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 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.

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

1. 86 State Circle - Luxury Boutique Hotel

Historic District, 0.3 km from 14 Fleet Street

AED 950

AED 1,083 total

includes taxes & fees

19 Oct - 20 Oct

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

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

A bookshelf with books, decorative items, and a fireplace.

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

2. 134 Prince - Luxury Boutique Hotel

0.1 km from 14 Fleet Street

Chris

AED 1,096

AED 1,250 total

includes taxes & fees

26 Oct - 27 Oct

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

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

Nadine

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

4. Flag House Inn

Historic District, 0.2 km from 14 Fleet Street

Nathan

AED 800

AED 912 total

includes taxes & fees

18 Oct - 19 Oct

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 marina with multiple boats docked during sunset.

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

5. Historic Inns of Annapolis

Historic District, 0.2 km from 14 Fleet Street

Jennifer

AED 315

AED 484 total

includes taxes & fees

30 Oct - 31 Oct

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

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

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

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.

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

7. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 0.3 km from 14 Fleet Street

William

AED 820

AED 935 total

includes taxes & fees

1 Nov - 2 Nov

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.

8. Fairfield Inn & Suites By Marriott Annapolis

1.5 km from 14 Fleet Street

Imola

AED 496

AED 565 total

includes taxes & fees

27 Oct - 28 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 store with shelves of beverages, a counter with a cash register, and baskets with items.

9. The Westin Annapolis

1.4 km from 14 Fleet Street

Bobbi

AED 731

AED 833 total

includes taxes & fees

25 Oct - 26 Oct

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

10. Hilton Garden Inn Annapolis Downtown

1.1 km from 14 Fleet Street

petra

AED 389

AED 443 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

Sheila

AED 922

AED 1,052 total

includes taxes & fees

18 Oct - 19 Oct

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

A modern bar area with a wooden counter, bar stools, a television screen, and a variety of beverages.

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

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

12. Courtyard by Marriott Bowie

19.4 km from 14 Fleet Street

Halima

AED 493

AED 557 total

includes taxes & fees

1 Nov - 2 Nov

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 spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.

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 785

AED 965 total

includes taxes & fees

15 Nov - 16 Nov

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

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

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.

14. Microtel Inn & Suites by Wyndham Gambrills/Odenton

18.2 km from 14 Fleet Street

Tucker

AED 325

AED 370 total

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

15. Kent Island Resort

14.2 km from 14 Fleet Street

Bethany

AED 449

AED 620 total

includes taxes & fees

11 Nov - 12 Nov

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

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.

A hotel pool area with two pools, chairs, and a sunshade.

16. SpringHill Suites by Marriott Annapolis

5.4 km from 14 Fleet Street

Kaiya

AED 437

AED 498 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

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 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.

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.

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

6 km from 14 Fleet Street

Catherine

AED 335

AED 382 total

includes taxes & fees

9 Nov - 10 Nov

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

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

19. Crowne Plaza Annapolis by IHG

4.9 km from 14 Fleet Street

Jose

AED 389

AED 444 total

includes taxes & fees

15 Nov - 16 Nov

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

A restaurant with wooden tables and chairs, a bar area, and a tiled floor.

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.

20. DoubleTree by Hilton Hotel Annapolis

5 km from 14 Fleet Street

Michele

AED 407

AED 464 total

includes taxes & fees

19 Oct - 20 Oct

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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 48 reviews	View
Graduate by Hilton Annapolis	9.4 Exceptional 1,000 reviews	View
Flag House Inn	9.2 Wonderful 97 reviews	View
Historic Inns of Annapolis	9.0 Wonderful 2,045 reviews	View

Top 14 Fleet Street Hotel Reviews

Graduate by Hilton Annapolis

10/10 Excellent

"Clean room, very nice decor and great staff"

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Perfect place to stay! Classy. Clean comfortable amazing staff"

Naval Academy Gate 1

10/10 Excellent

"Property was in a great location, walking distance from everything downtown. It was clean and everything worked the way that it should."

Historic Row Home in Downtown Annapolis

10/10 Excellent

"Great little house on a perfect location"

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

10/10 Excellent

"Amazing place, clean, cozy, close to all the downtown activities!"

Historic Downtown Luxury • USNA • Waterfront

10/10 Excellent

"We rented this home for a girls weekend so we could stay together while being close to downtown Annapolis, and it exceeded all of our expectations. The location is unbeatable, just a 1-2 minute walk to the waterfront and all the shops, restaurants, and attractions downtown has to offer.The house itself is a beautifully decorated historic home with plenty of space for our group to relax and enjoy our time together. The host was incredibly responsive, friendly, and helpful throughout our stay, making the entire experience seamless.We truly couldn't have asked for a better trip and highly recommend this property to anyone looking for a charming, comfortable place just steps from downtown 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!"

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."

Two Historic Rowhomes in Downtown Annapolis

10/10 Excellent

"Great properties in a perfect location!"

Other attractions near 14 Fleet Street

A white building with a dome, surrounded by lush greenery and a well-maintained garden with pathways and benches.

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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A waterfront cityscape with a prominent clock tower, a marina with boats, and a mix of historic and modern buildings.

Ego Alley

Explore the waterfront in Annapolis with a trip to Ego Alley. While you're here, you can savor the 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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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 370

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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. Annapolis Waterfront Hotel, Autograph Collection

8. Fairfield Inn & Suites By Marriott Annapolis

9. The Westin Annapolis

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. Crowne Plaza Annapolis by IHG

20. DoubleTree by Hilton Hotel Annapolis

Compare popular hotels close to 14 Fleet Street

Top 14 Fleet Street Hotel Reviews

Graduate by Hilton Annapolis

Annapolis Waterfront Hotel, Autograph Collection

Naval Academy Gate 1

Historic Row Home in Downtown Annapolis

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

Historic Downtown Luxury • USNA • Waterfront

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

Downtown Pinkney House w/Parking

Two Historic Rowhomes in Downtown Annapolis

Other attractions near 14 Fleet Street

William Paca House

Ego Alley

48 Fleet Street

Annapolis City Dock

John Smith House

97, 99 and 101 East Street

The Colonial Players

Maryland Federation of Art

Frequently asked questions