100 Small Romantic
Hotels & Places

Come discover 100 of the most romantic small hotels and places in the world.


Romantic Places in Maryland

Chesapeake Bay’s Eastern Shore

Waterfront villages, antiques, crab cakes and a colonial heritage. Romantic places with colonial ties and water views.

Great Oak Manor

10568 Cliff Road, Chestertown, MD

Serene and picturesque Georgian mansion with private beach on Chesapeake Bay.

T: +1 410 778-5943. 11 rooms. US$ 165-

White Swan Tavern

231 High St., Chestertown, MD

Step back into history here at this restored late 18th century tavern inn.

T: +1 410 778-2300. US$ 125-

Brampton Inn

25227 Chestertown Road, Chestertown, MD

Elegant 1860’s National Register house located on 35 acres with glorious views.

T: +1 410 778-1860. 13 room b&b. US$ 220-

The Inn at Perry Cabin

308 Watkins Lane St., Michaels, MD

An early l9th century white colonial mansion set on Miles River, a tributary to Chesapeake Bay.

T: +1 410 745 2200. 41 rooms. US$ 245-