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

Find hotels in Eastern Shore, MD from $66

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

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, (2,069 reviews)
"Great location, excellent stay"
United States
Christiaan
$106 nightly
The price is $120
Dec 3 - Dec 4
Total with taxes and fees
Historic Inns of Annapolis

2. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,006 reviews)
"The staff at the front desk were friendly and helpful."
United States
Billy
$170 nightly
The price is $193
Nov 23 - Nov 24
Total with taxes and fees
Hyatt Regency Chesapeake Bay

3. 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
$163 nightly
The price is $179
Nov 22 - Nov 23
Total with taxes and fees
The Tidewater Inn

4. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,008 reviews)
"Staff was very pleasant. Room was clean and a very nice Breakfast included."
United States
Dean
$79 nightly
The price is $87
Dec 10 - Dec 11
Total with taxes and fees
St Michaels Inn

5. Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (101 reviews)
"A truly lovely stay!"
United States
Erin
$341 nightly
The price is $375
Nov 11 - Nov 12
Total with taxes and fees
Hummingbird Inn

6. 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
$119 nightly
The price is $131
Nov 15 - Nov 16
Total with taxes and fees
Best Western Plus Easton Inn & Suites

7. 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
$140 nightly
The price is $154
Nov 19 - Nov 20
Total with taxes and fees
Holiday Inn Express Easton by IHG

8. 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
$127 nightly
The price is $139
Nov 15 - Nov 16
Total with taxes and fees
Fairfield Inn & Suites by Marriott Easton

9. 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
$435 nightly
The price is $479
Dec 9 - Dec 10
Total with taxes and fees
Inn at Perry Cabin

10. Baymont by Wyndham Easton

Baymont by Wyndham Easton
2.5 star property
Easton
7.6 out of 10, Good, (960 reviews)
"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."
United States
Edwin
$81 nightly
The price is $89
Nov 15 - Nov 16
Total with taxes and fees
Baymont by Wyndham Easton

11. 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
$222 nightly
The price is $244
Dec 1 - Dec 2
Total with taxes and fees
The Wildset

12. 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
$128 nightly
The price is $141
Nov 15 - Nov 16
Total with taxes and fees
Hampton Inn Easton

13. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.2 out of 10, Wonderful, (1,013 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
United States
REBECCA
$130 nightly
The price is $149
Nov 29 - Nov 30
Total with taxes and fees
Graduate by Hilton Annapolis

14. 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
$76 nightly
The price is $84
Dec 9 - Dec 10
Total with taxes and fees
Econo Lodge Easton Route 50

15. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (46 reviews)
"Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10."
United States
William
$489 nightly
The price is $538
Nov 12 - Nov 13
Total with taxes and fees
The Oaks Waterfront

16. Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.6 out of 10, Exceptional, (225 reviews)
"Had a wonderful time at a beautiful property."
United States
Gary
$302 nightly
The price is $332
Nov 11 - Nov 12
Total with taxes and fees
Sandaway Suites & Beach

17. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,009 reviews)
"Great location, friendly staff."
United States
Joel
$98 nightly
The price is $111
Nov 22 - Nov 23
Total with taxes and fees
Hilton Garden Inn Annapolis Downtown

18. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,005 reviews)
"Excellent location, Very nice Hotel"
United States
Loraine
$169 nightly
The price is $193
Nov 15 - Nov 16
Total with taxes and fees
The Westin Annapolis

19. 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
$134 nightly
The price is $149
Nov 15 - Nov 16
Total with taxes and fees
Hyatt Place Kent Narrows & Marina

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
$199 nightly
The price is $219
Nov 11 - Nov 12
Total with taxes and fees
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.

Vacation Rentals in Eastern Shore

Save an average of 15% on thousands of hotels when you're signed in

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 is renowned for its beautiful ocean beaches and scenic views of the Chesapeake Bay, perfect for sunbathing and water activities.
  • Charming Towns: Explore quaint towns like St. Michaels and Easton, rich in history and hospitality, offering unique shops and local cuisine.
  • Outdoor Adventures: Enjoy a variety of outdoor activities, from watersport rentals to hiking in urban parks and marinas.
  • Iconic Lighthouses: Discover the region's historic lighthouses, which add to the picturesque coastal landscape.
  • Diverse Accommodations: Choose from charming bed & breakfasts to modern hotels, catering to all travelers' needs.

Find great hotels near Eastern Shore

Eastern Shore, Maryland, offers a diverse selection of accommodations, from charming bed & breakfasts to modern hotels. Whether you're seeking pet-friendly options, a welcoming space for LGBTQIA travelers, or facilities suited for business travel, you'll find a variety of choices to enhance your stay. With stunning waterfront properties and popular hotels, this picturesque region is perfect for a relaxing getaway or an adventurous vacation.

  • Best Western Plus Easton Inn & Suites: This modern hotel combines comfort with convenience, boasting a stellar guest rating of 9.2. Located a mere 0.1 miles from Eastern Shore, it’s an ideal choice for business travelers seeking a productive stay. The hotel features spacious rooms equipped with complimentary Wi-Fi, a well-appointed fitness center, and a refreshing indoor pool. Guests can enjoy a complimentary hot breakfast to kickstart their day. The property’s close proximity to local businesses and attractions makes it a smart option for those looking to balance work and leisure during their visit.
  • St Michaels Inn: A perfect blend of adventure and comfort, St Michaels Inn earns a commendable guest rating of 8.2. Situated 8 miles from Eastern Shore, this hotel caters to those who crave outdoor excitement. With activities like hiking, biking, and fishing available nearby, it’s ideal for adventure seekers. The inn offers cozy accommodations and a welcoming atmosphere, making it a great base for exploring the local scenery. Guests appreciate the friendly service and the range of recreational options, ensuring an exhilarating stay filled with memorable experiences.
  • Quality Inn: This pet-friendly hotel is perfect for travelers looking to bring their furry companions along. Located 0.2 miles from Eastern Shore, Quality Inn offers a comfortable stay with a focus on convenience and accessibility. The property allows pets, with specific policies that cater to dog owners, making it an ideal choice for those who don’t want to leave their pets behind. Guests can enjoy a complimentary breakfast and access to a business center, making it suitable for both leisure and business travelers. The welcoming environment and practical amenities ensure a pleasant stay for all guests.

Where to stay near Eastern Shore

Eastern Shore, Maryland, offers a delightful vacation experience with its beautiful ocean beaches and scenic views of the Chesapeake Bay. Visitors can enjoy family-friendly activities in charming towns like St. Michaels and Easton, rich in history and hospitality. Whether you’re seeking outdoor adventures or relaxing excursions, the Eastern Shore is the perfect destination for travelers looking to explore a blend of natural beauty and welcoming communities.

  • Easton: Nestled a mile away from the Eastern Shore, Easton is a charming city that offers a delightful blend of outdoor experiences, stunning scenery, and local culture. While traveler arrivals may fluctuate throughout the year, peak seasons from June to July and September draw visitors eager to enjoy the picturesque boardwalk, vibrant shopping centers, and recreational areas. Easton is known for its proximity to beautiful beaches and the serene bay, making it an ideal spot for families seeking a relaxing getaway. Whether you’re strolling along the waterfront or exploring local boutiques, Easton promises a memorable vacation experience.
  • St. Michaels: Located 9 miles from the Eastern Shore, St. Michaels is a quaint city that embodies the charm of the Chesapeake Bay region. With moderately seasonal travel patterns, the peak months of April and June to July attract those looking for outdoor adventures and breathtaking scenery. Visitors can enjoy the inviting boardwalk and various recreational areas, all while soaking in the coastal atmosphere. The nearby beaches and family-friendly attractions make St. Michaels a perfect destination for families and nature lovers alike. Experience the local seafood cuisine and explore the unique shops that define this picturesque town.
  • Tanyard: Situated 5 miles away from Eastern Shore, Tanyard is a quaint village that offers a unique experience for travelers, particularly those with business interests. While visitor numbers peak during the summer months from June to August, Tanyard’s charm lies in its serene atmosphere and close-knit community vibe. The village is ideal for business-themed travelers looking for a peaceful retreat with easy access to local amenities. Despite its smaller size, Tanyard provides a perfect backdrop for a tranquil getaway combined with potential networking opportunities.

Things to do in Eastern Shore

The Eastern Shore of Maryland offers a perfect blend of outdoor adventures and scenic beauty. Visitors can enjoy a variety of activities including watersport rentals, exploring charming cities, and leisurely strolls along the boardwalk. Recreational areas provide ample opportunities for relaxation and fun, while shopping experiences and safaris add a unique twist to your vacation. Whether you're seeking beach time or vibrant local culture, the Eastern Shore has something for everyone.

Shopping

Discover the charming shops at The Eastern Shore Shopping Center, offering a mix of local boutiques and popular retailers. Don't miss the unique finds at St. Michaels Farmers Market, where you can pick up handcrafted gifts and delicious local produce, making for perfect souvenirs.

Recreation

At the Hyatt Regency Chesapeake Bay, indulge in rejuvenating spa services and serene waterfront views. Visit the Tranquility Wellness Spa for holistic treatments and yoga sessions that harmonize mind and body, fostering relaxation and renewal amidst the beauty of the Eastern Shore.

Adventure

Explore the stunning landscapes of Assateague Island National Seashore, where you can kayak alongside wild ponies and enjoy breathtaking sunsets. For a thrill, try parasailing in Ocean City, offering sweeping views of the coastline and the exhilarating feeling of soaring above the water.

Nightlife

The nightlife in Eastern Shore, Maryland, is vibrant and diverse. Enjoy live music at the Avalon Theatre, or unwind at local bars like the Red Eye's Dock Bar, where you can savor cocktails and waterfront views. For a unique experience, visit the historic downtown area for charming pubs and late-night eateries.

*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: Utilize Expedia’s search tool to customize your options based on your budget, preferred location, and ideal type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, 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

Eastern Shore, Maryland, offers a perfect getaway for outdoor enthusiasts and families, boasting stunning beaches and picturesque scenery. Visitors can explore a variety of attractions, including urban parks, marinas, and iconic lighthouses. Whether you're seeking adventure or cultural experiences, Eastern Shore has something for everyone to enjoy in its beautiful natural surroundings.

  • Chesapeake Bay Maritime Museum: Located 9 miles from Eastern Shore, this maritime museum offers a deep dive into the rich maritime heritage of the Chesapeake Bay. Explore interactive exhibits, historic vessels, and beautiful waterfront views, all while soaking in the area's culture and history.
  • The Third Haven Friends Meeting House: Just 2 miles away, this historic house is a serene place of worship with stunning architecture and tranquil gardens. Visitors can learn about the Quaker faith and its historical significance in the region, all wrapped in peaceful surroundings.
  • Academy of the Arts: Only 1 mile from Eastern Shore, this art museum showcases a diverse range of artistic expressions, including visual arts and performances. Engage with local talent and enjoy rotating exhibitions that highlight the cultural vibrancy of the area.

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 (1.2°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 SunnySlightly LowAverage
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 SunnyAverageAverage

The nearest major airports for your trip to Eastern Shore

Traveling to the Eastern Shore of Maryland is convenient with several major airports nearby. Philadelphia International Airport (PHL), located 87 miles away, offers luxury accommodations like the W Philadelphia and The Rittenhouse, both only 6 miles from the airport. Ronald Reagan Washington National Airport (DCA), 53 miles from Eastern Shore, features upscale hotels such as the InterContinental Washington D.C. - The Wharf and Salamander Washington DC, both within 2 miles. Washington Dulles International Airport (IAD) is 76 miles away, with excellent options like The Westin Washington Dulles Airport and Hyatt Regency Dulles, just 1 mile from the terminal. Each airport provides accessible transportation to these hotels.

Explore a world of travel with Expedia