Eastern Shore Vacation Packages from $254

Eastern Shore flight + hotel vacation packages

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

DoubleTree Hotel Baltimore - BWI Airport

per person

Jul 5 - Jul 7

found 1 day ago

Roundtrip flight included

Tampa (TPA) 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.

Ulysses

Midtown

Save 100% on your flight

per person

Jul 9 - Jul 13

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Baltimore (BWI)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop, a snack bar/deli, and dry cleaning are also on offer.

Sagamore Pendry Baltimore

Fells Point

Save 100% on your flight

per person

Aug 2 - Aug 5

found 5 hours ago

Roundtrip flight included

New Orleans (MSY) to Baltimore (BWI)

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.

Admiral Fell Inn Baltimore Harbor, Ascend Hotel Collection

Fells Point

Save 100% on your flight

per person

Jul 9 - Jul 13

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Baltimore (BWI)

This hotel features 2 restaurants and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.

Hotel Indigo Baltimore Downtown, an IHG Hotel

Mount Vernon

Save 100% on your flight

per person

Jul 9 - Jul 13

found 1 day ago

Roundtrip flight included

Tampa (TPA) 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 and free WiFi in public areas. Self parking, a snack bar/deli, and a grocery/convenience store are also offered.

Top Eastern Shore hotel deals

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave, Ocean City, MD

Free Cancellation

Reserve now, pay when you stay

$129

per night

Jun 2 - Jun 3

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.

Breakfast available

Pool

Fenwick Inn

13801 Coastal Highway, Ocean City, MD

Free Cancellation

Reserve now, pay when you stay

$99

per night

Jun 2 - Jun 3

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.

Breakfast included

Pet friendly

Ashore Resort & Beach Club

10100 Coastal Hwy, Ocean City, MD

$139

per night

Jun 4 - Jun 5

This traditional hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the seasonal outdoor pool and perks like free WiFi.

Breakfast available

Pet friendly

Princess Royale Oceanfront Resort

Oceanfront on 91st Street, Ocean City, MD

$150

per night

Jun 2 - Jun 3

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.

Breakfast available

Pool

Carousel Resort Hotel & Condominiums

11700 Coastal Hwy, Ocean City, MD

Free Cancellation

Reserve now, pay when you stay

$99

per night

Jun 2 - Jun 3

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.

Hot Tub

Pool

Holiday Inn & Suites Ocean City, an IHG Hotel

1701 Atlantic Avenue, Ocean City, MD

Free Cancellation

$249

per night

Jun 2 - Jun 3

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

Hot Tub

Breakfast available

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

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 family-friendly area, or seek out the golf courses.

U.S. Naval Academy

4.5/5(446 reviews)

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

Frequently asked questions

How much are vacation packages to Eastern Shore?

Travelocity offers hotel and flight vacation packages starting at an incredible $254. With such great bargains, you’ll be saying hello to Eastern Shore before long.

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

Travelocity can help you find a terrific Eastern Shore package deal. With no less than 400 air carriers and 1,000,000 properties across the globe, you’re sure to find the perfect mix.

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

From enticing destinations to one-of-a-kind experiences, we have everything you need to satisfy your wanderlust. Our 24/7 support will also make sure you’re being well taken care of during your trip. And don’t stress if you notice a better price on your reservation, we’ll match it. That’s our Price Match Guarantee.

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

Sure can. And our Eastern Shore vacation packages will help you do it. With only a few clicks you can save money and time by booking everything in one place. Pick up the keys to your rental car and do your vacation your way. Searching for things to do? Add some tours or experiences to your package and save on those too.

What is the best time of year to go to Eastern Shore?

Visit in June, July and August to experience this place at its most exciting. Even though they are the busiest months of the year, the thrilling vibe that comes with the high season is part of the allure. If you’re after a more laid-back pace, October, November and December may be more your style. Don’t want to fork out for your hotel? Shelve any plans to book in , when prices skyrocket. Look for something cozy and affordable in instead.

Which airport is best for Eastern Shore?

Ronald Reagan Washington National Airport (DCA) is a good option for those hopping on a plane to Eastern Shore. Baltimore Washington Intl. Thurgood Marshall Airport (BWI) and Salisbury - Ocean City Wicomico Regional Airport (SBY) also welcome many of the flights into the region.