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

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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, (1,000 reviews)
"A wonderful stay! Already planning a trip for next year!"
United States
Michelle
The price is CA $147
CA $163 total
includes taxes & fees
Nov 15 - Nov 16
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, (847 reviews)
"Awesome place"
United States
Joseph
The price is CA $195
CA $217 total
includes taxes & fees
Nov 24 - Nov 25
Hyatt Place Kent Narrows & Marina

3. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,009 reviews)
"Staff was perfect and the property is bigger than Rhode Island."
United States
John
The price is CA $202
CA $269 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Regency Chesapeake Bay

4. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Great bartender she was a true professional at her job"
United States
Charles
The price is CA $183
CA $203 total
includes taxes & fees
Nov 24 - Nov 25
Hilton Garden Inn Kent Island Marina

5. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (997 reviews)
"Good hotel"
United States
Michael
The price is CA $138
CA $153 total
includes taxes & fees
Nov 18 - Nov 19
Comfort Inn & Suites Chestertown

6. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.4 out of 10, Very good, (922 reviews)
"Staff was wonderful, room was clean, and breakfast was delicious."
United States
Ana
The price is CA $152
CA $168 total
includes taxes & fees
Nov 22 - Nov 23
Comfort Inn & Suites Cambridge

7. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
4.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff is always super nice and pleasant. I love the onsite parking available and the restaurant."
United States
SaVette
The price is CA $114
CA $127 total
includes taxes & fees
Nov 3 - Nov 4
DoubleTree by Hilton Ocean City Oceanfront

8. Home2 Suites By Hilton Salisbury Fruitland

Home2 Suites By Hilton Salisbury Fruitland
3.0 star property
Fruitland
9.8 out of 10, Exceptional, (79 reviews)
"great place to stay"
United States
JoAnn
The price is CA $148
CA $166 total
includes taxes & fees
Nov 23 - Nov 24
Home2 Suites By Hilton Salisbury Fruitland

9. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,001 reviews)
"Staff was very pleasant. Room was clean and a very nice Breakfast included."
United States
Dean
The price is CA $112
CA $123 total
includes taxes & fees
Nov 1 - Nov 2
St Michaels Inn

10. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (1,000 reviews)
"Clean room, friendly staff, great breakfast attendant"
United States
Crystal
The price is CA $117
CA $130 total
includes taxes & fees
Nov 22 - Nov 23
Quality Inn Grasonville near Kent Island

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 CA $209
CA $230 total
includes taxes & fees
Oct 29 - Oct 30
Holiday Inn Express Easton by IHG

12. Cambria Hotel Ocean City - Bayfront

Cambria Hotel Ocean City - Bayfront
3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (1,005 reviews)
"Great stay. Hotel was packed and the staff did a great job of handling it."
United States
Tim
The price is CA $98
CA $131 total
includes taxes & fees
Nov 17 - Nov 18
Cambria Hotel Ocean City - Bayfront

13. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.0 out of 10, Wonderful, (1,004 reviews)
"Very nice property in a convenient location. Well kept and friendly, helpful staff. The breakfast was fabulous!"
United States
Donna
The price is CA $167
CA $183 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Plus Easton Inn & Suites

14. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (393 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 CA $189
CA $208 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Easton

15. Baymont by Wyndham Easton

Baymont by Wyndham Easton
2.5 star property
Easton
7.6 out of 10, Good, (953 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 CA $126
CA $139 total
includes taxes & fees
Nov 4 - Nov 5
Baymont by Wyndham Easton

16. Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront
3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (3,987 reviews)
"Always a pleasure to stay here!"
United States
David
The price is CA $90
CA $101 total
includes taxes & fees
Nov 1 - Nov 2
Grand Hotel Ocean City Oceanfront

17. 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, (1,000 reviews)
"Friendly staff and great breakfast!"
United States
Gregory
The price is CA $148
CA $166 total
includes taxes & fees
Nov 1 - Nov 2
La Quinta Inn & Suites by Wyndham Newark - Elkton

18. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (1,876 reviews)
"Room was clean staff was very nice breakfast was very good beach view was excellent"
United States
Larry
The price is CA $112
CA $126 total
includes taxes & fees
Nov 3 - Nov 4
Hyatt Place Ocean City / Oceanfront

19. Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (592 reviews)
"Pet friendly...very nice for our dog Staff helpful"
United States
Andrew
The price is CA $179
CA $197 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Easton

20. Park Place Hotel

Park Place Hotel
3.0 star property
Downtown Ocean City
9.2 out of 10, Wonderful, (1,173 reviews)
"Very clean place to stay great help beautiful beach view balcony is nice. I’ll stay there again."
United States
kevin
The price is CA $73
CA $114 total
includes taxes & fees
Nov 3 - Nov 4
Park Place Hotel
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 savour 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 Coastlines: Eastern Shore boasts breathtaking beaches and picturesque waterfronts perfect for relaxation and exploration.
  • Outdoor Adventures: Engage in a variety of activities like watersports, boat rides, and golfing amidst beautiful landscapes.
  • Charming Towns: Discover quaint towns filled with local shops, restaurants, and rich history that enhance your visit.
  • Family-Friendly Activities: Enjoy national parks, marinas, and museums that cater to visitors of all ages.
  • Diverse Accommodations: Choose from charming bed and breakfasts to luxurious resorts, all offering stunning views and warm hospitality.

Find great hotels near Eastern Shore

Explore the charming Eastern Shore of Maryland, where a variety of hotel accommodations await you. From inviting bed and breakfasts to luxurious waterfront resorts, there's something for every traveller. Enjoy pet-friendly options, business-themed facilities, and LGBTQIA-welcoming environments, all while soaking in stunning oceanfront views. Whether you seek a serene retreat or an active getaway, Eastern Shore offers a delightful selection of guest accommodations to enhance your vacation experience.

  • Best Western Plus Easton Inn & Suites: This hotel seamlessly blends modern comfort with a business-friendly atmosphere, making it an ideal choice for travellers in need of a productive getaway. Located a mere 161m from Eastern Shore, the hotel features comprehensive business amenities, including a 24-hour business centre and meeting rooms. Guests appreciate the spacious accommodations and complimentary breakfast, ensuring a rejuvenating start to the day before diving into meetings or exploring the local area.
  • Days Inn by Wyndham Easton: Situated 4.8km from Eastern Shore, Days Inn by Wyndham Easton offers a practical and economical option for business travellers. This motel provides essential services with its 24-hour business centre, allowing guests to stay connected and productive during their stay. The comfortable rooms are designed with convenience in mind, making it a great base for exploring the surrounding attractions or attending to work obligations.
  • St Michaels Inn: Located 12.9km from Eastern Shore, St Michaels Inn caters to both business and adventure seekers. This hotel features expansive conference spaces and meeting facilities, ideal for corporate events. Beyond its business amenities, guests can indulge in nearby recreational activities, including hiking, fishing, and biking. With its charming ambiance and variety of outdoor pursuits, St Michaels Inn is perfect for those looking to blend work with adventure during their stay.

Where to stay near Eastern Shore

The Eastern Shore of Maryland offers a picturesque seaside getaway perfect for outdoor enthusiasts and romantic vacations. With stunning beach access and a relaxed atmosphere, visitors can explore charming towns and enjoy family-friendly excursions. This region is rich in history and natural beauty, making it an ideal destination for those seeking scenic views and friendly locals. Whether you're looking for adventure or relaxation, Eastern Shore has something for everyone to enjoy.

  • Easton: Nestled a mere mile from the Eastern Shore, Easton is a delightful city that invites visitors year-round. With peak travel seasons in June to July and September, this charming destination offers a blend of outdoor activities, family-friendly attractions, and romantic experiences. Stroll along the boardwalk, enjoy shopping at local centres, or relax at nearby beaches and monuments. Easton's vibrant cultural scene and welcoming atmosphere make it an ideal spot for exploration and enjoyment.
  • St. Michaels: Located 14.5km away, St. Michaels is a picturesque city known for its moderate seasonal visitor traffic, peaking in April and June to July. This quaint town is perfect for those seeking outdoor adventures, romantic getaways, and family fun. Visitors can enjoy the scenic boardwalk, recreational areas, and stunning lakes. The local beaches are perfect for relaxation and leisure, making St. Michaels a charming escape for nature lovers and those looking to unwind.
  • Tanyard: A quaint village situated 8.0km from the Eastern Shore, Tanyard attracts travellers with its seasonal charm, particularly from June to August. Ideal for outdoor enthusiasts and adventure seekers, Tanyard offers unique experiences, including visits to lookout points, historic lighthouses, and monuments. With its serene surroundings and romantic vibe, this village is perfect for those looking to connect with nature while enjoying a peaceful retreat.

Things to do near Eastern Shore

Eastern Shore, Maryland, is perfect for outdoor and romantic getaways, offering a variety of activities such as boardwalk strolls and recreational areas. Enjoy outdoor adventures like watersport rentals, boat rides, and golfing for enthusiasts. Whether you're seeking a relaxing beach day or planning a corporate retreat, Eastern Shore provides a delightful mix of experiences to make your vacation memorable.

Shopping

For a great shopping experience on the Eastern Shore, visit Easton Cycle and Sport, located 966m away, for outdoor gear. Head 24.1km to Queenstown Premium Outlets for brand-name bargains, or explore the Bay Country Shop, 25.7km from Eastern Shore, for unique gifts and souvenirs.

Recreation

Hog Neck Golf Course offers a scenic golfing experience surrounded by nature, perfect for outdoor enthusiasts seeking recreation. Talbot Massage provides a tranquil setting for relaxation and rejuvenation with soothing body treatments. For sports fans, the Navy-Marine Corps Memorial Stadium hosts exciting events, enhancing the energetic atmosphere of the Eastern Shore.

Adventure

Experience the thrill of sailing at Annapolis Sailing School, located 41.8km from Eastern Shore, where adventure meets the water. Explore the scenic St. Michaels Nature Trail, only 14.5km away, perfect for outdoor enthusiasts. For tennis lovers, the Tose Family Tennis Center, also 41.8km away, offers a vibrant atmosphere for competition.

Nightlife

In Eastern Shore, the Avalon Theatre offers a charming atmosphere with a mix of culture and romance, just 1.6km away. For a similar vibe, Church Hill Theatre and The Colonial Players, both 25 and 43.5km away, provide delightful entertainment for the whole family.

*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 on your trip to Eastern Shore, Maryland, consider visiting from January to February or November, when accommodation prices are lower. Tuesdays are the most affordable days to stay, while Saturdays tend to be pricier. Use Expedia's search tool to sort options by budget and combine hotel stays with flights for better deals. Don't miss out on free activities like exploring local parks and beaches, which can enhance your experience without breaking the bank.

  • 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: Take advantage of Expedia's search tool to narrow down your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save on your trip by combining your hotel stay on the Eastern Shore with your flights and activities through an Expedia package.

Find the best attractions near Eastern Shore

Eastern Shore, Maryland, offers a perfect getaway for outdoor enthusiasts, beach lovers, and couples seeking romance. Explore stunning coastlines, authentic waterfronts, and family-friendly activities at national parks, marinas, and history museums. With its rich culture and beautiful landscapes, Eastern Shore promises an unforgettable experience for every type of traveller looking to enjoy the charm of this picturesque region.

  • Talbot County Visitor Center: Located only 1.6km from Eastern Shore, this visitor centre offers a wealth of information on local adventures, making it perfect for families and outdoor enthusiasts. Engage with friendly staff and discover the best activities and attractions in Talbot County.
  • Academy of the Arts: Just 1.6km away, this art museum immerses you in local culture. Explore diverse exhibitions that showcase regional artists and their work, providing a unique insight into the artistic heritage of the Eastern Shore.
  • The Third Haven Friends Meeting House: Situated 3.2km from Eastern Shore, this historic site reflects the Quaker heritage of the area. Its serene atmosphere and beautiful architecture make it an ideal spot for contemplation and appreciation of history and culture.

Best time to go to Eastern Shore

The best time to visit Eastern Shore can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Eastern Shore falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Eastern Shore falls in January, 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

The nearest major airports for your trip to Eastern Shore

To visit the Eastern Shore of Maryland, you can fly into several major airports. Washington, DC (DCA-Ronald Reagan Washington National) is 85.3km away, with notable hotels like the 5-star InterContinental Washington D.C. - The Wharf, located 3.2km from the airport. Another option is Washington, DC (IAD-Washington Dulles Intl.), situated 122.3km away, featuring the 4-star Hyatt Regency Dulles just 1.6km from the terminal. The closest airport is Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall), located 69.2km from Eastern Shore, with excellent accommodations like the 5-star Sagamore Pendry Baltimore, 12.9km away, offering convenient airport shuttle services.

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