Find Historic Hotels in Eastern Shore, MD

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Eastern Shore Historic Hotels

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 CA $1,157
CA $1,896 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, (104)
"If you are looking for a home with history and charm that’s away from it all, the Home of the Terrapin King is it. Because the house is on a peninsula, you are away from the hustle and bustle of a typical town. There is plenty to enjoy some quality family/friend time. The house itself could use a little TLC as any rental would periodically need and considering it’s a 100+ year old house, but it is perfectly decorated in keeping with the Eastern Shore area. The views are incredible, especially...
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 CA $313
CA $345 total
includes taxes & fees
May 22 - May 23
Sandaway Suites & Beach
Interior
Atlantic Hotel
3.5 star property
8.8 out of 10, Excellent, (214)
"Lovely hotel!"
The price is CA $211
CA $234 total
includes taxes & fees
May 23 - May 24
Atlantic Hotel
Terrace/patio
The Tidewater Inn
3.0 star property
8.8 out of 10, Excellent, (742)
"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

Highest price
Cheapest price
Number of guest reviews
Total number of hotels in Eastern Shore

 

Recent Reviews in Eastern Shore
Expedia verified reviews