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. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,060 reviews)
"Great location, excellent stay"
United States
Christiaan
The price is AU$187
includes taxes & fees
11 Nov - 12 Nov
Historic Inns of Annapolis

2. 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 AU$274
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Chesapeake Bay

3. The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (932 reviews)
"We had a wonderful stay and thoroughly enjoyed our time in Easton!"
United States
Miriam
The price is AU$257
includes taxes & fees
1 Nov - 2 Nov
The Tidewater Inn

4. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,012 reviews)
"Staff was very pleasant. Room was clean and a very nice Breakfast included."
United States
Dean
The price is AU$125
includes taxes & fees
1 Nov - 2 Nov
St Michaels Inn

5. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.0 out of 10, Wonderful, (1,003 reviews)
"Very nice property in a convenient location. Well kept and friendly, helpful staff. The breakfast was fabulous!"
United States
Donna
The price is AU$187
includes taxes & fees
15 Nov - 16 Nov
Best Western Plus Easton Inn & Suites

6. Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (100 reviews)
"Adorable property in Easton, MD (a hidden gem) with a lovely staff and great breakfast included. Great for a romantic trip away!"
United States
Todd
The price is AU$481
includes taxes & fees
28 Oct - 29 Oct
Hummingbird Inn

7. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (407 reviews)
"Fantastic place; one of those that you don’t want to leave the property until the very sad time to go. Lovely staff, all of them, amazing food."
United States
Virgilio
The price is AU$758
includes taxes & fees
11 Nov - 12 Nov
Inn at Perry Cabin

8. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (638 reviews)
"would go again"
United States
Alison
The price is AU$233
includes taxes & fees
29 Oct - 30 Oct
Holiday Inn Express Easton by IHG

9. 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 AU$211
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Easton

10. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (523 reviews)
"Room was clean and staff was super helpful and kind!"
United States
Sarah
The price is AU$394
includes taxes & fees
9 Nov - 10 Nov
The Wildset

11. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,012 reviews)
"A great place to stay for a visit to USNA. It has a great vibe and is very convenient."
United States
Kathleen
The price is AU$225
includes taxes & fees
23 Nov - 24 Nov
Graduate by Hilton Annapolis

12. Baymont by Wyndham Easton

Baymont by Wyndham Easton
2.5 star property
Easton
7.6 out of 10, Good, (952 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 AU$141
includes taxes & fees
2 Nov - 3 Nov
Baymont by Wyndham Easton

13. 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 AU$200
includes taxes & fees
29 Oct - 30 Oct
Hampton Inn Easton

14. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,012 reviews)
"Great location, friendly staff."
United States
Joel
The price is AU$169
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Annapolis Downtown

15. Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.6 out of 10, Exceptional, (222 reviews)
"Had a wonderful time at a beautiful property."
United States
Gary
The price is AU$471
includes taxes & fees
5 Nov - 6 Nov
Sandaway Suites & Beach

16. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (44 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is AU$688
includes taxes & fees
29 Oct - 30 Oct
The Oaks Waterfront

17. Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (405 reviews)
"The room was very clean and quiet and the staff extremely helpful."
United States
Adriana
The price is AU$120
includes taxes & fees
25 Nov - 26 Nov
Econo Lodge Easton Route 50

18. 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 AU$220
includes taxes & fees
24 Nov - 25 Nov
Hyatt Place Kent Narrows & Marina

19. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"This is a fabulous resort! Very clean, great location and the staff is great!"
United States
Bobbi
The price is AU$274
includes taxes & fees
23 Nov - 24 Nov
The Westin Annapolis

20. George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (78 reviews)
"This weekend was an anniversary gift for my daughter and her husband. They had a wonderful time and were highly complimentary of the accommodations, the delicious breakfast and the location."
United States
Erin
The price is AU$280
includes taxes & fees
28 Oct - 29 Oct
George Brooks House B&B
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.

Holiday 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

Recent Reviews in Eastern Shore

More cheap accommodation in Eastern Shore

Find out more about Eastern Shore

Top reasons to visit Eastern Shore

  • Stunning Beaches: The Eastern Shore boasts beautiful beaches, perfect for relaxation and enjoying the natural surroundings.
  • Outdoor Adventures: Engage in various outdoor activities, from golfing at Timber Creek to exploring scenic landscapes.
  • Charming Towns: Visit delightful towns like St. Michaels and Easton, rich in history and culture.
  • Family-Friendly Atmosphere: The region offers numerous family-friendly activities and warm southern hospitality.
  • Diverse Accommodation: Choose from charming bed and breakfasts to modern hotels catering to all travellers.

Find great hotels near Eastern Shore

Discover a delightful array of accommodation options on the Eastern Shore, Maryland, where charming bed and breakfasts and modern hotels cater to every traveller's needs. Whether you seek pet-friendly lodgings, business amenities, or an LGBTQIA-friendly environment, you'll find the perfect place to unwind. Explore the best hotels in the region and experience a memorable holiday on the picturesque shores of Virginia.

  • Best Western Plus Easton Inn & Suites: This hotel is ideal for business travellers seeking a comfortable and convenient stay. With a commendable guest rating of 9.2, Best Western Plus Easton Inn & Suites is situated a mere 161m from Eastern Shore. Guests appreciate the well-appointed rooms that blend modern amenities with a welcoming atmosphere. The property features a business centre, meeting rooms, and complimentary Wi-Fi, making it a practical choice for those on work trips, while also offering a fitness centre and an indoor pool for relaxation after a busy day.
  • Quality Inn: Located just 322m from Eastern Shore, Quality Inn caters to both business and pet-friendly travellers. This hotel is a great option for those who wish to bring their furry companions along, with specific amenities designed for pets. The property allows certain pets onsite, offering a comfortable stay with pet policies that include fees waived for service animals. Guests can enjoy the convenience of well-equipped rooms, complimentary breakfast, and access to modern facilities, all while having their pets welcomed into the fold.
  • St Michaels Inn: With a guest rating of 8.2, St Michaels Inn is situated 13km from Eastern Shore and is tailored for those seeking adventure during their stay. This inn provides a unique blend of business amenities and recreational opportunities, including nearby hiking, biking, and fishing activities. Whether you're in the mood for outdoor exploration or need a functional space for work, St Michaels Inn offers both, allowing guests to unwind after a day filled with adventure.

Where to stay near Eastern Shore

The Eastern Shore of Maryland offers a delightful blend of outdoor adventures, beautiful beaches, and stunning scenery. Visitors can immerse themselves in the region's family-friendly atmosphere, characterised by its warm southern hospitality. Explore charming towns like St. Michaels and Easton, where history and culture abound. With numerous picturesque spots to stay and excursions to enjoy, the Eastern Shore is an ideal destination for those seeking relaxation and exploration.

  • St. Michaels: Nestled 14km from the Eastern Shore, St. Michaels is a charming city that offers a delightful blend of outdoor adventure and picturesque scenery. Renowned for its scenic beauty, visitors flock here from April through July to enjoy its vibrant atmosphere. The city boasts a lovely boardwalk and recreational areas, perfect for leisurely strolls or family outings. The local beaches and the stunning Chesapeake Bay are highlights that promise a tranquil escape, making it an ideal spot for those seeking relaxation and natural beauty.
  • Easton: Just 2km away from the Eastern Shore, Easton is a vibrant city with a year-round appeal. While summer months from June to July see a spike in visitors, the town's charm is undeniable in the autumn as well. Easton offers a mix of outdoor activities, shopping centres, and recreational spaces, ensuring there's something for everyone. The nearby beaches and bays provide opportunities for fun in the sun, while the local shops and eateries add to the overall experience, creating a well-rounded destination for tourists.
  • Tanyard: Located 8km from the Eastern Shore, Tanyard is a quaint village known for its business-themed atmosphere. While its visitor numbers peak during the summer months of June to August, Tanyard offers a unique charm that is appealing year-round. The village provides a peaceful setting for those looking to unwind and is characterised by its close-knit community feel. Although not as bustling as its neighbouring cities, Tanyard's quiet environment is perfect for a restful retreat away from the tourist crowd.

Things to do in Eastern Shore

The Eastern Shore of Maryland is a delightful destination for outdoor enthusiasts, offering stunning beaches and scenic landscapes. Visitors can enjoy leisurely afternoons at the boardwalk, explore recreational areas, or engage in outdoor adventures. Notable activities include playing a round at Timber Creek Golf and discovering the beauty of the West Adventure. With its charming atmosphere, the Eastern Shore promises a relaxing holiday filled with nature and exploration.

Shopping

The Eastern Shore offers quaint shopping experiences, such as the Easton Village Centre, where you'll find unique boutiques and local artisan goods. Visit the Cambridge Main Street area for charming shops featuring handmade crafts and souvenirs that capture the essence of the region.

Recreation

At Tranquility Spa in Easton, indulge in rejuvenating treatments surrounded by serene landscapes. In St. Michaels, The Spa at the Inn at Perry Cabin provides a tranquil escape with soothing massages and wellness therapies, complemented by views of the picturesque Chesapeake Bay.

Adventure

Explore the scenic beauty of Assateague Island National Seashore, home to wild horses, pristine beaches, and diverse wildlife. Engage in kayaking along the Chincoteague Bay, where you'll experience serene waters and picturesque views, or enjoy hiking through lush landscapes at Blackwater National Wildlife Refuge.

Nightlife

Explore the vibrant nightlife at The Shark on the Bay in Ocean City, where you can enjoy live music and fresh seafood. Alternatively, visit The Greene Turtle for a casual atmosphere with sports on TV and tasty pub fare, making it an ideal spot to unwind after a day of sightseeing.

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

Booking tips and Expedia advantages for Eastern Shore

  • 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: Utilise Expedia’s search tool to refine your options by setting your budget, choosing your desired location, and selecting the type of accommodation you prefer. To uncover the most affordable prices and offers, 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 by opting for an Expedia package.

Find the best attractions near Eastern Shore

The Eastern Shore of Maryland is ideal for those seeking outdoor adventures and scenic views. Visitors can enjoy urban parks, marinas, and history museums that highlight the region's cultural heritage. This destination offers a perfect blend of family-friendly activities and opportunities to connect with nature, making it an attractive choice for travellers looking to explore the charm of the area.

  • Chesapeake Bay Maritime Museum: Situated 14km from Eastern Shore, this maritime museum offers an immersive experience into the rich maritime heritage of the Chesapeake Bay. Visitors can explore exhibits that showcase local history, boatbuilding, and the culture of the region, all set against picturesque waterfront views.
  • St. Michaels Marina: Also located 14km away, St. Michaels Marina invites outdoor enthusiasts to enjoy a variety of water-based activities. With its charming setting, you can savour the joys of boating, fishing, or simply relaxing by the water's edge, surrounded by the natural beauty of the bay.
  • The Third Haven Friends Meeting House: Just 3km from Eastern Shore, this historic meeting house offers a serene glimpse into Quaker history and architecture. Its tranquil grounds and simple beauty provide a peaceful retreat for reflection and appreciation of local heritage.

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.

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

Accessing the Eastern Shore of Maryland is convenient via several major airports. Philadelphia International Airport (PHL) is approximately 140km away, with nearby hotels such as W Philadelphia and The Ritz-Carlton, both within 11km. Ronald Reagan Washington National Airport (DCA) is 85km distant, offering nearby accommodations like the InterContinental Washington D.C. - The Wharf, located just 3km from the airport. Washington Dulles International Airport (IAD) is 122km from Eastern Shore, with options like the Hyatt Regency Dulles International Airport, a mere mile away. All these hotels provide easy access to their respective airports for a seamless travel experience.

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