Hotels with a Pool in Eastern Shore

Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices

Hotels with a Pool in Eastern Shore

Flagship Oceanfront Hotel
Courtyard

Flagship Oceanfront Hotel

2.5 star property
6.8 out of 10, (1007)
Flagship Oceanfront Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
On a rooftop patio

Use code VALENPOWER for an extra 10% off your next getaway

One Key™ members get an extra 10% off hotels, book by Feb 17, travel between Feb 6 through Aug 31 (US customers only).*T&Cs apply

Top neighborhoods in Eastern Shore

Get a lay of the land and find the perfect place to stay
Jolly Roger Amusement Park showing night scenes and rides

Midtown Ocean City

Ocean City's Midtown Ocean City neighborhood is known for its beaches and bars, and entices visitors with attractions including Seacrets Distilling Company and Roland E. Powell Convention Center.

See properties in Midtown Ocean City
Midtown Ocean City

Top landmarks in Eastern Shore

Ocean City Boardwalk featuring rides

Ocean City Boardwalk

Ocean City Boardwalk is worth a pic or two when discovering Downtown Ocean City. Hotels.com travelers also say the area is walkable and has lots of nice beaches. It's also full of great shops and restaurants, so you can spend the afternoon having a wander.

See properties in Ocean City Boardwalk
Ocean City Boardwalk

Frequently asked questions

What are the cheapest hotels with a pool in Eastern Shore?
Score cheap hotels in Eastern Shore with a pool from $59 with the help of our price filter. Sort the results from “Price: low to high,” and also keep an eye out for options offering free cancellation or exclusive promotions. Additionally, you can sign up to One Key, our rewards program, to earn discounts on future travel.
What is the best time to stay in a hotel with a pool in Eastern Shore?
When deciding when to stay in a Eastern Shore hotel with a pool, take into account timing. Peak season and other busy periods are exciting times to go. But they often mean busier hotels and more guests. Think about your travel preferences, including whether you prefer lively peak times or quieter off-seasons.
Are there any hotels with a pool in Eastern Shore with parking?
Use the “Parking” filter to search for Eastern Shore hotels with a pool that also have a space for your car. Check the listing for information on parking arrangements. Perfect for road trippers, these properties make coming and going a breeze. Plus, you can relax knowing your vehicle is safe and close by during your visit.