Top 10 Hotels in Eastern Shore, MD from ₩99,078 - Competitive Prices

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

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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 Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

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

Grasonville

Marc

₩147,565

₩163,798 total

includes taxes & fees

Oct 25 - Oct 26

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.

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

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

2. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

₩181,147

₩199,261 total

includes taxes & fees

Oct 18 - Oct 19

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.

A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

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

3. The Tidewater Inn

Easton

Miriam

₩240,129

₩264,142 total

includes taxes & fees

Nov 1 - Nov 2

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

An outdoor event area with round tables and a view of the water.

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.

4. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

₩203,732

₩226,142 total

includes taxes & fees

Oct 13 - Oct 14

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

A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

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

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

5. Best Western Plus Easton Inn & Suites

Easton

Lori

₩172,904

₩190,194 total

includes taxes & fees

Oct 8 - Oct 9

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

A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.

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 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.

6. The Wildset

Downtown St. Michaels

Sarah

₩306,938

₩371,141 total

includes taxes & fees

Nov 3 - Nov 4

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

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.

A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

7. Hampton Inn Easton

Easton

Rachel

₩171,403

₩188,546 total

includes taxes & fees

Oct 18 - Oct 19

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

A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.

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.

8. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

₩256,562

₩318,912 total

includes taxes & fees

Oct 19 - Oct 20

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 blue sofa, a desk with a chair, a lamp, and a picture on the wall.

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

9. Comfort Inn & Suites Cambridge

Cambridge

Ana

₩149,953

₩166,448 total

includes taxes & fees

Nov 5 - Nov 6

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

A hotel entrance with a clear sky, multiple flags, and a well-maintained lawn.

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

A reception desk with a flat-screen TV, a cash register, and a payment terminal. There are two pendant lights above the desk, and a large abstract painting on the wall.

10. Comfort Inn & Suites Chestertown

Chestertown

Amy

₩134,526

₩149,323 total

includes taxes & fees

Nov 1 - Nov 2

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

Emily

₩179,761

₩197,737 total

includes taxes & fees

Oct 25 - Oct 26

A multi-story hotel with balconies, located near a waterfront.

A modern bar area with a circular counter, bar stools, and a seating area with a view of bicycles outside.

A balcony with white railings and orange chairs, overlooking a body of water and a distant shoreline.

A person sitting by a poolside with orange chairs and a drink.

12. Cambria Hotel Ocean City - Bayfront

Downtown Ocean City

Brittany

₩111,613

₩145,130 total

includes taxes & fees

Oct 26 - Oct 27

A resort pool area with lounge chairs, palm trees, and a boat-shaped water feature.

A balcony with a round table and chairs, overlooking the beach and ocean.

A dining table set with wine glasses, a bottle of Riesling wine, a vase with flowers, and a basket of bread.

A large, multi-story hotel with a prominent Hilton sign, a parking lot with several cars, and a view of the ocean in the background.

13. Hilton Ocean City Oceanfront Suites

Midtown Ocean City

Bobbi

₩148,376

₩166,180 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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

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

14. Hyatt Place Ocean City / Oceanfront

Downtown Ocean City

Amy

₩107,227

₩120,093 total

includes taxes & fees

Nov 2 - Nov 3

A lakeside view with sailboats, grassy areas, and white Adirondack chairs.

A beach with clear water, sandy shore, and some vegetation.

A waterfront bar with outdoor seating, a view of the water, and American flags.

A large, two-story house with a balcony, situated on a grassy lawn with autumn leaves, near a body of water.

15. Sandaway Suites & Beach

Oxford

Amber

₩362,164

₩398,381 total

includes taxes & fees

Oct 7 - Oct 8

A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.

A gym with a treadmill, elliptical, and stationary bike.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.

A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

16. Baymont by Wyndham Easton

Easton

Ellen

₩119,424

₩131,366 total

includes taxes & fees

Oct 8 - Oct 9

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

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

17. Hampton Inn Salisbury

Salisbury

Matthew

₩141,781

₩158,795 total

includes taxes & fees

Oct 18 - Oct 19

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

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

A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.

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

18. Hilton Garden Inn Kent Island Marina

Grasonville

roney

₩185,905

₩206,355 total

includes taxes & fees

Oct 19 - Oct 20

A balcony with two green Adirondack chairs facing 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.

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

19. Comfort Inn Ocean City Boardwalk

Downtown Ocean City

Lioudmila

₩101,484

₩113,662 total

includes taxes & fees

Nov 5 - Nov 6

An indoor swimming pool with clear water, tiled steps, and orange lounge chairs.

A hotel room with two beds, a large window with a city view, a flat-screen TV, and a desk with a lamp.

A modern house with a glass door entrance, outdoor seating area with chairs, and a small table.

A modern lounge area with multiple seating arrangements, including sofas and chairs, a central wooden planter, and ambient lighting.

20. Fenwick Inn

North Ocean City

Lilian

₩83,235

₩113,261 total

includes taxes & fees

Nov 2 - Nov 3

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Vacation Rentals in Eastern Shore

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 TV, bar stools, and a herringbone-patterned floor.

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

Shore Point Cottages

Berlin

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

Apartment

A beach with waves crashing onto the shore.

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

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

Saint Tropez

North Ocean City

"Great place to stay at definitely worth it"

Aparthotel

A modern living room with a large TV, a sofa, a coffee table, and a view of the sea.

A modern kitchen with wooden cabinets, a granite countertop, and a dishwasher.

A modern living room with a blue sofa, a small table, a TV, and a view of the sea through large windows.

A hotel room with a large bed, a dresser, a TV, and a view of the sea.

Bay Club Resort by Coolvacay

Midtown Ocean City

"Room was excellent and the bay view beautiful.."

Apartment

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

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

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

A kitchen with white cabinets, a stove, a sink, and a dish rack.

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

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

A hot tub with a glass table and chairs, an umbrella, and a wooden fence.

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

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."

Aparthotel

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

A multi-story hotel with balconies, a prominent sign, and a clear sky.

A pool table in a room with wooden flooring, large windows, and bookshelves.

A modern kitchen with white cabinetry, stainless steel appliances, and a dishwasher.

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

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

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

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."

Cabin

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

A park with a wooden bridge over a pond, surrounded by trees and a bench.

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

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

A compact kitchen with a refrigerator, microwave, and a coffee maker. There is a dining table with chairs and a blue bowl on it.

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 bathroom with a large white vanity, a bathtub, and a window with floral curtains.

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."

Aparthotel

A boardwalk with shops, benches, and street lamps.

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!"

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 living room with a blue sofa, two side tables with lamps, a wooden coffee table, a ceiling fan, a television, and a large mirror on the wall.

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

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.

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 living room with a sofa, coffee table, and a flat-screen TV. There is a balcony with a view of buildings.

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!"

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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. Savor local favorites 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 wooden boardwalk by a body of water with binoculars and a bench.

Inlet Park

8.6/10 (1,457 reviews)

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

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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 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 colorful 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 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.

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A historic white mansion with a sign in front.

Top Eastern Shore Hotel Reviews

Tidelands Caribbean Hotel and Suites

10/10 Excellent

"Rooms were very clean, staff was amazing.. Great experience, we will definitely book again."

Castle in the Sand

10/10 Excellent

"The bathroom was clean but a little in need of upgrades. The hotel staff were amazing so helpful and nice! Great location!"

Carousel Resort Hotel & Condominiums

8/10 Good

"The room over"

Comfort Suites Ocean City West

8/10 Good

"The room was clean. The rooms staff were friendly and helpful. Parking was satisfactory. Actually even had a spot for my trailer in the back during bike week. And then there was breakfast. Not so good there was one older black woman who was fantastic and did great with what they gave here to work with on Thursday morning. Highly recommend her. The rest of the staff on the other days was horrible. They could not keep the place clean or stocked. The Juice machine was falling apart and when they weren't out smoking they weren't helping. Do not recommend the breakfast unless they get their act together. Other than that we were satisfied with our stay at this location."

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent

"The view from the room was fantastic, access to the boardwalk and beach and hotel staff were all friendly and helpful with the real standout being Gabriel in the hotel restaurant, literally the best waiter we've ever had. He was engaging, friendly and remembered us each morning. It's a touch like that which can make or break a stay. Even if we stayed elsewhere on the boardwalk in the future, we will be back to your restaurant because of the exceptional service, nice job!!!!"

Princess Bayside Beach Hotel

8/10 Good

"Nice place. Great location"

Plim Plaza Hotel

8/10 Good

"Great stay, love that they have entertainment and everything you need right there and it was just steps from the country calling music festival."

The Shore House

8/10 Good

"Quick one night stay before checking into our boardwalk hotel for the week. Clean small room with everything needed for one night. Easy check in and friendly staff. Would recommend for sure!"

St Michaels Inn

10/10 Excellent

"Late night manager was extremely helpful!"

More cheap stays in Eastern Shore