Eastern Shore Vacation Packages 2026 from $286

Eastern Shore flight + hotel vacation packages

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

Holiday Inn National Airport/Crystal City by IHG

Crystal City

Save 100% on your flight

$286

per person

Jan 29 - Feb 1

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) to Baltimore (BWI)

This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. A free area shuttle is offered as well.

Rosewood Washington, D.C.

Georgetown

Save 100% on your flight

$1,220

per person

Feb 5 - Feb 8

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Baltimore (BWI)

The aparthotel's outdoor pool, indoor pool, and 2 bars/lounges are among the featured amenities. Families will appreciate complimentary bicycles and in-room childcare. Enjoy the 24-hour gym and perks like free WiFi.

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.

Save 100% on your flight

$288

per person

Jan 29 - Feb 1

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) 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.

Hilton Washington DC Capitol Hill

Northwest

Save 100% on your flight

$391

per person

Jan 29 - Feb 1

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) to Baltimore (BWI)

This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a snack bar/deli, and luggage storage are also offered.

The Graham Georgetown

Georgetown

Save 100% on your flight

$673

per person

Feb 12 - Feb 17

found 21 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Baltimore (BWI)

This aparthotel features a restaurant and 2 bars/lounges. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a 24-hour business center, and a coffee shop are also offered.

Top Eastern Shore hotels deals

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$96 nightly

$105 total

Dec 17 - Dec 18

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

Hyatt Place Ocean City / Oceanfront

1 16th Street Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$89 total

Dec 17 - Dec 18

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.

Pool

Pet friendly

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$68 nightly

$76 total

Dec 21 - Dec 22

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 self parking and free WiFi.

Pool

Parking included

Hilton Garden Inn Ocean City Oceanfront

2800 Baltimore Ave Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$79 total

Dec 21 - Dec 22

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Enjoy the gym and perks like free self parking.

Pool

Pet friendly

Fenwick Inn

13801 Coastal Highway Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$84 total

Jan 1 - Jan 2, 2026

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

Carousel Resort Hotel & Condominiums

11700 Coastal Hwy Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$83 total

Dec 17 - Dec 18

Total with taxes and fees

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.

Pool

Hot Tub

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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)

During your trip to Ocean City, enjoy the surf and sand at Ocean City Beach along with the surfing. Stroll along the seaside in this relaxing area, or seek out the golf courses.

Roland E. Powell Convention Center

4/5(285 reviews)

Learn about the events happening at Roland E. Powell Convention Center during your trip to Ocean City. Stroll along the beautiful beaches or discover the beautiful sunrises in this family-friendly area.

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 $286. 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.