Find Historic Hotels in Eastern Shore, MD

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Top Eastern Shore Historic Hotels

Private Beach Volleyball Court outside and open layout inside!
The price is $569 per night from Oct 31 to Oct 31
5/5 Exceptional! (28 reviews)
Great family vacation home
"Beautiful home with lots of room. Well stocked kitchen. Lots of linens and towels. Great location. Lots of books to read and toys to play with. We loved playing corn hole. You can go relax and enjoy the surroundings."

Reviewed on Sep 13, 2021

Private Beach Volleyball Court outside and open layout inside!
Amazing River House Waterfront Apartment on Choptank River on 18 Acre Farm
4.9/5 Exceptional! (18 reviews)
Refreshing, restorative, remarkable
"We can’t say enough nice things about our stay at this hidden bucolic getaway on the Choptank River. Thank you!"

Reviewed on Aug 19, 2021

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Amazing River House Waterfront Apartment on Choptank River on 18 Acre Farm
A PAR for the Course..Across from Public Golf and a Mile from Beach & Tiki Bar!
The price is $589 per night from Oct 24 to Oct 24
4.9/5 Exceptional! (16 reviews)
Great Golf House
"This was a nice house to rent and the location was very convenient to local stores as well as the wedding venue that we attended. Donna was very helpful in providing info about the area ahead of the trip and very quick/helpful in responding to our questions!"

Reviewed on Jul 21, 2021

A PAR for the Course..Across from Public Golf and a Mile from Beach & Tiki Bar!
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 #1 Rated Condo, Oceanfront, with Bay View Too
4.9/5 Exceptional! (168 reviews)
Oceanfront Paradise
"All of the comforts of home were found at this vacation property. Fully equipped kitchen and a comfortable king bed. The oceanfront view is awe inspiring! Beachcombing and walking along the beach is easily accessible. The location is also close to great restaurants."

Reviewed on Oct 20, 2021

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#1 Rated Condo, Oceanfront, with Bay View Too
Inn at 202 Dover
5 out of 5
202 East Dover Street, Easton, MD
4.9/5 Exceptional! (14 reviews)
Very romantic and beautiful Inn!
"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 ..."

Reviewed on Apr 28, 2019

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Inn at 202 Dover
Romantic Beach Getaway For 2 In Ocean City MD
4.9/5 Exceptional! (72 reviews)
Home away from home
"Nothing could have been better. Felt so comfortable there. Loved it."

Reviewed on Oct 4, 2021

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Romantic Beach Getaway For 2 In Ocean City MD
Must See - Beautiful Oceanfront Condo On The Boardwalk - Private Balcony!
4.8/5 Exceptional! (109 reviews)
Location, location location!!
"Cannot say enough about the location of this property as well as the communication with the owners throughout the booking process & during our stay. Directly on the boardwalk with everything within walking distance was awesome. The only negative about our stay would be the cleanliness of the property. ..."

Reviewed on Sep 24, 2021

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Must See - Beautiful Oceanfront Condo On The Boardwalk - Private Balcony!
Must See - Beautiful Oceanfront Condo On The Boardwalk - Private Balcony!
4.8/5 Exceptional! (111 reviews)
Great!
"I loved my entire stay!!!!! Great owners and great site!!! Clean, well-equipped, and beautiful ocean sounds! Will go back for sure!"

Reviewed on Sep 17, 2021

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Must See - Beautiful Oceanfront Condo On The Boardwalk - Private Balcony!
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
4.8/5 Exceptional! (34 reviews)
Great place
"This house is amazing, comfy, great view"

Reviewed on Oct 4, 2021

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Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
360° Water Views, Hoopers Island Vacation Studio, Fishing Creek
4.8/5 Exceptional! (14 reviews)
Great location, perfect for us
"Everything was great! The bay side dock was perfect for sitting & relaxing. The welcome basket came in handy for snacks when we went kayaking or cycling - thanks for that! The area was perfect for what we were looking for & we utilized the water trails and cycling routes in and around Blackwater ..."

Reviewed on Aug 18, 2021

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360° Water Views, Hoopers Island Vacation Studio, Fishing Creek
Home of the Terrapin King
4.6/5 Wonderful! (52 reviews)
Those Views
"Place is amazing. The views are amazing. I've never stayed in a house that had water views on three sides and a wildlife refuge for a driveway. Driving up to this house is an adventure. We ended up coming in with a storm, so it was very windy, but we still managed to fish and crab and make the most ..."

Reviewed on Oct 19, 2021

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Home of the Terrapin King
Sandaway Suites & Beach
3 out of 5
103 West Strand Road, Oxford, MD
4.5/5 Wonderful! (81 reviews)
"Very attractive location on Tred Avon. Walk to restaurants and shops. Very low key and relaxing area"

Reviewed on Aug 22, 2021

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Sandaway Suites & Beach
Washington Inn and Tavern
3.5 out of 5
11784 Somerset Ave, Princess Anne, MD
Fully refundableReserve now, pay when you stay
The price is $98 per night from Oct 25 to Oct 25
4.3/5 Excellent! (183 reviews)
"The restaurant in the property is very good."

Reviewed on Sep 12, 2021

Washington Inn and Tavern
The Tidewater Inn
3 out of 5
101 E Dover St, Easton, MD
The price is $152 per night from Oct 24 to Oct 24
4.2/5 Excellent! (638 reviews)
"Very nice Inn with excellent service; rooms are small but interesting."

Reviewed on Oct 19, 2021

The Tidewater Inn
Atlantic Hotel
3.5 out of 5
2 North Main Street, Berlin, MD
4.2/5 Excellent! (179 reviews)
"Very nice..bathroom can use upgrade"

Reviewed on Jul 25, 2021

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Atlantic Hotel
Commander Hotel & Suites
2.5 out of 5
1401 Atlantic Avenue, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is $79 per night from Nov 1 to Nov 1
4/5 Very Good! (975 reviews)
"We stayed in a walk out promenade suite. We enjoyed being in "middle of all the action," and the convenience to the beach and boardwalk."

Reviewed on Oct 4, 2021

Commander Hotel & Suites
St Michaels Inn
2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Fully refundableReserve now, pay when you stay
The price is $95 per night from Nov 1 to Nov 1
3.9/5 Very Good! (756 reviews)
"The property was well maintained and easy to get in and out. Located close enough to town to be convenient without all the hub-bub."

Reviewed on Oct 20, 2021

St Michaels Inn
The Albanus Phillips Inn
3 out of 5
314 Mill Street, Cambridge, MD
3.9/5 Very Good! (27 reviews)
Wonderful for history buffs
"The owner, Mr Harwood, is an amazing historian and you'll be delighted by his stories while enjoying David's wonderful breakfasts each morning, This is an early 1900's mansion which is within walking distance to several very good restaurants."

Reviewed on May 5, 2021

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The Albanus Phillips Inn
Villas of Ocean Pines
3 out of 5
11029 Cathell Road, Berlin, MD
3.8/5 Good! (16 reviews)
Spacious Retreat
"Location was great! Unit was old and run-down. It needs a lot,of work. Fireplace and view was lovely! Location to historic Berlin and Ocean City was great,"

Reviewed on Oct 8, 2014

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Villas of Ocean Pines
Ocean Lodge Hotel
2.5 out of 5
801 N Philadelphia Ave, Ocean City, MD
The price is $500 per night from Oct 24 to Oct 24
3.4/5 Good! (436 reviews)
"The staff was very friendly. It's within 3 blocks of the beach & boardwalk."

Reviewed on Sep 19, 2021

Ocean Lodge Hotel
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Your Guide to Historic Hotels in Eastern Shore

Traveling to new places can be more than just getting a break from your daily routine, it can also be about taking in the culture and history of an area. A fantastic way to get a sense of the region's culture is to learn about its past. Touring the region's museums or landmarks is a great start, but a stay in a Eastern Shore historic hotel can ferry you back to another time period. Pack your bags (and no need for the time machine) as your Eastern Shore vintage hotel awaits.

Old-World Charm, New World Amenities

Many of the historic accommodations in Eastern Shore give you a feel for a bygone era as soon as you step into the front door. From classical architecture to locations steeped in the past, these surroundings will make you immediately think like you are a time traveler, not a tourist. Fortunately, you won't have to live totally in the past. While these lodgings are historic, they have many modern conveniences to help you keep in touch or relax during your stay. You will discover rooms outfitted with a cozy bed and just about anything else you'll need for a wonderful stay.

After you've checked out the hotel property, you can visit the art galleries and renowned landmarks to take in more of the Eastern Shore's culture. Undoubtedly, all this hopping through history will stimulate your appetite. Be sure to speak with your hotel's concierge to show you some of the popular areas to grab a drink or a marvelous meal in Eastern Shore are. You can also read the reviews section and see the suggestions other travelers to Eastern Shore thought were worth a visit.

Your Eastern Shore Hotel Is Ready for You

Eastern Shore has 5564 vintage hotels that have the look and feel of another era. Some of these famous lodgings are where respected musicians may have stayed. You're sure to book an accommodation that has all the amenities and the characteristics you want. If you wish to stay in one of these Eastern Shore vintage hotels, book soon, or you may miss out on a one-of-a kind accommodation.

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Recent reviews of Eastern Shore hotels

Dunes Manor Hotel and Dunes Suites
Expedia Verified Review
5 / 5 Excellent
Very good place to stay. Wished we could park in the garage under the building.
A verified traveler stayed at Dunes Manor Hotel and Dunes Suites
Posted 9 hours ago
Dunes Manor Hotel and Dunes Suites

Travelers Loved These Historic Hotels