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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
 
 
"Historic hotel near many restaurants and shops"
All the staff were great. Everything went smoothly from the guest check in to the wait staff in Hunter's Tavern. We arrived early and alerted the front desk. We did not expect our room to be ready, however, I received a phone call from the front desk 2-1/2 hours later letting us know that our room was ready and we could check in. I would recommend black out curtains and/or solar shades for the rooms as the sun was able to peak out from under the window treatments just enough to let in sunlight. We stayed on the 4th floor in the recently renovated rooms which were well appointed.
Traveller from Maryland
Situated in the historical district, this historic hotel is steps from Avalon Theatre and Historical Society of Talbot …More
Harbourtowne St. Michaels - St. Michaels Hotels
Rating: 3.0 Stars

Harbourtowne St. Michaels

9784 Martingham Circle, St. Michaels - Map
 
 
"What a view! Great location."
This was our first trip to St. Michaels and we went for our 9th wedding anniversary. The only thing we planned on doing was to relax and not plan anything. We stayed in a Single Room, King Bed, Balcony, Bay view. The section we stayed in were groups of three single floor units right along the coast of the bay and some towards the marina. The room felt like a private cottage with a nice deck looking out over the water. Perfect view of the sunset (slept through the sunrise). Completely relaxing. The room had a mini fridge for keeping drinks cold and an ice machine nearby. The room was very nice, definitely above average. The hotel offers a swimming pool, free bike rentals, free kayak rentals, and a restaurant/bar (the golf course was under construction). We only used the restaurant, once for take out dinner our first night as well as for breakfast on the last day. We enjoyed both. Mike at the bar was extremely helpful with info about the town and where to go. It is a very quick drive into the town of St. Michaels where there is free parking provided. The town offers a lot of unique places to eat and little shops on the main street. There is also a museum and tour boat charters. Other than that not much else. Before we came we were concerned about it being outside of town a little, but we found out it was ideal to have the privacy. We would definitely recommend this place if visiting St. Michaels as a couple or group of couples.
Traveller from Wilmington, DE
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
St Michaels Inn - St. Michaels Hotels
Rating: 2.5 Stars

St Michaels Inn

1228 S Talbot Street, St. Michaels - Map
 
 
"Nice Hotel For One Night"
Nice place to stay overnight. If they would provide plush towels, the hotel rating would go up a few points.
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
Inn at Perry Cabin by Belmond - St. Michaels Hotels
Rating: 4.5 Stars
$592

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
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
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Miles River Guest House

8862 Quailsar Road, Easton - Map
 
 
Situated in Easton, this bed & breakfast is within 6 mi (10 km) of Historical Society of Talbot County, Avalon Theatre, and …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
Days Inn & Suites Cambridge - Cambridge Hotels
Rating: 2.0 Stars
$80

Days Inn & Suites Cambridge

2917 Ocean Gateway, Cambridge - Map
 
 
"Convenient location"
We were pleased with the hotel for the most part. The tub in our room was pretty bad, stained and the chrome wasn't clean. Also there were two big flood lights pointing right at our window on the first floor. Was too light if you like to sleep in the dark.
Traveller from PA
Situated in Cambridge, this hotel is within 3 mi (5 km) of Dorchester County Visitors Center, Richardson Maritime Museum, and …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
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

Search from 42 Eastern Chesapeake Shore Hotels


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    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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