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Visit Our Eastern Shore Bed & Breakfast

Great Oak Manor offers guests vacation and getaway lodging on the Eastern Shore of Maryland on the outskirts of historic Chestertown. Situated on 12 peaceful acres with a commanding view of the Chesapeake Bay, we are 1 ½ hour’s drive time from Washington, DC, Baltimore, MD and Philadelphia, PA.

Directions

From Baltimore/Washington via the Bay Bridge

  • Once over the Bay Bridge, stay on Rte 50 to 50/301 split.
  • Take Rte 301 N. to Rte 213 intersection (about 6 mi. past the 50/301 split).
  • Take 213 N. and proceed through Centreville to Chestertown.
  • Once over the Chester River Bridge, turn left at the first traffic light. This is Cross Street. At the next traffic light turn right onto High Street.
  • Follow High Street for 1.1 miles, through the traffic circle, then turn right onto Route 514. 514 turns left in about 3.8 miles
  • Continue on 514 to the stop sign intersecting with Rte 298
  • Cross 298 and proceed 1.8 miles and then turn left onto Great Oak Landing Road.
  • Drive past the farm silos and through the 1st set of red brick pillars.
  • Continue straight past the golf course on your left.
  • Continue straight past the second set of red brick pillars (with the Great Oak Manor sign on your right) to the large red brick manor house.

**Driving time from the Washington DC mall area is about 2 hours and about 1.5 hours from the Baltimore Airport (BWI).

From Philadelphia/Wilmington and points north

  • Take I95 south to Elkton, MD exits 109 (first exit after the toll booth).
  • Follow Rte 279 thru Elkton to Rte 213 south.
  • Take 213 south past Chesapeake city, Georgetown, and Galena (note 213 turns right at the light in Galena).
  • 7 miles after the right turn on Rte 213 in Galena. you should turn right onto 298 and stay on 298 (it forks left 2.5 miles from the 213 turnoff, and can be tricky at night!)
  • Follow Rte 298 for 11.1 miles from the Rte 213 turnoff then turn right onto Handy Point Road in the tiny town of Melitota. Handy Point Road is opposite Rt.514 to Chestertown
  • Proceed 1.8 miles and then turn left onto Great Oak Landing Road.
  • Drive past the farm silos and through the 1st set of red brick pillars.
  • Continue straight past the golf course on your left.
  • Continue straight past the second set of red brick pillars (with the Great Oak Manor sign on your right) to the large red brick manor house.

**Driving time from Philadelphia is about 1 hour, and 45 minutes, 4.5 hours from NY, and 1 hour from Wilmington, Delaware.

GPS Coordinates: Latitude: 39.268718 Longitude: -76.202557

Contact Information

 

Great Oak Manor
10568 Cliff Rd
Chestertown, MD 21620-4115

Phone: (410) 778-5943
Toll Free: (800) 504-3098

Email: