Eastern Shore Adventure Vacations
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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
Price was $912, price is now $889 per person
$889
per person
May 17 - May 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
9/10 Wonderful! (1,004 reviews)
Hotel was very clean and the room was fantastic.
Reviewed on Mar 6, 2026
Inn at Perry Cabin
Downtown St. Michaels
Price was $1,872, price is now $1,413 per person
$1,413
per person
Apr 24 - Apr 26
found 16 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Salisbury (SBY)
9.6/10 Exceptional! (374 reviews)
Friendly and attentive staff, good cleaning services
Reviewed on Oct 26, 2025
Hilton Ocean City Oceanfront Suites
Midtown Ocean City
Price was $952, price is now $923 per person
$923
per person
May 17 - May 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
8.8/10 Excellent! (1,350 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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View all trips5* Adventure vacations in Eastern Shore
Price found within the past 48 hours. Click for updated prices.
Inn at Perry Cabin
Downtown St. Michaels
Price was $1,872, price is now $1,413 per person
$1,413
per person
Apr 24 - Apr 26
found 16 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Salisbury (SBY)
9.6/10 Exceptional! (374 reviews)
Friendly and attentive staff, good cleaning services
Reviewed on Oct 26, 2025
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See all available trips from Columbus to Eastern Shore
View all trips3 Night Adventure vacations in Eastern Shore
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
Price was $912, price is now $889 per person
$889
per person
May 17 - May 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
9/10 Wonderful! (1,004 reviews)
Hotel was very clean and the room was fantastic.
Reviewed on Mar 6, 2026
Hilton Ocean City Oceanfront Suites
Midtown Ocean City
Price was $952, price is now $923 per person
$923
per person
May 17 - May 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
8.8/10 Excellent! (1,350 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
Don't see what you're looking for?
See all available trips from Columbus to Eastern Shore
View all trips4 Night Adventure vacations in Eastern Shore
Price found within the past 48 hours. Click for updated prices.
Grand Hotel Ocean City Oceanfront
Downtown Ocean City
Price was $972, price is now $842 per person
$842
per person
May 14 - May 18
found 22 hours ago
Roundtrip non-stop flight included
Detroit (DTT) to Salisbury (SBY)
9/10 Wonderful! (3,446 reviews)
Clean room and facility. Parking lot was for larger SUVS but that was not enforced and we had to park on street as our vehicle would not fit in parking garage. When checking in it seemed to be a bother and no apologies for lack of parking in February, hate to think what it would be like in summer. I merely asked where we could park. Never got an enjoy your stay or explanation of facilities. The checkout was polar opposite pleasant and asked about our stay and hoped we would return
Reviewed on Mar 12, 2026
Comfort Inn Ocean City Boardwalk
Downtown Ocean City
Price was $1,065, price is now $953 per person
$953
per person
May 24 - May 28
found 14 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Salisbury (SBY)
9/10 Wonderful! (1,005 reviews)
Loved the breakfast every morning. Beatrice was wonderful. Everything was stocked and clean. Loved the waffles!
Reviewed on Mar 6, 2026
Ashore Resort & Beach Club
North Ocean City
Price was $1,307, price is now $1,170 per person
$1,170
per person
May 21 - May 25
found 11 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
8.2/10 Very Good! (1,845 reviews)
Rooms were spacious and updated… bathrooms were pristine!!! I will be booking again this year!!!
Reviewed on Feb 14, 2026
Don't see what you're looking for?
See all available trips from Columbus to Eastern Shore
View all tripsFind awesome Eastern Shore adventure vacations
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
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! (1,425 reviews)
Staff refused to deal with screaming kids and loud music in room next to us. Said they would send security to speak with them, but nothing changed. Finally quieted down at 4am. No hot tub, no pool. The whole reason we booked this hotel was for the hot tub. Waste of time amd money. They said it was ...
Reviewed on Feb 27, 2026
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
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)
The pools were warm and relaxing
Reviewed on Mar 9, 2026
Hilton Garden Inn Ocean City Oceanfront
2800 Baltimore Ave Ocean City MD
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! (1,215 reviews)
Excellent
Reviewed on Mar 12, 2026
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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
