Top Adventure vacation packages in Eastern Shore

Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

$1,136

per person

Apr 24 - Apr 26

found 4 hours ago

Roundtrip non-stop flight included

New York (NYC) to Salisbury (SBY)

9/10 Wonderful! (1,008 reviews)

Hotel was very clean and the room was fantastic.

Reviewed on Mar 6, 2026

Hilton Ocean City Oceanfront Suites

Midtown Ocean City

$1,362

per person

Jun 11 - Jun 14

found 12 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Salisbury (SBY)

8.8/10 Excellent! (1,356 reviews)

One major complaint. The morning waitress, Nadia, was absolutely horrible. Too busy playing with her mobile device and then disappearing for over 15 minutes. We had to go into the prep area to ask for our check. The late afternoon/dinner waitress, Wendy, was phenomenal. The night time bartender was also on top of his game. The late shift supervisor, I believe her name was Paula, was also exceptional.

Reviewed on Mar 12, 2026

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3 Night Adventure vacations in Eastern Shore

Price found within the past 48 hours. Click for updated prices.

Hilton Ocean City Oceanfront Suites

Midtown Ocean City

$1,362

per person

Jun 11 - Jun 14

found 12 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Salisbury (SBY)

8.8/10 Excellent! (1,356 reviews)

One major complaint. The morning waitress, Nadia, was absolutely horrible. Too busy playing with her mobile device and then disappearing for over 15 minutes. We had to go into the prep area to ask for our check. The late afternoon/dinner waitress, Wendy, was phenomenal. The night time bartender was also on top of his game. The late shift supervisor, I believe her name was Paula, was also exceptional.

Reviewed on Mar 12, 2026

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See all available trips from Columbus to Eastern Shore

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4 Night Adventure vacations in Eastern Shore

Price found within the past 48 hours. Click for updated prices.

Motel 6 Pocomoke City, MD

$1,059

per person

May 21 - May 25

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Salisbury (SBY)

5.2/10 (496 reviews)

Clean and cheap very nice people will stay again

Reviewed on Dec 15, 2025

Grand Hotel Ocean City Oceanfront

Downtown Ocean City

$1,158

per person

May 1 - May 5

found 20 hours ago

Roundtrip flight included

Alexandria (AEX) to Salisbury (SBY)

9/10 Wonderful! (3,461 reviews)

nice clean and friendly employees..

Reviewed on Mar 20, 2026

Princess Royale Oceanfront Resort

North Ocean City

$1,203

per person

May 1 - May 5

found 20 hours ago

Roundtrip flight included

Alexandria (AEX) to Salisbury (SBY)

8.8/10 Excellent! (2,359 reviews)

Clean room. Friendly Staff

Reviewed on Mar 15, 2026

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How can I book the best Eastern Shore adventure trips?

Choose your own adventure in Eastern Shore, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.

How can I plan the perfect Eastern Shore family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Eastern Shore. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.

Can I book all-inclusive Eastern Shore adventure vacation packages?

By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.

Why should I book a Eastern Shore adventure vacation for couples?

Book a Eastern Shore couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.

How can I find the best deals on adventure packages in Eastern Shore?

It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.

Can I book an adventure vacation package in Eastern Shore with free cancellation and/or flexible dates?

Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.

Why should I book a Eastern Shore adventure trip with Expedia?

Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.

Top Adventure Eastern Shore Hotels

Carousel Resort Hotel & Condominiums

11700 Coastal Hwy Ocean City MD

15 min drive from Ocean City Boardwalk

Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...

8/10 Very Good! (1,418 reviews)

Ocean front balcony with ok view..right over roof of outside bar but still could view the beach. Room was clean.

Reviewed on Mar 16, 2026

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD

2 hours drive from Ocean City Boardwalk

Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...

8.8/10 Excellent! (1,000 reviews)

Friendly and helpful staff, pleasant and comfortable room, good food, convenient location and wonderful scenery.

Reviewed on Mar 20, 2026

Hilton Garden Inn Ocean City Oceanfront

2800 Baltimore Ave Ocean City MD

28 min walk from Ocean City Boardwalk

Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in ...

9/10 Wonderful! (1,229 reviews)

Beautiful view from room. I forgot every room is oceanfront.

Reviewed on Mar 20, 2026

See all 7,559 properties in Eastern Shore

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.