Eastern Maryland Vacation Packages 2026 from $353

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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.

Comfort Inn & Suites Baltimore Inner Harbor

Downtown Baltimore

Save 100% on your flight

$353

per person

Oct 23 - Oct 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

5.2/10 (1,000 reviews)

The staff was amazing but the building is old and starting to chip away

Reviewed on Sep 20, 2026

Cozy Home near City Center with Hot tub

South Philadelphia

$4,644

per person

Dec 2 - Dec 7

found 5 hours ago

Roundtrip flight included

San Juan (SJU) to Philadelphia (PHL)

10/10 Exceptional! (3 reviews)

This was the perfect place for my group and our needs. Enough beds with options; a dark, quiet room in the basement, a shared room with a two full beds, the top floor king size suite, even a pull out sofa! All useful accommodations for a party of 5 or more. To top it off, the roof top hot tub with a city skyline view was incredible! It was a great location too, in walking distance to our venue in South Philly. Everything worked out perfectly, and I'm grateful that this option was available. Thank you!

Reviewed on Mar 2, 2026

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.

Save 100% on your flight

$511

per person

Nov 23 - Nov 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9/10 Wonderful! (1,249 reviews)

Casa De Miliki

South Philadelphia

$3,852

per person

Nov 24 - Nov 28

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Philadelphia (PHL)

No reviews

YOWIE (Hotel & Shop)

South Philadelphia

Save 100% on your flight

$493

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Philadelphia (PHL)

9.8/10 Exceptional! (74 reviews)

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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

A crowded beach with people sunbathing, swimming, and playing in the water.

North Ocean City

1 out of top 10 points of interest in this area

A pretty shoreline, miniature golf, watersports and seafront accommodations make this a great spot for a fun-filled summer vacation.

A Ferris wheel, a roller coaster, and a building with a sign that reads 'Holy Roller.'

Downtown Ocean City

2 out of top 10 points of interest in this area

If you're spending some time in Downtown Ocean City, Ocean City Beach and Jolly Roger at the Pier are top sights worth seeing.

A Ferris wheel, a carousel, and a food stall at a fair.

Midtown Ocean City

2 out of top 10 points of interest in this area

Relax on golden sands, dabble in watersports, enjoy family-friendly amusements and play mini golf at this attractive coastal suburb.

Ocean Pines

Boasting the largest concentration of retirees on the Eastern Shore, this community offers the Ocean Pines Golf Club, designed by Robert Trent Jones, and 13 parks, including White Horse Park. Enjoy golfing, park visits, and a peaceful atmosphere.

A marina with multiple sailboats docked.

West Ocean City

Discover fishing charters, boating, and marinas in this census-designated area, located across the Sinepuxent Bay from Ocean City. Shop at Outlets Ocean City and easily access the beach resort town via the Harry W. Kelley Memorial Bridge.

Stay near popular Eastern Maryland attractions

A vibrant amusement park with a large red Ferris wheel, a yellow roller coaster, and various colorful rides.

Ocean City Boardwalk

9.0/10 (11,302 reviews)

Discover a diverse collection of specialty stores, arcades, amusements, restaurants and bars on this classic wooden boardwalk on Ocean City’s waterfront.

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A pier with people on it, a beach, and a roller coaster in the background.

Ocean City Beach

9.2/10 (10,973 reviews)

Swim in the waves of the Atlantic Ocean, relax on soft white sands or stroll by the arcades and shops on the exciting boardwalk at this family-friendly city beach.

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A beach with people, umbrellas, and sand.

Maryland Beach

9.0/10 (5,506 reviews)

Sun, sand and surf lures visitors to the northernmost section of Ocean City’s 10-mile (16-kilometer) long Atlantic coastline.

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Roland E. Powell Convention Center

8.0/10 (2,358 reviews)

You can always find something exciting to see or do at this entertainment complex in the heart of Ocean City, with major music concerts and events.

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A carousel, a large statue, and a building with a neon sign.

Jolly Roger Amusement Park

8.2/10 (3,806 reviews)

From child-friendly attractions and a thrilling roller coaster to miniature golf, karting and waterslides, there’s no end to the entertainment at this theme park.

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A wooden boardwalk with benches, a lighthouse, and a clear view of the water.

Inlet Park

8.6/10 (1,457 reviews)

Admire the views from this boardwalk park, study an artistic totem pole, watch fishers, browse quirky shops and visit a museum about life saving.

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Salisbury University

8.4/10 (452 reviews)

Take a campus tour or just explore the area of Salisbury University, during your trip to Salisbury. While you're in the area, stroll along the beautiful beaches.

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Eastern Maryland Hotel Deals

Fenwick Inn

13801 Coastal Highway Ocean City MD

Fully refundableReserve now, pay when you stay

$82 nightly

$92 total

Sep 22 - Sep 23

Total with taxes and fees

8.8/10 Excellent! (2,118 reviews)

"The room had plenty of space and all that we needed. The air conditioning was great and the showers were nice and hot. This was the 2nd time stay at The Fenwick Inn and we will stay there again next time we travel there."

Reviewed on Sep 20, 2026

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

Fully refundableReserve now, pay when you stay

$94 nightly

$106 total

Oct 14 - Oct 15

Total with taxes and fees

9/10 Wonderful! (3,895 reviews)

"The room had a slippery area on the hard floor, cobwebs. The one bed was disgusting with a badly stained mattress pad that was seen as soon as the top cover was pulled back. Towels and bathroom floor had black hair on them. The shower curtain had a gross stain of some sort. When asked to correct, ..."

Reviewed on Sep 21, 2026

Princess Bayside Beach Hotel

4801 Coastal Highway Ocean City MD

Fully refundable

$93 nightly

$105 total

Oct 5 - Oct 6

Total with taxes and fees

See all 8,108 properties in Eastern Maryland

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.