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 (227 reviews)

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

$90
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 …

$81
Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake Bay

100 Heron Blvd, Cambridge 21613

4.0 out of 5.0
4.4 out of 5 (265 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
4.2 out of 5 (358 reviews)

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

$129
Days Inn Easton
Days Inn Easton

7018 Ocean Gateway, Easton 21601

1.5 out of 5.0
2.9 out of 5 (90 reviews)

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

$54
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 …

$276
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 (151 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 …

$57
Hampton Inn Easton
Hampton Inn Easton

8058 Ocean Gateway, Easton 21601

2.5 out of 5.0
4.6 out of 5 (138 reviews)

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

$109
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

Recent Reviews in Eastern Chesapeake Shore

Hide content

Where to stay in Eastern Chesapeake Shore

Eastern Chesapeake Shore Hotel Guide

Expedia.com offers a selection of 95 hotels in Eastern Chesapeake Shore. You are sure to find cheap deals and discount rates among them with our Best Price Guarantee. No matter what type of hotel strikes your fancy, we will let you search for your preferred one to accommodate your travel needs.

Expedia.com will not only save you time, but also money when booking your stay at a hotel in Eastern Chesapeake Shore. Making reservations so you can stay within your budget is easy with us.

Expedia.com even provides you with a map so you may find cheap hotels in the Eastern Chesapeake Shore neighborhood you prefer.

Go ahead. Enter your travel dates to view the best offers on hotel rooms in Eastern Chesapeake Shore, now, including last minute deals!