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

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

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Our top choices for Kent Island wedding hotels

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.

1. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4.0 star property

Stevensville

9.4 out of 10, Exceptional, (513 reviews)

9.4/10

Exceptional

(513 reviews)

"Great property super friendly, helpful staff."

scott

The price is ₹17,001

₹17,001

₹21,260 total

includes taxes & fees

9 Dec - 10 Dec

The Inn at Chesapeake Bay Beach Club

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

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

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

2. Kent Island Resort

Kent Island Resort

3.5 star property

Stevensville

9.2 out of 10, Wonderful, (190 reviews)

9.2/10

Wonderful

(190 reviews)

"Just a wonderful place, we had an amazing stay!"

Bethany

The price is ₹11,491

₹11,491

₹15,859 total

includes taxes & fees

30 Nov - 1 Dec

Kent Island Resort

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.

3. Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 star property

Historic District

9.0 out of 10, Wonderful, (2,064 reviews)

9.0/10

Wonderful

(2,064 reviews)

"Great location, excellent stay"

Christiaan

The price is ₹6,694

₹6,694

₹10,843 total

includes taxes & fees

17 Nov - 18 Nov

Historic Inns of 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.

4. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property

Annapolis

8.8 out of 10, Excellent, (1,274 reviews)

8.8/10

Excellent

(1,274 reviews)

"Excellent staff & service!"

Michele

The price is ₹8,394

₹8,394

₹9,569 total

includes taxes & fees

10 Nov - 11 Nov

DoubleTree by Hilton Hotel Annapolis

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.

5. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4.0 star property

Annapolis

9.4 out of 10, Exceptional, (1,012 reviews)

9.4/10

Exceptional

(1,012 reviews)

"Brunch was the best we had the whole trip! Excellent food and wonderful staff."

REBECCA

The price is ₹12,244

₹12,244

₹13,959 total

includes taxes & fees

29 Nov - 30 Nov

Graduate by Hilton Annapolis

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.

6. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 star property

Annapolis

8.8 out of 10, Excellent, (1,011 reviews)

8.8/10

Excellent

(1,011 reviews)

"Great location"

Jose

The price is ₹9,861

₹9,861

₹11,241 total

includes taxes & fees

8 Dec - 9 Dec

Crowne Plaza Annapolis by IHG

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.

7. 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 ₹40,891

₹40,891

₹44,980 total

includes taxes & fees

9 Dec - 10 Dec

Inn at Perry Cabin

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

8. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3.0 star property

Annapolis

8.6 out of 10, Excellent, (1,008 reviews)

8.6/10

Excellent

(1,008 reviews)

"Great location, friendly staff."

Joel

The price is ₹9,164

₹9,164

₹10,447 total

includes taxes & fees

22 Nov - 23 Nov

Hilton Garden Inn Annapolis Downtown

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 ₹20,210

₹20,210

₹23,039 total

includes taxes & fees

23 Nov - 24 Nov

Annapolis Waterfront Hotel, Autograph Collection

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.

View all properties

Top Kent Island Hotel Reviews

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

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

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

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

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

Hilton Garden Inn Annapolis Downtown

Annapolis

10/10 Excellent

Loved everything about it but especially the staff was so friendly and accommodating!

petra

Reviewed September 26, 2026Reviewed September 26, 2026

Hilton Garden Inn Annapolis Downtown

An indoor swimming pool with lounge chairs and a no diving sign.

A buffet with various food items in metal containers, a coffee station, and a sign indicating a vegetarian omelet option.

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.

Holiday Inn Express Easton by IHG

Easton

8/10 Good

Close to amenities Easy access to surrounding areas of interest

kamil

Reviewed September 13, 2016Reviewed September 13, 2016

Holiday Inn Express Easton by IHG

The entrance to Rod N' Reel Resort with a covered walkway, a decorative fountain, and a stone wall with plants.

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

A modern bar area with a long counter and multiple bar stools.

A bar area with multiple screens displaying sports content, a high ceiling with geometric patterns, and a view of the outside through large windows.

Rod 'N' Reel Resort

Chesapeake Beach

10/10 Excellent

Excellent reception staff and our rooom was great, too. Fantastic spot with easy and walkable access to the town. Really good facilities, too.

Paul

Reviewed June 12, 2025Reviewed June 12, 2025

Rod 'N' Reel Resort

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".

A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

The Tidewater Inn

Easton

8/10 Good

Staff were very friendly and the room was clean and comfy. The general ambience of the hotel was lovely too. It was fairly pricy, though we did book quite late. We ate in the bar area and the food was good and there was a lovely atmosphere (though service was a little slow). Overall a very pleasant evening.

Derek

Reviewed February 17, 2026Reviewed February 17, 2026

The Tidewater Inn

A large, two-story house with a prominent tower and a covered porch.

A room with a blue sofa, a dining table, and a chandelier. There are framed pictures on the wall and a sign that reads 'There's always time for wine.'

A covered outdoor seating area with white columns and a wooden ceiling.

A group of people toasting at a round table in a room with large windows and artwork on the walls.

Hummingbird Inn

Easton

10/10 Excellent

We had a super stay here for our 40th Wedding anniverary ! 1st class breakfast and excellent super friendly and helpful owners and staff.

Wendy

Reviewed June 30, 2026Reviewed June 30, 2026

Hummingbird Inn

Laurel Grove Inn on the South

Annapolis

10/10 Excellent

Lovely views from the large garden, overlooking the estuary. Excellent hostess and superb breakfast.

Reviewed September 19, 2016Reviewed September 19, 2016

Laurel Grove Inn on the South

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Search Wedding Hotels in Kent Island

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kent Island wedding hotels

1. The Inn at Chesapeake Bay Beach Club

2. Kent Island Resort

3. Historic Inns of Annapolis

4. DoubleTree by Hilton Hotel Annapolis

5. Graduate by Hilton Annapolis

6. Crowne Plaza Annapolis by IHG

7. Inn at Perry Cabin

8. Hilton Garden Inn Annapolis Downtown

9. Annapolis Waterfront Hotel, Autograph Collection

Top Kent Island Hotel Reviews

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

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