Eastern Shore Holiday Rentals, Maryland: Private House Rentals

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

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Go beyond your typical stay in Eastern Shore

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Our top choices for Eastern Shore hotels

Two Adirondack chairs facing a calm body of water with a clear sky above.

A reception desk with a modern design, a digital display, and a check-in counter.

A modern food court with a central island, various food stations, and a yogurt display.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.

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

Grasonville

Marc

฿3,318

฿3,683 total

includes taxes & fees

15 Nov - 16 Nov

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

2. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

฿5,094

฿5,655 total

includes taxes & fees

26 Oct - 27 Oct

A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

A hotel with a covered entrance, multiple floors, and a parking lot.

3. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

฿4,530

฿4,983 total

includes taxes & fees

1 Nov - 2 Nov

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.

A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.

A hotel pool area with multiple pools, lounge chairs, and a pool lift.

4. Best Western Plus Easton Inn & Suites

Easton

Donna

฿3,988

฿4,387 total

includes taxes & fees

15 Nov - 16 Nov

A spacious lobby with a reception desk, seating area, and a television screen.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A hotel room with a desk, chair, blue sofa, ottoman, and a hallway leading to a door.

A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".

5. Comfort Inn & Suites Cambridge

Cambridge

Ana

฿3,690

฿4,096 total

includes taxes & fees

28 Oct - 29 Oct

A modern hotel dining area with a long table, four chairs, and three pendant lights.

A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.

A hotel hallway with carpeted floors, white doors, and overhead lighting.

A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

6. Hampton Inn Easton

Easton

Rachel

฿4,286

฿4,715 total

includes taxes & fees

29 Oct - 30 Oct

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".

A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.

7. The Tidewater Inn

Easton

Miriam

฿5,999

฿6,599 total

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a porch, a front door, and a small garden area.

A neatly made bed with white linens and a beige pillow, a straw hat on the bed, a wooden nightstand with a small plant and a glass, and a wall-mounted light fixture.

A two-story building with a balcony on the upper floor, outdoor seating with wooden chairs and tables, and a clear view of the surrounding area.

A dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.

8. The Wildset

Downtown St. Michaels

Sarah

฿7,675

฿9,280 total

includes taxes & fees

3 Nov - 4 Nov

A hotel room with a grey sofa, a small ottoman, a bed, a nightstand with a lamp, a wall-mounted painting, and a mirror with a pink frame.

A self-service breakfast station with a coffee machine, yogurt dispensers, and a variety of food items.

9. Home2 Suites By Hilton Salisbury Fruitland

Fruitland

JoAnn

฿3,589

฿4,020 total

includes taxes & fees

9 Nov - 10 Nov

A rectangular swimming pool with a 3 FT depth marker, surrounded by lounge chairs and a small table.

A Comfort Inn & Suites hotel with a brick facade, arched entryway, and a well-maintained lawn.

A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.

A spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.

10. Comfort Inn & Suites Chestertown

Chestertown

Amy

฿3,270

฿3,629 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.

A reception area with two reception desks, a wall-mounted sign reading "Holiday Inn Express," and a telephone on the right side.

A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.

11. Holiday Inn Express Easton by IHG

Easton

Alison

฿4,994

฿5,493 total

includes taxes & fees

18 Oct - 19 Oct

A multi-story hotel with a pool area, balconies, and a view of the ocean.

A wooden boardwalk leading to a beachfront hotel with multiple balconies and a clear view of the ocean.

A hotel room with a large bed, two chairs, a desk, and a view of the city through the window.

A lobby with green sofas, a round table with a plant, and a lantern.

12. Grand Hotel Ocean City Oceanfront

Downtown Ocean City

richard

฿2,158

฿2,417 total

includes taxes & fees

15 Nov - 16 Nov

A patio with outdoor seating, overlooking a marina with boats.

An indoor swimming pool with clear views of boats and water.

A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.

13. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

฿4,919

฿5,460 total

includes taxes & fees

3 Nov - 4 Nov

A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.

A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.

A living room with a beige sofa, blue and red patterned pillows, a wooden coffee table, and a view of the ocean through large windows.

A beachfront hotel with multiple floors and balconies, a sandy beach in the foreground, and a clear sky.

14. DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

Darryl

฿2,730

฿3,058 total

includes taxes & fees

1 Nov - 2 Nov

A balcony with two green Adirondack chairs facing a beach.

A deck with white lounge chairs and a pool, overlooking a beach.

A beach view from a balcony with a clear sky.

A hotel room with two beds, a desk, and a chair. There is a window with curtains, a lamp, and a nightstand with a phone.

15. Comfort Inn Ocean City Boardwalk

Downtown Ocean City

BILL

฿2,251

฿2,521 total

includes taxes & fees

16 Nov - 17 Nov

A modern lobby with a blue sofa, yellow armchairs, a white coffee table, and a patterned rug.

A hotel room with two beds, a desk, a chair, and a large window.

A modern hotel with a prominent "Hampton Inn" sign, a covered entrance, and a clean, welcoming facade.

A pool area with lounge chairs and tables, a tiled pool, and blue walls with windows.

16. Hampton Inn Salisbury

Salisbury

Ameen

฿3,447

฿3,860 total

includes taxes & fees

15 Nov - 16 Nov

A deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.

A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.

A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.

A modern hotel lobby with grey upholstered chairs, a round table, and a bar area.

17. Hyatt Place Ocean City / Oceanfront

Downtown Ocean City

Amy

฿2,691

฿3,014 total

includes taxes & fees

2 Nov - 3 Nov

A hotel room with a bed, a chair, a nightstand, a lamp, and a painting on the wall.

A restaurant with a counter, seating area, and a clock on the wall.

A reception desk with a clock, framed pictures, and a sign for express checkout.

An outdoor patio area with picnic tables and a Samuel Adams branded umbrella.

18. Best Western Kent Narrows Inn

Grasonville

Wesley

฿3,012

฿3,344 total

includes taxes & fees

8 Nov - 9 Nov

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.

19. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

฿6,862

฿8,472 total

includes taxes & fees

2 Nov - 3 Nov

A modern lobby with a reception desk, a seating area with a sofa and a plant, and a staircase leading to an upper level.

A hotel with a swimming pool, lounge chairs, and a covered outdoor seating area.

A hotel room with a bed, a TV mounted on the wall, a desk with a lamp, a sofa, and a window with curtains.

A hotel room with two beds, a desk with a chair, a TV, and a window with curtains.

20. Wingate by Wyndham Salisbury MD Airport North

Salisbury

Frank

฿2,906

฿3,388 total

includes taxes & fees

1 Nov - 2 Nov

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Holiday Rentals in Eastern Shore

Aparthotel

A boardwalk with shops, benches, and street lamps.

A building with the sign 'BOARDWALK ONE' on its facade, featuring multiple floors with balconies and a ground-level entrance.

A balcony with a clear view of the beach, featuring a table and chairs.

A modern kitchen with white cabinets, a stove, and a view of a balcony with a pool.

Boardwalk One

Downtown Ocean City

"We really enjoyed our stay at Boardwalk One! The room was spacious, clean, and comfortable, and the staff made us feel very welcome. We especially loved the location, being right on the boardwalk close to all attractions and shops. We’d happily stay here again!"

Cottage

A row of mobile homes with a one-way sign, a covered porch, and a street sign indicating 'Shore Point Lane'.

A single-story house with a covered porch, a small front yard, and a visible address number.

A modern kitchen with a built-in refrigerator, a dining area with a table and chairs, and a large window with blinds.

A modern kitchen with a built-in TV, bar stools, and a herringbone-patterned floor.

Shore Point Cottages

Berlin

"Everything was clean and comfortable. Would stay here again."

Aparthotel

A gym with treadmills, dumbbells, and exercise balls, large windows with a view of the ocean.

A modern living room with a sofa, a coffee table, a TV, and artwork on the wall.

A spacious lobby with a marble floor, a central staircase, and arched windows.

A reception desk with two laptops, framed posters on the wall, and pendant lighting.

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Midtown Ocean City

"Our room.seemed to be all new and we loved how there was a separate living room and bedroom with privacy doors. We had a beautiful view of the bay too from the second floor and we loved being on the sunset side of OC:)"

Apartment

A living room with two grey sofas, a coffee table, and a ceiling fan.

A dining area with a table set for four, surrounded by grey upholstered chairs. A black wire basket is placed on the table.

A bedroom with a bed, a nightstand, a floor lamp, a ceiling fan, and a door leading to another room.

A living room with a grey sofa, patterned cushions, a potted plant, and a view of a building outside.

Cambridge Apt in Walkable Neighborhood

Cambridge

"This apt was built in the 50’s, or back when fewer outlets were needed, and it has window air conditioners. It was just what we were looking for as we visited the ste for family reunions"

Apartment

A room with a large bed, multiple windows, and a ceiling fan.

A dining area with a table and chairs, a ceiling fan, and a view through a large window.

A spacious living area with a round glass table, two sofas, a bookshelf, and a large painting.

A kitchen with white cabinets, stainless steel appliances, a checkered floor, and a wooden chair.

Salisbury Riverfront Lofts

Salisbury

"Excellent choice for the price, recommended for larger groups."

Apartment

An indoor swimming pool with clear water, wooden beams on the ceiling, and a lifeguard chair.

A living room with a sofa, armchair, coffee table, and dining area with chairs.

A bedroom with a bed, a desk, a chair, a nightstand, a lamp, a ceiling fan, and a door leading to a balcony.

A modern kitchen with white appliances, wooden chairs, and a dining table.

Club Ocean Villas II by Coolvacay

North Ocean City

"We only stayed for one night, but the condo was clean and spacious for 5 people. The beds were comfortable and the hot tub was a nice addition."

Cabin

A natural water body with ducks swimming, surrounded by greenery and trees.

A bathroom with tiled floors, a shower area with patterned curtains, and a towel rack.

A bunk bed room with wooden walls and a sloped ceiling.

Strawberry Crossroads

Pittsville

"Host was great, very friendly and welcoming. Can fish, grill, and relax. There were goats and chickens which was cool. Overall very peaceful and relaxing."

Condo

A parking lot with a building labeled "Harbour Tours" and a blue portable toilet.

A living room with a floral sofa, a blue armchair, a white coffee table, and a TV on a stand.

A bedroom with two beds, a nightstand, a lamp, and artwork on the walls.

A kitchen with light wooden cabinets, a sink, a stove, and a refrigerator. There are various kitchen items on the counter and a small shelf above the sink.

Westward Ho 203 Studio Bedroom Condo by RedAwning

Downtown Ocean City

Condo

A bedroom with a bed, nightstands, a dresser, a ceiling fan, and a window with blinds.

A coastal residential area with multi-story houses, a parking lot, and a view of the ocean.

OCHG Townhouse 102 10

Downtown Ocean City

"Tons of space. Awesome location. House looks well used, not super clean but usable. Parking was convenient."

Apartment

Kasa Ocean City Beach

North Ocean City

"My family loved the location, and room layout."

Apartment

A beach with waves crashing onto the shore.

A hotel room with a large bed, wooden floor, two bedside tables with lamps, and two framed pictures on the wall.

A kitchen with wooden cabinets, a white refrigerator, a microwave, a stove, and a sink.

Saint Tropez

North Ocean City

"Great place to stay at definitely worth it"

Apartment

A living room with a flat-screen TV, two round tables, a sofa, and a ceiling fan.

A room with a wooden table and four chairs, a framed picture on the wall, a wooden cabinet, and an air conditioning unit by the window.

A dining area with a table and chairs, a framed artwork on the wall, and a view into another room with a TV and seating.

Waterfront Gem < 1 Mi to Dtwn Cambridge!

Cambridge

Condo

A multi-story hotel with balconies and a sandy beachfront area.

A small kitchen with white cabinets, a white refrigerator, a wooden table with four white chairs, a lamp, and a life preserver on the wall.

A kitchen with white cabinets, a black stove, a microwave, a toaster, and a sink.

A bedroom with two beds, a ceiling fan, a TV, a dresser, and a window with blinds.

Breakaway East 109

North Ocean City

"Breakaway east is right on the beachfront an are very nice inside. Staff was great as well. Overall in short review my experience was excellent"

Apartment

A living room with a beige sofa, patterned pillows, a coffee table, a lamp, and a framed floral artwork.

A dining area with a wooden table and chairs, a kitchen in the background, and a door with a decorative grille.

A compact kitchen with a sink, stove, microwave, and refrigerator.

A compact kitchen with a central island, built-in appliances, and a dining area with a chair.

Walk to Beach & Dining! Ocean City Condo w/ Pool

Midtown Ocean City

"Our stay was perfect!! Near by shops, restaurants and beach just a few steps away!"

Apartment

A beach with a wooden fence, sandy dunes, and a building with multiple floors in the background.

A kitchen with green cabinets, a white refrigerator, a microwave, and a sink.

A cozy living area with a sofa, a coffee table, and a dining bar with stools.

A compact kitchen with green cabinets, a central island with stools, a refrigerator, and a microwave.

Steps to Ocean City Beach! Couples Retreat

North Ocean City

"it was a nice little home away from home"

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Stay near popular Eastern Shore attractions

A boardwalk entrance with a sign reading "Boardwalk Maryland" and two lighthouse-style structures.

Ocean City Boardwalk

9.0/10 (11,302 reviews)

This historic three-mile boardwalk has delighted visitors with ocean views and carnival charm since 1902. Savour local favourites like Thrasher's French Fries while exploring vintage amusement rides at Trimper's.

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A coastal cityscape with a sandy beach, ocean waves, and high-rise buildings.

Ocean City Beach

9.2/10 (10,973 reviews)

This classic 10-mile stretch of Atlantic shoreline pairs pristine sand with a vibrant, attraction-filled boardwalk. Enjoy free beach access year-round, with seasonal festivals adding extra charm to your coastal getaway.

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Roland E. Powell Convention Center

8.0/10 (2,358 reviews)

This modern bayfront venue hosts Ocean City's premier events, from trade shows to concerts. Enjoy panoramic water views while attending diverse exhibitions in its state-of-the-art facilities.

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A carousel, a large statue, and a building with a neon sign.

Jolly Roger Amusement Park

8.2/10 (3,806 reviews)

This dual-location amusement park features ocean-view rides at the Pier and thrilling water attractions at 30th Street. Enjoy illuminated attractions and panoramic Atlantic views from the Giant Wheel.

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A wooden boardwalk by a body of water with binoculars and a bench.

Inlet Park

8.6/10 (1,457 reviews)

Gaze across the Atlantic towards Assateague Island from this peaceful coastal viewpoint. The park's wooden "Whispering Giant" sculpture honours Native American heritage while offering wildlife spotting.

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A vibrant amusement park with a Ferris wheel, a prize factory, and various rides and attractions.

Jolly Roger at the Pier

8.4/10 (2,874 reviews)

This lively boardwalk amusement park dazzles with iconic rides like the Giant Wheel and Looping Star Roller Coaster. Evening visits offer magical views when colourful lights illuminate against the Atlantic sky.

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Salisbury University

8.4/10 (452 reviews)

Salisbury University's picturesque campus blends historic and modern architecture. Explore the Patricia R. Guerrieri Academic Commons for panoramic views and check the event calendar for cultural performances.

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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.

See all hotels in Eastern Shore

A historic white mansion with a sign in front.

Top Eastern Shore Hotel Reviews

Fenwick Inn

8/10 Good

"Very nice place"

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent

"Suite was clean, well stocked with kitchen items if you were inclined to cook a meal. Overall a very pleasant experience!"

Castle in the Sand

10/10 Excellent

"I really enjoyed my stay at the Castle in the Sand. The view of the Atlantic Ocean was phenomenal and relaxing just sitting on the balcony enjoying my coffee. I treated myself to this getaway after recently retirement. The staff were friendly and courteous by answering all my questions and concerns. In the upcoming weeks I will be going back looking forward."

Hyatt Place Ocean City / Oceanfront

10/10 Excellent

"Room was very clean. Staff was excellent. Breakfast was great The beach view was perfect. Couldn’t ask for much more."

The Americana Hotel

8/10 Good

"I wish I had a room that didn’t face the wall could not sit out because all I saw was a wall"

Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel

10/10 Excellent

"This was our first time staying at this resort. I would highly recommend it. Everyone was very pleasant and helpful, the cleaning staff was very friendly and accommodating. Tap Room food was fast and hot."

St Michaels Inn

10/10 Excellent

"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."

Majestic Hotel & Apartments

10/10 Excellent

"Right in front of the board walk and almost center to everything"

More cheap stays in Eastern Shore

Comfort Suites Ocean City West

12718 Ocean Gateway Ocean City MD

฿2,382

฿2,718 total

11 Nov - 12 Nov

includes taxes & fees

Quality Inn Oceanfront

5400 Coastal Hwy Ocean City MD

฿2,480

฿2,778 total

19 Oct - 20 Oct

includes taxes & fees

Plim Plaza Hotel

109 North Atlantic Ave. Ocean City MD

฿2,534

฿2,838 total

18 Oct - 19 Oct

includes taxes & fees

7.2/10 Good! (1,235 reviews)

Crystal Beach Hotel

2500 N. Baltimore Ave. Ocean City MD

฿2,685

฿3,007 total

15 Nov - 16 Nov

includes taxes & fees

Princess Bayside Beach Hotel

4801 Coastal Highway Ocean City MD

Get rates

Quality Inn Ocean City Beachfront

2910 N Baltimore Ave Ocean City MD

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Find out more about Eastern Shore

Top reasons to visit Eastern Shore

Stunning Beaches: Eastern Shore features pristine beaches perfect for sunbathing and relaxation.
Charming Towns: Explore quaint towns like Easton and St. Michaels, rich in history and local culture.
Outdoor Adventures: Enjoy a variety of activities including boating, hiking, and exploring scenic boardwalks.
Delicious Local Cuisine: Indulge in fresh seafood and delightful eateries throughout the region.
Welcoming Accommodation: Experience a range of comfortable lodging options, including charming bed and breakfasts.

Find great hotels near Eastern Shore

Discover a charming selection of hotels on the Eastern Shore of Maryland, where comfort meets hospitality. From delightful bed and breakfasts to modern hotels, there's something for everyone, including pet-friendly options and welcoming spaces for LGBTQIA travellers. Whether you’re on a business trip or a leisurely getaway, the Eastern Shore promises a memorable stay with top-notch facilities and services, including the renowned Wildset Hotel.

Best Western Plus Easton Inn & Suites: Nestled a mere 161m from Eastern Shore, the Best Western Plus Easton Inn & Suites offers a blend of comfort and convenience tailored for the business traveller. With a commendable guest rating of 9.2 out of 10, this budget-friendly property features modern amenities including a complimentary breakfast, an indoor pool, and a well-equipped fitness centre. The spacious rooms provide a restful retreat after a busy day, making it an excellent choice for those seeking a productive stay in the area.
Quality Inn: Located 322m from Eastern Shore, Quality Inn stands out as a pet-friendly lodging option, accommodating furry companions alongside their owners. Ideal for business travellers and pet lovers alike, this budget-friendly hotel ensures a comfortable stay with amenities such as free Wi-Fi, breakfast, and a business centre. The pet policy is accommodating, allowing dogs with certain restrictions, ensuring that your four-legged friends can join in the adventure.
St Michaels Inn: Situated 13km from Eastern Shore, St Michaels Inn caters to those with a penchant for adventure and exploration. With a guest rating of 8.2 out of 10, this budget-friendly hotel offers a variety of outdoor activities nearby, including hiking, fishing, and biking. Guests can unwind in comfortable rooms after a day filled with excitement, making it a fitting choice for those seeking both relaxation and outdoor pursuits during their stay.

Where to stay near Eastern Shore

The Eastern Shore of Maryland offers a delightful blend of outdoor adventures and scenic beauty, perfect for a beach vacation or a romantic getaway. Explore charming towns like St. Michaels and Easton, known for their friendly atmosphere and rich history. Enjoy sun-soaked days on pristine beaches, indulge in local seafood, and experience the tranquil surroundings. Whether you seek family-friendly activities or serene excursions, the Eastern Shore promises an unforgettable escape.

St. Michaels: Nestled a mere 14km from the Eastern Shore, St. Michaels is a charming town that offers a delightful blend of outdoor adventures and scenic beauty. With moderate seasonal visitor traffic, St. Michaels sees its peak from April through July, making it an ideal spring and summer getaway. The town is renowned for its picturesque boardwalk, inviting recreational areas, and stunning views of the bay. Visitors come to bask in the sun on family-friendly beaches and immerse themselves in the area's natural splendour. Whether you’re cycling along scenic waterways or enjoying a leisurely stroll through quaint streets, St. Michaels provides the perfect backdrop for a relaxing holiday.
Easton: Located just 2km from the Eastern Shore, Easton is a vibrant city that attracts visitors year-round with its lively atmosphere and diverse offerings. Although peak seasons occur in June, July, and September, Easton maintains a steady flow of tourists eager to experience its outdoor spaces, charming shopping centres, and recreational areas. The city boasts a variety of local landmarks, including accessible beaches and bays, making it a favourite among those seeking both relaxation and adventure. Easton’s rich history, coupled with its modern amenities, ensures that every visitor finds something to enjoy, from boutique shopping to delightful dining.
Tanyard: A quaint village located 8km from the Eastern Shore, Tanyard offers a unique escape for travellers, particularly those on business-themed trips. With visitor numbers peaking in the summer months of June to August, Tanyard provides a serene environment that contrasts with busier tourist hubs. While it may not have the same array of attractions as its neighbours, its tranquil setting makes it a great choice for those looking to unwind and recharge. Enjoy the peaceful surroundings and the sense of community that Tanyard offers while still being close enough to explore the attractions of the Eastern Shore.

Things to do in Eastern Shore

Shopping

Discover the charming shopping experiences on the Eastern Shore of Maryland. Visit the Queenstown Premium Outlets for discounted designer goods, or explore the local shops in St. Michaels, where you’ll find unique gifts and souvenirs. The bustling Easton Market is also worth a visit for local crafts and delicacies.

Recreation

The Eastern Shore Wellness Centre offers a tranquil environment with holistic treatments, yoga classes, and meditation sessions designed to rejuvenate the mind and body. Enjoy soothing massages and personalised wellness programmes while surrounded by picturesque gardens, providing a peaceful retreat from daily life.

At the Chesapeake Bay Yoga Retreat, immerse yourself in daily yoga sessions and mindfulness workshops. Located near the scenic waterfront, participants can unwind with beach walks, guided meditation, and healthy culinary experiences, all aimed at enhancing well-being and inner peace.

The Talbot County Spa, situated within a charming coastal setting, features a range of therapeutic treatments, including facials and body scrubs. Visitors can relax in a serene atmosphere, utilising locally sourced ingredients that enhance both relaxation and rejuvenation.

Adventure

Explore the scenic beauty of the Eastern Shore through kayaking in the tranquil waters of the Chesapeake Bay. Venture into the Assateague Island National Seashore, where wild ponies roam and sandy beaches invite relaxation. Experience thrilling bike rides along the picturesque trails of the Eastern Shore's diverse landscapes.

Nightlife

The Eastern Shore offers a lively nightlife scene, with venues like the Blue Point Provision Company for seafood and cocktails, and the Avalon Theatre for live performances. For a more relaxed vibe, the Dogfish Head Brewery provides craft beers and a friendly atmosphere to unwind after a day of exploration.

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

Find the best attractions near Eastern Shore

The Eastern Shore of Maryland is a splendid destination for outdoor enthusiasts and families alike, offering picturesque waterfront views and delightful beaches. Visitors can explore urban parks, marinas, and historical museums that showcase the region's rich culture and heritage. Whether you seek relaxation by the beach or engaging activities, Eastern Shore promises a memorable experience amidst its stunning scenery.

Chesapeake Bay Maritime Museum: Located 14km from Eastern Shore, this maritime museum offers a deep dive into the region's rich maritime heritage. With engaging exhibits and historic vessels, visitors can immerse themselves in the culture and history of the Chesapeake Bay.
St. Michaels Marina: Also 14km away, this marina exudes a sense of adventure and outdoor enjoyment. With opportunities for boating, fishing, and exploring the beautiful waterfront, it’s a lovely spot for relaxation and adventure amidst stunning scenery.
The Third Haven Friends Meeting House: Situated 3km from Eastern Shore, this historic house provides insight into Quaker history and architecture. Its serene gardens and tranquil atmosphere invite reflection and appreciation of the local 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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	34.2°F (1.2°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	36.9°F (2.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	43.7°F (6.5°C)	Light Rain	Mostly Sunny	Average	Average
April	54.3°F (12.4°C)	Light Rain	Mostly Sunny	Average	Average
May	63.7°F (17.6°C)	Light Rain	Mostly Sunny	Average	Average
June	72.1°F (22.3°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	78.3°F (25.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	77.7°F (25.4°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	70.9°F (21.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	59.2°F (15.1°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	50.9°F (10.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
December	39.9°F (4.4°C)	Light Rain	Mostly Sunny	Slightly Low	Average

The nearest major airports for your trip to Eastern Shore

Flying into the Eastern Shore of Maryland can be conveniently done via three major airports. Washington, DC (DCA-Ronald Reagan Washington National) is 85km away, with notable hotels like the 5-star InterContinental Washington D.C. - The Wharf just 3km from the airport. Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) is 69km away, offering luxurious stays at the Four Seasons Hotel Baltimore, 13km from the airport. Washington, DC (IAD-Washington Dulles Intl.) is 122km distant, with options like the 4-star Hyatt Regency Dulles International Airport located 2km away. Each hotel provides accessible transport options to their respective airports, ensuring a smooth journey.

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Our top choices for Eastern Shore hotels

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

2. Hyatt Place Kent Narrows & Marina

3. Fairfield Inn & Suites by Marriott Easton

4. Best Western Plus Easton Inn & Suites

5. Comfort Inn & Suites Cambridge

6. Hampton Inn Easton

7. The Tidewater Inn

8. The Wildset

9. Home2 Suites By Hilton Salisbury Fruitland

10. Comfort Inn & Suites Chestertown

11. Holiday Inn Express Easton by IHG

12. Grand Hotel Ocean City Oceanfront

13. Hilton Garden Inn Kent Island Marina

14. DoubleTree by Hilton Ocean City Oceanfront

15. Comfort Inn Ocean City Boardwalk

16. Hampton Inn Salisbury

17. Hyatt Place Ocean City / Oceanfront

18. Best Western Kent Narrows Inn

19. The Inn at Chesapeake Bay Beach Club

20. Wingate by Wyndham Salisbury MD Airport North

Holiday Rentals in Eastern Shore

Boardwalk One

Shore Point Cottages

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Cambridge Apt in Walkable Neighborhood

Salisbury Riverfront Lofts

Club Ocean Villas II by Coolvacay

Strawberry Crossroads

Westward Ho 203 Studio Bedroom Condo by RedAwning

OCHG Townhouse 102 10

Kasa Ocean City Beach

Saint Tropez

Waterfront Gem < 1 Mi to Dtwn Cambridge!

Breakaway East 109

Walk to Beach & Dining! Ocean City Condo w/ Pool

Steps to Ocean City Beach! Couples Retreat

Stay near popular Eastern Shore attractions

Ocean City Boardwalk

Ocean City Beach

Roland E. Powell Convention Center

Jolly Roger Amusement Park

Inlet Park

Jolly Roger at the Pier

Salisbury University

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Top Eastern Shore Hotel Reviews

Fenwick Inn

Holiday Inn & Suites Ocean City by IHG

Castle in the Sand

Hyatt Place Ocean City / Oceanfront

The Americana Hotel

Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel

St Michaels Inn

Majestic Hotel & Apartments

More cheap stays in Eastern Shore

Comfort Suites Ocean City West

Quality Inn Oceanfront

Plim Plaza Hotel

Crystal Beach Hotel

Princess Bayside Beach Hotel

Quality Inn Ocean City Beachfront

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Top reasons to visit Eastern Shore

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Where to stay near Eastern Shore

Things to do in Eastern Shore

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Best time to go to Eastern Shore

The nearest major airports for your trip to Eastern Shore

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