Explore the best 2025 4 Star Hotels Hotels in Eastern Shore

Name: Upscale Clean Bayfront Townhouse with 4 Balconies, 14th Street
Address: Ocean City

Top Eastern Shore 4 Star hotels

Hilton Ocean City Oceanfront Suites

3200 N Baltimore Ave, Ocean City, MD

$270 nightly

$300 total

May 29 - May 30

Total includes taxes and fees

This Art Deco hotel includes 3 restaurants, an indoor pool, and a lazy river. Bring the family and enjoy the children's pool, waterslide, and kid-friendly dining. Enjoy the 24-hour gym and perks like free WiFi.

Pool

Hot Tub

Hyatt Regency Chesapeake Bay

100 Heron Blvd, Cambridge, MD

$281 nightly

$319 total

Jun 17 - Jun 18

Total includes 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 pool. Enjoy the 2 outdoor pools and perks like free self parking and free WiFi.

On private beach

Pool

DoubleTree by Hilton Ocean City Oceanfront

3301 Atlantic Ave, Ocean City, MD

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$154 total

May 29 - May 30

Total includes 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 public areas. Enjoy the 24-hour gym and visit the 2 bars/lounges and poolside bar for drinks.

Pool

Free WiFi

The Inn at Chesapeake Bay Beach Club

180 Pier One Road, Stevensville, MD

Free Cancellation

Reserve now, pay when you stay

$228 nightly

$253 total

Jun 16 - Jun 17

Total includes 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 center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Spa

The Oaks Waterfront

25876 Royal Oak Road, Royal Oak, Easton, MD

$459 nightly

$505 total

May 29 - May 30

Total includes 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 and free self parking. A business center, free WiFi in public areas, and a garden are also on offer.

Pool

Breakfast included

Kasa Ocean City Beach

10002 Coastal Highway, Ocean City, MD

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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 check-out are also offered on site.

Pool

Parking included

The Marylander Condo & Hotel

6 127th St, Ocean City, MD

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

Pool

Parking included

Bay view townhome with pool access, fast WiFi, central AC, & a washer/dryer

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This vacation home features a water park and laundry facilities.

Kitchen

Washer

Upscale Clean Bayfront Townhouse with 4 Balconies, 14th Street

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

Kitchen

Washer

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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.

Eastern Shore hotels essential information

Accommodation	7,592 hotels
Lowest Price	$154
Highest Price	$505
Popular hotels	Hilton Ocean City Oceanfront Suites, Hyatt Regency Chesapeake Bay, DoubleTree by Hilton Ocean City Oceanfront, The Inn at Chesapeake Bay Beach Club, The Oaks Waterfront, Kasa Ocean City Beach, The Marylander Condo & Hotel, Bay view townhome with pool access, fast WiFi, central AC, & a washer/dryer, Upscale Clean Bayfront Townhouse with 4 Balconies, 14th Street