Photo by Assya A
Find Hotels with Free Parking in Chestertown, MD from CA $105
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on Chestertown Hotels with Free Parking
Top Chestertown Hotels with Free Parking
Our top choices for Chestertown hotels with parking

Driftwood Inn
Driftwood Inn
5.2 out of 10, (174)

Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
8.6 out of 10, Excellent, (807)
The price is CA $151
CA $167 total
includes taxes & fees
Sep 7 - Sep 8

Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
7.2 out of 10, Good, (389)
The price is CA $105
CA $117 total
includes taxes & fees
Sep 7 - Sep 8
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.
Top Chestertown Hotel Reviews
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Find More Hotels near Chestertown
More Hotel Options in Chestertown
- Beach Hotel in Chestertown
- Business Hotels in Chestertown
- Cheap Hotels in Chestertown
- Family Hotels in Chestertown
- Historic Hotels in Chestertown
- Hotel Wedding Venues in Chestertown
- Hotels & Resorts for Couples in Chestertown
- Hotels with Bar in Chestertown
- Hotels with Free Breakfast in Chestertown
- Hotels with Kitchenettes 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
- Oceanfront Hotels in Chestertown
- Pet-friendly Hotels in Chestertown
- Romantic Hotels in Chestertown
- Shopping Hotels in Chestertown
- Spa Hotels in Chestertown
More Accommodation Types in Chestertown
- Vacation Homes in Maryland
- Condo Rentals in Maryland
- Apartments in Maryland
- Cottages in Maryland
- Cabin Rentals in Maryland
- Motels in Maryland
- Aparthotels in Maryland
- B&B in Maryland
- Guest Houses in Maryland
- Farmstay in Maryland
- Chalets in Maryland
- Villas in Maryland
- Resorts in Maryland
- Townhomes in Maryland
- RV Parks in Maryland
- Houseboats in Maryland
- Inns in Maryland
- Lodges in Maryland
- Hostels in Maryland
- Castles in Maryland
- Condo Resorts in Maryland
Hotels near popular Chestertown Attractions
Chestertown Hotels by Star Rating
Explore more hotels
- Hampton Inn & Suites Edgewood/Aberdeen-South
- La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
- Hyatt Place Kent Narrows & Marina
- Annapolis Waterfront Hotel, Autograph Collection
- Fairfield Inn & Suites by Marriott White Marsh
- Hampton Inn Baltimore/White Marsh
- Hampton Inn Baltimore/Glen Burnie
- The Inn at Henderson's Wharf, Ascend Hotel Collection
- Hilton Garden Inn Kent Island Marina
- Best Western Kent Narrows Inn
- SpringHill Suites Baltimore White Marsh/Middle River
- La Quinta Inn & Suites by Wyndham Aberdeen-APG
- Hampton Inn Baltimore Bayview Campus
- Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
- The Inn at Chesapeake Bay Beach Club
- Comfort Inn & Suites Aberdeen near APG
- Holiday Inn Express White Marsh by IHG
- Americas Best Value Inn Edgewood
- Residence Inn by Marriott Baltimore White Marsh
- Holiday Inn Express Aberdeen by IHG
More ways to book
Expedia's Latest Trends
Hotels
Flights
Vacation Rentals