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Top 10 Hotels in Eastern Shore

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Holiday Inn Express Annapolis - Kent Island
Holiday Inn Express Annapolis - Kent Island

1020 Kent Narrows Rd, Grasonville 21638

2.5 out of 5.0
4.4 out of 5 (227 reviews)

Situated on a river, this hotel is within 12 mi (20 km) of Queenstown Premium Outlets, Chesapeake Bay Bridge, and Sandy Point …

$113
Quality Inn
Quality Inn

8523 Ocean Gtwy, Easton 21601

2.5 out of 5.0
3.8 out of 5 (209 reviews)

Located in the heart of Easton, this hotel is within a 10-minute walk of Talbot Massage and Easton Cycle and Sport. Avalon …

$76
Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake Bay

100 Heron Blvd, Cambridge 21613

4.0 out of 5.0
4.4 out of 5 (268 reviews)

Nestled on the beach, this Cambridge resort is within 3 mi (5 km) of Bay Country Shop, Long Wharf Park, and Dorchester County …

$169
The Tidewater Inn
The Tidewater Inn

101 E Dover St, Easton 21601

3.0 out of 5.0
4.3 out of 5 (360 reviews)

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

$139
Days Inn Easton
Days Inn Easton

7018 Ocean Gateway, Easton 21601

1.5 out of 5.0
2.9 out of 5 (91 reviews)

Situated in Easton, this hotel is within 3 mi (5 km) of The Third Haven Friends Meeting House, Academy Art Museum, and Academ …

$63
Inn at Perry Cabin by Belmond
Inn at Perry Cabin by Belmond

308 Watkins Ln, St. Michaels 21663

5.0 out of 5.0
4.7 out of 5 (149 reviews)

This family-friendly St. Michaels hotel is located on the waterfront, within a 15-minute walk of Chesapeake Bay Maritime …

$285
Americas Best Value Inn
Americas Best Value Inn

2831 Ocean Gateway, Cambridge 21613

2.0 out of 5.0
2.2 out of 5 (166 reviews)

Located in the heart of Cambridge, this hotel is 0.7 mi (1.1 km) from Bay Country Shop and within 3 mi (5 km) of Dorchester …

$63
St Michaels Inn
St Michaels Inn

1228 S Talbot Street, St. Michaels 21663

2.5 out of 5.0
3.5 out of 5 (157 reviews)

Situated in the historical district, this hotel is 1.3 mi (2.2 km) from St. Michaels Museum and 1.8 mi (2.9 km) from …

$69
Five Gables Inn and Spa
Five Gables Inn and Spa

209 N. Talbot Street, St. Michaels 21663

3.5 out of 5.0
4.3 out of 5 (81 reviews)

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

$140
Holiday Inn Express Cambridge
Holiday Inn Express Cambridge

2715 Ocean Gtwy, Cambridge 21613

2.5 out of 5.0
4.2 out of 5 (219 reviews)

Situated in the business district, this hotel is within 1 mi (2 km) of Bay Country Shop and Dorchester County Visitors Center …

$95

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Eastern Shore Hotel Guide

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