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Find hotels in Chestertown, MD from SAR 209
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Compare 1,044 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
8.6 out of 10, Excellent, (748)
The price is SAR 381
SAR 423 total
includes taxes & fees
7 Apr - 8 Apr

Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
7.4 out of 10, Good, (335)
The price is SAR 209
SAR 232 total
includes taxes & fees
23 Mar - 24 Mar

The Lodge at Great Oak Landing
The Lodge at Great Oak Landing
7.8 out of 10, Good, (46)
The price is SAR 405
SAR 450 total
includes taxes & fees
30 Mar - 31 Mar

Driftwood Inn
Driftwood Inn
5.0 out of 10, (168)
The price is SAR 238
SAR 264 total
includes taxes & fees
18 Mar - 19 Mar

Quality Inn
Quality Inn
7.6 out of 10, Good, (987)
The price is SAR 338
SAR 375 total
includes taxes & fees
23 Mar - 24 Mar

Relax Inn Smyrna
Relax Inn Smyrna
8.0 out of 10, Very Good, (74)
The price is SAR 334
SAR 371 total
includes taxes & fees
23 Mar - 24 Mar
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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Quaint Chestertown awaits: its sports, university life, wildlife, and more!

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More cheap stays in Chestertown
More cheap stays in Chestertown

Hampton Inn Baltimore/Glen Burnie
6617 Ritchie Hwy, Glen Burnie, MD
The price is SAR 420 per night from Mar 30 to Mar 31
SAR 420
SAR 478 total
includes taxes & fees
30 Mar - 31 Mar
8/10 Very Good! (978 reviews)
Hotels in Chestertown with star-rating
Hotels in Chestertown with star-rating

5 Star Hotels
1 properties
Stay near popular Chestertown attractions
Stay near popular Chestertown attractions
Washington College
4/5(13 reviews)
Take a campus tour or just explore the area of Washington College, during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
Recent reviews of Chestertown hotels
Recent reviews of Chestertown hotels

Historic Inns of Annapolis
5/5 Excellent
Cozy with everything you need!
"We were celebrating our 17th wedding anniversary and we love history. So what better way to spend it than at one of the historic inn in Annapolis! The Calvert House is charming and has all the amenities we needed. A plethora of restaurants and shopping was within walking distance. The staff were all friendly and helpful. We recommend 100%!"
A verified traveler stayed at Historic Inns of Annapolis
Posted 1 day ago
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Stay near popular Chestertown attractions
- Hotels near Washington College
- Hotels near Rolphs Wharf Marina
- Hotels near River Arts Chestertown
- Hotels near Historical Society of Kent County Maryland
- Hotels near Garfield Center for the Arts at the Prince Theater
- Hotels near Wilmer Park
- Hotels near Crumpton Auction
- Hotels near Baltimore Cruise Terminal
- Hotels near U.S. Naval Academy
- Hotels near Ripken Stadium
- Hotels near Chesapeake Bay Bridge
- Hotels near Annapolis City Dock
- Hotels near Sandy Point State Park
- Hotels near White Marsh Mall
- Hotels near Navy-Marine Corps Memorial Stadium
- Hotels near Susquehanna River
- Hotels near Fort McHenry
- Hotels near Harford Community College
- Hotels near Cedar Lane Regional Park
More Hotel Options in Chestertown
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More Accommodation Types in Chestertown
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Hotels near Chestertown Airports
- Salisbury - Ocean City Wicomico Regional Airport Hotels
- Baltimore Washington Intl. Thurgood Marshall Airport Hotels
- Phillips Army Airfield Airport Hotels
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Chestertown Hotels by Brand
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