Top 10 Hotels in Eastern Chesapeake Shore

See all 40 Hotels in Eastern Chesapeake Shore
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 (203 reviews)

Situated on a river, this hotel is 7.7 mi (12.4 km) from Queenstown Premium Outlets and 10 mi (16.2 km) from Chesapeake Bay …

$108
Comfort Inn Easton
Comfort Inn Easton

8523 Ocean Gtwy, Easton 21601

2.0 out of 5.0
3.7 out of 5 (185 reviews)

Located in the heart of Easton, this hotel is within 2 mi (3 km) of Avalon Theatre, Academy Art Museum, and Historical …

$80
Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake Bay

100 Heron Blvd, Cambridge 21613

4.0 out of 5.0
4.4 out of 5 (235 reviews)

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

$239
The Tidewater Inn
The Tidewater Inn

101 E Dover St, Easton 21601

3.0 out of 5.0
4.2 out of 5 (320 reviews)

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

$149
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 (131 reviews)

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

$410
Days Inn Easton
Days Inn Easton

7018 Ocean Gateway, Easton 21601

1.5 out of 5.0
2.6 out of 5 (213 reviews)

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

$59
Americas Best Value Inn
Americas Best Value Inn

2831 Ocean Gateway, Cambridge 21613

2.0 out of 5.0
2.2 out of 5 (151 reviews)

Located in the heart of Cambridge, this hotel is within 3 mi (5 km) of Dorchester County Visitors Center, Richardson Maritime …

$80
St Michaels Inn
St Michaels Inn

1228 S Talbot Street, St. Michaels 21663

2.5 out of 5.0
3.3 out of 5 (93 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 …

$96
Hampton Inn Easton
Hampton Inn Easton

8058 Ocean Gateway, Easton 21601

2.5 out of 5.0
4.6 out of 5 (122 reviews)

This family-friendly Easton hotel is within 1 mi (2 km) of Avalon Theatre, Academy Art Museum, and Historical Society of …

$129
Five Gables Inn and Spa
Five Gables Inn and Spa

209 N. Talbot Street, St. Michaels 21663

3.5 out of 5.0
4.4 out of 5 (75 reviews)

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

$195

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Eastern Chesapeake Shore Hotel Guide

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