Eastern Shore Vacation Packages 2026 from $475

Eastern Shore flight + hotel vacation packages

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

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.

Save 100% on your flight

$475

per person

Sep 5 - Sep 9

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Salamander Washington DC

Southwest

Save 100% on your flight

$694

per person

Sep 4 - Sep 7

found 24 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Baltimore (BWI)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Historic Inns of Annapolis

Historic District

Save 100% on your flight

$679

per person

Aug 5 - Aug 10

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Baltimore (BWI)

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A terrace, limo/town car service, and a garden are also on offer.

Kellogg Conference Hotel at Gallaudet University

Northeast

Save 100% on your flight

$794

per person

Sep 12 - Sep 19

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

The Churchill Hotel near Embassy Row

Northwest

Save 100% on your flight

$799

per person

Sep 13 - Sep 19

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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 limo/town car service are also offered.

Top Eastern Shore hotels deals

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD

$241 nightly

$268 total

Jul 10 - Jul 11

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.

Pool

Spa

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$239 nightly

$268 total

Jul 5 - Jul 6

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.

Howard Johnson by Wyndham Ocean City Oceanfront

2401 Atlantic Ave Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$240 nightly

$269 total

Jul 5 - Jul 6

Total with taxes and fees

This motel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop and express check-out are also provided.

Plim Plaza Hotel

109 North Atlantic Ave. Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$212 total

Jul 6 - Jul 7

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.

Pool

Parking included

Hyatt Place Ocean City / Oceanfront

1 16th Street Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$284 nightly

$318 total

Jul 12 - Jul 13

Total with taxes and fees

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.

Fenwick Inn

13801 Coastal Highway Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$171 total

Jul 6 - Jul 7

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.

Pool

Breakfast 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.

See properties

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 $475. 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.