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Cheap Hotels in Eastern Chesapeake Shore, United States of America

Eastern Chesapeake Shore hotels
Eastern Chesapeake Shore

Choose from 44 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
Absolutely beautiful Inn. It was a perfect getaway weekend for my husband and me. We would do it more often except that it's rather expensive.
A Traveller
This family-friendly St. Michaels hotel is located on the waterfront, within a 15-minute walk of Chesapeake Bay Maritime …More
The Tidewater Inn - Easton Hotels
Rating: 3.0 Stars

The Tidewater Inn

101 E Dover St, Easton - Map
"Beautiful location, comfortable, great food!"
I love this hotel, beautiful grounds located in the center of town, a beautiful old building. Decent wifi, great restaurant and super nice staff
Traveller from california
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
"Short drive or free shuttle to town."
Just a 2-day getaway for my wife and I. We stayed on the peninsula with a bay view ( roomy 1 king bed with small fridge). These are single story, 6-unit buildings with great views. A 2-story motel-like building next to the main building also looked nice and was probably cheaper. Short walk to a large pool. The adjoining golf course is currently under 100% reconstruction. Excellent restaurants in nearby St Michaels.
Traveller from kennett square, pa
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
Best Western Plus Easton Inn & Suites - Easton Hotels
Rating: 2.5 Stars

Best Western Plus Easton Inn & Suites

8708 Alicia Drive, Easton - Map
"Convenient location."
3rd time I have stayed here. Very clean room and bathroom. Comfortable bed. Everything I needed with a small refrig and microwave. Staff is very welcoming, friendly and helpful. It is close to the highway and you can hear the trucks in the distance - but it's similar to white noise. I would stay here again.
Traveller from Towson
Situated in Easton, this hotel is within 2 mi (3 km) of Avalon Theatre, Academy Art Museum, and Historical Society of Talbot …More
Hyatt Regency Chesapeake Bay - Cambridge Hotels
Rating: 4.0 Stars

Hyatt Regency Chesapeake Bay

100 Heron Blvd, Cambridge - Map
"Eastern Shore charm hotel. "
The Hyatt Regency Chesapeake Bay is a wonderful place to stay with great services, food and amenities for their guest. The location is great since you can visit all the different towns and enjoy all the areas for shopping and dining on great shore food.
Traveller from Gainesville, GA
Nestled on the beach, this Cambridge resort is within 3 mi (5 km) of Dorchester County Visitors Center, Long Wharf Park, and …More
St Michaels Inn - St. Michaels Hotels
Rating: 2.5 Stars

St Michaels Inn

1228 S Talbot Street, St. Michaels - Map
"a great location away from crowds"
the hotel is a mix of mid-level hotel rooms/suites (interior corridor entrance) and low-budget motel type rooms (exterior entrance); it's close enough to walk into town on a nice day, but walking at night could be a bit dangerous; there is a small but decent breakfast selection; fairly quiet at night even for road-facing rooms; rooms are a bit dated but things were clean and comfortable; they are due for refurbishing in the next few months which should make it even nicer; there is a flat-screen TV.
Traveller from Hatboro, 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
Best Western Kent Narrows Inn - Grasonville Hotels
Rating: 2.5 Stars

Best Western Kent Narrows Inn

3101 Main Street, Grasonville - Map
"Great location to good food and entertainment."
Stayed for two nights to enjoy local entertainment. Nice accommodations.
A Traveller
Situated in Grasonville, this motel is 7.5 mi (12 km) from Queenstown Premium Outlets and 9.5 mi (15.4 km) from Chesapeake …More
Knapps Narrows Marina & Inn - Tilghman Hotels
Rating: 3.0 Stars

Knapps Narrows Marina & Inn

6176 Tilghman Island Road, Tilghman - Map
"We love it here, but mattresses need replaced...."
Great location, great views... Absolutely wonderful stay, matresses just need replaced and I would have given it a 5. Took the bikes for a spin on the beautiful island, excellent weather.
Traveller from pa
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
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 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 44 Eastern Chesapeake Shore Hotels

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    Eastern Chesapeake Shore is calling — find the perfect hotel

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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.