Photo by Assya A
Find hotels in Chestertown, MD from SAR 209
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Tonight
Tomorrow
This weekend
Next weekend
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 364
SAR 404 total
includes taxes & fees
20 Apr - 21 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
26 Mar - 27 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
2 Apr - 3 Apr

Driftwood Inn
Driftwood Inn
5.0 out of 10, (168)
The price is SAR 238
SAR 264 total
includes taxes & fees
29 Mar - 30 Mar

Quality Inn
Quality Inn
7.6 out of 10, Good, (987)
The price is SAR 338
SAR 375 total
includes taxes & fees
1 Apr - 2 Apr

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.
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, wildlife, and more!

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

Quality Inn & Suites Bel Air I-95 Exit 77A
2112a Emmorton Park Road, Edgewood, MD
The price is SAR 211 per night from Mar 23 to Mar 24
SAR 211
SAR 236 total
includes taxes & fees
23 Mar - 24 Mar
7/10 Good! (1,002 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

Holiday Inn Express White Marsh by IHG
5/5 Excellent
"Very clean and comfortable and breakfast and 24 hr coffee bar were excellent"
A verified traveler stayed at Holiday Inn Express White Marsh by IHG
Posted 3 days 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 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
- 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 Chestertown
- 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
- Condo Rentals in Chestertown
- Farmstay in Chestertown
- Villas in Chestertown
- Cabin Rentals 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
- Perryville Hotels
- Edgewood Hotels
- Grasonville Hotels
- Havre De Grace Hotels
- Aberdeen Hotels
- Easton Hotels
- Bel Air Hotels
- Glen Burnie Hotels
- Chesapeake Bay Hotels
- Elkton Hotels
- Rosedale Hotels
- Stevensville Hotels
- White Marsh Hotels
- Eastern Shore Hotels
- Middletown Hotels
- North East Hotels
Explore more hotels
- La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
- Best Western Plus Hotel & Conference Center
- Americas Best Value Inn Edgewood
- Hampton Inn & Suites Edgewood/Aberdeen-South
- Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
- Holiday Inn Express White Marsh by IHG
- La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie
- Fairfield Inn & Suites by Marriott White Marsh
- SpringHill Suites Baltimore White Marsh/Middle River
- The Inn at Henderson's Wharf, Ascend Hotel Collection
- Courtyard by Marriott Baltimore Downtown/McHenry Row
- Country Inn & Suites by Radisson, Baltimore North, MD