Find hotels in Chestertown, MD from 1.591.085 ₫
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Our top choices for Chestertown hotels
The Lodge at Great Oak Landing
The Lodge at Great Oak LandingChestertown
7.8 out of 10, Good, (77 reviews)
"Very nice rooms, "
Stephania
The price is 2.843.856 ₫
3.251.382 ₫ total
includes taxes & fees
12 Apr - 13 Apr
Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites ChestertownChestertown
7.2 out of 10, Good, (434 reviews)
"Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish. "
Linette
The price is 1.895.904 ₫
2.104.453 ₫ total
includes taxes & fees
3 May - 4 May
Comfort Inn & Suites Chestertown
Comfort Inn & Suites ChestertownChestertown
8.6 out of 10, Excellent, (896 reviews)
"Best place to stay always "
Robert
The price is 3.270.698 ₫
3.630.475 ₫ total
includes taxes & fees
3 May - 4 May
Driftwood Inn
Driftwood InnChestertown
5.2 out of 10, (175 reviews)
"Rooms are clean, staf was helpful "
Daryl
The price is 1.672.082 ₫
1.856.143 ₫ total
includes taxes & fees
1 May - 2 May
Haven Point Inn and Gallery
Haven Point Inn and GalleryRock Hall
The price is 4.081.460 ₫
4.530.421 ₫ total
includes taxes & fees
21 Apr - 22 Apr
Kent Island Resort
Kent Island ResortStevensville
9.2 out of 10, Wonderful, (135 reviews)
"Beautiful hotel, nice staff"
Kim
The price is 2.933.308 ₫
4.045.932 ₫ total
includes taxes & fees
12 Apr - 13 Apr
Flag House Inn
Flag House InnHistoric District
9.2 out of 10, Wonderful, (92 reviews)
"The room was over the garage. You couldn’t stand up in half the room as the ceiling was too low. Multiple tripping areas walking into and out of the space. No heat in bathroom. You have to walk to the front of house to enter for coffee in the morning. They have the nerve to charge you to park at the house.
"
Richard
The price is 4.781.628 ₫
5.451.251 ₫ total
includes taxes & fees
15 Apr - 16 Apr
Relax Inn Smyrna
Relax Inn SmyrnaSmyrna
8.0 out of 10, Very good, (94 reviews)
"Great location"
Patrick
The price is 2.606.868 ₫
2.899.880 ₫ total
includes taxes & fees
12 Apr - 13 Apr
Quality Inn Smyrna
Quality Inn SmyrnaSmyrna
7.6 out of 10, Good, (1,000 reviews)
"My visit at the Hotel was amazing & peaceful."
Milton
The price is 2.035.727 ₫
2.259.656 ₫ total
includes taxes & fees
10 May - 11 May
Vandiver Inn
Vandiver InnHavre De Grace
9.4 out of 10, Exceptional, (538 reviews)
"As always we loved our stay! Definitely will be coming back "
John
The price is 3.531.121 ₫
3.954.855 ₫ total
includes taxes & fees
12 Apr - 13 Apr
Inn at Huntingfield Creek
Inn at Huntingfield CreekRock Hall
10.0 out of 10, Exceptional, (62 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
Sandra
The price is 3.689.377 ₫
4.095.416 ₫ total
includes taxes & fees
12 Apr - 13 Apr
La Quinta Inn & Suites by Wyndham Aberdeen-APG
La Quinta Inn & Suites by Wyndham Aberdeen-APGAberdeen
9.0 out of 10, Wonderful, (1,007 reviews)
"Near $95 and good place to stay"
Thandavarayan
The price is 2.327.749 ₫
2.607.079 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
8.0 out of 10, Very good, (1,001 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
Evette
The price is 2.615.294 ₫
2.902.976 ₫ total
includes taxes & fees
22 Apr - 23 Apr
Fairfield Inn & Suites by Marriott Middletown
Fairfield Inn & Suites by Marriott MiddletownMiddletown
9.2 out of 10, Wonderful, (368 reviews)
"Clean room, felt very safe and secure, free parking, staff very friendly, plenty of eating and shopping close by"
Taneica
The price is 2.843.856 ₫
3.156.680 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Holiday Inn Express & Suites Middletown by IHG
Holiday Inn Express & Suites Middletown by IHGMiddletown
9.2 out of 10, Wonderful, (674 reviews)
"Great location and nice place to stay. Walk to nearby things to do and enjoy. "
Sharon
The price is 2.659.532 ₫
2.952.081 ₫ total
includes taxes & fees
19 Apr - 20 Apr
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, (980 reviews)
"Cleaning lady and front desk were very frindly, helpful, speedy & great at there job."
Mary
The price is 1.420.611 ₫
1.591.085 ₫ total
includes taxes & fees
12 Apr - 13 Apr
134 Prince - Luxury Boutique Hotel
134 Prince - Luxury Boutique HotelAnnapolis
9.8 out of 10, Exceptional, (34 reviews)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
Ian
The price is 4.872.947 ₫
5.555.159 ₫ total
includes taxes & fees
12 Apr - 13 Apr
Home2 Suites by Hilton Baltimore / Aberdeen, MD
Home2 Suites by Hilton Baltimore / Aberdeen, MDAberdeen
8.8 out of 10, Excellent, (361 reviews)
"Staff was very friendly and it was a perfect location for us"
Ryan
The price is 2.677.438 ₫
2.998.732 ₫ total
includes taxes & fees
16 Apr - 17 Apr
Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
7.8 out of 10, Good, (888 reviews)
"Staff was nice and room was clean "
Lauren
The price is 2.573.690 ₫
2.856.795 ₫ total
includes taxes & fees
16 Apr - 17 Apr
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
9.0 out of 10, Wonderful, (1,001 reviews)
"Beautiful area"
Dan
The price is 3.433.166 ₫
3.810.815 ₫ total
includes taxes & fees
28 Apr - 29 Apr
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.
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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
Courtyard by Marriott Baltimore Downtown/McHenry Row
8/10 Good
More cheap stays in Chestertown
Americas Best Value Inn Edgewood
1709 Edgewood Road Edgewood MD
The price is 1.566.491 ₫ per night from 12 Apr to 13 Apr
1.566.491 ₫
1.754.501 ₫ total
12 Apr - 13 Apr
includes taxes & fees
Hotels in Chestertown with star rating
5 Star Hotels
1 properties
