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Cheap Hotels in Eastern Chesapeake Shore, Maryland

Eastern Chesapeake Shore hotels
Eastern Chesapeake Shore

Choose from 42 Eastern Chesapeake Shore Hotel Deals

The Tidewater Inn - Easton Hotels
Rating: 3.0 Stars

The Tidewater Inn

101 E Dover St, Easton - Map
 
 
"location is everything"
It was a nice weekend.. We went to concerts both Friday and Saturday night at the Avalon Theater, so location is everything! Hotel is beautiful and well kept.
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
 
 
"Economical inn, about a mile from town."
Friendly, helpful staff. Good location, near attractions. Good complimentary hot breakfast. Clean and comfortable room. Bed was a little firmer than we prefer. "Motel" style entry, and convenient parking.
Traveller from Philadelphia PA
Situated in the historical district, this hotel is 1.3 mi (2.2 km) from St. Michaels Museum and 1.8 mi (2.9 km) from …More
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
 
 
"The Inn at Perry Cabin is beautiful!"
This is the perfect getaway! My husband and I celebrated our 38th wedding anniversary and everyone at the Inn was so friendly and made our stay so beautiful. The restaurant was great and had Happy Aniversary written in chocolate on our desert plate.
Traveller from pittsburgh, Pa
This family-friendly St. Michaels hotel is located on the waterfront, within a 15-minute walk of Chesapeake Bay Maritime …More
Knapps Narrows Marina & Inn - Tilghman Hotels
Rating: 3.0 Stars

Knapps Narrows Marina & Inn

6176 Tilghman Island Road, Tilghman - Map
 
 
"Nice hotel close to the water."
A very nice hotel in a beautiful location. Friendly staff, awesome breakfast.
A Traveller
Situated near the bay, this inn is 0.8 mi (1.3 km) from Tilghman Watermen’s Museum and within 16 mi (25 km) of Chesapeake Bay …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
 
 
"My Wife's Birthday"
My wife and I stayed at Five Gables for two nights (March 9 - 11). The accommodations were very nice. We had a comfortable room with fireplace. There was a nearby indoor pool, steam room and sauna. Continental breakfast was included. The inn is within easy walking distance of nice shops and good restaurants. We plan to return in May or June after things really get going!
Traveller from Southeastern Pennsylvania
Situated in St. Michaels, this spa bed & breakfast is within a 10-minute walk of Chesapeake Bay Maritime Museum and St …More
The Harrison House Country Inn - Tilghman Hotels
Rating: 3.0 Stars

The Harrison House Country Inn

21551 Chesapeake House Drive, Tilghman - Map
 
 
Situated on the waterfront, this hotel is 0.6 mi (0.9 km) from Tilghman Watermen’s Museum and within 16 mi (25 km) of …More
Sandaway Waterfront Lodging - Oxford Hotels
Rating: 3.0 Stars

Sandaway Waterfront Lodging

103 West Strand Road, Oxford - Map
 
 
"Perfect Couples Getaway"
Had a great weekend at Sandaway! It is located in a charming, dream like town- secluded, quiet, romantic, and relaxing. Check in was a breeze, even though it is limited to a 2 hour window-so, reading the fine print is important when checking in. A complimentary breakfast is offered daily, and it was perfect and enough for us. Delivered to the door, no knock, which allowed us to sleep in . The room, while charming, can stand with a few upgrades- mainly paint and some wallpaper repair, but nothing obvious that would keep us from returning. Bed was super comfy, loved the claw foot tub that I soaked in every night, and all the space to spread out- the porch with the swings, our private porch, the lawn chairs, walking along the shore line...it was a great room and a lovely weekend.
Traveller from Southern New Jersey
Located in Oxford, this beachfront bed & breakfast is in the historical district, 0.3 mi (0.5 km) from Oxford Museum, and …More
Days Inn & Suites Cambridge - Cambridge Hotels
Rating: 2.0 Stars
$65

Days Inn & Suites Cambridge

2917 Ocean Gateway, Cambridge - Map
 
 
"Nice hotel"
Clean ,updated not a bad experience good job Days Inn
A Traveller
Situated in Cambridge, this hotel is within 3 mi (5 km) of Dorchester County Visitors Center, Richardson Maritime Museum, and …More
Lazyjack Inn on Dogwood Harbor - Tilghman Hotels
Rating: 3.5 Stars

Lazyjack Inn on Dogwood Harbor

5907 Tilghman Island Road, Tilghman - Map
 
 
"Restful B&B on a watermen's harbor"
Lazyjack Inn is a wonderful place to stay on the Eastern Shore of Maryland. The hosts, Mike and Carol, couldn't be more welcoming or hospitable. Delicious breakfasts overlooking Dogwood Harbor, beautifully decorated rooms, places to sit and read in the sun, or inside next to a warming fire. A place to de-connect and enjoy the beauties of nature and the quiet sounds of the bay. We had the privilege of staying for six nights and felt more like family than guests by the end of our stay. Mike and Carol are also very helpful in directing their guests to places to go and good places to eat (and there are many in this area). Tilghman's Island is a "real" place where real people earn their living on the water, but only fifteen minutes from St. Michaels. We couldn't recommend Lazyjack more and will be back.
Traveller from Grand Rapids, MI
Situated on the waterfront, this bed & breakfast is 0.8 mi (1.4 km) from Tilghman Watermen’s Museum and within 16 mi (25 km) …More
Hyatt Regency Chesapeake Bay - Cambridge Hotels
Rating: 4.0 Stars

Hyatt Regency Chesapeake Bay

100 Heron Blvd, Cambridge - Map
 
 
"Fun stay"
Overall it was a nice stay. Only negative was when I returned home I saw that there was a charge on my credit card which was $120 higher than the final bill (and yes, all charges were on the final bill) - will have to deal with that.
A Traveller
Nestled on the beach, this Cambridge resort is within 3 mi (5 km) of Dorchester County Visitors Center, Long Wharf Park, and …More

Search from 42 Eastern Chesapeake Shore Hotels


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    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.

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