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

4 Stars Hotels in Eastern Shore, Maryland from CA $127

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Eastern Shore 4 Star Hotels

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Eastern Shore 4-star hotels

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

1. 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, (509 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is CA $258
CA $321 total
includes taxes & fees
Dec 2 - Dec 3
The Inn at Chesapeake Bay Beach Club
A resort with a large pool, outdoor seating, and a view of the sea.

2. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,003 reviews)
"The staff at the front desk were friendly and helpful."
United States
Billy
The price is CA $204
CA $271 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Regency Chesapeake Bay
A resort pool area with lounge chairs, palm trees, and a boat-shaped water feature.

3. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
4.0 star property
Midtown Ocean City
8.8 out of 10, Excellent, (1,355 reviews)
"Very clean…like having a restaurant on site..staff very friendly and helpful"
United States
Robert
The price is CA $160
CA $180 total
includes taxes & fees
Nov 12 - Nov 13
Hilton Ocean City Oceanfront Suites
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.

4. 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, (1,001 reviews)
"Staff is always super nice and pleasant. I love the onsite parking available and the restaurant."
United States
SaVette
The price is CA $113
CA $127 total
includes taxes & fees
Nov 12 - Nov 13
DoubleTree by Hilton Ocean City Oceanfront
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

5. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (46 reviews)
"Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10."
United States
William
The price is CA $615
CA $676 total
includes taxes & fees
Nov 10 - Nov 11
The Oaks Waterfront
A living room with a beige sofa, patterned pillows, a coffee table, a lamp, and a framed floral artwork.

6. Walk to Beach & Dining! Ocean City Condo w/ Pool

Walk to Beach & Dining! Ocean City Condo w/ Pool
4.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (2 reviews)
"Our stay was perfect!! Near by shops, restaurants and beach just a few steps away!"
United States
Alonso
Walk to Beach & Dining! Ocean City Condo w/ Pool
A beach with a wooden fence, sandy dunes, and a building with multiple floors in the background.

7. Steps to Ocean City Beach! Couples Retreat

Steps to Ocean City Beach! Couples Retreat
4.0 star property
North Ocean City
8.0 out of 10, Very good, (2 reviews)
"it was a nice little home away from home"
United States
joshua
Steps to Ocean City Beach! Couples Retreat
A nautical-themed living room with striped curtains, a flat-screen TV, and a balcony with a view.

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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 $641 per night from Dec 7 to Dec 8
CA $641
CA $706 total
Dec 7 - Dec 8
includes taxes & fees
9.6/10 Exceptional! (407 reviews)
Still don't see what you're looking for?
See all properties in Eastern Shore.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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 historic white mansion with a sign in front.

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 $279

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.

Explore a world of travel with Expedia