Customized for your search:

Historic Hotels in Eastern Chesapeake Shore

Eastern Chesapeake Shore hotels
Eastern Chesapeake Shore

Top Trending Historical Hotels in Eastern Chesapeake Shore

The Tidewater Inn - Easton Hotels
Rating: 3.0 Stars

The Tidewater Inn

101 E Dover St, Easton - Map
 
 
"Nice Hotel"
My husband and I were on a business trip and decided to stay at Tidewater Inn. It was such a nice experience and the staff was superb!..we decided to go to walk around the area and found beautiful art galleries and cafe's. -The room was small and cozy and didn't mind the small bathroom. I would highly recommend this hotel if you want tranquility....we certainly would like to go back.
Tony & Lina from North Bergen NJ
Situated in the historical district, this historic hotel is close to Avalon Theatre, Academy Art Museum, and River House …More
Comfort Inn - Easton Hotels
Rating: 2.0 Stars

Comfort Inn

8523 Ocean Gtwy, Easton - Map
 
 
"Pleasantly surprised in Easton"
We had a wedding in nearby St. Michaels and did not want to spend the big bucks there. We could not have had a better experience anywhere even for more money. It wasn't luxurious but the rooms were very clean. The bed and pillows were comfortable. The breakfast was more than adequate. The staff could not have been more helpful. As I said I was pleasantly surprised.
Geri from New York
Situated in the city center, this hotel is close to Avalon Theatre, Academy Art Museum, and River House Golf. Local …More
Comfort Inn & Suites Cambridge - Cambridge Hotels
Rating: 2.0 Stars

Comfort Inn & Suites Cambridge

2936 Ocean Gtwy, Cambridge - Map
 
 
"Clean Hotel"
Nice hotel, clean room, full breakfast included. Only complaint is that the floor of the show stall squeaked, but it was clean. Would stay again, no problems.
Stephen from Baltimore, MD
Situated in Cambridge, this hotel is close to Long Wharf Park and Choptank River Lighthouse. Area attractions also include …More
Holiday Inn Express Hotel & Suites Chestertown - Chestertown Hotels
Rating: 2.5 Stars

Holiday Inn Express Hotel & Suites Chestertown

150 Scheeler Road, Chestertown - Map
 
 
"Nice hotel-close to Washington College"
I stayed at this hotel because I was bringing my daughter to Washington College for Lacrosse camp. It worked out great because it was so close to the college. We were unexpectedly surprised when we drove down to the cute little town to do some shopping and dining. We ate at the Fish Whistle restaurant which was very nice, it sits right on the water. We arrived late at night to the hotel. The hotel clerk had our room ready. Check-in was quick and efficient. The clerk was very polite and welcoming. The room had very comfortable beds and bedding. The decor was nice and updated. The shower had good water pressure. I would prefer a fan in the bathroom, but none of the hotels seems to have fans these days. The bathroom got a little steamy. The room was a little noisy in the morning since is backs up to some kind of construction business. I was hearing the back up beeps from the trucks in the morning. If you are hard of hearing, there is volume control on the tv. It would only go up to a certain volume. I guess that's why they have rooms for the hearing impaired. The continental breakfast was decent. I had a hot cinnamon bun and a coffee, but that had the usual fair, muffin, bagels and such.
Liz from Hagerstown, MD
This hotel is in Chestertown.More
Lazyjack Inn on Dogwood Harbor - Tilghman Hotels
Rating: 3.5 Stars

Lazyjack Inn on Dogwood Harbor

5907 Tilghman Island Road, Tilghman - Map
 
 
"Perfect location""
This little B&B was awesome. The location is perfect - just off of St Michaels on quiet Tilghman Island, so you're super close to the activity of St Michaels and you easily have access to Easton and Oxford, but with a quiet haven within reach. The innkeepers are 2 of the absolute nicest people you'll ever meet, and they truly help make the stay comfortable. The B&B itself is incredibly well kept, the rooms are very clean and comfortable, and Carol is a fantastic cook! The breakfasts kept us going all day! I would recommend this to anyone for just an overnight getaway, or, better yet, stay awhile! We'll definitely be returning!
Katie from philadelphia, pa
Situated on the waterfront, this bed & breakfast is in the same region as Chesapeake Bay Maritime Museum, Bayside History …More
Five Gables Inn and Spa - St. Michaels Hotels
Rating: 3.5 Stars

Five Gables Inn and Spa

209 N. Talbot Street, St. Michaels - Map
 
 
"Great winter getaway"
I stayed 3 nights with a relative in mid-January, so we had many facilities to ourselves. It was well-appointed, convenient, reasonably priced, and very comfortable. Staff were very pleasant and helpful without being at all intrusive. A cheering, invigorating, and restorative experience!
A Traveller
Situated in St. Michaels, this bed & breakfast is close to Chesapeake Bay Maritime Museum. Regional attractions also include …More
Holiday Inn Express Easton - Easton Hotels
Rating: 2.5 Stars

Holiday Inn Express Easton

8561 Ocean Gateway Route 50, Easton - Map
 
 
Holiday Inn Express is a hotel we have come to appreciate because we can depend on comfort, cleanliness and good service.
A Traveller
Situated in Easton, this hotel is close to Avalon Theatre, Academy Art Museum, and River House Golf. Local attractions also …More
Robert Morris Inn - A Waterfront Country Inn - Oxford Hotels
Rating: 3.0 Stars

Robert Morris Inn - A Waterfront Country Inn

314 N. Morris St, Oxford - Map
 
 
"Going back in history"
Because of its historical nature,the rooms and bathroom were small. Yet that is what one should expect with lodging built so long ago. The breakfast was wonderful and the afternoon tea with scones,raspberry sauce and cream were delightful.
Beverly from Long Beach Island, New Jersey, USA
Situated near the beach in Oxford, this bed & breakfast is in the same region as River House Golf, Chesapeake Bay Maritime …More

Search from 8 Eastern Chesapeake Shore Hotels


    Need help booking?

    Call 1-800-551-2409
    Visit Customer Support »
    No Expedia Cancellation Fee

    No Expedia Cancellation Fee

    Book, change, or cancel almost any hotel without paying an Expedia fee.

    Eastern Chesapeake Shore Historic Hotel Guide

    Travel back in time and reserve a room at a historic Eastern Chesapeake Shore hotel.
    • Choose from our vast selection of historic hotels
    • Stay in a classic hotel with an intriguing history
    • Don’t waste time searching for lower prices elsewhere

    Book today and experience the charm and allure of a hotel with a story and a past. Look past the sparkly, modern high-rise hotels and go the rustic route instead.

    Read More

    Because when you choose a historic Eastern Chesapeake Shore hotel with a story to tell, you’ll have your own tales to share when you go back home. We doubt those brand new high-rises have that kind of charisma! Older accommodations have a colorful past, and many are located at the site of a significant event. These fascinating relics offer a glimpse into a different era and way of life. During your stay at a historical hotel in Eastern Chesapeake Shore, marvel at the on-site antiques and explore the nearby landmarks. You’ll feel as though you traveled through time as you take a tour of the area and other historical attractions during your vacation.

    While we can’t offer you the same hotel rates of yesteryear, we can present you with the lowest prices on the market today. Thanks to our cheap deals, you can confidentially book classic hotels in Eastern Chesapeake Shore knowing you won’t find a better discount elsewhere. Whether you’re a history buff wanting to brush up on your facts or a jetsetter looking for a unique place to rest, browse our selection of historic Eastern Chesapeake Shore hotels. Make your reservations today and put the cash you saved toward stocking up on antique souvenirs, artifacts, and artwork.

    Hide
    Customers Rate Expedia
    Powered by feefo
    91% recommended
    4.5
    From 29,939 Reviews