2026 Most Romantic Hotels in Kent Island for Couples

A coastal town with a marina, a bridge, and a highway.

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Our top choices for Kent Island romantic hotels

A large, two-story barn-style building with a covered front porch and a garage.

A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.

A large, two-story white house with a porch and multiple windows.

A bedroom with a large bed, a bench, a dresser, and two windows with curtains.

1. Kent Island Resort

Stevensville

Bethany

RM657

RM868 total

includes taxes & fees

28 Oct - 29 Oct

A two-story building with a covered entrance and an American flag.

A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

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

A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

2. St Michaels Inn

St. Michaels

Lynn

RM364

RM400 total

includes taxes & fees

5 Oct - 6 Oct

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.

A spacious atrium with a high ceiling, skylights, and a patterned floor.

A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.

3. Graduate by Hilton Annapolis

Annapolis

princess

RM599

RM683 total

includes taxes & fees

26 Oct - 27 Oct

A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.

A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

4. The Westin Annapolis

Annapolis

Bobbi

RM812

RM926 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor seating area with tables and chairs, overlooking a body of water and greenery.

A waterfront property with a dock, a sailboat, and a building with a red roof.

A spacious indoor dining area with large windows, tables, and chairs.

A modern lounge area with a fireplace, seating, and a view of the outdoors.

5. The Tilghman Island Inn

Tilghman

William

RM755

RM830 total

includes taxes & fees

5 Oct - 6 Oct

A room with a view of a wooden deck and a gazebo by the water.

A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

A golf course with a water hazard and surrounding trees.

A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

6. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

RM2,093

RM2,302 total

includes taxes & fees

26 Oct - 27 Oct

A white two-story building with a central entrance, a staircase, and a small garden area.

A dining room with a large rectangular table, six chairs, a chandelier, and a built-in bookshelf with various decorative items.

A couple standing in front of a black wooden building with white-framed windows.

A table with a champagne bottle and glasses, a lamp, and a window with blinds.

7. 134 Prince - Luxury Boutique Hotel

Annapolis

Chris

RM1,566

RM1,785 total

includes taxes & fees

26 Oct - 27 Oct

View all properties

Top Kent Island Hotel Reviews

St Michaels Inn

10/10 Excellent

"Late night manager was extremely helpful!"

Graduate by Hilton Annapolis

10/10 Excellent

"Loved how the room was decorated and the atrium!"

Sonesta ES Suites Annapolis

10/10 Excellent

"The staff was welcoming and very pleasant at check in. I was able to park my car next to my room so i did not have to walk a lot together to my room. The room and amenities at this hotel is amazing! Full kitchen! Easy accred walking path to the breakfast buffet. The breakfast was excellent with healthy choices . I enjoyed my stay!!"

Hilton Garden Inn Kent Island Marina

10/10 Excellent

"Had a good time. Nice area"

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Excellent location. Marriott has renovated the bar downstairs; one side is a Mexican restaurant and the other is Italian. Both have great food and service."

Kent Island Resort

10/10 Excellent

"Excellent time, loved the property and speaking with the staff who were always helpful and friendly. Our room was beautiful and just added to the experience."

Best Western Annapolis

10/10 Excellent

"The room was clean and well maintained. The lobby was pleasant, and the staff was friendly and attentive. The breakfast was excellent for this price point, with a wide selection of hot and cold items."

The Westin Annapolis

10/10 Excellent

"Only used the valet parking."

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Kent Island Romantic Hotels

Our top choices for Kent Island romantic hotels

1. Kent Island Resort

2. St Michaels Inn

3. Graduate by Hilton Annapolis

4. The Westin Annapolis

5. The Tilghman Island Inn

6. Inn at Perry Cabin

7. 134 Prince - Luxury Boutique Hotel

Top Kent Island Hotel Reviews

St Michaels Inn

Graduate by Hilton Annapolis

Sonesta ES Suites Annapolis

Hilton Garden Inn Kent Island Marina

Annapolis Waterfront Hotel, Autograph Collection

Kent Island Resort

Best Western Annapolis

The Westin Annapolis

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