Hotels near 14 Fleet Street Annapolis

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Where to stay near 14 Fleet Street?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night near 14 Fleet Street on Hotels.com. These hotels close to 14 Fleet Street consistently deliver on quality, location and traveler experience. Last updated on September 13, 2026.

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

1. Graduate by Hilton Annapolis

0.9 km from 14 Fleet Street

Matthew

CNY1,040

CNY1,185 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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

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

2. 86 State Circle - Luxury Boutique Hotel

Historic District, 0.3 km from 14 Fleet Street

CNY1,978

CNY2,255 total

includes taxes & fees

Sep 16 - Sep 17

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 bookshelf with books, decorative items, and a fireplace.

3. 134 Prince - Luxury Boutique Hotel

0.1 km from 14 Fleet Street

Chris

CNY1,716

CNY1,956 total

includes taxes & fees

Sep 14 - Sep 15

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

A neatly made bed with white bedding, a striped pillow, and a vase with white flowers on a bedside table.

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

A dark blue bookshelf with decorative items and books.

4. Flag House Inn

Historic District, 0.2 km from 14 Fleet Street

Ricky

CNY1,461

CNY1,666 total

includes taxes & fees

Sep 15 - Sep 16

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.

A marina with multiple boats docked during sunset.

5. Historic Inns of Annapolis

Historic District, 0.2 km from 14 Fleet Street

James

CNY663

CNY986 total

includes taxes & fees

Oct 12 - Oct 13

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

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

A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

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

Bobbi J.

CNY966

CNY1,101 total

includes taxes & fees

Sep 27 - Sep 28

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

7. The Westin Annapolis

1.4 km from 14 Fleet Street

Jiyoung

CNY1,201

CNY1,369 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

8. Fairfield Inn & Suites By Marriott Annapolis

1.5 km from 14 Fleet Street

Paul

CNY906

CNY1,032 total

includes taxes & fees

Sep 27 - Sep 28

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

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

A waterfront area with boats docked, a clear sky, and buildings in the background.

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

9. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 0.3 km from 14 Fleet Street

Salvatore

CNY1,497

CNY1,707 total

includes taxes & fees

Sep 20 - Sep 21

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

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

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.

10. Hilton Garden Inn Annapolis Downtown

1.1 km from 14 Fleet Street

Shauna

CNY875

CNY997 total

includes taxes & fees

Sep 27 - Sep 28

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 modern living room with a grey sofa, a coffee table, and a bookshelf filled with books and decorative items.

11. 1313 West Luxury Boutique Hotel

Homewood, 2.3 km from 14 Fleet Street

CNY1,755

CNY2,001 total

includes taxes & fees

Sep 14 - Sep 15

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

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

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

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

12. Crowne Plaza Annapolis by IHG

4.9 km from 14 Fleet Street

Ever

CNY738

CNY841 total

includes taxes & fees

Sep 27 - Sep 28

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

A gym with treadmills, weight machines, and dumbbells.

13. Sonesta ES Suites Annapolis

5.5 km from 14 Fleet Street

Shelley

CNY651

CNY742 total

includes taxes & fees

Sep 20 - Sep 21

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

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

14. Holiday Inn Express & Suites Annapolis by IHG

4.6 km from 14 Fleet Street

Martha

CNY678

CNY772 total

includes taxes & fees

Sep 27 - Sep 28

15. Laurel Grove Inn on the South

8.4 km from 14 Fleet Street

Ruth

CNY1,207

CNY1,376 total

includes taxes & fees

Sep 21 - Sep 22

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

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

16. SpringHill Suites by Marriott Annapolis

5.4 km from 14 Fleet Street

Janiene

CNY845

CNY964 total

includes taxes & fees

Sep 14 - Sep 15

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 compact hotel room with a kitchenette, a desk with two chairs, a sofa, and a bed.

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

Cheryl

CNY704

CNY803 total

includes taxes & fees

Sep 20 - Sep 21

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 bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

18. The Inn at Chesapeake Bay Beach Club

14 km from 14 Fleet Street

Christine

CNY1,283

CNY1,595 total

includes taxes & fees

Sep 28 - Sep 29

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.

19. DoubleTree by Hilton Hotel Annapolis

5 km from 14 Fleet Street

Gul

CNY556

CNY634 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 hotel room with a large bed, a bedside table with a lamp, a phone, a mirror, and a bathroom with a bathtub and toilet.

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.

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

6 km from 14 Fleet Street

Theresa

CNY639

CNY728 total

includes taxes & fees

Oct 4 - Oct 5

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Compare popular hotels close to 14 Fleet Street

Property	Property class	Guest rating
Graduate by Hilton Annapolis	9.4 Exceptional 1,001 reviews	View
86 State Circle - Luxury Boutique Hotel	10.0 Exceptional 10 reviews	View
134 Prince - Luxury Boutique Hotel	9.8 Exceptional 46 reviews	View
Flag House Inn	9.2 Wonderful 97 reviews	View
Historic Inns of Annapolis	9.0 Wonderful 1,993 reviews	View

Other landmarks near 14 Fleet Street

William Paca House

8.6/10 (24 reviews)

If you're planning a bit of sightseeing head to William Paca House— just one of the monuments in Historic District. Why not take a stroll along the port and watch the sunset while you're here?

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48 Fleet Street

If you're planning a bit of sightseeing head to 48 Fleet Street— just one of the monuments in Historic District.

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Annapolis City Dock

9.4/10 (1,099 reviews)

If you want to give your credit card some exercise, head out to Annapolis City Dock in Historic District. Why not take a stroll along the port and watch the sunset while you're here?

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Kunta Kinte Plaque & Alex Haley Memorial

If you're planning a bit of sightseeing head to Kunta Kinte Plaque & Alex Haley Memorial— just one of the monuments in Historic District.

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John Smith House

If you're planning a bit of sightseeing head to John Smith House— just one of the monuments in Historic District.

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97, 99 and 101 East Street

8.0/10 (1 review)

If you're planning a bit of sightseeing head to 97, 99 and 101 East Street— just one of the monuments in Historic District.

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The Colonial Players

9.0/10 (2 reviews)

If you want to see a show while you're in town, try and grab some tickets at The Colonial Players in Historic District. Why not take a stroll along the port and watch the sunset while you're here? If you enjoy the show and want to see another, Ballet Theater of Maryland isn't far.

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Maryland Federation of Art

8.0/10 (1 review)

If you like art, you might want to check out the upcoming exhibitions at Maryland Federation of Art in Historic District and see if there's something that takes your fancy. Why not take a stroll along the port and watch the sunset while you're here? If you want to see more of the art galleries in Annapolis, you can easily walk to ARTFX Gallery of Fine Crafts and Arts.

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Frequently Asked Questions

What are the best hotels near 14 Fleet Street?

Guests love staying at Historic Inns of Annapolis, which is a hotel near 14 Fleet Street.
Annapolis Waterfront Hotel, Autograph Collection is also well reviewed by travelers and is just steps away.
In fact, you’ll have plenty of options to choose from with 5,890 hotels, vacation rentals, and other accommodations in the area.

How much does it cost to stay in a hotel near 14 Fleet Street?

Find the best options on Hotels.com for your travel budget by entering your search criteria and sorting by price. Pricing varies based on where you plan to go and when.

Take a look at the lowest price per night from CNY556

What cheap hotels are close to 14 Fleet Street?

For a wallet-friendly hotel near 14 Fleet Street, take a look at Red Roof Inn Annapolis, which offers free parking and free in-room WiFi.

Can I find hotels close to 14 Fleet Street that are fully refundable?

Yes, there are many hotels with refundable room rates, but be sure to check the cancellation deadline. To find refundable rates, select the "Fully refundable" filter when searching for hotels.

A couple of highly rated hotels close to 14 Fleet Street that offer these rates are The Inn at Tacaro Estate and Annapolis Waterfront Hotel, Autograph Collection.

What are the best romantic hotels near 14 Fleet Street?

If you are looking for a romantic stay, Historic Inns of Annapolis offers a bar/lounge. It's steps from 14 Fleet Street.
Another great option is Annapolis Waterfront Hotel, Autograph Collection, which is just steps away.

What are the best hotels close to 14 Fleet Street with free breakfast?

Begin your day with a free full breakfast at Fairfield Inn & Suites By Marriott Annapolis, which is a short 5-minute drive from 14 Fleet Street.
Residence Inn By Marriott Annapolis is also a recommended place to stay with a free buffet breakfast, and it's located a short drive away.

Which hotels near 14 Fleet Street have rooms with great views?

Travelers can enjoy rooms with city or garden views at Flag House Inn, which is steps from 14 Fleet Street.
Also recommended is Historic Inns of Annapolis, which has rooms with city views.

What are the best family hotels close to 14 Fleet Street?

For travelers looking for a family-friendly stay, Historic Inns of Annapolis offers free cribs. 14 Fleet Street is just steps away.
Another great option for your family's trip is Graduate by Hilton Annapolis.

What are the best luxury hotels near 14 Fleet Street?

Pamper yourself with a stay at Live! Casino & Hotel Maryland, which is a 38-minute drive from 14 Fleet Street. This hotel features 12 restaurants including David's, and offers a full-service spa.
Another upscale property is The Inn at Tacaro Estate, which is in the larger area.

What are the best hotels near 14 Fleet Street with free parking?

If you're traveling by car, DoubleTree by Hilton Hotel Annapolis offers free parking and you'll be a short 9-minute drive from 14 Fleet Street.
Another property that offers free parking is The Inn at Tacaro Estate, which is in the larger area.

What are the best hotels near 14 Fleet Street with a pool?

Travelers can enjoy the indoor pool at The Westin Annapolis. 14 Fleet Street is a short 5-minute drive from the hotel.
Another great choice for a hotel with a pool is The Inn at Tacaro Estate.

What cheap motels can I book close to 14 Fleet Street?

To save on your stay near 14 Fleet Street, take a look at Village Inn Annapolis MD , which offers parking and free in-room WiFi.
Also consider Rips Country Inn, which is another affordable motel in the area.

What are the best things to see and do around my hotel near 14 Fleet Street?

Other attractions near 14 Fleet Street include Annapolis City Dock, Sandy Point State Park, and Chesapeake Bay Bridge.
Other places in the area are Navy-Marine Corps Memorial Stadium, Maryland State House, and Westfield Annapolis Mall.

What are the best pet-friendly hotels close to 14 Fleet Street?

Bring your furry friend to Historic Inns of Annapolis, which is steps from 14 Fleet Street.
Annapolis Waterfront Hotel, Autograph Collection is another pet-friendly option. The hotel provides food and water bowls.

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