Book The Best Hotels in Isle of Wight, MD for 2026 from CA $89 - Fully Refundable Options

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Our top choices for Isle of Wight hotels

A beach scene with two beach chairs labeled "Castle in the Sand" and a person under a blue umbrella.

A bar area with wooden beams, striped barstools, and various signs including "YUENGLING" and "The Lion's Den".

A hotel room with a bed, a wall-mounted lamp, an air conditioner, and a view of the beach.

A castle-like building with a swimming pool, surrounded by trees and illuminated by street lights.

1. Castle in the Sand

Midtown Ocean City

Machelle

CA $80

CA $89 total

includes taxes & fees

Sep 30 - Oct 1

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 two beds, a balcony, a dining area, and a view of the city.

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

2. Grand Hotel Ocean City Oceanfront

Downtown Ocean City

Tash

CA $119

CA $134 total

includes taxes & fees

Oct 14 - Oct 15

A beachfront hotel with multiple floors, balconies, and a large glass facade.

A hotel room with a large bed, a bench, a nightstand, and a view of the ocean.

A restaurant with a high ceiling, large windows, and a view of the sunset.

A hotel room with a bed, two blue chairs, a table, and a view of the beach.

3. Princess Royale Oceanfront Resort

North Ocean City

Kevin

CA $129

CA $167 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

4. DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

Darryl

CA $137

CA $153 total

includes taxes & fees

Oct 12 - Oct 13

A spacious living area with a large window overlooking a beach, furnished with sofas and a coffee table.

A water park with multiple slides and pools, including a large green water slide and a lazy river.

A spacious dining area with multiple tables and chairs, large windows offering a view of the ocean, and a modern interior design.

A spacious living room with a view of the beach, featuring two sofas, a coffee table, and a bookshelf.

5. Hilton Garden Inn Ocean City Oceanfront

Midtown Ocean City

Iduino

CA $126

CA $141 total

includes taxes & fees

Oct 12 - Oct 13

An outdoor seating area with colorful striped sofas and chairs, a fire feature, and a view of the building in the background.

A multi-story hotel with a modern design, featuring a covered entrance and a visible restaurant area with outdoor seating.

A swimming pool with a tiled edge, surrounded by yellow and red chairs, and large windows offering a view of buildings outside.

A modern lounge area with a sofa, chairs, and tables.

6. Home2 Suites by Hilton Ocean City - Bayside, MD

North Ocean City

Marty

CA $97

CA $108 total

includes taxes & fees

Oct 4 - Oct 5

A resort with a swimming pool, sun loungers, and a view of the ocean.

A spa room with two hot tubs, a metal ladder, and a ceiling vent.

A dining area with a long table and six chairs, a grill, and potted plants.

A fire pit in the center of a courtyard with lounge chairs and umbrellas in the background.

7. Holiday Inn Ocean City by IHG

North Ocean City

mike

CA $111

CA $124 total

includes taxes & fees

Oct 21 - Oct 22

A balcony with a view of the sea, a pool, and a row of chairs.

A coastal hotel with a marina, a large building with multiple floors, and a view of the city skyline in the background.

A modern bar area with a long counter, multiple bar stools, and ambient lighting.

A poolside area with lounge chairs and umbrellas, reflecting the sky and clouds.

8. Residence Inn by Marriott Ocean City

Midtown Ocean City

Christina

CA $151

CA $170 total

includes taxes & fees

Oct 11 - Oct 12

A hotel room with two beds, a desk, a chair, a lamp, and a painting on the wall.

A reception area with a white reception desk, two black chairs, a flat-screen TV, and a wall-mounted clock.

A spacious lobby with a reception desk, a seating area with a sofa and armchairs, and a television mounted on the wall.

A Best Western hotel with a modern design, multiple floors, and a parking area with cars.

9. Best Western Ocean City Hotel & Suites

Midtown Ocean City

JOHN

CA $90

CA $100 total

includes taxes & fees

Oct 21 - Oct 22

A balcony with a view of a marina and houses.

A spacious interior with a staircase, a sofa, and a dining area.

An indoor swimming pool with clear markings, lounge chairs, and a view through large windows.

A dining area with large windows, wooden flooring, and modern furniture.

10. Fairfield Inn & Suites by Marriott Ocean City

Downtown Ocean City

Maura

CA $100

CA $112 total

includes taxes & fees

Oct 19 - Oct 20

A pool area with lounge chairs, a hot tub, and a view of the ocean.

A hotel with multiple balconies, a swimming pool, and a view of the ocean.

A hotel room with a bed, a desk, a chair, a TV, and a view of the outside.

A modern hotel lobby with a central seating area, a reception desk, and a patterned carpet.

11. Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Midtown Ocean City

Maria

CA $91

CA $102 total

includes taxes & fees

Oct 7 - Oct 8

A modern indoor swimming pool with clear water, a lifebuoy on the wall, and a seating area with chairs and tables.

A modern reception area with a curved desk, seating, and a view of the outdoors.

A modern hotel building with a prominent 'tru by Hilton' sign, multiple floors, and a parking lot.

A 24/7 market with a variety of snacks and beverages, including chips and bottled drinks.

12. Tru by Hilton Ocean City Bayside

Midtown Ocean City

kimberly

CA $121

CA $135 total

includes taxes & fees

Oct 4 - Oct 5

A modern living room with a fireplace, a sofa set, a coffee table, and a bookshelf.

A modern living area with two sofas, a coffee table, and a wooden partition.

A modern reception area with a wooden reception desk, a sofa with cushions, a coffee table, and a large wall clock.

A swimming pool with chairs and tables around it, a brick wall, and a large window.

13. Country Inn & Suites by Radisson, Ocean City, MD

North Ocean City

Patricia

CA $106

CA $140 total

includes taxes & fees

Oct 13 - Oct 14

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

A beach with a wooden boardwalk, umbrellas, and people.

14. Hyatt Place Ocean City / Oceanfront

Downtown Ocean City

Victoria

CA $154

CA $173 total

includes taxes & fees

Oct 5 - Oct 6

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

A hotel reception area with a herringbone patterned floor, reception desks, a flat-screen TV, and a view of the lobby.

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

15. Fenwick Inn

North Ocean City

Lilian

CA $100

CA $133 total

includes taxes & fees

Oct 12 - Oct 13

An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.

An outdoor patio with tables and chairs, blue umbrellas, and potted plants.

A modern hotel room with a large window, a flat-screen TV, a blue sofa, a yellow ottoman, and a green armchair.

A compact hotel room with a kitchenette, a dining area with a view, and a green armchair.

16. Comfort Inn Gold Coast

North Ocean City

Nelson

CA $114

CA $127 total

includes taxes & fees

Oct 21 - Oct 22

A balcony with two blue Adirondack chairs facing a beach with a white fence and a clear sky.

A modern hotel lobby with a large wall sign reading "SeaLoft Oceanfront Hotel," wicker furniture, a leather sofa, and a view of the street through a large window.

The exterior of SeaLoft Oceanfront Hotel with a prominent sign and a balcony with white railings.

A modern hotel room with a bed, a sofa, a desk, and a chair.

17. SeaLoft Oceanfront Hotel

Midtown Ocean City

Jessica

CA $100

CA $112 total

includes taxes & fees

Oct 12 - Oct 13

A restaurant with multiple dining tables and chairs, a bar area, and a kitchen in the background.

A spacious lobby with a large seating area, a reception desk, and a view of the city.

An outdoor patio with tables and chairs, blue umbrellas, and a view of the sea.

18. Best Western Plus Ocean City

Midtown Ocean City

Gary

CA $119

CA $134 total

includes taxes & fees

Oct 11 - Oct 12

A beach view from a balcony with a railing, a sandy beach, and a pier extending into the water.

A balcony with white chairs and a small table, overlooking a beach and buildings.

A compact hotel kitchen with white cabinetry, a black refrigerator, a microwave, and a sink.

A hotel room with two beds, a desk, a chair, a lamp, and a view of the sea.

19. Dunes Suites Oceanfront

Midtown Ocean City

stephanie

CA $110

CA $123 total

includes taxes & fees

Oct 18 - Oct 19

A beach wedding setup with a white arch and chairs facing the sea.

A multi-story hotel with balconies, located near a body of water.

A spacious lobby with a high ceiling, a chandelier, and seating areas with blue upholstered chairs.

A hotel with multiple balconies, a beach with kayaks, and a flag.

20. Princess Bayside Beach Hotel

Midtown Ocean City

Patrick

CA $103

CA $133 total

includes taxes & fees

Oct 4 - Oct 5

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Stay near popular Isle of Wight attractions

beach near Smokehouse Cove

Why not spend a lazy afternoon at beach near Smokehouse Cove during your trip to Bishopville? Wander the marina and beaches while you're in the area.

See properties

beach near Poplar Point

Why not spend a lazy afternoon at beach near Poplar Point during your trip to Bishopville? Wander the marina or discover the area's sunsets.

See properties

beach near Isle Of Wight Wildlife Management Area

Why not spend a lazy afternoon at beach near Isle Of Wight Wildlife Management Area during your trip to Bishopville? Wander the marina and beaches while you're in the area.

See properties

Top Isle of Wight Hotel Reviews

Carousel Resort Hotel & Condominiums

10/10 Excellent

"Great stay!"

Plim Plaza Hotel

8/10 Good

"We only got one day of maid service in our room out of 8 days. Other than that...it was a decent value."

Francis Scott Key Family Resort

8/10 Good

"I want to first highlight a gentleman by the name Donald; He was the nicest guy there., we arrived on Sunday. and the pools ware closed. now mind you it was after Labor Day weekend, but the main reason why I picked this place was because it showed on the website that the pool was still open outdoor and indoor. i went to the front desk the next day to ask why the pools weren't open the gentleman wasn't there. there were two ladies and the older one was extremely rude. I went back the next day to see if there was another person and I found Donald :) i mention to him the pool situation and he said I am so sorry about this yes, a lot of people that just got here have been having concerts about it. I will let the manager know. long story short he took care of it. we had a great time in the outdoor pool & indoor in the afternoon. it was a very nice place for my family, and I will definitely book my stay again next year. hoping that they will keep the pool open again. :)"

Tidelands Caribbean Hotel and Suites

10/10 Excellent

"Clean room,friendly personel,wonderful amenities!!!"

Crystal Beach Hotel

10/10 Excellent

"Clean room great spot right on the boardwalk and Beach couldn't ask for more"

Hyatt Place Ocean City / Oceanfront

10/10 Excellent

"Clean, staff were amazing!"

Dunes Suites Oceanfront

10/10 Excellent

"Gold water faucet was a Little problematic"

Comfort Inn Gold Coast

10/10 Excellent

"Hotel is very clean, room was very clean and comfortable. Great area."

Castle in the Sand

10/10 Excellent

"Clean room"

More cheap stays in Isle of Wight

Bonita Beach Hotel

8100 Coastal Hwy Ocean City MD

CA $100

CA $112 total

Oct 11 - Oct 12

includes taxes & fees

Plim Plaza Hotel

109 North Atlantic Ave. Ocean City MD

CA $105

CA $118 total

Sep 30 - Oct 1

includes taxes & fees

7.2/10 Good! (1,206 reviews)

Crystal Beach Hotel

2500 N. Baltimore Ave. Ocean City MD

CA $111

CA $124 total

Sep 29 - Sep 30

includes taxes & fees

8.2/10 Very good! (1,439 reviews)

Princess Bayside Beach Hotel

4801 Coastal Highway Ocean City MD

CA $103

CA $133 total

Oct 4 - Oct 5

includes taxes & fees

8.4/10 Very good! (1,000 reviews)

Days Inn by Wyndham Ocean City Oceanfront

2210 Baltimore Avenue Ocean City MD

CA $157

CA $176 total

Oct 11 - Oct 12

includes taxes & fees

Howard Johnson by Wyndham Ocean City Oceanfront

2401 Atlantic Ave Ocean City MD

CA $327

CA $327 total

Oct 4 - Oct 5

includes taxes & fees

9/10 Wonderful! (1,000 reviews)

Hotels in Isle of Wight with star rating

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Find hotels in Isle of Wight, MD from CA $89

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Isle of Wight

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Isle of Wight hotels

1. Castle in the Sand

2. Grand Hotel Ocean City Oceanfront

3. Princess Royale Oceanfront Resort

4. DoubleTree by Hilton Ocean City Oceanfront

5. Hilton Garden Inn Ocean City Oceanfront

6. Home2 Suites by Hilton Ocean City - Bayside, MD

7. Holiday Inn Ocean City by IHG

8. Residence Inn by Marriott Ocean City

9. Best Western Ocean City Hotel & Suites

10. Fairfield Inn & Suites by Marriott Ocean City

11. Hampton Inn & Suites Ocean City/Bayfront-Convention Center

12. Tru by Hilton Ocean City Bayside

13. Country Inn & Suites by Radisson, Ocean City, MD

14. Hyatt Place Ocean City / Oceanfront

15. Fenwick Inn

16. Comfort Inn Gold Coast

17. SeaLoft Oceanfront Hotel

18. Best Western Plus Ocean City

19. Dunes Suites Oceanfront

20. Princess Bayside Beach Hotel

Stay near popular Isle of Wight attractions

beach near Smokehouse Cove

beach near Poplar Point

beach near Isle Of Wight Wildlife Management Area

Top Isle of Wight Hotel Reviews

Carousel Resort Hotel & Condominiums

Plim Plaza Hotel

Francis Scott Key Family Resort

Tidelands Caribbean Hotel and Suites

Crystal Beach Hotel

Hyatt Place Ocean City / Oceanfront

Dunes Suites Oceanfront

Comfort Inn Gold Coast

Castle in the Sand

More cheap stays in Isle of Wight

Bonita Beach Hotel

Plim Plaza Hotel

Crystal Beach Hotel

Princess Bayside Beach Hotel

Days Inn by Wyndham Ocean City Oceanfront

Howard Johnson by Wyndham Ocean City Oceanfront

Hotels in Isle of Wight with star rating

Explore a world of travel with Expedia

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