Explore top 2026 4 Star Hotels in Eastern Shore

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Top Eastern Shore 4 Star hotels

Hilton Ocean City Oceanfront Suites

3200 N Baltimore Ave Ocean City MD

$160 nightly

$179 total

May 10 - May 11

Total with taxes and fees

This Art Deco resort includes 3 restaurants, an indoor pool, and a lazy river. Bring the family and enjoy the children's pool, waterslide, and kid-friendly dining. ...

8.8/10 Excellent! (1,344 reviews)

Great beach view. Great location. Dinner on property was excellent. Highly recommend!

Reviewed on May 3, 2026

DoubleTree by Hilton Ocean City Oceanfront

3301 Atlantic Ave Ocean City MD

Fully refundableReserve now, pay when you stay

$107 nightly

$120 total

May 7 - May 8

Total with taxes and fees

This hotel features 2 restaurants, 2 outdoor pools, and an indoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...

9/10 Wonderful! (1,008 reviews)

Very poor lighting throughout the room. Extremely cold in restaurant.

Reviewed on May 2, 2026

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD

Fully refundableReserve now, pay when you stay

$275 nightly

$312 total

May 10 - May 11

Total with taxes and fees

This smoke-free resort features a private beach, a golf course, and a full-service spa. Bring the family and enjoy the children's club, mini golf, and children's ...

The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville MD

Fully refundableReserve now, pay when you stay

$239 nightly

$265 total

May 10 - May 11

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this traditional hotel. Traveling on business? Take advantage of the 24-hour business ...

9.4/10 Exceptional! (452 reviews)

Wonderful stay! Everything was amazing..,the staff, rooms, Knoxie’s Table, the spa! Couldn’t have asked for a better stay. I’ll definitely return.

Reviewed on May 2, 2026

The Oaks Waterfront

25876 Royal Oak Road Easton MD

Fully refundableReserve now, pay when you stay

$489 nightly

$538 total

May 4 - May 5

Total with taxes and fees

This bed & breakfast features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and free perks like cooked-to-order breakfast ...

10/10 Exceptional! (41 reviews)

Our stay at The Oaks exceeded our expectations. It was recommended to us by a family friend. All staff were very informative and helpful. We will definitely make it a point to return.

Reviewed on Nov 28, 2025

Kasa Ocean City Beach

10002 Coastal Highway Ocean City MD

This apartment features an outdoor pool and an indoor pool. Business travelers can take advantage of the free WiFi in public areas. Free self parking and express ...

8/10 Very Good! (732 reviews)

I was asked to rate our stay 1-5....given a 3 only due to the view.... 1) The door lock/lack there of Unlocking and locking the door from the outside is extremely difficult, so much so that we gave up a few times and left with the door unlocked. It appeared that the door locking area has been broken ...

Reviewed on Oct 31, 2023

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Steps to Ocean City Beach! Couples Retreat

Ocean City MD

This apartment features a marina and free WiFi in public areas. Take advantage of the free self parking.

10/10 Exceptional! (1 review)

home away form home

it was a nice little home away from home

Reviewed on Jul 17, 2024

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Steps to Pool & Ocean City Beach! Water-view Gem

Ocean City MD

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.

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Steps to Maryland Beach! Condo w/ Furnished Patio

Ocean City MD

Free WiFi in public areas is available at this apartment. Take advantage of the free self parking.

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4 Star Hotels Eastern Shore

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Eastern Shore 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Eastern Shore will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Eastern Shore, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.