Beginning of main content
Customized for your search:

Cheap Hotels in Eastern Shore, United States of America

Eastern Shore hotels
Eastern Shore

Choose from 608 Eastern Shore Hotel Deals

The Tidewater Inn - Easton Hotels
Rating: 3.0 Stars

The Tidewater Inn

101 E Dover St, Easton - Map
"Nice hotel, need to pay attention to the details"
Small Clean and nice rooms, bathroom needed work (dripping faucets, handles out on backwards, lack of full height toilet, door lock didn’t work, door knob squeaky enough to wake the dead. Common rooms and early morning coffee service excellent.
Traveller from Northern Virginia
Situated in the historical district, this hotel is steps from Avalon Theatre, Talbot County Visitor Center, and Historical …More
The Waterfront Historic Kent Manor Inn - Stevensville Hotels
Rating: 3.5 Stars

The Waterfront Historic Kent Manor Inn

500 Kent Manor Dr, Stevensville - Map
Stayed here while attending the Annapolis Sailboat show. Wished we had more time to explore the hotel property and nearby town (the hotel offers free bikes to use and explore). The hotel is a grand old structure, meticulously clean and well appointed - staff was excellent. Will stay here again for boat shows - highly recommended!
A Traveller
Situated on the waterfront, this hotel is within 9 mi (15 km) of Chesapeake Bay Bridge, Sandy Point State Park, and …More
Inn at Perry Cabin by Belmond - St. Michaels Hotels
Rating: 5.0 Stars

Inn at Perry Cabin by Belmond

308 Watkins Ln, St. Michaels - Map
We really like the hotel. Beautiful, comfortable, clean room. Nice location, friendly staff.
Traveller from Laytonsville, MD
This family-friendly St. Michaels hotel is located on the waterfront, 0.7 mi (1.1 km) from St. Michaels Museum, and within 12 …More
The Inn at Chesapeake Bay Beach Club - Stevensville Hotels
Rating: 4.0 Stars

The Inn at Chesapeake Bay Beach Club

180 Pier One Road, Stevensville - Map
The property was clean and quaint and well suited for parties or celebrations. Loved the concept and the rooms were well appointed. If you are traveling to Annapolis be sure to have cash for the $4.00 toll. Turndown the first night was great but upon returning to our room the second night we found the beds had not even been made or the towels and toiletries refreshed. It seemed like they started on the room but forgot to finish. The front desk rushed items up since housekeeping had left for the evening. The next morning I shared the experience when asked and they offered us "complimentary coffee"...
Traveller from Orlando
Situated in Stevensville, this hotel is within 9 mi (15 km) of Chesapeake Bay Bridge, Sandy Point State Park, and Chesapeake …More
St Michaels Inn - St. Michaels Hotels
Rating: 2.5 Stars

St Michaels Inn

1228 S Talbot Street, St. Michaels - Map
"Rooms have been upgraded."
Seems like all the rooms have been updated. Nice seafood restaurant next door! What more could you ask for?
A Traveller
Situated in the historical district, this hotel is 1.3 mi (2.2 km) from St. Michaels Museum and within 9 mi (15 km) of …More
George Brooks House B&B - St. Michaels Hotels
Rating: 3.0 Stars

George Brooks House B&B

24500 Rolles Range Road, St. Michaels - Map
5.0 out of 5 (1 reviews)
Situated in St. Michaels, this bed & breakfast is within 1 mi (2 km) of Chesapeake Bay Maritime Museum, St. Michaels Museum …More
Best Western Kent Narrows Inn - Grasonville Hotels
Rating: 2.5 Stars

Best Western Kent Narrows Inn

3101 Main Street, Grasonville - Map
"Decent hotel, good location off the main highway"
Very nice staff. Room was pretty clean and bed was comfortable. Bring you own pillows. They were half the size of regular pillows. Breakfast was pretty good. The main complaint was the room temperature. Each room has the old school floor unit that is a bit loud. It actually helps because it can be a bit loud next to the highway. We had the room set to 68 degrees, but it felt like 80. We had to turn it off in the middle of the night and woke up to a room that was freezing. But for the price, it really wasn't bad. If we didn't have the temperature issues, I would rate it a 4.
Traveller from Maryland
Situated in Grasonville, this motel is within 12 mi (20 km) of Queenstown Premium Outlets, Chesapeake Bay Bridge, and Sandy …More
Miles River Guest House - Easton Hotels
Rating: 3.5 Stars

Miles River Guest House

8862 Quailsar Road, Easton - Map
Situated on a river, this guesthouse is within 6 mi (10 km) of Historical Society of Talbot County, Avalon Theatre, and …More
Days Inn & Suites Cambridge - Cambridge Hotels
Rating: 2.0 Stars

Days Inn & Suites Cambridge

2917 Ocean Gateway, Cambridge - Map
"Very satisfactory budget motel"
Room was nicer than I expected-simple and clean.
A Traveller
Situated near the beach, this hotel is within 3 mi (5 km) of Dorchester County Visitors Center, Richardson Maritime Museum …More
Paradise Plaza Inn - Ocean City Hotels
Rating: 3.0 Stars

Paradise Plaza Inn

3 Ninth Street, Ocean City - Map
Just stayed 1night and weather was bad. But the hotel was very nice.
A Traveller
Located in Ocean City, this beachfront hotel is on the boardwalk and within a 15-minute walk of Midway Shopping Center and …More

Search from 608 Eastern Shore Hotels

    Why book with Hotwire ?

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

    Eastern 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 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 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.