Eastern Shore Vacations 2026 from CA $1,091

Eastern Shore flight + hotel packages

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

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.

CA $1,091

per person

Jun 23 - Jun 26

found 3 hours ago

Roundtrip flight included

Montreal (YUL) to Baltimore (BWI)

Book a stay at this business-friendly hotel in Washington. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions White House and Capital One Arena are located nearby.

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.

CA $1,260

per person

Jul 7 - Jul 14

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Baltimore (BWI)

Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and Capital One Arena are located nearby.

Kimpton Hotel Monaco Washington DC by IHG

Downtown Washington D.C.

CA $1,341

per person

Jul 7 - Jul 14

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Baltimore (BWI)

Book a stay at this luxury hotel in Washington. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Capital One Arena and Smithsonian Institution are located nearby.

Kimpton Banneker Hotel by IHG

Downtown Washington D.C.

CA $1,329

per person

Jul 7 - Jul 14

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Baltimore (BWI)

Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions White House and Capital One Arena are located nearby.

Hilton Washington DC Capitol Hill

Northwest

CA $1,939

per person

Jul 7 - Jul 14

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Baltimore (BWI)

Stay at this hotel in Washington. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Union Station Shopping Center and Capital One Arena are located nearby.

Top Eastern Shore hotels deals

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD

CA $120

CA $155 total

May 3 - May 4

includes taxes & fees

Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.

Pool

Spa

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

CA $98

CA $109 total

Apr 30 - May 1

includes taxes & fees

Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.

Pool

Free WiFi

Hyatt Place Ocean City / Oceanfront

1 16th Street Ocean City MD

Free cancellation

Reserve now, pay when you stay

CA $138

CA $154 total

May 5 - May 6

includes taxes & fees

Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.

Pool

Pet-friendly

Holiday Inn & Suites Ocean City by IHG

1701 Atlantic Avenue Ocean City MD

CA $223

CA $250 total

May 3 - May 4

includes taxes & fees

Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.

Pool

Hot tub

Fenwick Inn

13801 Coastal Highway Ocean City MD

Free cancellation

Reserve now, pay when you stay

CA $97

CA $129 total

May 3 - May 4

includes taxes & fees

Book a stay at this business-friendly hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maryland Beach and Jolly Roger Amusement Park are located nearby.

Pool

Breakfast included

Hilton Ocean City Oceanfront Suites

3200 N Baltimore Ave Ocean City MD

CA $223

CA $250 total

May 5 - May 6

includes taxes & fees

Book a stay at this beach resort in Ocean City. Enjoy free WiFi, an outdoor pool, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.

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(15 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(11 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

3.5/5(2 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 CA $1,091. 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.