The Best Hotels Closest to 14 Fleet Street in Annapolis for 2026

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Our top choices for 14 Fleet Street hotels

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 cozy lounge area with a cushioned bench, two small tables with lamps, a brick wall, and a fireplace.

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

1. 86 State Circle - Luxury Boutique Hotel

Historic District, 0.3 km from 14 Fleet Street

AED 980

AED 1,117 total

includes taxes & fees

6 Oct - 7 Oct

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

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

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.

2. 134 Prince - Luxury Boutique Hotel

0.1 km from 14 Fleet Street

Chris

AED 1,319

AED 1,504 total

includes taxes & fees

20 Oct - 21 Oct

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

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.

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.

3. Graduate by Hilton Annapolis

0.9 km from 14 Fleet Street

Humberto

AED 539

AED 615 total

includes taxes & fees

26 Oct - 27 Oct

A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.

A dark blue bookshelf with decorative items and books.

A dining room with a fireplace, wooden chairs, a chandelier, and framed artwork on the walls.

A sailboat docked at a waterfront with buildings in the background.

4. Flag House Inn

Historic District, 0.2 km from 14 Fleet Street

Nathan

AED 800

AED 912 total

includes taxes & fees

5 Oct - 6 Oct

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.

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

A spacious indoor area with brick walls, multiple tables and chairs, and string lights.

5. Historic Inns of Annapolis

Historic District, 0.2 km from 14 Fleet Street

Ashley

AED 314

AED 483 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

6. Residence Inn By Marriott Annapolis

1.5 km from 14 Fleet Street

Francis

AED 558

AED 636 total

includes taxes & fees

27 Oct - 28 Oct

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

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

7. Fairfield Inn & Suites By Marriott Annapolis

1.5 km from 14 Fleet Street

Imola

AED 371

AED 423 total

includes taxes & fees

13 Oct - 14 Oct

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

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

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

8. The Westin Annapolis

1.4 km from 14 Fleet Street

Bobbi

AED 731

AED 833 total

includes taxes & fees

5 Oct - 6 Oct

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

A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.

9. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 0.3 km from 14 Fleet Street

William

AED 849

AED 968 total

includes taxes & fees

1 Nov - 2 Nov

A modern lobby with a seating area, a fireplace, and a bookshelf.

A restaurant with a yellow cushioned bench, wooden tables, and chairs.

A hotel room with two beds, a desk with a computer, a TV, and a large window with a view of trees.

A modern bar area with a long counter, bar stools, and shelves stocked with various bottles.

10. Hilton Garden Inn Annapolis Downtown

1.1 km from 14 Fleet Street

petra

AED 419

AED 477 total

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a front porch, large windows, and a well-maintained lawn.

A house with a covered porch, outdoor seating, and string lights.

A dining area with a fireplace, framed botanical prints, and a vase with flowers.

A cozy living room with a fireplace, two patterned armchairs, a coffee table with a vase, and a bookshelf.

11. 1313 West Luxury Boutique Hotel

Homewood, 2.3 km from 14 Fleet Street

Sheila

AED 942

AED 1,074 total

includes taxes & fees

6 Oct - 7 Oct

An outdoor patio area with seating arrangements and a fire feature.

A Courtyard by Marriott hotel with a curved entrance, multiple floors, and a brick facade.

A hotel room with two beds, a desk, a TV, and a bathroom.

A reception area with two wooden reception desks, a stone wall, and a modern ceiling design.

12. Courtyard by Marriott Bowie

19.4 km from 14 Fleet Street

Halima

AED 493

AED 557 total

includes taxes & fees

18 Oct - 19 Oct

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.

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.

13. The Inn at Chesapeake Bay Beach Club

14 km from 14 Fleet Street

scott

AED 702

AED 873 total

includes taxes & fees

19 Oct - 20 Oct

A multi-story Microtel by Wyndham hotel with a parking lot and a landscaped area in front.

A modern hotel lobby with a sofa area, a flat-screen TV, and a dining area.

A snack and beverage vending area with various snacks and drinks.

A reception area with a modern design, featuring a reception desk, seating area with patterned ottomans, and a wall with a geometric pattern.

14. Microtel Inn & Suites by Wyndham Gambrills/Odenton

18.2 km from 14 Fleet Street

Mark

AED 353

AED 402 total

includes taxes & fees

1 Nov - 2 Nov

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.

15. Kent Island Resort

14.2 km from 14 Fleet Street

Bethany

AED 592

AED 782 total

includes taxes & fees

28 Oct - 29 Oct

A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

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".

A hotel reception area with a reception desk, a television, and seating area.

16. SpringHill Suites by Marriott Annapolis

5.4 km from 14 Fleet Street

Lisa

AED 474

AED 540 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

17. TownePlace Suites by Marriott Annapolis

5.5 km from 14 Fleet Street

Nkusu Lauren

AED 433

AED 494 total

includes taxes & fees

1 Nov - 2 Nov

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

A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.

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

6 km from 14 Fleet Street

Leslie

AED 350

AED 399 total

includes taxes & fees

25 Oct - 26 Oct

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

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

19. DoubleTree by Hilton Hotel Annapolis

5 km from 14 Fleet Street

Michele

AED 356

AED 406 total

includes taxes & fees

12 Oct - 13 Oct

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

A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.

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.

20. Crowne Plaza Annapolis by IHG

4.9 km from 14 Fleet Street

Cynthia

AED 419

AED 477 total

includes taxes & fees

3 Nov - 4 Nov

View all properties

Compare popular hotels close to 14 Fleet Street

Property	Property class	Guest rating
86 State Circle - Luxury Boutique Hotel	10.0 Exceptional 10 reviews	View
134 Prince - Luxury Boutique Hotel	9.8 Exceptional 47 reviews	View
Graduate by Hilton Annapolis	9.4 Exceptional 1,001 reviews	View
Flag House Inn	9.2 Wonderful 97 reviews	View
Historic Inns of Annapolis	9.0 Wonderful 2,030 reviews	View

Top 14 Fleet Street Hotel Reviews

Graduate by Hilton Annapolis

10/10 Excellent

"Great Hotel in a very central location"

Boutique Cedar Home 2 blocks from City Dock, USNA & Main Street w Parking

10/10 Excellent

"Great property and very convient location."

The Westin Annapolis

10/10 Excellent

"Only used the valet parking."

134 Prince - Luxury Boutique Hotel

10/10 Excellent

"Lovely hotel with incredible staff"

Naval Academy Gate 1

10/10 Excellent

"The property was very clean. We loved the location as we wanted to be in walking distance of DTA and USNA. The host was responsive when we contacted him. I would stay again as we greatly enjoyed our time in Annapolis."

Walk to the Naval Academy and Historic Annapolis. Private parking at the home.

10/10 Excellent

"This property was perfect for my son’s wedding weekend! It was so centrally located and had every amenity. The beds were comfy and the bathrooms were beautiful. Having the porches was such a bonus. Our only hitch was fitting the cars into the parking area. Shorter vehicles work best. Thanks for a great stay!"

Historic Row Home in Downtown Annapolis

8/10 Good

"This property was an up and down property for us. The ups: check in process was flawless; cleanliness was as good as an old house can be; and the location was superb. The downs: they say it can sleep ten. Well ten people might sleep but they can’t do much else. There are two baths and the kitchen was fine and although adequate to work with. But there are only four wine glasses and barely five people can sit at the dining room table. So if ten people sleep - they wake up and there are enough coffee mugs so they can forage the rest of the day."

86 State Circle - Luxury Boutique Hotel

10/10 Excellent

"Lovely boutique hotel."

Downtown Pinkney House w/Parking

10/10 Excellent

"This property was true to the listing. A great feature was the parking space. The property is a short walk to everything in the tourist section of Annapolis. The property contact was super responsive addressing some issues we had with the fridge and HVAC. Everything was resolved quickly. We would definitely rent this property again."

Other attractions near 14 Fleet Street

William Paca House

8.6/10 (24 reviews)

Find out about the history of Annapolis when you take a trip to William Paca House. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

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48 Fleet Street

Learn about the local history of Annapolis when you spend time at 48 Fleet Street.

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Annapolis City Dock

9.4/10 (1,099 reviews)

You can search for that perfect souvenir at Annapolis City Dock during your visit to Annapolis. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

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Kunta Kinte Plaque & Alex Haley Memorial

You can find out about the history of Annapolis with a visit to Kunta Kinte Plaque & Alex Haley Memorial.

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John Smith House

Find out about the history of Annapolis with a stop at John Smith House.

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97, 99 and 101 East Street

8.0/10 (1 review)

Find out about the history of Annapolis when you take a trip to 97, 99 and 101 East Street.

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The Colonial Players

9.0/10 (2 reviews)

Get tickets for a show at The Colonial Players, a storied theater in Annapolis. While you're in the area, stroll along the waterfront.

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Maryland Federation of Art

8.0/10 (1 review)

You can study the exhibits at Maryland Federation of Art, a museum with a storied past, during your trip to Annapolis. While you're in the area, stroll along the waterfront.

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Frequently asked questions

What's the area like around 14 Fleet Street?

14 Fleet Street is located in Annapolis. If you're looking for a convenient place to stay, check out the 277 hotels and other accommodations you'll find within a mile.

What's the best place to stay near 14 Fleet Street?

Adjacent to 14 Fleet Street, Historic Inns of Annapolis is one of the top choices for your stay based on our traveler data, and this hotel offers a 24-hour fitness center and a bar. Other good choices within a short distance include Graduate by Hilton Annapolis and Annapolis Waterfront Hotel, Autograph Collection.

How many hotels will I be able to find close to 14 Fleet Street?

Expedia has 277 hotels and other accommodations within a mile from 14 Fleet Street.

If I need to cancel the hotel reservation for my stay near 14 Fleet Street, will I receive a refund?

Yes! Most room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Add dates, click "Search", then use the filter option "fully refundable" to review the best options available near 14 Fleet Street.

Where can I learn more about changing or cancelling my trip in the area near 14 Fleet Street?

For more information about changing or cancelling your stay near 14 Fleet Street, head over to our customer service page.

What can I see and do near 14 Fleet Street?

You might want to spend some time browsing the exhibits at Annapolis Maritime Museum, Hammond-Harwood House, or London Town. Explore landmarks like William Paca House, 97, 99 and 101 East Street, and 48 Fleet Street. You can enjoy live performances at The Colonial Players and Ballet Theater of Maryland.

Find hotels near 14 Fleet Street, Annapolis from AED 399

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Our top choices for 14 Fleet Street hotels

1. 86 State Circle - Luxury Boutique Hotel

2. 134 Prince - Luxury Boutique Hotel

3. Graduate by Hilton Annapolis

4. Flag House Inn

5. Historic Inns of Annapolis

6. Residence Inn By Marriott Annapolis

7. Fairfield Inn & Suites By Marriott Annapolis

8. The Westin Annapolis

9. Annapolis Waterfront Hotel, Autograph Collection

10. Hilton Garden Inn Annapolis Downtown

11. 1313 West Luxury Boutique Hotel

12. Courtyard by Marriott Bowie

13. The Inn at Chesapeake Bay Beach Club

14. Microtel Inn & Suites by Wyndham Gambrills/Odenton

15. Kent Island Resort

16. SpringHill Suites by Marriott Annapolis

17. TownePlace Suites by Marriott Annapolis

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

19. DoubleTree by Hilton Hotel Annapolis

20. Crowne Plaza Annapolis by IHG

Compare popular hotels close to 14 Fleet Street

Top 14 Fleet Street Hotel Reviews

Graduate by Hilton Annapolis

Boutique Cedar Home 2 blocks from City Dock, USNA & Main Street w Parking

The Westin Annapolis

134 Prince - Luxury Boutique Hotel

Naval Academy Gate 1

Walk to the Naval Academy and Historic Annapolis. Private parking at the home.

Historic Row Home in Downtown Annapolis

86 State Circle - Luxury Boutique Hotel

Downtown Pinkney House w/Parking

Other attractions near 14 Fleet Street

William Paca House

48 Fleet Street

Annapolis City Dock

Kunta Kinte Plaque & Alex Haley Memorial

John Smith House

97, 99 and 101 East Street

The Colonial Players

Maryland Federation of Art

Frequently asked questions