The Best Hotels Closest to Chesapeake Bay Bridge in Annapolis for 2026

A river with a bridge in the background.

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Our top choices for Chesapeake Bay Bridge hotels

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

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

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.

1. DoubleTree by Hilton Hotel Annapolis

12.6 km from Chesapeake Bay Bridge

Chereis

￥12,961

￥14,775 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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.

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

13.4 km from Chesapeake Bay Bridge

Leslie

￥14,876

￥16,959 total

includes taxes & fees

Sep 27 - Sep 28

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

A marina with multiple boats docked during sunset.

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 District, 8.1 km from Chesapeake Bay Bridge

Amy

￥16,543

￥24,204 total

includes taxes & fees

Sep 27 - Sep 28

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 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 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.

4. Graduate by Hilton Annapolis

8.8 km from Chesapeake Bay Bridge

Patricia

￥24,217

￥27,607 total

includes taxes & fees

Oct 1 - Oct 2

Two Adirondack chairs facing a calm body of water with a clear sky above.

A modern food court with a central island, various food stations, and a yogurt display.

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.

5. Holiday Inn Express Annapolis East-Kent Island by IHG

14.8 km from Chesapeake Bay Bridge

Emily

￥18,595

￥20,641 total

includes taxes & fees

Oct 5 - Oct 6

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

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

6. Crowne Plaza Annapolis by IHG

12.3 km from Chesapeake Bay Bridge

Cynthia

￥17,189

￥19,595 total

includes taxes & fees

Sep 10 - Sep 11

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

A gym with treadmills, weight machines, and dumbbells.

A patio area with a stone fire pit, outdoor furniture, and a covered seating area.

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

7. Sonesta ES Suites Annapolis

13.3 km from Chesapeake Bay Bridge

Jake

￥14,220

￥16,211 total

includes taxes & fees

Sep 29 - Sep 30

An outdoor patio with tables, chairs, and a fire feature.

A bar area with a long counter, multiple stools, and a television above.

A modern lounge area with a sofa, round tables, and chairs, featuring geometric wall decor and large windows.

A modern living room with a fireplace, a sofa, and a coffee table.

8. Fairfield Inn & Suites By Marriott Annapolis

9.3 km from Chesapeake Bay Bridge

Gary

￥19,845

￥22,624 total

includes taxes & fees

Sep 13 - Sep 14

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.

9. The Inn at Chesapeake Bay Beach Club

7.6 km from Chesapeake Bay Bridge

scott

￥29,885

￥37,147 total

includes taxes & fees

Sep 8 - Sep 9

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.

10. Hilton Garden Inn Annapolis Downtown

9 km from Chesapeake Bay Bridge

Jeffrey

￥19,092

￥21,766 total

includes taxes & fees

Sep 27 - Sep 28

A boat deck with a white bench and a view of a calm lake and distant trees.

A large white barn with a star on the side, surrounded by a field of sunflowers, and a large house with a green roof in the background.

A buffet with various food items including fruits, pastries, and salads.

A sunflower field with a white barn and a large house in the background.

11. Inn at Huntingfield Creek

18.9 km from Chesapeake Bay Bridge

Christine

￥28,194

￥31,296 total

includes taxes & fees

Sep 13 - Sep 14

A bar area with a long counter, multiple stools, and a television screen above.

A modern dining area with wooden tables and leather chairs, large windows with a view of greenery, and decorative wall mirrors.

12. Residence Inn By Marriott Annapolis

9.4 km from Chesapeake Bay Bridge

Caitlin

￥21,095

￥24,049 total

includes taxes & fees

Sep 13 - Sep 14

A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.

A modern Courtyard by Marriott hotel with a well-lit entrance, landscaped garden, and a clear sky.

An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.

13. Courtyard by Marriott Annapolis

13.4 km from Chesapeake Bay Bridge

Phyllis

￥15,626

￥17,814 total

includes taxes & fees

Sep 27 - Sep 28

A cozy bar area with a brick archway, wooden cabinets, and a dining table with chairs.

A bedroom with a large window, a chair, a bedside table with a lamp, and a bookshelf.

A living room with a fireplace, a chandelier, and a sofa.

A church with a spire, surrounded by trees and illuminated by warm lights.

14. 86 State Circle - Luxury Boutique Hotel

Historic District, 8.2 km from Chesapeake Bay Bridge

￥42,112

￥48,008 total

includes taxes & fees

Sep 8 - Sep 9

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.

The exterior of the Annapolis Waterfront Hotel with a clear entrance, large windows, and a bench outside.

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

15. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 7.9 km from Chesapeake Bay Bridge

Deanna

￥33,627

￥38,335 total

includes taxes & fees

Oct 4 - Oct 5

A modern hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a microwave.

A modern office setup with two monitors, a keyboard, and two wooden chairs.

A breakfast bar with labeled sections for cereal and fruit, a kettle, and condiments.

A coffee station with two coffee machines, a coffee press, and various coffee-related items on a wooden counter.

16. Holiday Inn Express & Suites Annapolis by IHG

12.2 km from Chesapeake Bay Bridge

Harold

￥15,782

￥17,992 total

includes taxes & fees

Sep 13 - Sep 14

A white two-story building with a central entrance, a staircase, and a small garden area.

A couple standing in front of a black wooden building with white-framed windows.

A dining room with a large rectangular table, six chairs, a chandelier, and a built-in bookshelf with various decorative items.

A table with a champagne bottle and glasses, a lamp, and a window with blinds.

17. 134 Prince - Luxury Boutique Hotel

7.8 km from Chesapeake Bay Bridge

Chris

￥33,312

￥37,976 total

includes taxes & fees

Sep 8 - Sep 9

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 hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.

A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".

18. SpringHill Suites by Marriott Annapolis

13.2 km from Chesapeake Bay Bridge

Joshua

￥19,689

￥22,446 total

includes taxes & fees

Sep 8 - Sep 9

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 modern hotel lobby with grey sofas, wooden accents, and a large TV on the wall.

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

19. Candlewood Suites Annapolis by IHG

12.9 km from Chesapeake Bay Bridge

Javier

￥13,751

￥16,448 total

includes taxes & fees

Sep 27 - Sep 28

A circular fire pit surrounded by outdoor seating with a brick wall and a multi-story building in the background.

A modern kitchen with a white countertop, stainless steel appliances, and wooden cabinets.

A reception desk with a 'HELLO' sign and 'Annapolis' text, wooden paneling, and hanging pendant lights.

A hotel with a modern design, featuring a mix of brick and siding exteriors, a covered entrance, and a parking area.

20. TownePlace Suites by Marriott Annapolis

13.3 km from Chesapeake Bay Bridge

Nkusu Lauren

￥17,189

￥19,596 total

includes taxes & fees

Sep 13 - Sep 14

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Compare popular hotels close to Chesapeake Bay Bridge

Property	Star rating	Guest rating
DoubleTree by Hilton Hotel Annapolis	8.8 Excellent 1,156 reviews	View
Country Inn & Suites by Radisson, Annapolis, MD	9.0 Wonderful 1,065 reviews	View
Historic Inns of Annapolis	9.0 Wonderful 1,998 reviews	View
Graduate by Hilton Annapolis	9.4 Exceptional 1,009 reviews	View
Holiday Inn Express Annapolis East-Kent Island by IHG	9.2 Wonderful 1,003 reviews	View

Top Chesapeake Bay Bridge Hotel Reviews

Graduate by Hilton Annapolis

10/10 Excellent

"GREAT location! The room was huge & beautifully decorated. We are excited to come back again! 10/10!"

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Great overnight getaway with comfy beds & pool by the water!"

Historic Inns of Annapolis

8/10 Good

"A great location, feeling of history and enjoying the historic building."

Kent Island Waterfront Retreat

10/10 Excellent

"The property was truly excellent. Great location, overlooking the Bay Bridge, beautiful dock, and amazing sunsets. My family of 10 (6 adults and 4 children) was extremely comfortable with big beautiful bedrooms, great open space, fully functional kitchen and a big, wonderful game room with arcade games and ping pong table. The home was peaceful and encouraged relaxation. The kids loved the pool and the fishing and crabbing off the dock. Lastly, the home was central to all points (golf, Annapolis, public beach, restaurants, etc) within 20 minutes or less in most cases. We had a wonderful vacation."

Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA Football.

10/10 Excellent

"Firefly Cottage never disappoints! We have stayed here repeatedly, and it continues to be our first choice every time. It’s cozy, welcoming, and thoughtfully appointed, with such sweet touches as snacks, homemade cookies, and beverages waiting for you.It truly feels like a home away from home. We always enjoy our stay and look forward to returning.Until next time…!"

Peaceful Pet-Friendly Stay - Near USNA and Beaches

8/10 Good

"This is a great location for a stay in the Annapolis area. There are restaurants nearby (not walking distance) and the neighborhood is quiet. Two parking spots are available, but the adjacent street has plenty of space if more than two spots are needed. The house was clean and the beds were comfortable. All of the utilities worked fine, but there is deferred maintenance in some areas. The kitchen is stocked with basic utensils and cookware."

Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly

10/10 Excellent

"The location, open floor plan and cleanliness on arrival can't be beat. We have rented other homes that were not immaculate on arrival. This one really stands out. The host was easily reachable, and the kitchen well laid out and maintained. We love an open floor plan, and this home did not disappoint. The view of the Chesapeake, boats traveling into and out of Baltimore, and lapping of waves on the rocks is soothing. Sometimes you don't know how soothing until you arrive back at work in the city. Quiet family street and a short walk to the park for younger children. What cannot be solved with a swing in the morning?"

Kent Island Waterfront | New Construction | Pool | Hot Tub | Stunning View | Lux

10/10 Excellent

"Staying here was great! It was a last minute booking because there was an issue with the previous VRBO we booked, but we are so glad that we got to stay here instead."

Annapolis Home | Fenced Yard | Pool Table | 10 Guests

10/10 Excellent

"As a family of 4 adults, 3 young children (8mo. - 4yo) and a dog that stayed at this beautiful home, we found that everything we could possibly need was provided. Great place to stay and very comfortable and also kid friendly. Will use again next time in town."

Other attractions near Chesapeake Bay Bridge

A park with a walking path, picnic tables, and a large tree. In the background, there is a bridge over a body of water.

Sandy Point State Park

8.6/10 (221 reviews)

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

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Maryland World War II Memorial

At this memorial overlooking the Severn River and the United States Naval Academy, pay tribute to the soldiers who lost their lives during World War II.

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A grand hall with ornate columns, a large staircase, and flags.

U.S. Naval Academy

9.4/10 (1,474 reviews)

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

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Sandy Point Beach

9.6/10 (10 reviews)

Why not spend a lazy afternoon at Sandy Point Beach during your trip to Annapolis? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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Jonas Green State Park

You can take time to visit Jonas Green State Park during your travels to Annapolis. While you're in the area, stroll along the waterfront.

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Matapeake State Park

7.6/10 (4 reviews)

You can take time to visit Matapeake State Park during your travels to Stevensville. You can enjoy the restaurants while in the area.

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Bay Hills Golf Club

5.0/10 (2 reviews)

Enjoy a round of golf in Arnold at Bay Hills Golf Club. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

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Tose Family Tennis Center

Catch an event at Tose Family Tennis Center during your trip to Naval Academy. Discover the area's art scene and cathedral.

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Frequently asked questions

What's the area like around Chesapeake Bay Bridge?

Chesapeake Bay Bridge is located in a welcoming area of Annapolis known for its array of dining options and interesting historical sites. You'll find 170 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place to stay close to Chesapeake Bay Bridge?

Located 3.8 mi (6.2 km) from Chesapeake Bay Bridge, Village Inn Annapolis MD is one of the top choices for your stay based on our traveler data. Other good options around the area include Historic Inns of Annapolis and Graduate by Hilton Annapolis.

How many hotels can I expect to find close to Chesapeake Bay Bridge?

Expedia has 170 hotels and other accommodations a few miles from Chesapeake Bay Bridge.

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

Yes, you'll find most hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Add your dates and click on "Search", then use the "fully refundable" filter to get top deals close to Chesapeake Bay Bridge.

Where can I learn more about changing or cancelling my trip in the area near Chesapeake Bay Bridge?

To find more details about picking new dates or cancelling your stay near Chesapeake Bay Bridge, go to https://www.expedia.com/service/.

What can I see and do near Chesapeake Bay Bridge?

You'll want to browse the exhibits at Annapolis Maritime Museum and Hammond-Harwood House. Explore notable local landmarks like William Paca House, John Smith House, and Kunta Kinte Plaque & Alex Haley Memorial. At Sandy Point Beach, Northern Chesapeake Bay, and Jonas Green State Park, you can surround yourself with nature.

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Find hotels near Chesapeake Bay Bridge, Annapolis from ￥14,775

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Treat yourself

Be picky

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Our top choices for Chesapeake Bay Bridge hotels

1. DoubleTree by Hilton Hotel Annapolis

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

3. Historic Inns of Annapolis

4. Graduate by Hilton Annapolis

5. Holiday Inn Express Annapolis East-Kent Island by IHG

6. Crowne Plaza Annapolis by IHG

7. Sonesta ES Suites Annapolis

8. Fairfield Inn & Suites By Marriott Annapolis

9. The Inn at Chesapeake Bay Beach Club

10. Hilton Garden Inn Annapolis Downtown

11. Inn at Huntingfield Creek

12. Residence Inn By Marriott Annapolis

13. Courtyard by Marriott Annapolis

14. 86 State Circle - Luxury Boutique Hotel

15. Annapolis Waterfront Hotel, Autograph Collection

16. Holiday Inn Express & Suites Annapolis by IHG

17. 134 Prince - Luxury Boutique Hotel

18. SpringHill Suites by Marriott Annapolis

19. Candlewood Suites Annapolis by IHG

20. TownePlace Suites by Marriott Annapolis

Compare popular hotels close to Chesapeake Bay Bridge

Top Chesapeake Bay Bridge Hotel Reviews

Graduate by Hilton Annapolis

The Inn at Chesapeake Bay Beach Club

Historic Inns of Annapolis

Kent Island Waterfront Retreat

Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA Football.

Peaceful Pet-Friendly Stay - Near USNA and Beaches

Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly

Kent Island Waterfront | New Construction | Pool | Hot Tub | Stunning View | Lux

Annapolis Home | Fenced Yard | Pool Table | 10 Guests

Other attractions near Chesapeake Bay Bridge

Sandy Point State Park

Maryland World War II Memorial

U.S. Naval Academy

Sandy Point Beach

Jonas Green State Park

Matapeake State Park

Bay Hills Golf Club

Tose Family Tennis Center

Frequently asked questions

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