Customized for your search:

Eastern Chesapeake Shore Hotels

Eastern Chesapeake Shore Hotels
Eastern Chesapeake Shore

Hotel + Flight Deals in Eastern Chesapeake Shore

See all Eastern Chesapeake Shore Package Deals

Top Trending Hotels in Eastern Chesapeake Shore

Harbourtowne St. Michaels - St. Michaels Hotels
Rating: 3.0 Stars

Harbourtowne St. Michaels

9784 Martingham Circle, St. Michaels - Map
lovely short getaway with grandchildren would love to come back
A Traveller
Harbourtowne Golf Resort is a unique hotel/resort and conference center combining resort leisure activities with a …More
The Tidewater Inn - Easton Hotels
Rating: 3.0 Stars

The Tidewater Inn

101 E Dover St, Easton - Map
"Nice hotel close to St. Michaels"
Chose this hotel because of the small town feel & proximity to St. Michaels for a 3 day mini vacation. The hotel is grand from a historical standpoint. Small shops & pubs within walking distance. My only complaint was that the rooms are small & our walk-in shower was only 2' x 3'. I suggest you ask for a room with a tub/shower combo.
A Traveller
Holiday Inn Express Annapolis - Kent Island - Grasonville Hotels
Rating: 2.5 Stars

Holiday Inn Express Annapolis - Kent Island

1020 Kent Narrows Rd, Grasonville - Map
Beautiful grounds and rooms. It was very noisy the night of our stay due to pre-wedding partying in the hall ways and rooms around us.
A Traveller
Hilton Garden Inn Kent Island - Grasonville Hotels
Rating: 3.0 Stars

Hilton Garden Inn Kent Island

3206 Main St, Grasonville - Map
"Several restaurants within walking distance. "
Nice view of marina from room. Cute Little balcony with door for fresh air. Beds comfortable. Tub clean. Iron worked well. $12.95 for an uninspired breakfast buffet was insane. Should be included. Or no more than $8.95.
A Traveller
At the Hilton Garden Inn Kent Island hotel East of Annapolis MD our waterfront Chesapeake Bay location is a destination for …More
Best Western Kent Narrows Inn - Grasonville Hotels
Rating: 2.0 Stars

Best Western Kent Narrows Inn

3101 Main Street, Grasonville - Map
"Great Location"
I think only 60% recommended the hotel on Tripadvisor, which made me nervous. Nevertheless, my room was clean and everyone at the desk was helpful. Great location, view, and good restaurants close by.
Traveller from VA
Enjoy the comforts of home and a great location in the Kent Narrows area. The BEST WESTERN Kent Narrows inn is located near …More
Great Oak Manor - Chestertown Hotels
Rating: 4.0 Stars

Great Oak Manor

10568 Cliff Rd, Chestertown - Map
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
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
"Lucky with the weather. "
Although we stayed for 2 nights in late November, we had a 70+ degree sunny day to explore Oxford and St. Michaels. The Inn is very, very nice- restaurant is outstanding and prices are appropriate. The dinner menu is a nice mix of traditional courses with some creative additions. Breakfast, included with room rate, is fresh and very good with a complete selection from the menu. The room rate also includes afternoon tea in the living room- do NOT miss this. The home-made scones are outstanding. Being across the street from the ferry to Bellevue across the Tred Avon River provides a perfect setting to watch the river life. We'll definitely go back.
Traveller from Maine
Located adjacent to the Tred Avon River and Chesapeake Bay, this inn is a short drive to St. Michaels and Easton.Wireless …More
The Tilghman Island Inn - Tilghman Hotels
Rating: 3.0 Stars

The Tilghman Island Inn

21384 Coopertown Road, Tilghman - Map
"Nice quiet spot on the water. Very clean."
On-site restaurant has great food with outdoor seating on the water. We can't wait to return.
Traveller from Baltimore
Nestled on the banks of the Knapps Narrows The Tilghman Island Inn is a pet friendly 22 room oasis overlooking a protected …More
St Michaels Inn - St. Michaels Hotels
Rating: 2.5 Stars

St Michaels Inn

1228 S Talbot Street, St. Michaels - Map
"Fairly priced"
Been there many times, fair prices, good free breakfast.
Traveller from pa.
Welcome to BEST WESTERN St. Michaels Motor Inn!Guests looking for hotels near Easton will adore our St. Michaels hotel, which …More

Search from 40 Eastern Chesapeake Shore Hotels


    Why book with Expedia ?

    • Best Price Guarantee
    • Over 230,000 hotels worldwide
    • No Expedia cancellation fee
    • 91% customer satisfaction

    Eastern Chesapeake Shore Hotel Guide offers a selection of 40 hotels in Eastern Chesapeake Shore. You are sure to find cheap deals and discount rates among them with our Best Price Guarantee. No matter what type of hotel strikes your fancy, we will let you search for your preferred one to accommodate your travel needs. will not only save you time, but also money when booking your stay at a hotel in Eastern Chesapeake Shore. Making reservations so you can stay within your budget is easy with us. even provides you with a map so you may find hotels in the Eastern Chesapeake Shore neighborhood you prefer.

    Go ahead. Enter your travel dates to view the best offers on hotel rooms in Eastern Chesapeake Shore, Maryland now!

    Customers Rate Expedia
    Powered by feefo
    91% recommended
    From 29,939 Reviews
    *For these packages, package savings is at least equal to the cost of the flight or hotel if booked separately. Note: For packages including flights, you will be charged by the airline for the flight, but your savings on the package will equal the cost of the flight.