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

Kent Island Hotel Guide - Adventure Sport Hotels in Kent Island, Maryland

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Check availability on Kent Island Adventure Sport Hotels

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Kent Island adventure hotels

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.
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.

1. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
€234
includes taxes & fees
15 Nov - 16 Nov
The Inn at Chesapeake Bay Beach Club
A large, two-story barn-style building with a covered front porch and a garage.
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.
A bedroom with a large bed, a bench, a dresser, and two windows with curtains.
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.

2. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
€150
includes taxes & fees
16 Nov - 17 Nov
Kent Island Resort
Three birds perched on a wooden structure by the water.
A kitchen with a dining area, large windows, and a view of the outdoors.
KI Beach House has many Great Rooms for Mingling or just being by yourself.
A wooden deck with picnic tables and umbrellas, a covered seating area with chairs, and a house with large windows.

3. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Stevensville
United States
barbara s.
€1,168
includes taxes & fees
18 Oct - 19 Oct
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.
A spacious kitchen with a central island, wooden cabinets, and a dining area with a table and chairs.
A two-story house with a large front porch and a covered patio area.
A kitchen with white cabinets, a central island with stools, a dining area with a table and chairs, and a view through the glass doors.

4. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
Stevensville
United States
David R.
€1,099
includes taxes & fees
19 Oct - 20 Oct
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
A modern kitchen with a large island, pendant lights, and a view to the outside.
A row of white single-story houses with dark roofs, a paved driveway, and a grassy lawn.
A spacious living room with a sofa, coffee table, and dining area.
A covered outdoor seating area with tables and chairs, a pathway leading to it, and a landscaped garden.

5. Queenstown Harbor Golf Resort

Queenstown Harbor Golf Resort
Queenstown
€378
includes taxes & fees
1 Nov - 2 Nov
Queenstown Harbor Golf Resort
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 spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.
A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

6. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
€175
includes taxes & fees
15 Nov - 16 Nov
The Tidewater Inn
Two wooden chairs facing a calm body of water at sunset.
A two-story Inn Horn Point with a red door, white railings, and a stone pathway leading to the entrance.
A building with a dome and columns, surrounded by a garden with red and yellow tulips.
A waterfront town at dusk with a prominent church steeple and a large dome building.

7. Inn at Horn Point

Inn at Horn Point
Eastport
United Kingdom
JOHN
€378
includes taxes & fees
19 Oct - 20 Oct
Inn at Horn Point
A modern living room with a sofa, armchair, and coffee table. A kitchen with white cabinets and appliances is visible in the background.
A modern living room with a sofa, a coffee table with flowers, a kitchen area with a refrigerator, and a dining table with chairs.
A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a teal chair.
A room with a window, two chairs, a desk, and a lamp.

8. Family Home on Mayo Peninsula | Deck | Sleeps 10

Family Home on Mayo Peninsula | Deck | Sleeps 10
Edgewater
United States
Kristin G.
€654
includes taxes & fees
21 Oct - 22 Oct
Family Home on Mayo Peninsula | Deck | Sleeps 10
A modern living room with a large window, a dining area, and a kitchen in the background.
A modern gym with weight racks, benches, and exercise equipment.
A hotel room with a bed, desk, chair, television, and a window with curtains.
A modern hotel lobby with grey sofas, wooden accents, and a large TV on the wall.

9. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
Annapolis
United States
Darren
€90
includes taxes & fees
1 Nov - 2 Nov
Candlewood Suites Annapolis by IHG
A house with a swimming pool, surrounded by a fence, and two red umbrellas.
A building with a balcony and large windows, surrounded by trees and a fence.
A closet with a wooden floor, a white door, and a blue bag on top.
A swimming pool with a curved edge, surrounded by a brick patio and a hedge.

10. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
United States
John R.
€146
includes taxes & fees
19 Oct - 20 Oct
First Floor Studio Apartment in Historic Chestertown
View all properties

Top Kent Island Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Clean room, very nice decor and great staff"
Nadine 2-night trip
Posted 11 hours ago
Graduate by Hilton Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"First time staying at the resort. We stayed two nights to celebrate my wife's birthday. I had ordered flowers that were delivered before our arrival and frontbdesk had them delivered to our room. The views from the waterfront tower build were amazing. The entire resort is very clean and well maintained. Good choice of restaurants/bars on site. Other restaurants are walkable or a short drive. The casino was surprisingly quiet and very clean, relaxing way to pass some time and maybe win some money. Enjoyed walking though the railroad museum that is on site as well. Everyone on this property were friendly and helpful. Will definitely return!"
James 2-night trip
Posted 11 hours ago
Rod 'N' Reel Resort
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"my stay went very well. the room was very clean and pleasant. the staff helped me with a couple of items, and the breakfast staff in the restaurant was extremely friendly and helpful."
PATRICK 3-night trip
Posted 12 hours ago
DoubleTree by Hilton Hotel Annapolis
St Michaels Inn

St Michaels Inn

8/10 Good
"We have stayed here quite a few times oner the last 15 or so years. The owners seem to always do work to make it better since the property is not a newer motel. The exterior shows the efforts. The interior is the main concern. The typical cleaning is fine in the high traffic areas, but fine detailing and dusting is non-existent and it's been this way for years. You can usually write you name in the dust on lamps and other items. Normally I would ding this level a cleaning two stars, but the room rates, especially off season, keeps the 4-star rating. Breakfast is in a large room and well stocked. Depending on the vacancy rate, there can be hot eggs and sausage. Otherwise, a fairly hefty continental breakfast. I do have to give a plug for the coffee and that also keeps a for star rating. Their coffee in the breakfast room is excellent compared to most hotels/motels where it is notoriously bad, which I never understood. For java drinkers, it means the difference between starting you day off in a positive or negative way. Never understood why hotels provide bad coffee. It leaves a bad taste in your mouth (pun intended)."
Ben 2-night trip
Posted 13 hours ago
St Michaels Inn
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Perfect place to stay! Classy. Clean comfortable amazing staff"
Nila 2-night trip
Posted 2 days ago
Annapolis Waterfront Hotel, Autograph Collection
Best Western Annapolis

Best Western Annapolis

8/10 Good
"Noisy balcony"
Larry 2-night trip
Posted 3 days ago
Best Western Annapolis
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

8/10 Good
"Room was awesome, very clean housekeeping staff extremely nice. Would suggest more help in the restaurant, food was excellent, poor waitress was running around trying to serve everyone!"
Andrea 3-night trip
Posted 3 days ago
Hilton Garden Inn Annapolis Downtown
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Shalinda was the most welcoming front desk staff i have ever encountered."
Dennis 5-night trip
Posted 5 days ago
Sonesta ES Suites Annapolis
Kent Island Resort

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."
Steven 2-night trip
Posted 3 weeks ago
Kent Island Resort

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