Find Historic Hotels in Eastern Shore, MD

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards.

Search over 2.9 million properties and 550 airlines worldwide

Pick from 76 Eastern Shore Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

On the beach, sun loungers, beach towels
HUGE SANDBOX! Play Beach Volleyball by the Marina & Kentmorr Beach Bar and Grill
10.0 out of 10, Exceptional, (73)
"Great stay, exactly as advertised, Donna was great!"
The price is ¥132,413
¥216,977 total
includes taxes & fees
Jun 2 - Jun 3
HUGE SANDBOX! Play Beach Volleyball by the Marina & Kentmorr Beach Bar and Grill
Exterior
Inn at 202 Dover
5.0 star property
9.8 out of 10, Exceptional, (14)
"We stayed in the French Room at the Inn at 202Dover in Easton, MD. We were welcomed by the manager, Vincent. The room was just as beautiful as it looked in the photos! The whole inn is a gem! The only thing I didn't end up trying was the hydrojet massage bathtub. There were directions in the guest book in the room but it just seemed too complicated for me. We also didn't use the steam shower, just had regular showers. We had dinner on the Friday night at the Inn and the food was delicious...
Inn at 202 Dover
Sun loungers, beach towels
360° Water Views, Hoopers Island Vacation Studio, Fishing Creek
9.8 out of 10, Exceptional, (28)
"Perfect spot to rest and recharge and base your Chesapeake-area visit. The location is lovely, with access to both the Chesapeake (beautiful sunset views!) and the Honga River (beautiful sunrise views!). Apartment was perfect for my visit, and Debi and Steve are generous and accommodating hosts. They provide numerous amenities in this lovely and spotlessly clean space, with beautiful views of nature at your doorstep. I recommend this space and these hosts completely. Thank you for a lovely...
360° Water Views, Hoopers Island Vacation Studio, Fishing Creek
Property grounds
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm
9.8 out of 10, Exceptional, (49)
"We were visiting family on this trip and doing sightseeing. It was wonderful to come back and relax. The scenery, the beds, the hosts were all wonderful and accommodating! The week flew by!"
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
9.8 out of 10, Exceptional, (77)
"We had a great stay and the property is well maintained. They had a lot of extras for our convenience such as toothbrushes, snacks, and more. The dock and view was beautiful and relaxing. We plan to come back soon!"
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
View from property
Home of the Terrapin King
9.4 out of 10, Exceptional, (103)
"Very relaxing spot and the view is spectacular!"
Home of the Terrapin King
Ecotours
Sandaway Suites & Beach
3.0 star property
9.2 out of 10, Wonderful, (115)
"I took a solo trip and picked the perfect spot. This family owned inn is great for a family trip, a romantic getaway, or for a quiet escape by yourself. The owners are such a welcoming family and made me feel very like VIP. I will be going back and recommend Sandaway to anyone looking for that getaway in the Eastern Shore. Thank you Gibson Family for a wonderful experience!"
The price is ¥35,933
¥39,527 total
includes taxes & fees
May 22 - May 23
Sandaway Suites & Beach
Interior
Atlantic Hotel
3.5 star property
8.8 out of 10, Excellent, (212)
"Loved the old town, people are very friendly "
The price is ¥24,146
¥26,802 total
includes taxes & fees
May 14 - May 15
Atlantic Hotel
Terrace/patio
The Tidewater Inn
3.0 star property
8.8 out of 10, Excellent, (741)
"The Inn is beautiful!! The people working there were friendly and helpful!! The Tavern had great service as well as food and drinks!! My one complaint is that there were no small refrigerators in the rooms, so we ended up having to throw out our food leftovers."
The Tidewater Inn
Exterior
Washington Inn and Tavern
3.5 star property
8.8 out of 10, Excellent, (254)
" The location was perfect for what we came there for. The property itself is very old and needs a total renovation. The carpet throughout the facility was filthy and the mildew smell was everywhere. The people we met where very friendly and the staff was very nice. We stayed because there was no where else to stay. Not to mention the annoying siren. For a moment we thought it was "The Purge". The hotel needs a lot of work. Sorry, just being honest..."
Washington Inn and Tavern
Don't see what you're looking for?
See all available properties in Eastern Shore
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Eastern Shore Historic Hotels information

 

Historic Hotels in Eastern Shore

76

Highest price
¥35,933
Cheapest price
¥18,507
Number of guest reviews
2,496
Total number of hotels in Eastern Shore
7,755