A marina with numerous boats docked at wooden piers under a clear sky.

Find hotels in Eastern Shore, MD from AEDĀ 241

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Our top choices for Eastern Shore hotels

1. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,003 reviews)
"A wonderful stay! Already planning a trip for next year!"
United States
Michelle
The price is AEDĀ 371
AEDĀ 412 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG

2. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (858 reviews)
"Great place to stay"
United States
Michael
The price is AEDĀ 493
AEDĀ 547 total
includes taxes & fees
15 Nov - 16 Nov
Hyatt Place Kent Narrows & Marina

3. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (528 reviews)
"Wonderful place to stay. The staff was beyond helpful. Everything is homemade and nightly s’mores by the fire pit were so much fun! Can not recommend this place enough!"
United States
Dena
The price is AEDĀ 731
AEDĀ 896 total
includes taxes & fees
1 Dec - 2 Dec
The Wildset

4. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (396 reviews)
"Love this hotel, everyone was friendly and it was so clean! I’m really picky about where I stay and I would absolutely stay here again."
United States
Amanda
The price is AEDĀ 465
AEDĀ 512 total
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites by Marriott Easton

5. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (1,000 reviews)
"The front desk staff were so nice, room very clean."
United States
John
The price is AEDĀ 355
AEDĀ 394 total
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn & Suites Chestertown

6. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,004 reviews)
"Nice location & stay"
United States
Holly
The price is AEDĀ 330
AEDĀ 366 total
includes taxes & fees
17 Nov - 18 Nov
Best Western Kent Narrows Inn

7. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
8.8 out of 10, Excellent, (1,005 reviews)
"Everything was fantastic"
United States
Gamil
The price is AEDĀ 440
AEDĀ 488 total
includes taxes & fees
18 Nov - 19 Nov
Hilton Garden Inn Kent Island Marina

8. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,004 reviews)
"Clean room, friendly staff, great breakfast attendant"
United States
Crystal
The price is AEDĀ 306
AEDĀ 339 total
includes taxes & fees
1 Dec - 2 Dec
Quality Inn Grasonville near Kent Island

9. Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (595 reviews)
"Pet friendly...very nice for our dog Staff helpful"
United States
Andrew
The price is AEDĀ 470
AEDĀ 517 total
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Easton

10. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.0 out of 10, Wonderful, (1,008 reviews)
"Plenty of parking! Comfortable beds and pillows. The staff was amazing, kind, helpful and friendly. I would definitely stay there again."
United States
Margaret
The price is AEDĀ 437
AEDĀ 481 total
includes taxes & fees
15 Nov - 16 Nov
Best Western Plus Easton Inn & Suites

11. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (639 reviews)
"would go again"
United States
Alison
The price is AEDĀ 514
AEDĀ 566 total
includes taxes & fees
19 Nov - 20 Nov
Holiday Inn Express Easton by IHG

12. Comfort Inn Ocean City Boardwalk

Comfort Inn Ocean City Boardwalk
2.5 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (1,047 reviews)
"We enjoyed our stay!"
United States
Judy
The price is AEDĀ 293
AEDĀ 328 total
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn Ocean City Boardwalk

13. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (514 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is AEDĀ 665
AEDĀ 832 total
includes taxes & fees
9 Dec - 10 Dec
The Inn at Chesapeake Bay Beach Club

14. La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton
3.0 star property
Elkton
9.0 out of 10, Wonderful, (1,006 reviews)
"The room was quite spacious and clean, the staff friendly."
United States
Tiffany
The price is AEDĀ 367
AEDĀ 411 total
includes taxes & fees
7 Dec - 8 Dec
La Quinta Inn & Suites by Wyndham Newark - Elkton

15. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (403 reviews)
"Enjoyed the fresh fruit and boiled eggs for breakfast!"
United States
Mary Ann
The price is AEDĀ 367
AEDĀ 404 total
includes taxes & fees
11 Nov - 12 Nov
Knapps Narrows Marina & Inn

16. The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (938 reviews)
"We had a wonderful stay and thoroughly enjoyed our time in Easton!"
United States
Miriam
The price is AEDĀ 625
AEDĀ 687 total
includes taxes & fees
22 Nov - 23 Nov
The Tidewater Inn

17. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,006 reviews)
"The staff at the front desk were friendly and helpful."
United States
Billy
The price is AEDĀ 531
AEDĀ 707 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Chesapeake Bay

18. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,000 reviews)
"Convenient to St Michael’s and inexpensive."
United States
John
The price is AEDĀ 289
AEDĀ 318 total
includes taxes & fees
3 Dec - 4 Dec
St Michaels Inn

19. Baymont by Wyndham Easton

Baymont by Wyndham Easton
2.5 star property
Easton
7.6 out of 10, Good, (961 reviews)
"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."
United States
Edwin
The price is AEDĀ 298
AEDĀ 328 total
includes taxes & fees
15 Nov - 16 Nov
Baymont by Wyndham Easton

20. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (1,878 reviews)
"Good breakfast and close to the boardwalk."
United States
Anthony
The price is AEDĀ 309
AEDĀ 346 total
includes taxes & fees
15 Nov - 16 Nov
Hyatt Place 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.

Vacation Rentals in Eastern Shore

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Stay near popular Eastern Shore attractions

Learn more about Eastern Shore

Charming coastal towns and pristine beaches dot the Chesapeake Bay's eastern shoreline, inviting you to explore maritime history and savor fresh seafood. Kayak through serene marshlands, visit Assateague Island's wild ponies, or take a scenic drive to discover quaint antique shops and waterfront restaurants.

A historic white mansion with a sign in front.

Top Eastern Shore Hotel Reviews

More cheap stays in Eastern Shore

Hotels in Eastern Shore with star-rating

Find out more about Eastern Shore

Top reasons to visit Eastern Shore

  • Stunning Beaches: The Eastern Shore boasts beautiful beaches perfect for relaxation and recreation.
  • Outdoor Adventures: Enjoy a range of activities, from boating to hiking in scenic parks.
  • Charming Towns: Explore quaint towns like Easton, rich in history and local charm.
  • Family-Friendly Attractions: Discover urban parks and museums that cater to visitors of all ages.
  • Diverse Accommodations: Choose from cozy bed & breakfasts to modern hotels, ensuring a comfortable stay.

Find great hotels near Eastern Shore

Discover an array of hotel accommodations on Maryland's Eastern Shore, ranging from charming bed & breakfasts to modern hotels. Whether you're traveling with pets, seeking a business-friendly environment, or looking for an LGBTQIA-welcoming experience, you'll find options that suit your needs. Explore top hotels in the area, including the renowned Wildset Hotel, for a memorable vacation that captures the essence of Eastern Shore hospitality.

  • Best Western Plus Easton Inn & Suites: Located a mere 161m from Eastern Shore, the Best Western Plus Easton Inn & Suites offers a blend of comfort and convenience ideal for business travelers. With a guest rating of 9.2 out of 10, guests can enjoy modern amenities such as a fitness center, complimentary breakfast, and high-speed Wi-Fi. The well-appointed suites provide a relaxing atmosphere, making it easy to unwind after a busy day. Its proximity to key business districts enhances its appeal to corporate visitors.
  • St Michaels Inn: Situated 13km from Eastern Shore, St Michaels Inn boasts a guest rating of 8.2 out of 10 and caters to adventure seekers and business travelers alike. This budget-friendly hotel features access to outdoor activities such as hiking, biking, fishing, and hunting in the nearby locations, adding an adventurous twist to your stay. The inn offers comfortable accommodations, along with amenities that highlight recreation, making it a great choice for those looking to explore the natural beauty of the area while staying connected for work.
  • Fairfield Inn & Suites by Marriott Easton: Just 1km away from Eastern Shore, the Fairfield Inn & Suites by Marriott Easton is an excellent option for business-oriented travelers, with a commendable guest rating of 9.6 out of 10. This hotel features a complimentary breakfast, a well-equipped business center, and a fitness facility to ensure guests can maintain their routines. The stylish, spacious rooms provide a welcoming environment, perfect for winding down after meetings or exploring the local area.

Where to stay near Eastern Shore

Experience the charm of Maryland's Eastern Shore, where outdoor enthusiasts and beach lovers alike can find their paradise. Explore family-friendly beaches and romantic getaways, or immerse yourself in the rich history of quaint towns. From scenic waterfront views to cozy beach resorts, this picturesque region offers unforgettable excursions and a welcoming atmosphere for all travelers. Don't miss the chance to unwind in this perfect blend of relaxation and adventure.

  • St. Michaels: Located 14km from the Eastern Shore, St. Michaels is a charming city that captures the essence of a quintessential coastal retreat. Known for its beautiful outdoor scenery and relaxed beach vibe, it's an ideal spot for those seeking a mix of adventure and relaxation. Visitors can enjoy activities along the picturesque boardwalk, explore the recreational areas, or simply unwind on the family-friendly beaches. The seasonal influx of travelers peaks during the spring and summer months, making it a vibrant place to visit when the weather is warm and inviting.
  • Easton: A mere mile from the Eastern Shore, Easton is a bustling city that offers a delightful blend of outdoor experiences and shopping opportunities. With a steady flow of visitors year-round, Easton peaks in the summer and early fall, attracting those who love the beach and scenic landscapes. The city boasts an array of attractions, including a lively shopping center and beautiful recreational areas perfect for family outings. Easton’s charming streets and diverse offerings make it a must-visit destination for anyone exploring the region.
  • Tanyard: Nestled 8km from Eastern Shore, Tanyard is a quaint village that offers a unique experience for travelers, particularly those on business trips. While it sees a moderate seasonal fluctuation in visitor numbers, it’s a serene spot ideal for focusing on work amidst a peaceful environment. Tanyard’s proximity to both nature and local amenities makes it a convenient base for exploring the broader Eastern Shore area while enjoying a quieter, more laid-back atmosphere.

Things to do in Eastern Shore

Shopping

Visit the Tanger Outlets in Ocean City for a variety of brand-name shops offering discounts. In Easton, the Talbot Towne Centre features local boutiques and essential retailers, providing a charming shopping experience. Don’t miss the local markets for unique souvenirs and gifts reflecting the region's culture.

Recreation

At the Stillwater Spa in Easton, enjoy rejuvenating treatments using organic products in a serene environment. Nearby, the Chesapeake Bay Beach Club offers wellness retreats with yoga sessions and nature walks, providing a refreshing escape while surrounded by stunning coastal views.

Adventure

Explore the scenic beauty of Eastern Shore by kayaking in the Chesapeake Bay, where you can paddle through tranquil waters and spot diverse wildlife. For a thrilling experience, try kiteboarding at Assateague Island, where you can ride the waves with stunning ocean views all around.

Nightlife

In Eastern Shore, Maryland, the vibrant nightlife features spots like The Avalon Theatre, known for live music and performances, and the lively bars in Ocean City, where you can enjoy beachfront views and tropical drinks. The atmosphere is relaxed yet festive, perfect for unwinding after a day of exploration.

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

Booking tips and Expedia advantages for Eastern Shore

To save money during your visit to Eastern Shore, plan your trip between January to February or November, when accommodation prices are lower. Booking your stay for a Tuesday can also cut costs, as Saturdays tend to be the most expensive. Utilize Expedia to compare prices and explore package deals that combine hotels, flights, and activities for additional savings. Look for exclusive discounts and arrange your search by price to find the best deals. Take advantage of free outdoor activities and explore the area on foot or use public transport for affordable travel options.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Eastern Shore are January to February and November, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Eastern Shore is Tuesday. The most expensive day to stay around Eastern Shore is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to narrow down your options based on your budget, preferred location, and desired hotel type. To find the most affordable prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay on the Eastern Shore with your flights and activities through an Expedia package deal.

Find the best attractions near Eastern Shore

The Eastern Shore of Maryland is perfect for outdoor enthusiasts and beach lovers alike, offering stunning waterfront views and a variety of attractions. Explore urban parks, marinas, and history museums that cater to families and those seeking cultural experiences. Whether you want to relax on the beach or enjoy scenic landscapes, the Eastern Shore provides a delightful vacation destination filled with engaging activities for every traveler.

  • Chesapeake Bay Maritime Museum: Located 14km from Eastern Shore, this museum offers a deep dive into the maritime heritage of the Chesapeake Bay. Visitors can explore interactive exhibits, historic boats, and beautiful waterfront views, immersing themselves in the rich culture that defines this region.
  • St. Michaels Marina: Also 14km away, this marina is an ideal spot for adventure seekers and outdoor enthusiasts. Enjoy boating, kayaking, or simply relaxing on the beach while taking in the picturesque surroundings and vibrant atmosphere of the bay.
  • The Third Haven Friends Meeting House: Just 3km from Eastern Shore, this historic site invites visitors to appreciate its serene gardens and unique Quaker architecture, providing a peaceful environment for reflection and cultural appreciation.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January34.2°F (1.2°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 (25.7°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

The nearest major airports for your trip to Eastern Shore

To visit the Eastern Shore of Maryland, you can fly into several major airports. Philadelphia International Airport (PHL) is 140km away, with nearby luxurious options like W Philadelphia and The Ritz-Carlton, both offering easy access to the airport. Ronald Reagan Washington National Airport (DCA) is closer at 85km, with top hotels such as InterContinental Washington D.C. - The Wharf and Pendry Washington DC - The Wharf. Washington Dulles International Airport (IAD) is 122km from Eastern Shore, featuring hotels like Hyatt Regency Dulles International Airport and The Westin Washington Dulles Airport, both conveniently located for travelers.

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