Great Oak Manor Inn

10568 Cliff Rd, Chestertown, Maryland, 21620, United States
Enter dates for best prices
Compare best prices from top travel partners


Satisfaction Excellent
Very Good


Value Score No Data

Good For Business
  • Families90
  • Couples97
  • Solo100
  • Business100

More about Chestertown


Two Doubles Size BedsTwo Doubles Size Beds

A blue heron in FloridaA blue heron in Florida

Bloody Point Bar Light with fishing boatBloody Point Bar Light with fishing boat

Digital photo of the silo houseDigital photo of the silo house

Travel Tips for Chestertown

Chestertown Marina

by grandmaR

While you can anchor in the Chester River, there is considerable current up by the bridge, the holding is not good and there are cables under the river which you don't want to hook into.

So we got a space at the Chestertown Marina. It is right in town, and you can walk to everything. There's also a restaurant there.

We paid $1.00 a foot which included electricity. Now the rates have gone up.

Transient Rates

Electric: 30amp-$5.00 | 50amp - $10.00

Electric: 30amp - $25.00 | 50amp - $35.00

Normally the marina owner has a courtesy car, but he was out of town, so Bob had to walk to the shopping center. Their website says that they have
* 92 octane gas
* highest quality diesel fuel
* a discount marine store
* block & cube ice
* sodas and snacks
* deep water launch ramp
* 25 ton travel lift
* outboard/inboard mechanic
* 48 season & transient slips
* winter storage [wet & dry]
* unique shops
* gourmet restaurants
* adjacent family restaurant
* adjacent to the Schooner Sultana (which is since our time)

They also have a boat ramp, with seasonal and daily rates.

Chestertown, MD

by frankcanfly

My favorite of Maryland's Eastern Shore towns, located on the banks of the Chester River, the historic town of Chestertown is the county seat of Kent County.

Once a thriving port of entry for colonial settlers into Maryland, the town has court records dating back to the 1640's. Next to the public dock at the bottom of High Street is the old Customs House, built in the 1740's. Chestertown features many restored 18th century homes, lovely churches, the county courthouse, and several interesting shops. Grand houses built by wealthy merchants line the Chester River.

Chestertown is also home to Washington College. Washington College is the tenth oldest college in the United States. The college was founded in 1782 with the help of George Washington who gave his name and 50 guineas to the college. Washington served as a trustee and received an honorary degree.

I personally know two great professors here!


Popular Hotels in Chestertown


150 Scheeler Road, Chestertown

Show Prices

Comfort Suites Chestertown

Hotel Class 3 out of 5 stars

160 Scheeler Rd, Chestertown

Show Prices

The Imperial Hotel and Restaurant

208 High Street, Chestertown

Brampton Bed And Breakfast Inn

25227 Chestertown Road, Chestertown

Show Prices

View all Chestertown hotels

View all Chestertown hotels

Latest Chestertown hotel reviews

Brampton Bed And Breakfast Inn
298 Reviews & Opinions
Latest: Apr 13, 2014

 Great Oak Manor Inn

We've found that other people looking for this hotel also know it by these names:

Great Oak Manor Hotel Chestertown

Address: 10568 Cliff Rd, Chestertown, Maryland, 21620, United States