Red Roof Inn Hotels in Kent Island
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A coastal town with a marina, a bridge, and a highway.

Search Hotels by Red Roof Inn in Kent Island from £59

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

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Our top choices for Kent Island Red Roof Inn

A living room with a fireplace, a television, and a stone accent wall.

A hotel room with a bed, a desk, a chair, a sofa, and a painting on the wall.

A multi-story brick building with a covered entrance and a parking lot.

A spacious living room with a fireplace, a stone accent wall, and a television mounted above it.

1. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

2.0 star property

Chestertown

7.2 out of 10, Good, (513 reviews)

7.2/10

Good

(513 reviews)

"Nice clean place and priced good. Plenty of mirrors, plenty of counter space, many tv channels even Christian based ones and comfortable bed. The room needs up dating since damage area on ceiling and corner location rug worn spot. I felt safe as a solo, could check in late and close to historic Chestertown. I would come again."

Regina

The price is £60

£60

includes taxes & fees

15 Nov - 16 Nov

Red Roof Inn & Suites Chestertown

A hotel room with a bed, bedside tables, a desk, a TV, and a window with curtains.

A hotel hallway with carpeted floors, doors on both sides, and overhead lighting.

A hotel with a parking lot, multiple rooms, and a streetlight.

A room with a door, a vending machine with snacks, and a trash bin.

2. Red Roof Inn Annapolis

Red Roof Inn Annapolis

2.0 star property

Annapolis

7.0 out of 10, Good, (471 reviews)

7.0/10

Good

(471 reviews)

"A little rundown for the price"

Steven

The price is £63

£63

includes taxes & fees

9 Nov - 10 Nov

Red Roof Inn 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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Top Kent Island Hotel Reviews

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 balcony with a view of a marina filled with boats.

A marina with multiple boats docked, a large building with a sign reading 'Wilson's Cove,' and a surrounding landscape with greenery and other buildings.

The Inn at Chesapeake Bay Beach Club

Stevensville

10/10 Excellent

helpful staff, nice rooms

Jamie

Reviewed July 23, 2026Reviewed July 23, 2026

The Inn at Chesapeake Bay Beach Club

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

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

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

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

Hyatt Place Kent Narrows & Marina

Grasonville

10/10 Excellent

Hotel was spotlessly clean, bed was super comfy, view from room was beautiful,staff member at check in Paul was very friendly and helpful

Pamela

Reviewed November 3, 2025Reviewed November 3, 2025

Hyatt Place Kent Narrows & Marina

A balcony with a view of a body of water, a row of buildings, and a chair.

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

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

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

Hilton Garden Inn Kent Island Marina

Grasonville

10/10 Excellent

Beautiful room and beautiful view. Must be lovely in summer. Larry and Sophie

Anonymous traveller

Reviewed October 29, 2019Reviewed October 29, 2019

Hilton Garden Inn Kent Island Marina

A historic brick building with a corner turret and multiple windows, located on a city street with flags and street lamps.

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

A spacious indoor area with brick walls, multiple tables and chairs, and string lights.

A historic brick building with a red roof, multiple windows, and a central staircase.

Historic Inns of Annapolis

Historic District

10/10 Excellent

Great for shopping. Close to Marina too.

paul

Reviewed August 3, 2026Reviewed August 3, 2026

Historic Inns of Annapolis

A spacious lobby with a staircase, a reception desk, and a dining area.

A hotel room with a bed, a sofa, a desk, and two chairs. There are two lamps on the desk and a picture frame on the wall.

A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.

A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

Quality Inn Grasonville near Kent Island

Grasonville

10/10 Excellent

Although close to the Highway, never heard it.

Trevor

Reviewed July 10, 2025Reviewed July 10, 2025

Quality Inn Grasonville near Kent Island

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.

The Wildset

Downtown St. Michaels

8/10 Good

Expensive and basic

Dina

Reviewed May 14, 2026Reviewed May 14, 2026

The Wildset

A covered patio area with wicker furniture and a view of a building with large windows.

A marina with several boats docked, a building with multiple levels, and a calm water surface reflecting the structures.

A building with a sign reading "The Inn."

A waterfront property with houses, a dock, and a grassy area.

Knapps Narrows Marina & Inn

Sherwood

10/10 Excellent

Lovely hotel, staff very friendly and helpful. Beautiful location looking over the marina and towards the sea - some beautiful sunsets from our room! Very convenient location for Tighlman Island and St Michaels.

Anonymous traveller

Reviewed April 25, 2017Reviewed April 25, 2017

Knapps Narrows Marina & Inn

A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.

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.

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

Graduate by Hilton Annapolis

Annapolis

10/10 Excellent

Gorgeous hotel, great staff and in a brilliant spot. Annapolis is beautiful. Would stay again.

Julie

Reviewed June 1, 2025Reviewed June 1, 2025

Graduate by Hilton Annapolis

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.

DoubleTree by Hilton Hotel Annapolis

Annapolis

10/10 Excellent

Reasonable price for 1 night in Annapolis. Although out of the city the free shuttle service made up for this. Very polite friendly front desk staff. After a long day of travelling from the U.K, the free water, free alcohol beveridge & warm cookies were very much appreciated.

Lisa

Reviewed July 12, 2026Reviewed July 12, 2026

DoubleTree by Hilton Hotel Annapolis

A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.

A hotel room with a large bed, a bedside table with a lamp, a phone, a mirror, and a bathroom with a bathtub and toilet.

A swimming pool with a tiled edge, wooden chairs, and tables around it.

Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

10/10 Excellent

Great property

Richard

Reviewed July 11, 2025Reviewed July 11, 2025

Country Inn & Suites by Radisson, Annapolis, MD

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.

Inn at Perry Cabin

Downtown St. Michaels

10/10 Excellent

Very comfortable waterfront hotel with great amenities. Quaint town with good shops, bars and restaurants nearby. Amazing sunset sail.

Robert

Reviewed April 19, 2018Reviewed April 19, 2018

Inn at Perry Cabin

A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

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

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.

St Michaels Inn

St. Michaels

10/10 Excellent

Very good

AVANI

Reviewed July 1, 2024Reviewed July 1, 2024

St Michaels Inn

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.

SpringHill Suites by Marriott Annapolis

Annapolis

10/10 Excellent

Really comfortable rooms. Quiet and large rooms. The swimming pool and hot tub were great. Gym facilities looked good but weren’t used. Breakfast not too bad

Charlotte

Reviewed April 20, 2025Reviewed April 20, 2025

SpringHill Suites by Marriott Annapolis

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Search Hotels by Red Roof Inn in Kent Island from £59

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kent Island Red Roof Inn

1. Red Roof Inn & Suites Chestertown

2. Red Roof Inn Annapolis

Top Kent Island Hotel Reviews

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

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