
Chestertown hotels from RM241
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Chestertown
Family friendly
Cottage
Check prices for these dates
Our top choices for Chestertown hotels

The Lodge at Great Oak Landing
The Lodge at Great Oak LandingChestertown
8.0 out of 10, Very good, (82 reviews)
The price is RM523
RM598 total
includes taxes & fees
19 May - 20 May

Comfort Inn & Suites Chestertown
Comfort Inn & Suites ChestertownChestertown
8.6 out of 10, Excellent, (911 reviews)
The price is RM440
RM489 total
includes taxes & fees
16 Jun - 17 Jun

Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites ChestertownChestertown
7.2 out of 10, Good, (440 reviews)
The price is RM285
RM316 total
includes taxes & fees
25 May - 26 May

Driftwood Inn
Driftwood InnChestertown
5.2 out of 10, (176 reviews)
The price is RM251
RM279 total
includes taxes & fees
19 May - 20 May

Haven Point Inn and Gallery
Haven Point Inn and GalleryRock Hall
The price is RM613
RM680 total
includes taxes & fees
26 May - 27 May

Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
7.8 out of 10, Good, (907 reviews)
The price is RM420
RM466 total
includes taxes & fees
1 Jun - 2 Jun

Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
8.0 out of 10, Very good, (1,005 reviews)
The price is RM455
RM505 total
includes taxes & fees
1 Jun - 2 Jun

Hampton Inn & Suites Baltimore/Aberdeen
Hampton Inn & Suites Baltimore/AberdeenAberdeen
9.0 out of 10, Wonderful, (650 reviews)
The price is RM373
RM418 total
includes taxes & fees
25 May - 26 May

Vandiver Inn
Vandiver InnHavre De Grace
9.4 out of 10, Exceptional, (544 reviews)
The price is RM571
RM640 total
includes taxes & fees
19 May - 20 May

Relax Inn Smyrna Dover Coastal Gateway
Relax Inn Smyrna Dover Coastal GatewaySmyrna
7.8 out of 10, Good, (96 reviews)
The price is RM372
RM476 total
includes taxes & fees
21 May - 22 May

Fairfield Inn & Suites by Marriott Aberdeen
Fairfield Inn & Suites by Marriott AberdeenAberdeen
9.0 out of 10, Wonderful, (339 reviews)
The price is RM433
RM485 total
includes taxes & fees
8 Jun - 9 Jun

Inn at Huntingfield Creek
Inn at Huntingfield CreekRock Hall
10.0 out of 10, Exceptional, (63 reviews)
The price is RM704
RM782 total
includes taxes & fees
25 May - 26 May

Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1,003 reviews)
The price is RM530
RM588 total
includes taxes & fees
7 Jun - 8 Jun

Hampton Inn & Suites Edgewood/Aberdeen-South
Hampton Inn & Suites Edgewood/Aberdeen-SouthEdgewood
9.4 out of 10, Exceptional, (1,004 reviews)
The price is RM353
RM396 total
includes taxes & fees
31 May - 1 Jun

La Quinta Inn & Suites by Wyndham Aberdeen-APG
La Quinta Inn & Suites by Wyndham Aberdeen-APGAberdeen
9.0 out of 10, Wonderful, (1,002 reviews)
The price is RM350
RM392 total
includes taxes & fees
25 May - 26 May

Quality Inn Smyrna
Quality Inn SmyrnaSmyrna
7.6 out of 10, Good, (1,003 reviews)
The price is RM343
RM381 total
includes taxes & fees
25 May - 26 May

Kent Island Resort
Kent Island ResortStevensville
9.2 out of 10, Wonderful, (137 reviews)
The price is RM586
RM784 total
includes taxes & fees
26 May - 27 May

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MDBel Air
8.8 out of 10, Excellent, (1,010 reviews)
The price is RM398
RM446 total
includes taxes & fees
25 May - 26 May

Amazing Getaway: Enjoy our Cozy Log Cabins on the Chesapeake Bay!
Amazing Getaway: Enjoy our Cozy Log Cabins on the Chesapeake Bay!North East
8.8 out of 10, Excellent, (3 reviews)
The price is RM1,383
RM1,676 total
includes taxes & fees
21 May - 22 May

Super 8 by Wyndham Havre De Grace Aberdeen Area
Super 8 by Wyndham Havre De Grace Aberdeen AreaHavre De Grace
6.6 out of 10, (990 reviews)
The price is RM223
RM250 total
includes taxes & fees
20 May - 21 May
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.
Save an average of 15% on thousands of hotels when you're signed in
Stay near popular Chestertown attractions
Learn more about Chestertown
Colonial charm meets Chesapeake Bay beauty in this historic waterfront town where 18th-century buildings house art galleries and boutiques. Rent kayaks to explore the Chester River or time your visit for the Downrigging Weekend Festival when tall ships transform the harbour.

Top Chestertown Hotel Reviews

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
6/10 Okay
More cheap stays in Chestertown

Quality Inn & Suites Bel Air I-95 Exit 77A
2112a Emmorton Park Road Edgewood MD
The price is RM215 per night from 21 May to 22 May
RM215
RM241 total
21 May - 22 May
includes taxes & fees
7.4/10 Good! (1,109 reviews)









































































