Eastern Shore Vacation Packages 2026 from $252

Eastern Shore flight + hotel vacation packages

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

Phoenix Park Hotel

Northwest

Save 100% on your flight

$252

per person

Oct 2 - Oct 4

found 15 hours ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and express check-out are also offered.

Kellogg Conference Hotel at Gallaudet University

Northeast

Save 100% on your flight

$531

per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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 and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.

Save 100% on your flight

$552

per person

Oct 10 - Oct 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. A terrace, a lobby fireplace, and a computer station are also on offer.

Hotel Burg

Leesburg's Old and Historic District

Save 100% on your flight

$1,019

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.

The LINE Hotel DC

Northwest

Save 100% on your flight

$300

per person

Oct 23 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A coffee shop, dry cleaning, and luggage storage are also on offer.

Top Eastern Shore hotels deals

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD

$193 nightly

$214 total

Aug 30 - Aug 31

Total with taxes and fees

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.

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$179 nightly

$200 total

Aug 30 - Aug 31

Total with taxes and fees

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 WiFi.

Fenwick Inn

13801 Coastal Highway Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$134 total

Aug 30 - Aug 31

Total with taxes and fees

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.

Plim Plaza Hotel

109 North Atlantic Ave. Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$124 nightly

$139 total

Aug 30 - Aug 31

Total with taxes and fees

This smoke-free hotel features 3 restaurants, a bar/lounge, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A terrace, a picnic area, and free newspapers are also on offer.

Princess Bayside Beach Hotel

4801 Coastal Highway Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$151 total

Aug 26 - Aug 27

Total with taxes and fees

A private beach and an outdoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Enjoy the indoor pool and perks like free self parking.

Castle in the Sand

3701 Atlantic Avenue Ocean City MD

$139 nightly

$156 total

Aug 31 - Sep 1

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities are provided for your convenience.

Pool

Parking included

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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.

Stay near popular Eastern Shore 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)

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 seaside in this relaxing area, or check out its top-notch restaurants.

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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 $252. 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.