Hotels with connecting rooms in Kent Island
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Hotels with connecting rooms
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A coastal town with a marina, a bridge, and a highway.

Kent Island Hotels with Adjoining Rooms

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your current months are November, 2026 and December, 2026.

November 2026

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Our top choices for Kent Island hotels with connecting rooms

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

A buffet with various food items, including omelets and baked goods, served in metal containers.

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

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property

Grasonville

9.2 out of 10, Wonderful, (1,002 reviews)

9.2/10

Wonderful

(1,002 reviews)

"A wonderful stay! Already planning a trip for next year!"

Michelle

The price is RM386

RM386

RM428 total

includes taxes & fees

6 Dec - 7 Dec

Holiday Inn Express Annapolis East-Kent Island by IHG

A hotel room with a bed, a desk, a chair, a large window with curtains, a wall-mounted painting, and a bathtub.

A multi-story hotel with a covered entrance and a flagpole.

An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

A poolside area with lounge chairs and a mural of a sunset over water.

2. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 star property

Grasonville

8.0 out of 10, Very good, (1,002 reviews)

8.0/10

Very good

(1,002 reviews)

"Nice location & stay"

Holly

The price is RM365

RM365

RM405 total

includes taxes & fees

15 Nov - 16 Nov

Best Western Kent Narrows Inn

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.

A restaurant with wooden tables and chairs, a bar area, and a tiled floor.

A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

3. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property

Annapolis

8.8 out of 10, Excellent, (1,273 reviews)

8.8/10

Excellent

(1,273 reviews)

"Excellent staff & service!"

Michele

The price is RM363

RM363

RM414 total

includes taxes & fees

10 Nov - 11 Nov

DoubleTree by Hilton Hotel Annapolis

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 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.

4. The Wildset

The Wildset

2.5 star property

Downtown St. Michaels

9.8 out of 10, Exceptional, (526 reviews)

9.8/10

Exceptional

(526 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!"

Dena

The price is RM808

RM808

RM990 total

includes taxes & fees

1 Dec - 2 Dec

The Wildset

A swimming pool with a clear blue water, surrounded by lounge chairs and a glass wall.

A modern lobby with a sectional sofa, a coffee table, and a blue armchair.

A hotel lobby with a bar area, seating arrangements, and a patterned carpet.

A modern living room with a fireplace, two armchairs, a coffee table, and decorative items.

5. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 star property

Annapolis

8.8 out of 10, Excellent, (1,010 reviews)

8.8/10

Excellent

(1,010 reviews)

"Great location"

Jose

The price is RM418

RM418

RM477 total

includes taxes & fees

6 Dec - 7 Dec

Crowne Plaza Annapolis by IHG

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

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

A store with shelves of beverages, a counter with a cash register, and baskets with items.

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

6. The Westin Annapolis

The Westin Annapolis

4.0 star property

Annapolis

8.8 out of 10, Excellent, (1,002 reviews)

8.8/10

Excellent

(1,002 reviews)

"This is a fabulous resort! Very clean, great location and the staff is great!"

Bobbi

The price is RM686

RM686

RM782 total

includes taxes & fees

15 Nov - 16 Nov

The Westin Annapolis

A hotel room with two beds, a desk with a chair, a television, and a large window with a view of greenery.

7. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3.0 star property

Annapolis

8.6 out of 10, Excellent, (1,007 reviews)

8.6/10

Excellent

(1,007 reviews)

"Great location, friendly staff."

Joel

The price is RM396

RM396

RM452 total

includes taxes & fees

22 Nov - 23 Nov

Hilton Garden Inn Annapolis Downtown

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

A waterfront property with a grassy lawn, white chairs, a dock, and a large building with multiple windows and a flag.

A sailboat docked at a marina with a grassy area and a large white building in the background.

A group of people seated around a table with a view of a body of water and greenery outside.

8. Inn at Perry Cabin

Inn at Perry Cabin

5.0 star property

Downtown St. Michaels

9.6 out of 10, Exceptional, (407 reviews)

9.6/10

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."

Virgilio

The price is RM1,767

RM1,767

RM1,944 total

includes taxes & fees

9 Dec - 10 Dec

Inn at Perry Cabin

A balcony with a table set for two, overlooking a marina with boats.

The exterior of the Annapolis Waterfront Hotel with a clear entrance, large windows, and a bench outside.

A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.

A waterfront area with boats docked, a clear sky, and buildings in the background.

9. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property

Historic District

8.8 out of 10, Excellent, (1,000 reviews)

8.8/10

Excellent

(1,000 reviews)

"Staff was Great, Great Location. Nice Restaurant Bartender was great!"

Donna

The price is RM873

RM873

RM996 total

includes taxes & fees

23 Nov - 24 Nov

Annapolis Waterfront Hotel, Autograph Collection

A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

A hotel pool area with two pools, chairs, and a sunshade.

A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".

A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.

10. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

3.0 star property

Annapolis

9.0 out of 10, Wonderful, (1,000 reviews)

9.0/10

Wonderful

(1,000 reviews)

"The hotel is close to lots of shopping and dining options."

FRANK

The price is RM411

RM411

RM468 total

includes taxes & fees

29 Nov - 30 Nov

SpringHill Suites by Marriott Annapolis

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.

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Kent Island Hotels with Adjoining Rooms

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kent Island hotels with connecting rooms

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

2. Best Western Kent Narrows Inn

3. DoubleTree by Hilton Hotel Annapolis

4. The Wildset

5. Crowne Plaza Annapolis by IHG

6. The Westin Annapolis

7. Hilton Garden Inn Annapolis Downtown

8. Inn at Perry Cabin

9. Annapolis Waterfront Hotel, Autograph Collection

10. SpringHill Suites by Marriott Annapolis

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