Eastern Shore Historic Hotels, Maryland: Eastern Shore Hotel Guide

A marina with numerous boats docked at wooden piers under a clear sky.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Eastern Shore Historic Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Eastern Shore historic hotels

1. Atlantic Hotel

Downtown Berlin

Michael

€168

includes taxes & fees

26 Aug - 27 Aug

2. #1 Rated Condo, Oceanfront, with Bay View Too

North Ocean City

Ed B.

€289

includes taxes & fees

3 Sept - 4 Sept

3. Private 3 room Queen Suite w/Kitchenette

Port Deposit

Lance W.

€250

includes taxes & fees

27 Aug - 28 Aug

4. BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

Berlin

Jim C.

€324

includes taxes & fees

13 Sept - 14 Sept

5. Mid Town OceanSide/Block 46th St. Sleeps 5 Location, Location, Location!

Midtown Ocean City

Kelly G.

€350

includes taxes & fees

26 Aug - 27 Aug

6. Historic home on Smith Island w/ dock!

Smith Island

"Great place on Smith Island. Amazing community feeling for 48 hours. The ferry is super expensive (it was 25 per person each way ,so 50 total per person!!!), adding 250 to the entire visit for 5, so something to really consider. The island is beautiful, house was perfect, very quiet and well kept. No downsides, but not tons of activities for very active teenagers. Everything super easy in terms of house/info/check in and out."

Nina Z.

€258

includes taxes & fees

7 Sept - 8 Sept