Customized for your search:

Cheap Hotels in Eastern Chesapeake Shore, Eastern Maryland

Eastern Chesapeake Shore hotels
Eastern Chesapeake Shore

Choose from 39 Eastern Chesapeake Shore Hotel Deals

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

Inn at Perry Cabin by Belmond

308 Watkins Ln, St. Michaels - Map
 
 
"Great facility and beautiful location"
Great facilities, beautiful location and excellent staff. Had a wonderful honeymoon stay that the Inn made delightful and memorable.
A Traveller
This family-friendly St. Michaels hotel is located on the waterfront, within a 15-minute walk of Chesapeake Bay Maritime …More
Harbourtowne St. Michaels - St. Michaels Hotels
Rating: 3.0 Stars
$259

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
The Tidewater Inn - Easton Hotels
Rating: 3.0 Stars

The Tidewater Inn

101 E Dover St, Easton - Map
 
 
"Love the location"
We have stayed here twice in the past six months and have enjoyed both visits.
A Traveller
Situated in the historical district, this historic hotel is steps from Avalon Theatre and Historical Society of Talbot …More
St Michaels Inn - St. Michaels Hotels
Rating: 2.5 Stars

St Michaels Inn

1228 S Talbot Street, St. Michaels - Map
 
 
"Very well kept hotel "
Staff very nice. Clean, with microwave & mini fridge in room. Only issue is the hot water isn't quite hot. Pillows much to small.
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
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
 
 
Very old historic inn. The breakfast at the tavern (included) was outstanding. A very enjoyable stay if you like old inns.
Traveller from San Diego
Situated near the bay, this bed & breakfast is 0.2 mi (0.3 km) from Oxford Museum and within 12 mi (20 km) of River House …More
Cambridge House Bed & Breakfast - Cambridge Hotels
Rating: 3.5 Stars

Cambridge House Bed & Breakfast

112 High Street, Cambridge - Map
 
 
Situated near the airport, this bed & breakfast is within a 5-minute walk of Choptank River Lighthouse, Long Wharf Park, and …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
Best Western Plus Easton Inn & Suites - Easton Hotels
Rating: 2.5 Stars

Best Western Plus Easton Inn & Suites

8708 Alicia Drive, Easton - Map
 
 
"Great Motel"
Great Motel-Best breakfast and ultra clean room Very friendly staff
Traveller from Fredericksburg Va
Situated in Easton, this hotel is within 2 mi (3 km) of Avalon Theatre, Academy Art Museum, and Historical Society of Talbot …More
Holiday Inn Express Annapolis - Kent Island - Grasonville Hotels
Rating: 2.5 Stars

Holiday Inn Express Annapolis - Kent Island

1020 Kent Narrows Rd, Grasonville - Map
 
 
"Great value on Sunday - About 1/2 off weekend rate"
Close to marina and several restaurants but secluded enough to enjoy the quiet. Be mi soul of rooms facing the interstate, you can hear the trucks inning by. If you want quiet room, choose the water side. Breakfast was great, pool still closed, and staff was nice.
A Traveller
Situated on a river, this hotel is within 9 mi (15 km) of Chesapeake Bay Environmental Center, Queenstown Harbor Golf Club …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

Search from 39 Eastern Chesapeake Shore Hotels


    Why book with Hotwire ?

    • Low Price Guarantee
    • No Hotwire Cancellation Fee
    • 91% customer satisfaction

    Hotel options

    Eastern Chesapeake Shore is calling — find the perfect hotel

    Everyone wants to score a deal on travel, but price is just one factor to consider when booking an unforgettable hotel. Whether you’re visiting family, attending a conference or taking a well-earned vacation in Eastern Chesapeake Shore, having an awesome experience should be a no-brainer.

    Hotwire will hook you up! From restful nights near your flight to that prime spot in the city’s heart, we’ve done our research to bring the best options to your fingertips. Book your Eastern Chesapeake Shore hotel with us now and start your next adventure.

    You’re not the average traveler — and we know it

    You’ve done your homework and know exactly where you want to go. We’re here to help with some Hotwire travel geek-approved tips on how to save on your booking.

    Get away for the weekend

    Hotels in bigger cities usually charge higher rates during the week, when people are traveling for business. Weekends can be a bargain! It’s the other way around for vacation spots, so if you’re looking for a beach escape, consider a mid-week trip.

    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.

    Plan around big events

    Are prices surprisingly high? There might be a huge conference or festival in town. Consider shifting your dates if you can. Of course, if that’s why you’re going, you’ll have to bite the bullet. We’ll still work to get you the best rates out there.

    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.

    Hide