A marina with numerous boats docked at wooden piers under a clear sky.

4 Stars Hotels in Eastern Shore, Maryland from CA $318

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Check availability on Eastern Shore 4 Star Hotels

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for Eastern Shore 4-star hotels

Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers

1. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,003 reviews)
"This is very family friendly hotel with a lot of thinks to do for everyone."
United States
Sinan
The price is CA $309
CA $418 total
includes taxes & fees
Aug 24 - Aug 25
Hyatt Regency Chesapeake Bay
In-room safe, desk, laptop workspace, blackout drapes

2. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
4.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1,003 reviews)
"Great location and hotel"
United States
Muhammad Shoaib
The price is CA $402
CA $451 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree by Hilton Ocean City Oceanfront
Exterior

3. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
4.0 star property
Midtown Ocean City
8.8 out of 10, Excellent, (1,360 reviews)
"The employees are kind and clean."
United States
Oh hyoek
The price is CA $577
CA $646 total
includes taxes & fees
Sep 1 - Sep 2
Hilton Ocean City Oceanfront Suites
Front of property - evening/night

4. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (475 reviews)
"helpful staff, nice rooms"
United Kingdom
Jamie
The price is CA $303
CA $372 total
includes taxes & fees
Aug 31 - Sep 1
The Inn at Chesapeake Bay Beach Club
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

5. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (43 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is CA $618
CA $680 total
includes taxes & fees
Aug 12 - Aug 13
The Oaks Waterfront
Apartment (2 Bedrooms) | Interior

6. Walk to Beach: Newly Remodeled Condo in Ocean City

Walk to Beach: Newly Remodeled Condo in Ocean City
4.0 star property
North Ocean City
Walk to Beach: Newly Remodeled Condo in Ocean City
Apartment (2 Bedrooms) | Interior

7. Walk to Ocean City Boardwalk: Waterfront Condo

Walk to Ocean City Boardwalk: Waterfront Condo
4.0 star property
Downtown Ocean City
Walk to Ocean City Boardwalk: Waterfront Condo
Apartment (1 Bedroom) | Interior

8. Waterfront + Pool! Ocean City Condo 1 Mi to Beach

Waterfront + Pool! Ocean City Condo 1 Mi to Beach
4.0 star property
North Ocean City
Waterfront + Pool! Ocean City Condo 1 Mi to Beach
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Eastern Shore.
Inn at Perry Cabin

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD
The price is CA $872 per night from Aug 23 to Aug 24
CA $872
CA $959 total
Aug 23 - Aug 24
includes taxes & fees
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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.

Learn more about Eastern Shore

Charming coastal towns and pristine beaches dot the Chesapeake Bay's eastern shoreline, inviting you to explore maritime history and savour fresh seafood. Kayak through serene marshlands, visit Assateague Island's wild ponies, or take a scenic drive to discover quaint antique shops and waterfront restaurants.

See all hotels in Eastern Shore
A marina with numerous boats docked at wooden piers under a clear sky.

Top Eastern Shore Hotel Reviews

Find out more about Eastern Shore

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Eastern Shore are calling your name. Known for providing first-rate service in amazing locations, each of the Eastern Shore 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Eastern Shore. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Eastern Shore, Maryland, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Eastern Shore hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

What are the best 4-star hotels in Eastern Shore?
You can find an array of 4-star hotels in Eastern Shore, including in Ocean City. Hilton Ocean City Oceanfront Suites is a guest favourite in this destination that comes with a terrace and designer toiletries. Another stay that rates highly with travellers is DoubleTree by Hilton Ocean City Oceanfront. A swimming pool and a terrace help make it their preferred choice.
How much does it cost to stay in a 4-star hotel in Eastern Shore?
To book a 4-star hotel in Eastern Shore that fits your budget, use Expedia's search and sort filters. Browse the available options during your travel dates and use our pricing filter to set your limit. You can also list your results by the cheapest property first.

  • Search for the lowest price from CA $318

What's the difference between 5-star and 4-star hotels in Eastern Shore?
Treat yourself to luxury living during your Eastern Shore getaway by choosing a 4-star hotel. As well as featuring upmarket surroundings, these retreats are usually packed with amenities such as complimentary bathrobes, large beds and more. A 5-star hotel will go the extra mile to make your trip an even more indulgent and special one. Concierge assistance, elegant décor and world-class dining are only the start of the superior services and conveniences you'll likely be able to enjoy.

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