Explore top 2025 4 Star Hotels in Eastern Shore

Name: Its A Family Friendly House. Next To Convention Center. Minutes From The B.Walk
Address: Ocean City
Price range: $1,036 total

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Top Eastern Shore 4 Star hotels

Hyatt Regency Chesapeake Bay

100 Heron Blvd, Cambridge, MD

Fully refundableReserve now, pay when you stay

$233 nightly

$265 total

Oct 1 - Oct 2

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 ...

8.6/10 Excellent! (1,012 reviews)

"Indoor and outdoor pools were very clean and nice"

Reviewed on Sep 28, 2025

Hilton Ocean City Oceanfront Suites

3200 N Baltimore Ave, Ocean City, MD

Fully refundableReserve now, pay when you stay

$128 nightly

$142 total

Oct 26 - Oct 27

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! (1,260 reviews)

"Room very clean. Housekeeping very good Balcony great. Screen door needs replacement"

Reviewed on Sep 25, 2025

DoubleTree by Hilton Ocean City Oceanfront

3301 Atlantic Ave, Ocean City, MD

Fully refundableReserve now, pay when you stay

$93 nightly

$103 total

Oct 26 - Oct 27

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 ...

8.8/10 Excellent! (1,019 reviews)

"The cleanliness and the oceanfront view and the yummy cookies"

Reviewed on Sep 22, 2025

The Inn at Chesapeake Bay Beach Club

180 Pier One Road, Stevensville, MD

$228 nightly

$253 total

Oct 26 - Oct 27

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! (420 reviews)

"Peace and tranquility"

Reviewed on Sep 2, 2025

The Oaks Waterfront

25876 Royal Oak Road, Royal Oak, Easton, MD

Fully refundableReserve now, pay when you stay

$459 nightly

$505 total

Sep 29 - Sep 30

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 ...

9.8/10 Exceptional! (38 reviews)

Get away

"Everyone and everything was great customer service is at all time best. The Oaks goes out of way to insure nice stay. Food although limited is still fantastic. The grounds are also spectacular. Hats of to Beth?"

Reviewed on Sep 2, 2025

The Marylander Condo & Hotel

6 127th St, Ocean City, MD

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

8/10 Very Good! (40 reviews)

"Very nice condo, small ocean view but perfect to look out in the morning and see how beautiful the ocean is. The game room and pool were a nice extra to have to stay entertained. Loved the location. We had a fantastic time. Definitely will be back."

Reviewed on May 27, 2025

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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 ...

"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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Upscale Clean Bayfront Townhouse with 4 Balconies, 14th Street

Ocean City

This vacation home features a water park, a garden, and laundry facilities.

10/10 Exceptional! (47 reviews)

"Very nice property and facilities"

Reviewed on Aug 21, 2025

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Its A Family Friendly House. Next To Convention Center. Minutes From The B.Walk

Ocean City

$933 nightly

$1,036 total

Oct 8 - Oct 9

Total with taxes and fees

A water park and a hot tub are featured at this smoke-free vacation home. Laundry facilities and barbecue grills are also provided.

Very unique beach house

"Open and spacious"

Reviewed on Jul 30, 2020

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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.

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.