The Best Hotels Closest to Northern Chesapeake Bay in - 2026 Updated Prices

A large suspension bridge over a calm body of water with a sunset in the background.

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Northern Chesapeake Bay hotels

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 modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.

A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.

1. Rod 'N' Reel Resort

21.5 mi from Northern Chesapeake Bay

Kathleen K

£110

includes taxes & fees

22 Oct - 23 Oct

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

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

An aerial view of a coastal town with a marina, houses, and a bridge in the background.

A marina with multiple boats docked during sunset.

2. Historic Inns of Annapolis

7.8 mi from Northern Chesapeake Bay

Ashley

£100

includes taxes & fees

9 Nov - 10 Nov

An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.

A spacious dining area with high ceilings, large windows, and modern chandeliers.

A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.

A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

3. Hyatt Regency Chesapeake Bay

32.1 mi from Northern Chesapeake Bay

John

£170

includes taxes & fees

8 Nov - 9 Nov

An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.

A modern lounge area with two grey armchairs, a round coffee table, a fireplace, and decorative shelves.

A multi-story hotel with a brick facade, large windows, and an American flag.

A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.

4. Crowne Plaza Annapolis by IHG

10.8 mi from Northern Chesapeake Bay

Jose

£95

includes taxes & fees

25 Oct - 26 Oct

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

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

5. DoubleTree by Hilton Hotel Annapolis

10.8 mi from Northern Chesapeake Bay

Michele

£91

includes taxes & fees

18 Oct - 19 Oct

A large house with a porch and a garden with colorful flowers.

A wooden cabin interior with a kitchen, dining area, and a ceiling fan.

A wooden cabin interior with a fireplace, a television mounted above it, a dining area with a table and chairs, and a large window with curtains.

A coastal house with a wooden deck and a garden with colorful flowers.

6. Black Walnut Point Inn

20.3 mi from Northern Chesapeake Bay

Ernest

A hotel lobby with a reception desk, a glass-top table with a bowl, potted plants, a vending machine, and a large window.

A hotel with a brick facade, a covered entrance, and a sign reading "Springhill Suites."

An indoor swimming pool with clear water, a tiled floor, and a few lounge chairs.

A lobby with two yellow armchairs, a glass-top coffee table, a lamp, and a decorative bamboo wall.

7. Springhill Suites by Marriott Prince Frederick

32.5 mi from Northern Chesapeake Bay

Richard

£99

includes taxes & fees

25 Oct - 26 Oct

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

A spacious atrium with a high ceiling, skylights, and a patterned floor.

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

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.

8. Graduate by Hilton Annapolis

8.3 mi from Northern Chesapeake Bay

Mark

£126

includes taxes & fees

26 Oct - 27 Oct

A hotel room with a large bed, bedside tables, a desk, a chair, a flat-screen TV, and a window with a view.

A Holiday Inn Express hotel with a brick facade, a central entrance, and a parking lot with several cars.

A gym with dumbbells, a bench, and a sign that says "USE AT YOUR OWN RISK".

A modern hotel lobby with a blue carpet, seating areas, a reception desk, and a clock on the wall.

9. Holiday Inn Express Prince Frederick by IHG

32.3 mi from Northern Chesapeake Bay

John

£107

includes taxes & fees

25 Oct - 26 Oct

A waterfront property with a covered patio, a dock, and a boat.

A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

A waterfront hotel with a covered dock and a large building with multiple balconies.

10. Wylder Tilghman Island

17.6 mi from Northern Chesapeake Bay

Gary

£224

includes taxes & fees

20 Oct - 21 Oct

A kitchen with a coffee station, a toaster, and a painting of a sunset on the wall.

A vending area with a cold drink machine and a snack vending machine.

A two-story building with a brick facade, a covered entrance, and a bench outside.

A hotel room with a large bed, two bedside tables with lamps, a window with curtains, and a wall-mounted heater.

11. SureStay by Best Western Prince Frederick

32 mi from Northern Chesapeake Bay

Greg

£66

includes taxes & fees

20 Oct - 21 Oct

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 spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.

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

12. Country Inn & Suites by Radisson, Annapolis, MD

11.5 mi from Northern Chesapeake Bay

Catherine

£79

includes taxes & fees

15 Nov - 16 Nov

A conference room with a long table, chairs, and a carpeted floor.

13. Hilton Garden Inn Annapolis Downtown

8.4 mi from Northern Chesapeake Bay

petra

£91

includes taxes & fees

1 Nov - 2 Nov

A two-story building with a covered entrance and an American flag.

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

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

A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

14. St Michaels Inn

15.5 mi from Northern Chesapeake Bay

Lynn

£66

includes taxes & fees

1 Nov - 2 Nov

A bar area with multiple seating options, including bar stools and tables, and a variety of bottles and glasses on shelves.

An outdoor seating area with tables and chairs, blue umbrellas, and a brick building in the background.

A hotel lobby with a reception desk, seating area, and artwork on the walls.

A Comfort Inn hotel with a parking lot and a covered entrance.

15. Comfort Inn Conference Center

20.1 mi from Northern Chesapeake Bay

Gloria

£93

includes taxes & fees

25 Oct - 26 Oct

A room with a view of a wooden deck and a gazebo by the water.

A golf course with a water hazard and surrounding trees.

A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

A hotel room with a large bed, a chair, a desk, and a television.

16. Inn at Perry Cabin

13.8 mi from Northern Chesapeake Bay

Virgilio

£441

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

A modern lobby with a reception desk, seating area, and a patterned rug.

A gym with treadmills, weight machines, and dumbbells.

A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.

17. Sonesta ES Suites Annapolis

11.1 mi from Northern Chesapeake Bay

Dennis

£80

includes taxes & fees

21 Oct - 22 Oct

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

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

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

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

18. The Westin Annapolis

8.6 mi from Northern Chesapeake Bay

Bobbi

£171

includes taxes & fees

26 Oct - 27 Oct

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

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.

A hotel room with a large bed, a chair, a small table, and a view of a body of water.

19. Annapolis Waterfront Hotel, Autograph Collection

7.6 mi from Northern Chesapeake Bay

William

£192

includes taxes & fees

3 Nov - 4 Nov

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

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

A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.

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

20. Kent Island Resort

1.4 mi from Northern Chesapeake Bay

Bethany

£127

includes taxes & fees

11 Nov - 12 Nov

View all properties

Compare popular hotels close to Northern Chesapeake Bay

Property	Property class	Guest rating
Kent Island Resort	9.2 Wonderful 188 reviews	View
The Inn at Chesapeake Bay Beach Club	9.4 Exceptional 502 reviews	View
Holiday Inn Express Annapolis East-Kent Island by IHG	9.2 Wonderful 1,002 reviews	View
Hyatt Place Kent Narrows & Marina	9.4 Exceptional 844 reviews	View
Hilton Garden Inn Kent Island Marina	9.0 Wonderful 1,000 reviews	View

Top Northern Chesapeake Bay Hotel Reviews

Graduate by Hilton Annapolis

10/10 Excellent

"Good"

Historic Inns of Annapolis

10/10 Excellent

"It was a great experience."

Holiday Inn Express Annapolis East-Kent Island by IHG

8/10 Good

"Nice location. Good staff. Pet friendly +++"

Island Life! Kent Island Waterfront with Pool-Bring your boat!

10/10 Excellent

"The house was great. It was well equipped with towels (beach and bath), kitchen items, and a welcome bin (snacks and toiletries). We made use of the pool, hot tub, and hung out on the dock in the morning. John was a very gracious host. He's responsive and made sure that we felt at home. Would definitely recommend!"

Chesapeake Houseboat Getaway on Kent Island, Maryland

10/10 Excellent

"The location being by a little private beach that's open to Julia's guests is really nice. Also enjoyed the evening views from the top deck!"

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"We stayed at the Wilson’s Cove section next to the marina. Very nice accommodations. Restaurant was at the main hotel two blocks away. The staff was very friendly and the check-in staff at the main hotel helped me to get the room without having to pay extra since there was an Expedia reservation foul up."

Hyatt Place Kent Narrows & Marina

10/10 Excellent

"We stay here frequently. The best hotel in a great location."

Circa 1700 Chesapeake Colonial home on the National Register.

10/10 Excellent

"The property was very interesting and lovely. The history of it was fun and we enjoyed sitting in multiple rooms visiting with our out of town family members. We cooked a full meal for 8 in the kitchen and enjoyed a meal together in the dining room. The weather unfortunately meant we weren’t able to use the pool, but it was very nice and would be considered for travel in another month of the year in the future. Just a note for anyone with mobility issues, the stairs could be a hindrance up to the bedrooms. They weren’t a big problem for us and there wasn’t anything wrong with them besides just being old, but my father did struggle just a little (hip and knee replacements). Overall glen was great, the place was great, and we will likely stay again!"

Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate

10/10 Excellent

"We rented this house for a wedding at a nearby venue. It was only 5 or so minutes away. The house was a perfect space for our family and had plenty of room to hangout and welcome others for a visit. Everything you need is nearby too. I would highly recommend this property. Zero issues!"

Other attractions near Northern Chesapeake Bay

Breezy Point Beach

8.4/10 (61 reviews)

Why not spend a care-free afternoon at Breezy Point Beach during your travels in Chesapeake Beach? Visit the spas in this relaxing area or simply enjoy its restaurants.

See properties

Bruce Gabrielson's Surf Art Gallery and Museum

7.8/10 (19 reviews)

You can spend an afternoon studying the exhibits at Bruce Gabrielson's Surf Art Gallery and Museum in Chesapeake Beach. Stroll along this relaxing area's beaches or simply enjoy its restaurants.

See properties

Ragged Island

Commune with nature and explore the great outdoors at Ragged Island during your travels in Cambridge. While you're in the area, stroll along the riverfront.

See properties

Matoaka Beach

Why not spend a lazy afternoon at Matoaka Beach during your trip to St. Leonard? Amble around the area's parks or visit its shops.

See properties

Long Beach

Why not spend a lazy afternoon at Long Beach during your trip to Calvert Beach-Long Beach?

See properties

CSA Park

After visiting CSA Park, make a plan to see the other sights and activities in Prince Frederick. Wander the beaches in this family-friendly area.

See properties

Flag Harbor Marina

Explore the waterfront in Calvert Beach-Long Beach with a trip to Flag Harbor Marina.

See properties

Marley Run Recreation Area

Explore the great outdoors at Marley Run Recreation Area, a lovely green space in Huntingtown.

See properties

Frequently asked questions

What's the area like around Northern Chesapeake Bay?

Northern Chesapeake Bay is located in an area that travellers like for its sporting events. If you're looking for a convenient place to stay, take a look at the 9 hotels and other accommodation options you'll find within a mile.

What's the best place to stay close to Northern Chesapeake Bay?

The Inn at Chesapeake Bay Beach Club is one of the top choices for your stay based on our traveller data, and this hotel offers a full-service spa and a restaurant. It's located 1.3 mi (2.2 km) from Northern Chesapeake Bay. Another good option is Kent Island Resort, located 1.4 mi (2.2 km) away.

How many hotels should I expect to find close to Northern Chesapeake Bay?

Expedia has 9 hotels and other accommodation options within a mile from Northern Chesapeake Bay.

If I need to cancel the hotel reservation for my stay near Northern Chesapeake Bay, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Enter your dates, click on "Search", then you can use the "fully refundable" filter to get the best deals near Northern Chesapeake Bay.

Search Hotels Near Northern Chesapeake Bay,

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Northern Chesapeake Bay hotels

1. Rod 'N' Reel Resort

2. Historic Inns of Annapolis

3. Hyatt Regency Chesapeake Bay

4. Crowne Plaza Annapolis by IHG

5. DoubleTree by Hilton Hotel Annapolis

6. Black Walnut Point Inn

7. Springhill Suites by Marriott Prince Frederick

8. Graduate by Hilton Annapolis

9. Holiday Inn Express Prince Frederick by IHG

10. Wylder Tilghman Island

11. SureStay by Best Western Prince Frederick

12. Country Inn & Suites by Radisson, Annapolis, MD

13. Hilton Garden Inn Annapolis Downtown

14. St Michaels Inn

15. Comfort Inn Conference Center

16. Inn at Perry Cabin

17. Sonesta ES Suites Annapolis

18. The Westin Annapolis

19. Annapolis Waterfront Hotel, Autograph Collection

20. Kent Island Resort

Compare popular hotels close to Northern Chesapeake Bay

Top Northern Chesapeake Bay Hotel Reviews

Graduate by Hilton Annapolis

Historic Inns of Annapolis

Holiday Inn Express Annapolis East-Kent Island by IHG

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Chesapeake Houseboat Getaway on Kent Island, Maryland

The Inn at Chesapeake Bay Beach Club

Hyatt Place Kent Narrows & Marina

Circa 1700 Chesapeake Colonial home on the National Register.

Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate

Other attractions near Northern Chesapeake Bay

Breezy Point Beach

Bruce Gabrielson's Surf Art Gallery and Museum

Ragged Island

Matoaka Beach

Long Beach

CSA Park

Flag Harbor Marina

Marley Run Recreation Area

Frequently asked questions

Explore a world of travel with Expedia