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

Hotels with Restaurants in Kent Island

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Check availability on Kent Island Hotels with Restaurants

Tonight
27 Sept - 28 Sept
Tomorrow
28 Sept - 29 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Kent Island hotels with a restaurant

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.
A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.

1. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
S$304
includes taxes & fees
19 Oct - 20 Oct
The Inn at Chesapeake Bay Beach Club
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
An outdoor event area with round tables and a view of the water.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

2. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Karen
S$216
includes taxes & fees
4 Oct - 5 Oct
Hyatt Place Kent Narrows & Marina
A patio with outdoor seating, overlooking a marina with boats.
A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.
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.

3. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
United States
roney
S$181
includes taxes & fees
28 Oct - 29 Oct
Hilton Garden Inn Kent Island Marina
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.
A modern living room with a sofa, armchairs, a coffee table, and a fireplace.
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.

4. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
United States
Michele
S$141
includes taxes & fees
29 Sept - 30 Sept
DoubleTree by Hilton Hotel Annapolis
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
A multi-story hotel with a brick facade, large windows, and an American flag.
A modern lounge area with two grey armchairs, a round coffee table, a fireplace, and decorative shelves.
A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.

5. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
United States
Cynthia
S$160
includes taxes & fees
4 Oct - 5 Oct
Crowne Plaza Annapolis by IHG
A modern lobby with a seating area, a fireplace, and a bookshelf.
A modern hotel room with a flat-screen TV, a sofa, a chair, and a small table.
A hotel room with two beds, a desk with a computer, a TV, and a large window with a view of trees.
A restaurant with a yellow cushioned bench, wooden tables, and chairs.

6. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
Annapolis
United Kingdom
petra
S$190
includes taxes & fees
25 Oct - 26 Oct
Hilton Garden Inn Annapolis Downtown
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.

7. The Westin Annapolis

The Westin Annapolis
Annapolis
United States
Bobbi
S$290
includes taxes & fees
25 Oct - 26 Oct
The Westin Annapolis
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
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 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.

8. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
United States
princess
S$214
includes taxes & fees
26 Oct - 27 Oct
Graduate by Hilton Annapolis
A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.
An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.
A modern Courtyard by Marriott hotel with a well-lit entrance, landscaped garden, and a clear sky.
A section of a hotel with a wall labeled "the market" and two refrigerated display cases filled with beverages and snacks.

9. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
Annapolis
United States
Phyllis
S$165
includes taxes & fees
4 Oct - 5 Oct
Courtyard by Marriott Annapolis
A two-story house with a porch, a front door, and a small garden area.
A dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.
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.

10. The Wildset

The Wildset
Downtown St. Michaels
United States
Sarah
S$368
includes taxes & fees
5 Oct - 6 Oct
The Wildset
View all properties

Top Kent Island Hotel Reviews

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

8/10 Good
"Loved having the room space, and placement of the furniture. Breakfast was quite good but hard to get to. Outside landscaping nice. Good parking"
Jean 1-night trip
Posted less than an hour ago
Sonesta ES Suites Annapolis
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"Loved everything about it but especially the staff was so friendly and accommodating!"
petra 6-night trip
Posted 20 hours ago
Hilton Garden Inn Annapolis Downtown
Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"The room was perfect. The location was amazing!"
Nicole 1-night trip
Posted 2 days ago
Historic Inns of Annapolis
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent
"Good stay. I wish I could have used the spa. It was closed on tuesdays. I also wish they could have provided free breakfast for the price that they charge per room"
Rathna 1-night trip
Posted 2 days ago
The Inn at Chesapeake Bay Beach Club
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"I liked the staff!"
Elliott 1-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel 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 5 days ago
Kent Island Resort
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good
"The view from our room was incredible. The property is clean and the beds comfortable. For the price, however, the only thing that justifies it is the view and location. There are 2 restaurants- Marmo was disappointing and overpriced. The cantina was great. Unfortunately, they take up all of the waterfront dock area, so there is really nowhere else to gather in the hotel to enjoy the water if you just want to sit and visit or play a game, or some such. (The balconies were too small for anything except a cup of coffee). And since the restaurants are open to the public the area is packed all the time. Otherwise, being an older hotel, there really aren't any special amenities. No spa or pool. nothing else special about it. And those terrible nespresso machines in the room. I just want a regular cup of coffee. Parking is overpriced- we hoofed it to a garage a few blocks away for significantly less per day."
Karen 3-night trip
Posted 5 days ago
Annapolis Waterfront Hotel, Autograph Collection
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent
"Great"
Shadman 1-night trip
Posted 5 days ago
Holiday Inn Express & Suites Annapolis by IHG
Best Western Annapolis

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."
William 1-night trip
Posted 6 days ago
Best Western Annapolis

Frequently asked questions

What are the best hotels with dining in Kent Island?
Kent Island offers multiple hotels with dining that have a total average guest review rating of 8.7. Eager to discover top dining experiences in Chester? Stay at The Inn at Chesapeake Bay Beach Club, a 4-star stay with pillow top mattresses and a sauna. Or, eat your way around the city from Hilton Garden Inn Kent Island. Also a traveller favourite, it has a 3-star rating and amenities such as an electric car charging station and pool sun loungers.
Why book your hotel with restaurants in Kent Island with Expedia?
With Expedia, you'll have no trouble finding your ideal hotel with restaurants in Kent Island. Find your way to the filters to search for properties with their own restaurants. If you have a budget in mind, select how much you're willing to spend and your preferred hotel star rating. We'll help you find the right place whatever your bank balance or tastes.
How can I find cheap hotels with restaurants in Kent Island?
With Expedia's handy filter tool, getting your hands on cheap hotels with restaurants in Kent Island is easy. To discover properties that are easy on the wallet, narrow your search results by budget, star rating and meal plans.

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