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Hotels in Eastern Shore

From luxury resorts to small design hotels and cozy inns, there are an infinite number of great places to stay in the world, including hotels in Eastern Shore. Browse our travel guide and get Travel + Leisure’s picks for the best Eastern Shore hotels—all-inclusive resorts, design hotels, remote lodges, vacation rentals, and more. Our international team of editors and writers handpicks the top Eastern Shore hotels, helping travelers discover the most popular places to stay in Eastern Shore, and the most memorable.

Whether a boutique hotel with luxury amenities, a wilderness lodge, a cool rental home, or a country inn fit for your budget, Travel + Leisure highlights the best of the best. From affordable beach resorts and cozy inns to high-tech hotels and kid-friendly all-inclusive resorts, these Eastern Shore hotel listings will help you find just the right place to spend the night during your visit. Below find Travel + Leisure’s top spots for where to stay in Eastern Shore.

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  • 2011-tl500-perrycabin_standard_thumb

    Belmond Inn at Perry Cabin

    PRICE RANGE: Dollar Dollar Dollar
    Set on the Miles River, a private Chesapeake Bay inlet, this Orient-Express hotel is chockablock with homey touches, like fresh-baked cookies at tu... More
  • Signature-shots-002_standard_thumb

    Five Gables Inn & Spa

    PRICE RANGE: Dollar
    Cottagey-cute, maybe too cute, but a good value in St. Michaels. Aveda spa on the premises. More
  • Inn at 202 Dover

    PRICE RANGE: Dollar Dollar
    In 2005, Ronald and Shelby Mitchell—a former D.C. ad exec and lawyer—discovered a deteriorating 1874 Colonial-style mansion, which they restored to... More
  • Marriott Annapolis Waterfront

    PRICE RANGE: Dollar Dollar
  • Maryland Inn

    PRICE RANGE: Dollar
  • Scotlaur Inn Bed & Breakfast

    PRICE RANGE: Dollar
    Rooms may be on the small side, but this turn-of-the-20th-century row house has comfy beds with wrought-iron frames, and guests get a complimentary... More
  • Tilghman Island Inn

    PRICE RANGE: Dollar

Explore hotels in Eastern Shore for more options.

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