Eastern Shore Vacations from $186

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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.
Hyatt House BWI Airport Baltimore
DoubleTree by Hilton Columbia
Lord Baltimore Hotel
Renaissance Baltimore Harborplace Hotel
Sonesta Hotel Baltimore Inner Harbor
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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

Discover the most popular places to visit in Eastern Shore

Eastern Shore Hotel Deals

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $109 total per night from Feb 12 to Feb 13
$109 total
Feb 12 - Feb 13
Total with taxes and fees
8.6/10 Excellent! (2,329 reviews)
Overall great stay enjoyed myself

Reviewed on Feb 1, 2026

Princess Royale Oceanfront Resort
Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
1 16th Street Ocean City MD
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from Mar 2 to Mar 3
$94 total
Mar 2 - Mar 3
Total with taxes and fees
9/10 Wonderful! (1,581 reviews)
Clean

Reviewed on Jan 20, 2026

Hyatt Place Ocean City / Oceanfront
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
$71 nightly
The price is $78 total per night from Mar 2 to Mar 3
$78 total
Mar 2 - Mar 3
Total with taxes and fees
9/10 Wonderful! (3,435 reviews)
The only place we stay when we go to Ocean City. Great location, plenty of parking, friendly staff, good food, 2 arcade areas! On the boardwalk, far enough from the inlet crowds, but a nice walk. Great beach location & views.

Reviewed on Feb 1, 2026

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