Explore top 2026 4 Star Hotels in Eastern Shore

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Top Eastern Shore 4 Star hotels

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road Stevensville MD
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $230 total per night from Dec 2 to Dec 3
$230 total
Dec 2 - Dec 3
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this traditional hotel. Enjoy the seasonal outdoor pool and perks like free self parking ...
Opens in a new windowThe Inn at Chesapeake Bay Beach Club
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $192 total per night from Nov 23 to Nov 24
$192 total
Nov 23 - Nov 24
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 ...
Opens in a new windowHyatt Regency Chesapeake Bay
Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites

4 out of 5
3200 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $129 total per night from Nov 11 to Nov 12
$129 total
Nov 11 - Nov 12
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! (1,354 reviews)
"My stay at hilton oceanfront was Great my lady and I was very excited and already planning to return next may"

Reviewed on Nov 2, 2026

Opens in a new windowHilton Ocean City Oceanfront Suites
DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront

4 out of 5
3301 Atlantic Ave Ocean City MD
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $91 total per night from Nov 11 to Nov 12
$91 total
Nov 11 - Nov 12
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! (1,001 reviews)
"Great Marlin Moon Restaurant! Ate breakfast there all three days and it was comfortable, beautiful and great service! Food was delicous!!.Will return next trip!!"

Reviewed on Nov 4, 2026

Opens in a new windowDoubleTree by Hilton Ocean City Oceanfront
The Oaks Waterfront

The Oaks Waterfront

4 out of 5
25876 Royal Oak Road Easton MD
$489 nightly
The price is $538 total per night from Nov 8 to Nov 9
$538 total
Nov 8 - Nov 9
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! (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 ..."

Reviewed on Oct 29, 2026

Opens in a new windowThe Oaks Waterfront
Walk to Beach & Dining! Ocean City Condo w/ Pool

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

4 out of 5
Ocean City MD
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.
9/10 Wonderful! (2 reviews)
"Being able to walk to the beach in less than 5 minutes is the best thing staying in this condo . The pool is a huge plus as well ."

Reviewed on Aug 23, 2026

Opens in a new windowWalk to Beach & Dining! Ocean City Condo w/ Pool
Steps to Ocean City Beach! Couples Retreat

Steps to Ocean City Beach! Couples Retreat

4 out of 5
Ocean City MD
This apartment features a marina and free WiFi in public areas. Take advantage of the free self parking.
8/10 Very Good! (2 reviews)
"We were very concerned about the dead bolt lock on the front door. Wood needs to be replaced. Always make sure the storm door is securely shut."

Reviewed on Jul 30, 2026

Opens in a new windowSteps to Ocean City Beach! Couples Retreat
Waterfront + Pool! Ocean City Condo 1 Mi to Beach

Waterfront + Pool! Ocean City Condo 1 Mi to Beach

4 out of 5
Ocean City MD
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.
Opens in a new windowWaterfront + Pool! Ocean City Condo 1 Mi to Beach
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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.

Recent Eastern Shore hotel reviews by fellow wanderers

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