Eastern Maryland Vacations from $300

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Your Eastern Maryland Vacation

Leave all the planning up to us with an Eastern Maryland vacation package. With everything arranged before you leave, all you need to do is relax and experience this destination's wonders to the fullest. With so many things to do and see on a trip to Eastern Maryland, it can be tricky to know where to begin. Kick off your journey in Seaford at The Hen House and Seaford Sports Complex — two much-loved attractions here. Another top city worthy of a spot on your itinerary is Joppa. Don't miss White Marsh Mall and Gunpowder Falls State Park. When you're ready to stop dreaming and start packing, Expedia will help turn your Eastern Maryland vacation into reality.

The Latest Eastern Maryland vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum
The St. Gregory Hotel
Hamilton Hotel Washington DC
Fairfield Inn by Marriott Washington D.C.
YOTEL Washington DC
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Where to stay in Eastern Maryland

Find the best Eastern Maryland areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Maryland

Discover the most popular places to visit in Eastern Maryland

Eastern Maryland Hotel Deals

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street, Ocean City, MD
$139 nightly
The price is $153 total per night from Sep 7 to Sep 8
$153 total
Sep 7 - Sep 8
Total includes taxes and fees
8.4/10 Very Good! (2,016 reviews)
"Direct beach access in a quieter area iof ocean city but still walkable to restaurants and shops. They also had restaurants on site which were good. The atrium pool was nice when you wanted to escape the heat of the beach."

Reviewed on Aug 18, 2025

Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $114 total per night from Sep 15 to Sep 16
$114 total
Sep 15 - Sep 16
Total includes taxes and fees
8.6/10 Excellent! (1,965 reviews)
"Stay was good, no issues"

Reviewed on Aug 16, 2025

Fenwick Inn
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave, Ocean City, MD
$162 nightly
The price is $179 total per night from Sep 14 to Sep 15
$179 total
Sep 14 - Sep 15
Total includes taxes and fees
9/10 Wonderful! (3,104 reviews)
"Very friendly staff, easy parking, nice pool and bar"

Reviewed on Aug 18, 2025

Grand Hotel Ocean City Oceanfront
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.