Eastern Shore Vacations from ¥366,752

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Eastern Shore Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Potomac Hotel, Autograph Collection
Sofitel Washington DC Lafayette Square
Nice House
Fairmont Washington, D.C., Georgetown

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

Find the Best Eastern Shore Vacation Packages

Things to do near Eastern Shore

Shopping

Your shopping experience on the Eastern Shore will be delightful. Visit Easton Cycle and Sport for sports gear, explore the family-friendly Saint Michaels Village for unique gifts, and enjoy the Queenstown Premium Outlets for a mix of great deals and entertainment options, all within a short drive from Eastern Shore.

Recreation

Experience the charm of Avalon Theatre, just 1.6km away, where you can enjoy captivating performances in a romantic and cultural setting. For outdoor enthusiasts, Hog Neck Golf Course, 4.8km away, offers a scenic golfing experience. For ultimate relaxation, visit Talbot Massage, located only 966m away, to enjoy soothing body treatments.

Adventure

St. Michaels Nature Trail offers a scenic adventure with outdoor vibes, perfect for hiking and enjoying nature, located 14.5km from Eastern Shore. For water sports enthusiasts, the Annapolis Sailing School provides thrilling sailing experiences, 41.8km away, while the Tose Family Tennis Center offers exciting tennis activities, also 41.8km away.

Nightlife

The nightlife in Eastern Shore offers a mix of vibrant bars and cozy spots. For live music and craft cocktails, visit The Avalon Theatre, or enjoy a laid-back evening at The Greene Turtle for good food and drinks. Don't miss the lively atmosphere at the Ocean City Boardwalk.

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

Find the best attractions near Eastern Shore

Eastern Shore, Maryland, is an ideal destination for outdoor enthusiasts and families seeking scenic beach experiences. Visitors can explore urban parks, state parks, and marinas, all while enjoying the region's coastal charms. Whether you're interested in outdoor activities, cultural experiences, or simply relaxing in nature, Eastern Shore offers a variety of attractions that cater to every traveler’s needs.

  • Academy of the Arts: Immerse yourself in the vibrant culture at the Academy of the Arts, an art museum that showcases a diverse collection of local and regional artworks. Located just 1.6km from Eastern Shore, it offers a unique opportunity to appreciate the creativity and talent of the community.
  • Talbot County Visitor Center: Adventure awaits at the Talbot County Visitor Center, also 1.6km away. This center is perfect for families, featuring outdoor activities and resources to help you explore the stunning natural beauty of the Eastern Shore region.
  • The Third Haven Friends Meeting House: Step back in time at The Third Haven Friends Meeting House, a historic site located 3.2km from Eastern Shore. With its charming architecture and serene atmosphere, it provides a glimpse into the region's rich cultural heritage.

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 during the off-peak season (typically January to February and November) for more affordable package holidays to Eastern Shore.
  • 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 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
The price is ¥14,374 per night from Dec 13 to Dec 14
¥14,374
¥16,098 total
Dec 13 - Dec 14
includes taxes & fees
9.4/10 Exceptional! (1,463 reviews)
"Love this place for an off season getaway. The rooms are always clean and comfortable and the location and view are convenient and awesome!"

Reviewed on Nov 13, 2026

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
The price is ¥13,522 per night from Dec 15 to Dec 16
¥13,522
¥17,683 total
Dec 15 - Dec 16
includes taxes & 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
The price is ¥8,515 per night from Nov 24 to Nov 25
¥8,515
¥9,537 total
Nov 24 - Nov 25
includes taxes & fees
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.

Stay near popular Eastern Shore attractions

What to do in Eastern Shore

Frequently asked questions

How much does an Eastern Shore vacation package cost?
Get ready to book, because a getaway to Eastern Shore starts from an affordable ¥366,752. When you combine your hotels, flights and car rentals into a package, you'll pick up the biggest deals.
How do I get a cheap travel package to Eastern Shore?
It's as simple as bundling. Hotels, flights and rental cars — combine whatever you need into an Eastern Shore vacation package and save. Score even more discounts when you add extras such as sightseeing tours to your booking. But that's not the only good part. You have the freedom to tailor your vacation your way. We offer more than 550 airlines and 1,000,000 hotel options worldwide, so that everyone has a chance to travel and live out those vacation dreams.
What are the top hotels in Eastern Shore?
Wingate by Wyndham Baltimore BWI Airport and Renaissance Baltimore Harborplace Hotel know how to make their guests feel at home in Ocean City. If your travel plans also include Berlin, check out Fenwick Inn and Hilton Garden Inn Ocean City Oceanfront. Both are top picks with travelers.
How far in advance should I book my Eastern Shore vacation?
Savvy travelers often reserve their seats as early as possible. You can usually start comparing international airfares on Expedia up to a year before your intended flight. If you're late to book, don't worry. Bargain prices sometimes occur just weeks prior to departure.
What does an Expedia Eastern Shore travel package include?
It all comes down to what kind of getaway you're contemplating. Eastern Shore travel deals can include car rentals, hotels and flights. You can mix and match to create the package that suits your needs. You can also add on experiences and activities after you've booked to score even bigger discounts.
What should I know before booking an Eastern Shore travel package?
A travel package can be tailored to your budget and is a great way to make your hard-earned dollars stretch further. How much you include is your call. Rental cars, hotels and flights — choose any combination that suits your style.
Can I choose my airline with an Eastern Shore Expedia vacation package?
With a vacation package, you're the boss. Whether you're eager to fly to Eastern Shore in first class or coach, simply choose from the available airline options. Expedia has access to over 550 partner airlines across the world.
If I'm not able to travel, can I cancel my Eastern Shore vacation package?
Yes, you can. We understand that things don't always go to plan, so we're here to help if you have to make changes to your Eastern Shore vacation package. It may be possible to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.

Explore a world of travel with Expedia

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