Find Hotels with WiFi in Chestertown, MD

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Check availability on Chestertown Hotels with WiFi

Our top choices for Chestertown hotels with wifi

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (859)
"Everything was well!"
United States
Ahmed
The price is AED 358
AED 397 total
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn & Suites Chestertown

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
7.8 out of 10, Good, (77)
"Very nice rooms, "
United States
Stephania
The price is AED 364
AED 416 total
includes taxes & fees
16 Dec - 17 Dec
The Lodge at Great Oak Landing

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (420)
"Professional staff, warm greetings clean room "
United States
Dr. Nicholas and Mrs. Karen
The price is AED 264
AED 294 total
includes taxes & fees
20 Dec - 21 Dec
Red Roof Inn & Suites Chestertown

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (108)
"Amazing and neat and very private "
United States
Alexander M.
The price is AED 364
AED 583 total
includes taxes & fees
15 Dec - 16 Dec
First Floor Studio Apartment in Historic Chestertown

Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (175)
"Rooms are clean, staf was helpful "
United States
Daryl
The price is AED 233
AED 259 total
includes taxes & fees
24 Dec - 25 Dec
Driftwood Inn

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, (649)
"The room was great and the staff was even better!"
United States
STEVEN
The price is AED 342
AED 379 total
includes taxes & fees
11 Jan - 12 January 2026
Holiday Inn Express & Suites Middletown by IHG

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
2.5 star property
Middletown
9.2 out of 10, Wonderful, (320)
"The room was spotless, courteous staff, and a wonderful breakfast to start my day "
United States
Alan
The price is AED 397
AED 440 total
includes taxes & fees
21 Dec - 22 Dec
Fairfield Inn & Suites by Marriott Middletown

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, (1005)
"Very good hotel for the price clean and comfortable "
Canada
Randy
The price is AED 275
AED 309 total
includes taxes & fees
15 Dec - 16 Dec
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

Quality Inn Smyrna

Quality Inn Smyrna
2.5 star property
Smyrna
7.6 out of 10, Good, (1001)
"Everything was great"
United States
Diane
The price is AED 248
AED 275 total
includes taxes & fees
21 Dec - 22 Dec
Quality Inn Smyrna

Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (861)
"The breakfast was was very good with lots of options depending on your dietary needs."
United States
Terry
The price is AED 341
AED 378 total
includes taxes & fees
6 Jan - 7 January 2026
Hampton Inn 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.

Top Chestertown Hotel Reviews

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