Chestertown, MD
Travel Guide





Visit Chestertown

The Lodge at Great Oak Landing
22170 Great Oak Landing Rd Chestertown MD
The price is NT$3,548 per night from Nov 11 to Nov 12
NT$3,548
NT$4,056 total
Nov 11 - Nov 12
includes taxes & fees
Book a stay at this beach lodge in Chestertown. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Pooles Island Light and Kinnairds Point ...
8/10 Very Good! (129 reviews)
"Great place! Clean, comfortable and in a beautiful area. I won’t stay anywhere else when I’m in that area."
Reviewed on 2026/11/8

Red Roof Inn & Suites Chestertown
160 Scheeler Rd Chestertown MD
The price is NT$2,363 per night from Nov 17 to Nov 18
NT$2,363
NT$2,623 total
Nov 17 - Nov 18
includes taxes & fees
Stay at this hotel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...

Comfort Inn & Suites Chestertown
150 Scheeler Road Chestertown MD
The price is NT$3,171 per night from Dec 6 to Dec 7
NT$3,171
NT$3,520 total
Dec 6 - Dec 7
includes taxes & fees
Book a stay at this business-friendly hotel in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,000 reviews)
"Convenient location, friendly staff, clean"
Reviewed on 2026/11/8
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.

Hudson house
3037 Hudson St Baltimore MD
Stay at this vacation home in Baltimore. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Baltimore Inner Harbor Marina and M&T Bank ...
7.6/10 Good! (5 reviews)
"Tried messaging multiple times prior to check in to confirm check in process and possibility of checking in early, no response. Finally called upon arrival, was told they had to confirm my reservation and would call back, after waiting an hour, called 3x no answer, eventually spoke to someone else ..."
Reviewed on 2026/9/3

Bohemia Manor Farm
237 Bohemia Manor Farm Ln Chesapeake City MD
Book a stay at this beach vacation home in Chesapeake City. Enjoy free WiFi, free parking, and a private beach. Popular attractions Bohemia Anchorage and Hack's ...
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.


