Eastern Shore Vacations from $288

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Your Eastern Shore Vacation

Plan a vacation package to Eastern Shore and travel on your own terms. You'll fall in love with its nature, family-friendly attractions and history. With so many things to see and do on a trip to Eastern Shore, it can be difficult to know where to begin. Kick off your journey in Ocean City at Ocean City Boardwalk and Ocean City Beach — two popular attractions here. Another top city worth adding to your itinerary is Salisbury. Don't miss Wicomico Youth and Civic Center and Salisbury Zoo. Whether you're planning to travel for a week or a month, Expedia are here to help you customize your next Eastern Shore vacation.

The Latest Eastern Shore vacation packages

Price found within the past 48 hours. Click for updated prices.
Convention center Indoor free parking

Convention center Indoor free parking

4 out of 5
Downtown Baltimore
Price was $445, price is now $288 per person
$288
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
No reviews

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was $686, price is now $372 per person
$372
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.6/10 Excellent! (1,007 reviews)

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was $924, price is now $563 per person
$563
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)
Rather than a luxury hotel which was our expectation of Sofitel standards, this hotel needs an upgrade.

Reviewed on Nov 7, 2026

Harbor free indoor parking

Harbor free indoor parking

4 out of 5
Downtown Baltimore
Price was $566, price is now $347 per person
$347
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
No reviews

citizenM Washington DC NoMa

citizenM Washington DC NoMa

4 out of 5
Northeast
Price was $484, price is now $310 per person
$310
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.2/10 Wonderful! (2,989 reviews)
Centrally located near the train station and very clean with super helpful staff.

Reviewed on Nov 7, 2026

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Where to stay in Eastern Shore

Find the best Eastern Shore areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Shore
A Ferris wheel, a roller coaster, and a building with a sign that reads 'Holy Roller.'

Downtown Ocean City

2 out of top 10 points of interest in this area

If you're spending some time in Downtown Ocean City, Ocean City Beach and Jolly Roger at the Pier are top sights worth seeing.

Find hotels in Downtown Ocean City

Stay near popular Eastern Shore attractions

A boardwalk entrance with a sign reading "Boardwalk Maryland" and two lighthouse-style structures.

Ocean City Boardwalk

9.0/10 (11,302 reviews)
This historic three-mile boardwalk has delighted visitors with ocean views and carnival charm since 1902. Savor local favorites like Thrasher's French Fries while exploring vintage amusement rides at Trimper's.
See properties

What to do in Eastern Shore

Funfull Family Package Delmarva

Funfull Family Package Delmarva

$700
per adult
Funfull Family Package Delmarva
See all activities in Eastern Shore

Eastern Shore Hotel Deals

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

3 out of 5
1701 Atlantic Avenue Ocean City MD
Fully refundable
$90 nightly
The price is $101 total per night from Dec 7 to Dec 8
$101 total
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn & Suites Ocean City by IHG
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
$108 nightly
The price is $119 total per night from Nov 15 to Nov 16
$119 total
Nov 15 - Nov 16
Total with taxes and fees
Princess Royale Oceanfront Resort
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $72 total per night from Nov 10 to Nov 11
$72 total
Nov 10 - Nov 11
Total with taxes and fees
9/10 Wonderful! (4,005 reviews)
"Great location and lots of food options in the hotel."

Reviewed on Nov 8, 2026

Grand Hotel Ocean City Oceanfront
See all 7,427 properties in Eastern Shore
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.

Find the Best Eastern Shore Vacation Packages

Things to do near Eastern Shore

The Eastern Shore of Maryland offers a fantastic getaway for outdoor enthusiasts and beach lovers. Visitors can enjoy popular activities like exploring the boardwalk, relaxing in recreational areas, and taking in the beautiful scenery. Don't miss friendly attractions, waterfront tours, and opportunities to observe coastal wildlife. Customized and bus tours are also available to enhance your experience and help you discover the unique charm of this picturesque region.

Shopping

For a great shopping experience on the Eastern Shore, visit Queenstown Premium Outlets, located 15 miles away, offering a variety of stores and family-friendly vibes. Also, check out Bay Country Shop, 16 miles away, and the Bay Bridge Market Place Shopping Center, 26 miles away, for more shopping options.

Recreation

Experience the magic of Avalon Theatre, just a mile away, where culture and entertainment blend beautifully. For relaxation, head to Talbot Massage, located only 0.6 miles away, offering soothing treatments. If you're into sports, enjoy a round of golf at Queenstown Harbor Golf Links, 15 miles from Eastern Shore.

Adventure

Experience the thrill of sailing at Annapolis Sailing School, located 26 miles from Eastern Shore, where adventure meets water sports. Explore the picturesque St Michaels Nature Trail, 9 miles away, offering serene outdoor vibes. For tennis enthusiasts, Tose Family Tennis Center, also 26 miles away, provides an exciting atmosphere for competitive play.

Nightlife

The nightlife on the Eastern Shore is vibrant and diverse. Visit the Green Turtle for a fun atmosphere with games and great food. For a more laid-back vibe, check out the Crab Claw Restaurant, where you can enjoy waterfront views and live music on weekends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Eastern Shore

Discover the beauty of Eastern Shore, Maryland, perfect for outdoor enthusiasts and beach lovers alike. Explore national parks, marinas, and history museums that offer rich cultural experiences and family-friendly activities. Don't miss the coastal charms that make this region unique, providing a perfect backdrop for relaxation and adventure during your vacation.

  • Talbot County Visitor Center: Located a mile from Eastern Shore, this visitor center offers a wealth of information about local attractions and outdoor adventures. Enjoy family-friendly activities and explore the natural beauty of the area, making it a great starting point for your adventures.
  • Academy of the Arts: Also a mile away, this art museum showcases the vibrant culture of the Eastern Shore. It features a variety of exhibits that celebrate local artists and art forms, providing an enriching experience for art enthusiasts and casual visitors alike.
  • The Third Haven Friends Meeting House: Situated two miles from Eastern Shore, this historic site is a serene and contemplative space. It offers a glimpse into the Quaker heritage of the region, blending culture and history in a tranquil setting.

Best time to go to Eastern Shore

The best time to visit Eastern Shore is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January34.2°F (1.2000000000000002°C)Light RainMostly SunnySlightly LowSlightly Low
February36.9°F (2.7°C)Light RainMostly SunnySlightly LowSlightly Low
March43.7°F (6.5°C)Light RainMostly SunnyAverageAverage
April54.3°F (12.4°C)Light RainMostly SunnyAverageAverage
May63.7°F (17.6°C)Light RainMostly SunnyAverageAverage
June72.1°F (22.3°C)Light RainMostly SunnySlightly HighSlightly High
July78.3°F (25.700000000000003°C)Light RainMostly SunnySlightly HighAverage
August77.7°F (25.4°C)Light RainMostly SunnySlightly HighAverage
September70.9°F (21.6°C)Light RainMostly SunnyAverageSlightly High
October59.2°F (15.1°C)Light RainMostly SunnyAverageSlightly High
November50.9°F (10.5°C)Light RainMostly SunnyAverageSlightly Low
December39.9°F (4.4°C)Light RainMostly SunnySlightly LowAverage

Tips to save on your trip to Eastern Shore

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Eastern Shore.
  • Consider traveling to Eastern Shore during the low season (January to February and November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Eastern Shore Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Baltimore Washington Intl. Thurgood Marshall Airport (BWI)

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Frequently asked questions

How much does an Eastern Shore vacation package cost?
Vacation packages in the Eastern Shore are centered on Ocean City. A week-long trip there typically costs around $1,450 per adult, with prices ranging from around $850 to $2,300.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How can I save money on a Eastern Shore vacation package?
When you bundle, you can save up to 30%*. To save money on a Eastern Shore package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's included in an Eastern Shore vacation package?
An Eastern Shore vacation package in Ocean City lets you combine flights, hotel stays, and rental cars. Many hotels in Ocean City offer airport shuttle service, and about half provide free breakfast.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How do I find cheap Eastern Shore vacation package deals?
Lower-priced Eastern Shore vacation packages are available in Ocean City, where prices start around $790 per adult for weekend trips. Package prices in October average around $1,100 per adult for a 3-day trip.

Bundling your flight and hotel can offer additional savings compared with booking separately. Week-long Ocean City packages typically save around $75 per adult.

Browse cheap Eastern Shore vacation package deals on Expedia to compare current deals for Ocean City and your travel dates.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
What is the best time to visit Eastern Shore?
The best time for an Eastern Shore vacation package in Ocean City is during July and August, when the weather is warmest with highs around 82°F and 80°F respectively, making it ideal for beach activities. This timing reflects Ocean City specifically, so conditions may differ elsewhere in the wider Eastern Shore region.

If you prefer a quieter trip with fewer crowds, consider visiting in January, when highs are around 43°F.
What types of vacation packages are available in the Eastern Shore?
Eastern Shore vacation packages, concentrated in Ocean City, come in several styles:

These Eastern Shore vacation package styles let travelers match a stay to their budget and pace.
Which destinations should I consider for an Eastern Shore vacation?
For an Eastern Shore vacation, consider these destinations, each offering a distinct experience:
  • Ocean City: A popular choice for families and beach lovers, known for its lively atmosphere, outdoor activities, and extensive lodging options.
  • Berlin: Ideal for romantic getaways and those seeking outdoor activities, with a charming small-town feel and family-friendly attractions.
  • Cambridge: A great base for beach-focused trips and exploring scenic views, offering a mix of outdoor adventures and family-friendly sights.
  • North East: Perfect for travelers prioritizing beaches and outdoor activities, set amidst picturesque landscapes.
  • Salisbury: Offers a blend of outdoor activities and romantic appeal, with various family-friendly attractions and a good range of lodging choices.
Is Eastern Shore better suited for a beach vacation or a cultural trip?
The Eastern Shore is primarily an outdoor and nature destination, offering a blend of coastal experiences and historical insights. Cities like Ocean City, Cambridge, and North East are known for their beautiful beaches and a wide array of outdoor activities, making them ideal for a beach-focused Eastern Shore vacation.

Travelers can enjoy the sandy shores of Ocean City Beach or explore the natural beauty of Betterton Beach and Elk Neck State Park. Beyond the coastline, the region provides opportunities for hiking, birdwatching, and exploring scenic landscapes.

For those interested in history and culture, the Eastern Shore also offers attractions such as the Choptank River Lighthouse in Cambridge, the Chesapeake Bay Maritime Museum, and the Harriet Tubman Museum and Educational Center. An Eastern Shore vacation package can easily be tailored to combine relaxing beach days with enriching historical excursions.
Which airport should I use for an Eastern Shore vacation?
For an Eastern Shore vacation, several major airports serve the wider region, providing convenient access to various parts of the coast. Philadelphia International Airport (PHL) is a primary gateway, while Ronald Reagan Washington National Airport (DCA), Washington Dulles International Airport (IAD), and Baltimore Washington International Thurgood Marshall Airport (BWI) also offer good options. From these hubs, you can arrange onward travel to your specific Eastern Shore destination.
What are the top things to do in the Eastern Shore?
An Eastern Shore vacation is best explored from a base like Ocean City, offering a mix of coastal attractions and regional highlights:

Browse and book things to do in the Eastern Shore on Expedia.
What is the best time to book an Eastern Shore vacation package?
Book your Eastern Shore vacation package around 7 weeks in advance, with packages located in Ocean City. It gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 3 and 19 weeks out.

May, September, and October are the most popular months for Eastern Shore packages in Ocean City, so booking earlier is advisable if you're traveling during those months. For last-minute Eastern Shore vacation packages, some options may be available closer to your travel date.
How many days do you need for an Eastern Shore vacation?
Most Eastern Shore vacation packages last around 4 days, with stays in Ocean City, a destination known for its beaches, outdoor activities, and family-friendly attractions. Week-long trips are the most popular, giving you time to explore attractions like the Ocean City Boardwalk, though weekend getaways are also common, and some travelers opt for longer two-week stays.
Can I change or cancel my Eastern Shore vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Eastern Shore vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Eastern Shore vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Eastern Shore vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Eastern Shore?
To find last-minute vacation packages to Eastern Shore, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Eastern Shore vacation packages?
Free cancellation on a Eastern Shore vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Eastern Shore vacation as a package or separately?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your Eastern Shore getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Eastern Shore vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.