Photo by Assya A
Find Family Hotels in Chestertown, MD
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Chestertown Family Hotels
Tonight
Tomorrow
This weekend
Next weekend
Compare Chestertown Family Hotels room rates, 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

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
9.8 out of 10, Exceptional, (80)

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
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.
Find out more about Chestertown
Find out more about Chestertown
Recent reviews of Chestertown hotels
Recent reviews of Chestertown hotels

Hilton Garden Inn Baltimore/White Marsh
5/5 Excellent
Nice place to stay
"Everything was pleasant and peaceful, the staff was very helpful, my only suggestions are the television was out dated, no Netflix and there were no blinds or curtains to keep the lights out"
A verified traveler stayed at Hilton Garden Inn Baltimore/White Marsh
Posted 4 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Find More Hotels near Chestertown
More Hotel Options in Chestertown
- Adventure Hotels in Chestertown
- Beach Hotels in Chestertown
- Business Hotels in Chestertown
- Cheap 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 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
- Villas in Maryland
- Chalets in Maryland
- Resorts in Maryland
- Houseboats in Maryland
- RV Parks in Maryland
- Inns in Maryland
- Lodges in Maryland
- Hostels in Maryland
- Castles in Maryland
- Condo Resorts in Maryland
- Holiday Park Resorts in Maryland
Hotels 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
Chestertown Hotels by Star Rating
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
- Hilton Garden Inn Kent Island Marina
- Hampton Inn Baltimore/White Marsh
- WoodSpring Suites Baltimore White Marsh - Nottingham
- Fairfield Inn & Suites by Marriott Middletown
- Residence Inn by Marriott Baltimore White Marsh
- Best Western Kent Narrows Inn
- Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
- Home2 Suites by Hilton Baltimore/White Marsh