Best Hotels in St. Michaels, Maryland

Colonial sailing yachts, Miles River blue crab feasts, and historic waterfront captain's inns.

Inn at Perry Cabin

From $595/night • Miles River Shoreline

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The Wildset Hotel

From $295/night • North Talbot Street Core

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St. Michaels Harbour Inn, Marina & Spa

From $215/night • St. Michaels Harbor Point

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The Oaks Waterfront Hotel

From $265/night • Oak Creek Peninsula / Royal Oak

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Hambleton Inn Bed & Breakfast

From $245/night • Cherry Street Harborfront

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Victoriana Inn

From $215/night • Cherry Street Historic Lawn

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Two Swan Inn

From $195/night • Carpenter Street Harbor Edge

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The Snuggery Inn & Suites

From $185/night • Cherry Street Historic District

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The Old Brick Inn

From $225/night • South Talbot Street Core

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Five Gables Inn & Spa

From $210/night • North Talbot Historic District

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The Parsonage Inn

From $175/night • Talbot Street Historic Row

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Kemp House Inn

From $185/night • South Talbot Historic

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Wades Point Inn on the Bay

From $235/night • McDaniel Bay Peninsula

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George Brooks House B&B

From $195/night • Rolles Range Countryside

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Black Walnut Point Inn

From $265/night • Black Walnut Point / Tilghman

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Sandaway Waterfront Lodging

From $225/night • Oxford Harbor Waterfront

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Wylder Hotel Tilghman Island

From $175/night • Tilghman Island Waterfront

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The Tilghman Island Inn

From $185/night • Knapps Narrows Basin

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Knapps Narrows Marina & Inn

From $135/night • Knapps Narrows Bridge

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St. Michaels Inn

From $89/night • Talbot Street Southern Entrance

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