Eastern Shore Vacation Packages 2025 from $320

Eastern Shore flight + hotel vacation packages

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

DoubleTree Hotel Baltimore - BWI Airport

per person

Aug 28 - Sep 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the seasonal outdoor pool and perks like free self parking and a free area shuttle.

Monte Carlo Boardwalk Oceanfront Ocean City

Downtown Ocean City

Save 100% on your flight

per person

Jul 30 - Aug 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

This smoke-free hotel includes 2 restaurants, an indoor pool, and a hot tub. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and concierge services.

Hotel Revival Baltimore

Mount Vernon

Save 100% on your flight

per person

Aug 28 - Sep 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A restaurant, a 24-hour front desk, and concierge services are also provided.

White Marlin Inn

Downtown Ocean City

Save 100% on your flight

per person

Jul 18 - Jul 22

found 19 hours ago

Roundtrip flight included

Boston (BOS) to Salisbury (SBY)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace is also provided.

The Americana Hotel

Downtown Ocean City

Save 100% on your flight

per person

Jul 30 - Aug 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

This hotel features a restaurant and 2 bars/lounges. Enjoy the indoor pool and perks like free WiFi. Self parking and a safe deposit box are also offered on site.

Top Eastern Shore hotels deals

Princess Royale Oceanfront Resort

Oceanfront on 91st Street, Ocean City, MD

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A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Dine at the beachfront restaurant and relax with beach umbrellas. Family-friendly amenities include an arcade/game room and kid-friendly dining, along with volleyball.

Pool

Spa

Hyatt Place Ocean City / Oceanfront

1 16th Street, Ocean City, MD

Free Cancellation

Reserve now, pay when you stay

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This hotel features a bar/lounge, a poolside bar, and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.

Pool

Pet friendly

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave, Ocean City, MD

Free Cancellation

Reserve now, pay when you stay

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This hotel features 4 restaurants, an outdoor pool, and an indoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.

Pool

Parking included

Fenwick Inn

13801 Coastal Highway, Ocean City, MD

Free Cancellation

Reserve now, pay when you stay

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This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like on-the-go breakfast and free self parking.

Bonita Beach Hotel

8100 Coastal Hwy, Ocean City, MD

Free Cancellation

Reserve now, pay when you stay

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This hotel features an indoor pool and a gym. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Guests will appreciate free perks like free self parking and WiFi in public areas.

Pool

Parking included

Carousel Resort Hotel & Condominiums

11700 Coastal Hwy, Ocean City, MD

Free Cancellation

Reserve now, pay when you stay

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This hotel features a restaurant, an indoor pool, and a bar/lounge. There's fun for all ages with a children's pool and a playground, and families will appreciate the picnic area. Enjoy the gym and perks like free valet parking and free WiFi.

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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.

Popular places to visit

Ocean City Boardwalk

4.5/5(1,896 reviews)

Ocean City Boardwalk is just one of the places to see in Ocean City, so why not enjoy the other things to explore during your travels? Stroll along the beautiful beaches in this family-friendly area, or check out its lively bars.

Ocean City Beach

4.5/5(1,615 reviews)

Head over to Ocean City Beach, a favorite beach in Ocean City to enjoy the surf and sand, along with surfing. Stroll along the seaside in this relaxing area, or seek out the golf courses.

Jolly Roger Amusement Park

4/5(318 reviews)

Bring your family to Jolly Roger Amusement Park and have a fun-filled day at this theme park in Ocean City. Amble around this family-friendly area's seaside, or seek out the golf courses.

Frequently asked questions

How much are vacation packages to Eastern Shore?

Travelocity offers package deals to Eastern Shore, including flights and hotels, starting at just $320. With all the cash you save, you could book some interesting tours or even tack on a few extra nights to your getaway.

Where can I get the best vacation package deals for Eastern Shore?

It’s hard to look past Travelocity when it comes to finding your Eastern Shore package deal. There are at least 400 partner airlines and 1,000,000 properties worldwide to choose from. Book your vacation now and get ready to tick another destination off your bucket list.

Why should I book my Eastern Shore vacation bundle with Travelocity?

You’ll not only save lots, but you’ll also have access to our round-the-clock support, excellent service and a Price Match Guarantee. Explore every nook-and-cranny across the world, discover lesser-known sights and create unforgettable memories — we’ll take care of the important details.

Will I save money on my Eastern Shore car rental if I combine it with a hotel or flight?

You sure can with our Eastern Shore vacation packages. With one of these, there are tons of ways to make your hard-earned cash go further. Combine any two or more car, hotel, flight and tour bookings and watch your savings start to add up. With your own set of wheels, all the popular attractions in and around Eastern Shore are a memorable road trip away.

Which airport is best for Eastern Shore?

For travelers considering heading in and out of Eastern Shore, the most frequented airports are Ronald Reagan Washington National Airport (DCA), Baltimore Washington Intl. Thurgood Marshall Airport (BWI) and Salisbury - Ocean City Wicomico Regional Airport (SBY).

What is there to do in Eastern Shore?

You’ll be happy to know Eastern Shore is full of wonderful things to see and do, however Ocean City Boardwalk and Ocean City Beach are among the best of them.