Eastern Shore Kid friendly Vacations

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Top Kid friendly vacation packages in Eastern Shore

Price found within the past 48 hours. Click for updated prices.
Hilton Ocean City Oceanfront Suites
Hyatt Regency Chesapeake Bay
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3 Night Kid friendly vacations in Eastern Shore

Price found within the past 48 hours. Click for updated prices.
Hilton Ocean City Oceanfront Suites
Hyatt Regency Chesapeake Bay
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4 Night Kid friendly vacations in Eastern Shore

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Grand Hotel Ocean City Oceanfront
Hyatt Regency Chesapeake Bay
Princess Royale Oceanfront Resort
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FAQs: family vacation packages in Eastern Shore

How can I find the best family vacation packages in Eastern Shore?

For fam-tastic vacation packages in Eastern Shore, check the family-friendly filter and add child-charming amenities, like water parks and pools. Read reviews written by other broods to be sure your chosen stay packs plenty of rest and play.

How can I book family-friendly vacations in Eastern Shore on a budget?

For family- and wallet-friendly trips, filter your search results by budget. You can also sort by price. When bringing the whole brigade on a budget, consider staying in low season or outside the city or. To save more coin, accommodation with a kitchen can be your friend—a bowl of pasta at home is always cheaper than feeding the team at a restaurant.

What does a family trip to Eastern Shore cost?

You could book your amazing family trip to Eastern Shore just $619. But with so many brilliant breaks on offer, there’s something for every wallet. Prices and availability are subject to change. Additional terms may apply.

Can I book an all-inclusive Eastern Shore family vacation package?

Check the all-inclusive filter for an all-you-could-ever-wish-for family vacay. Click more of your favorite filters for even more extravagance. Perhaps an ocean view, spa, or hot tub. Maybe a water park, epic kids club, or activities galore.

How can I plan a fun family vacation in Eastern Shore?

Search for stays with kid-satisfying extras, like water parks, and teenage-friendly free Wi-Fi, so they can post about all their vacation adventures for all their buddies back home. Book up local attractions, excursions, and experiences—and they might even put their phone down for a few minutes.

How can I find Eastern Shore family vacation deals?

Delightful deals often dwell outside high season, so move your travel dates around for top deals. You can also book up a little away from the major Eastern Shore landmarks to save cash. Whenever you wish to travel, sort your search results by deals for the most brilliant bargains.

Can I book a Eastern Shore family vacation package with free cancellation and/or flexible dates?

Free cancellation makes for a hassle-free family vacation. Filter by payment option to find fully flexible trips, including buy now, pay later options.

Why should I book my Eastern Shore family trip with Expedia?

You can easily find fun for all the family with the super-handy filters. It’s easy to build your dream kid-friendly vacation in just a few clicks. And you can bundle your accommodation, airfare, and car rental in just a few more.

Top Kid friendly Eastern Shore Hotels

Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

3 out of 5
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. ...
7.8/10 Good! (1,400 reviews)

Families like: Outdoor pool, playground, game room, on the beach

Travelers say...
10 guests booked between 2 rooms and only 2 washcloths and towels in each room, tub had dirt in it, other than that no issues

Reviewed on Dec 15, 2025

Carousel Resort Hotel & Condominiums
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
  • 12 min drive from Ocean City Boardwalk
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (2,305 reviews)

Families like: Indoor pool, game room, on the beach, bicycle rentals nearby

Travelers say...
Convenient

Reviewed on Dec 16, 2025

Princess Royale Oceanfront Resort
Tidelands Caribbean Hotel and Suites

Tidelands Caribbean Hotel and Suites

2.5 out of 5
5th Street on the Boardwalk Ocean City Ocean City MD
  • 3 min walk from Ocean City Boardwalk
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the clean rooms in our reviews. ...
7/10 Good! (1,202 reviews)
very nice

Reviewed on Dec 15, 2025

Tidelands Caribbean Hotel and Suites
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.