Top 10 Hotels in Eastern Chesapeake Shore

See all 40 Hotels in Eastern Chesapeake Shore
Comfort Inn Easton
Comfort Inn Easton

8523 Ocean Gtwy, Easton 21601

2.5 out of 5.0
3.7 out of 5 (197 reviews)

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

$89
per night
Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake Bay

100 Heron Blvd, Cambridge 21613

4.0 out of 5.0
4.4 out of 5 (252 reviews)

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

$159
per night
The Tidewater Inn
The Tidewater Inn

101 E Dover St, Easton 21601

3.0 out of 5.0
4.3 out of 5 (343 reviews)

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

$149
per night
Days Inn Easton
Days Inn Easton

7018 Ocean Gateway, Easton 21601

1.5 out of 5.0
2.6 out of 5 (239 reviews)

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

$67
per night
Inn at Perry Cabin by Belmond
Inn at Perry Cabin by Belmond

308 Watkins Ln, St. Michaels 21663

4.5 out of 5.0
4.7 out of 5 (143 reviews)

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

$275
per night
Americas Best Value Inn
Americas Best Value Inn

2831 Ocean Gateway, Cambridge 21613

2.0 out of 5.0
2.3 out of 5 (161 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 …

$76
per night
St Michaels Inn
St Michaels Inn

1228 S Talbot Street, St. Michaels 21663

2.5 out of 5.0
3.5 out of 5 (127 reviews)

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

$76
per night
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 (78 reviews)

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

$140
per night
Holiday Inn Express Cambridge
Holiday Inn Express Cambridge

2715 Ocean Gtwy, Cambridge 21613

2.5 out of 5.0
4.2 out of 5 (210 reviews)

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

$90
per night
Holiday Inn Express Hotel & Suites Chestertown
Holiday Inn Express Hotel & Suites Chestertown

150 Scheeler Road, Chestertown 21620

2.5 out of 5.0
4.4 out of 5 (182 reviews)

Situated in Chestertown, this hotel is 0.6 mi (0.9 km) from Washington College and 25.2 mi (40.5 km) from Queenstown Premium …

$86
per night

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Eastern Chesapeake Shore Hotel Guide

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