Top 10 Hotels in Eastern Chesapeake Shore

See all 270 Hotels in Eastern Chesapeake Shore
Inn at Perry Cabin by Belmond
Inn at Perry Cabin by Belmond

308 Watkins Ln, St. Michaels 21663

4.5 out of 5.0

This family-friendly St. Michaels hotel is located on the waterfront, within a 10-minute walk of Tilghman Island and …

$234
avg/night
Parsonage Inn
Parsonage Inn

210 North Talbot Street, St. Michaels 21663

3.5 out of 5.0

Situated in St. Michaels, this bed & breakfast is within a 10-minute walk of Tilghman Island and Chesapeake Bay Maritime …

$105
avg/night
Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & Suites

8708 Alicia Drive, Easton 21601

2.5 out of 5.0

Situated in Easton, this hotel is within 1 mi (2 km) of Talbot Massage and Easton Cycle and Sport. Avalon Theatre and Customs …

$97
avg/night
Five Gables Inn and Spa
Five Gables Inn and Spa

209 N. Talbot Street, St. Michaels 21663

3.5 out of 5.0

Situated in St. Michaels, this spa bed & breakfast is within a 5-minute walk of Tilghman Island and Chesapeake Bay Maritime …

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The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club

180 Pier One Road, Stevensville 21666

4.0 out of 5.0

Situated in Stevensville, this hotel is within 9 mi (15 km) of Chesapeake Bay Bridge, Sandy Point State Park, and Chesapeak …

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Global Luxury Suites at Whetstone Way
Global Luxury Suites at Whetstone Way

1631 Whetstone Way, Baltimore 21230

4.0 out of 5.0

Situated in Baltimore, this apartment is within 1 mi (2 km) of Baltimore Museum of Industry and American Visionary Art Museum …

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The Tidewater Inn
The Tidewater Inn

101 E Dover St, Easton 21601

3.0 out of 5.0

Situated in the historical district, this historic hotel is steps from Avalon Theatre, Customs House, and Historical Societ …

$129
avg/night
Knapps Narrows Marina & Inn
Knapps Narrows Marina & Inn

6176 Tilghman Island Road, Tilghman 21671

3.0 out of 5.0

Situated near the bay, this inn is within 1 mi (2 km) of Phillips Wharf Environmental Center and Tilghman Watermen’s Museum …

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St Michaels Inn
St Michaels Inn

1228 S Talbot Street, St. Michaels 21663

2.5 out of 5.0

Situated in the historical district, this hotel is within 2 mi (3 km) of St. Michaels Museum, Tilghman Island, and Chesapeake …

$69
avg/night
Loews Annapolis Hotel
Loews Annapolis Hotel

126 West St, Annapolis 21401

4.0 out of 5.0

This six-story brick hotel is 0.5 mile from the shops, restaurants, and historic sites of Annapolis and 1 mile from both th …

$149
avg/night

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Where to stay in Eastern Chesapeake Shore

Eastern Chesapeake Shore Hotel Guide

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