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Cheap Hotels in Eastern Chesapeake Shore, Maryland

Eastern Chesapeake Shore hotels
Eastern Chesapeake Shore

Choose from 40 Eastern Chesapeake Shore Hotel Deals

Inn at Perry Cabin by Belmond - St. Michaels Hotels
Rating: 4.5 Stars
$275

Inn at Perry Cabin by Belmond

308 Watkins Ln, St. Michaels - Map
 
 
"beautiful historic Inn in perfect location"
We were greeted by a professional and courteous staff. Our room was lovely with colonial style and very comfortable. We had a view of the water and a back porch where we enjoyed watching the birds and drinking mimosas. The inn is full of amazing historical and nautical paintings, maps, charts and more. We walked ov to the Chesapeake Maritime Museum. The food and restaurant service were excellent.
Traveller from chapel hil nc
This family-friendly St. Michaels hotel is located by the sea, within a 15-minute walk of Chesapeake Bay Maritime Museum and …More
Harbourtowne St. Michaels - St. Michaels Hotels
Rating: 3.0 Stars
$159

Harbourtowne St. Michaels

9784 Martingham Circle, St. Michaels - Map
 
 
"Standards have gone down "
Hi, while i have enjoyed staying there in the past, this time I decided I would not return next year. They are undergoing a make over- the lovely matching curtains,duvet etc. were not there this time. It is dated and will probably be lovely when all done but for the price of the room- not so much.
Traveller from MD
Located in the heart of St. Michaels, this golf resort is 2.7 mi (4.3 km) from Chesapeake Bay Maritime Museum and 2.9 mi (4.6 …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 staff, just okay room"
Staff was great and location is excellent. Walking distance to everything you want in shopping/dining. A charming town, great weekend getaway. However, the place itself seems a bit too big for a B&B and not updated enough to be a nice hotel. Situated with multiple buildings, it's tough if you aren't in the main house to enjoy the sauna/pool/spa amenities. Our room was on the first floor of a building across the street from the main house. The folks staying above us were quite loud and when they decided to run the Jacuzzi tub at 1:00am it actually woke us up - sounded like they were in our bathroom! Breakfast was continental style and not bad, but not great either. All in all, an okay value but nothing fantastic.
Traveller from Baltimore, MD
Situated in St. Michaels, this spa bed & breakfast is within a 10-minute walk of Chesapeake Bay Maritime Museum and St …More
Sleep Inn Grasonville - Grasonville Hotels
Rating: 2.0 Stars

Sleep Inn Grasonville

101 Vfw Ave, Grasonville - Map
 
 
"Last minute booking "
We were trying to find a place in Chestertown and everything there was booked. So we got a room here. It was only half an hour away, easy access in and out, close to Kent Island fun, clean, updated, and just simply nice! Our room was very small, but that's truly all we needed!
A Traveller
Situated in Grasonville, this hotel is 2.5 mi (4.1 km) from Chesapeake Bay Environmental Center and within 9 mi (15 km) of …More
Best Western Kent Narrows Inn - Grasonville Hotels
Rating: 2.0 Stars

Best Western Kent Narrows Inn

3101 Main Street, Grasonville - Map
 
 
"Great location!"
Only a one night stay, but very, very nice. Breakfast was wonderful!
Traveller from Fallston, MD
Situated in Grasonville, this hotel is within 9 mi (15 km) of Chesapeake Bay Environmental Center, Queenstown Harbor Golf …More
Inn at 202 Dover - Easton Hotels
Rating: 5.0 Stars
$289

Inn at 202 Dover

202 East Dover Street, Easton - Map
 
 
Situated in Easton, this luxury inn is within a 5-minute walk of Avalon Theatre, Academy Art Museum, and Historical Society …More
Best Western Plus Easton Inn & Suites - Easton Hotels
Rating: 2.5 Stars

Best Western Plus Easton Inn & Suites

8708 Alicia Drive, Easton - Map
 
 
"Great location and friendly staff, and very clean "
Very nice hotel the staff was great the hotel is very clean and good location
A Traveller
Situated in Easton, this hotel is within 2 mi (3 km) of Avalon Theatre, Academy Art Museum, and Historical Society of Talbot …More
Hilton Garden Inn Kent Island - Grasonville Hotels
Rating: 3.0 Stars

Hilton Garden Inn Kent Island

3206 Main St, Grasonville - Map
 
 
"Weekend get away"
Staff- especially Raye were excellent. Convenient. Hot tub was just what we needed after our 10k
Traveller from Hagerstown, MD
Located in the heart of Grasonville, this hotel is within 9 mi (15 km) of Chesapeake Bay Environmental Center, Queenstown …More
Comfort Inn Easton - Easton Hotels
Rating: 2.0 Stars

Comfort Inn Easton

8523 Ocean Gtwy, Easton - Map
 
 
"Great place!"
Great place, would stay there again. Clean, quiet, and safe. Nice breakfast included. Close to everything.
Traveller from Va.
Located in the heart of Easton, this hotel is within 2 mi (3 km) of Avalon Theatre, Academy Art Museum, and Historical …More
St Michaels Inn - St. Michaels Hotels
Rating: 2.5 Stars

St Michaels Inn

1228 S Talbot Street, St. Michaels - Map
 
 
"Nice Hotel and a very quaint town."
Nice Hotel and a very quaint town. Nice Hotel and a very quaint town. Nice Hotel and a very quaint town. Nice Hotel and a very quaint town. Nice Hotel and a very quaint town.
A Traveller
Situated in St. Michaels, this hotel is 1.3 mi (2.2 km) from St. Michaels Museum and 1.8 mi (2.9 km) from Chesapeake Bay …More

Search from 40 Eastern Chesapeake Shore Hotels


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    Give yourself some wiggle room

    If your plans are flexible, play around with some different travel dates – a shift of a few days either way can help you save big. Prices usually jump the weekends before and after popular holidays, so we recommend steering clear of them. Or consider visiting during the off-season, when prices are generally lower.

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    Noodle over new adventures

    Set aside time to plan what you want to see, taste and discover. Nothing completes a trip, big or small, like a few new experiences! Check city apps or area websites to find out what’s new and what events are happening during your stay. Even during a family reunion, you can detour to that locals-only fish taco stand or under-the-radar music club. Your cousins will be impressed.

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