.2 out of 10, Wonderful, (639)
"This was a great relaxing stay"
United States
Pamela
The price is AED 426
AED 473 total
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Express & Suites Middletown by IHG
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chestertown Hotel Reviews

Garner Hotel Glen Burnie BWI Airport Area by IHG

Garner Hotel Glen Burnie BWI Airport Area by IHG

10/10 Excellent
"The staff was very pleasant, check in was smooth and the room was clean and comfortable."
Theresa 2-night trip
Posted 4 days ago
Garner Hotel Glen Burnie BWI Airport Area by IHG