Chestertown, Maryland

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Chestertown, Maryland, USA

Lodging in Chestertown, Maryland

Hotels, Lodges, Extended Stay

  • Comfort Suites 410-810-0555
    160 Scheeler Road, Chestertown, MD 21620
    Located just one mile from Washington College, the Comfort Suites in Chestertown offers guests an indoor heated pool, high-speed Internet access, meeting rooms and... more info  map

  • Holiday Inn Express Chestertown 410-778-0778
    150 Scheeler Road, Chestertown, MD 21620
    High-speed wireless Internet, a heated indoor swimming pool and hot tub, fitness center, 24-hour business center, the Express Start breakfast bar, 650 square feet of... more info

  • Imperial Hotel 410-778-5000
    208 High Street, Chestertown, MD 21620
    The Front Room Restaurant & Bar and 11 deluxe rooms and two suites are available at the Imperial Hotel, convenient to shopping, sightseeing and Washington College. more info  map

Bed & Breakfast, Cabins & Cottages

  • Brampton Bed & Breakfast Inn 410-778-1860
    25227 Chestertown Road, Chestertown, MD 21620
    A National Register plantation house on Maryland’s Eastern Shore, the award-winning Brampton Bed & Breakfast Inn is a Select Registry lodging establishment that offers... more info  map

  • Great Oak Manor 410-778-5943
    10568 Cliff Road, Chestertown, MD 21620
    Styled after an 18th-century English country retreat, the 12,000 square foot, Georgian-style Great Oak Manor features 12 guest rooms decorated in period themes; with... more info  map

  • Hill's Inn Bed & Breakfast 410-778-1926
    114 Washington Avenue, Chestertown, MD 21620
    Located on one and one thirds acres on a historic residential area near the center of town, this three-story American Gothic-style Victorian home has four guest rooms... more info  map

  • Inn at Mitchell House, The 410-778-6500
    8796 Maryland Parkway, Chestertown, MD 21620
    Situated on 12 manicured acres located less than one mile from the Chesapeake Bay, this lovely 18th century manor home features five guest rooms. A one-bedroom,... more info  map

  • Lauretum Bed & Breakfast Inn 410-778-3236
    954 High Street, Chestertown, MD 21620
    Listed in the National Register of Historic Places, Lauretum Bed & Breakfast Inn offers five guest rooms with private baths. A continental plus breakfast buffet is... more info  map

  • River Inn at Rolph's Wharf Marina, The 410-778-6389
    1008 Rolph's Wharf Road, Chestertown, MD 21620
    Six guest accommodations are available. more info  map

  • Simply Bed & Bread 410-778-4359
    208 Mount Vernon Avenue, Chestertown, MD 21620
    Located 100 Yards from Washington College Campus
    This cozy Cape Cod on Maryland's Eastern Shore, near the Chesapeake Bay; Simply Bed & Bread offers two spacious guest rooms. more info  map

  • White Swan Tavern 410-778-2300
    231 High Street, Chestertown, MD 21620
    The restored, pre-Revolutionary War White Swan Tavern is a bed and breakfast that offers six accommodations with full private baths, central heat and air conditioning,... more info  map

  • Widow's Walk Inn Bed & Breakfast 410-778-6455
    402 High Street, Chestertown, MD 21620
    Located in the Historic District
    Situated on Maryland's Upper Eastern Shore, near the Chester River, Washington College, many historic homes and buildings, gift shops and fine restaurants; Widow's Walk... more info  map

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Lodging in Chestertown

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