Photo by Assya A
Find hotels in Chestertown, MD from SAR 208
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Tonight
Tomorrow
This weekend
Next weekend
Compare 1,079 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, (759)
The price is SAR 411
SAR 456 total
includes taxes & fees
18 May - 19 May

Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
7.2 out of 10, Good, (349)
The price is SAR 257
SAR 285 total
includes taxes & fees
12 May - 13 May

The Lodge at Great Oak Landing
The Lodge at Great Oak Landing
7.8 out of 10, Good, (48)
The price is SAR 441
SAR 490 total
includes taxes & fees
11 May - 12 May

Driftwood Inn
Driftwood Inn
5.2 out of 10, (170)
The price is SAR 238
SAR 264 total
includes taxes & fees
14 May - 15 May

Quality Inn
Quality Inn
7.6 out of 10, Good, (1003)
The price is SAR 344
SAR 382 total
includes taxes & fees
25 May - 26 May

Relax Inn Smyrna
Relax Inn Smyrna
7.8 out of 10, Good, (77)
The price is SAR 334
SAR 371 total
includes taxes & fees
6 May - 7 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
Learn more about Chestertown
Quaint Chestertown awaits: its sports, university life, boating, and more!

Photo by Assya A
Open Photo by Assya A
More cheap stays in Chestertown
More cheap stays in Chestertown

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct, Rosedale, MD
The price is SAR 297 per night from May 7 to May 8
SAR 297
SAR 343 total
includes taxes & fees
7 May - 8 May
6.8/10 (1,005 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

Hampton Inn Baltimore/White Marsh
5/5 Excellent
"."
A verified traveler stayed at Hampton Inn Baltimore/White Marsh
Posted 1 day ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Stay near popular Chestertown attractions
- Hotels near Washington College
- Hotels near Rolphs Wharf Marina
- Hotels near Historical Society of Kent County Maryland
- Hotels near River Arts Chestertown
- 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 Navy-Marine Corps Memorial Stadium
- Hotels near Susquehanna River
- Hotels near Cedar Lane Regional Park
- Hotels near White Marsh Mall
- Hotels near Harford Community College
- Hotels near Fort McHenry
More Hotel Options in Chestertown
- Adventure Hotels in Chestertown
- Beach Hotels in Chestertown
- Business Hotels in Chestertown
- Cheap Hotels in Chestertown
- Family Hotels in Chestertown
- Golf Hotels in Chestertown
- Historic Hotels in Chestertown
- Hotel Wedding Venues in Chestertown
- Hotel with a Concierge in Chestertown
- Hotels with Bars in Chestertown
- Hotels with Free Parking in Chestertown
- Hotels with WiFi in Chestertown
- Hotels with a Pool in Chestertown
- Hotels with an Indoor Pool in Chestertown
- Hotels with smoking rooms in Chestertown
- Luxury Hotels in Chestertown
- Pet-friendly Hotels in Chestertown
- Resorts & Hotels with Spas in Chestertown
- Romantic Hotels in Chestertown
- Shopping Hotels in Chestertown
More Accommodation Types in
- Vacation Homes in Chestertown
- Apartments in Chestertown
- Cottages in Chestertown
- Guest Houses in Chestertown
- Motels in Chestertown
- RV Parks in Chestertown
- Houseboats in Chestertown
- B&B in Chestertown
- Farmstay in Chestertown
- Condo Rentals in Chestertown
- Cabin Rentals in Chestertown
- Villas in Chestertown
- Lodges in Chestertown
Hotels near Chestertown Airports
- Salisbury - Ocean City Wicomico Regional Airport Hotels
- Baltimore Washington Intl. Thurgood Marshall Airport Hotels
- Phillips Army Airfield Airport Hotels
- Martin State Airport Hotels
- Delaware Airpark Airport Hotels
- Easton - Newnam Airport Hotels
- Dover Air Force Base Airport Hotels
- Lee Airport Hotels
- Tipton Airport Hotels
Chestertown Hotels by Brand
Other Hotels near Chestertown, Maryland
- Annapolis Hotels
- Dover Hotels
- St. Michaels Hotels
- Delaware Beaches Hotels
- Grasonville Hotels
- Perryville Hotels
- Aberdeen Hotels
- Havre De Grace Hotels
- Easton Hotels
- Edgewood Hotels
- Chesapeake Bay Hotels
- Stevensville Hotels
- Glen Burnie Hotels
- Bel Air Hotels
- Elkton Hotels
- White Marsh Hotels
- Middletown Hotels
- Parkville Hotels
- Eastern Shore Hotels
- North East Hotels
Explore more hotels
- Hyatt Place Kent Narrows & Marina
- Hampton Inn Baltimore Bayview Campus
- Annapolis Waterfront Hotel, Autograph Collection
- Quality Inn & Suites Bel Air I-95 Exit 77A
- La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
- La Quinta Inn & Suites by Wyndham Aberdeen-APG
- Fairfield Inn & Suites by Marriott White Marsh
- Courtyard by Marriott Baltimore Downtown/McHenry Row
- Hilton Garden Inn Kent Island Marina
- Holiday Inn Express White Marsh by IHG
- Home2 Suites by Hilton Baltimore/White Marsh
- Hampton Inn & Suites Edgewood/Aberdeen-South