Chestertown Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
Photo by Patricia Knorr
- Plan, book, travel with confidence
- Better togetherSave up to ฿4,531 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Chestertown
Comfort Inn & Suites Chestertown
150 Scheeler Road Chestertown MD
Fully refundableReserve now, pay when you stay
The price is ฿3,207 per night from 1 Feb to 2 Feb
฿3,207
฿3,560 total
1 Feb - 2 Feb
includes taxes & fees
8.4/10 Very Good! (863 reviews)
Very nice
Reviewed on 14 Dec 2025
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct Rosedale MD
Fully refundableReserve now, pay when you stay
The price is ฿2,037 per night from 18 Jan to 19 Jan
฿2,037
฿2,353 total
18 Jan - 19 Jan
includes taxes & fees
7/10 Good! (1,117 reviews)
My stay at La Quinta wasn't bad. What bothered me was that none of the ice machines on any floor worked except the first floor. Aside from that, I have no other complaints.
Reviewed on 4 Jan 2026
Pendry Baltimore
1715 Thames St. Baltimore MD
Fully refundableReserve now, pay when you stay
The price is ฿9,935 per night from 29 Jan to 30 Jan
฿9,935
฿12,967 total
29 Jan - 30 Jan
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
The hotel was beautiful, and the staff was courteous and friendly.
Reviewed on 5 Jan 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
