10 Best Hotels & Accommodation Closest to 14 Fleet Street in Annapolis

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

1. 86 State Circle - Luxury Boutique Hotel

Historic District, 0.3 km from 14 Fleet Street

Angela

NZ$551

includes taxes & fees

26 Oct - 27 Oct

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 bookshelf with books, decorative items, and a fireplace.

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

NZ$428

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 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.

3. Graduate by Hilton Annapolis

0.9 km from 14 Fleet Street

Nadine

NZ$311

includes taxes & fees

15 Nov - 16 Nov

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 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.

4. Flag House Inn

Historic District, 0.2 km from 14 Fleet Street

Thomas

NZ$456

includes taxes & fees

26 Oct - 27 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.

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

A marina with multiple boats docked during sunset.

5. Historic Inns of Annapolis

Historic District, 0.2 km from 14 Fleet Street

Scott

NZ$232

includes taxes & fees

30 Oct - 31 Oct

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 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, a coffee table, and a TV mounted on the wall.

6. Residence Inn By Marriott Annapolis

1.5 km from 14 Fleet Street

Francis

NZ$305

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 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.

7. Fairfield Inn & Suites By Marriott Annapolis

1.5 km from 14 Fleet Street

Imola

NZ$271

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

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

8. The Westin Annapolis

1.4 km from 14 Fleet Street

Bobbi

NZ$400

includes taxes & fees

25 Oct - 26 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.

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.

9. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 0.3 km from 14 Fleet Street

William

NZ$448

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a desk with a television, a chair, and a balcony with a view of the city.

A room with a grey armchair, a round wooden side table, a floor lamp, and a window with sheer curtains.

A multi-story hotel with a modern design, featuring a prominent entrance with arches and a sign for Hilton Garden Inn.

10. Hilton Garden Inn Annapolis Downtown

1.1 km from 14 Fleet Street

petra

NZ$212

includes taxes & fees

2 Nov - 3 Nov

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

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

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

NZ$523

includes taxes & fees

26 Oct - 27 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

NZ$267

includes taxes & fees

9 Nov - 10 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 living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

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

13. The Inn at Chesapeake Bay Beach Club

14 km from 14 Fleet Street

scott

NZ$463

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 hotel room with a bed, bedside tables, a desk with a chair, a microwave, a refrigerator, and a window with curtains.

14. Microtel Inn & Suites by Wyndham Gambrills/Odenton

18.2 km from 14 Fleet Street

Tucker

NZ$179

includes taxes & fees

15 Nov - 16 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 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

NZ$297

includes taxes & fees

11 Nov - 12 Nov

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 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

Kaiya

NZ$239

includes taxes & fees

9 Nov - 10 Nov

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

Nkusu Lauren

NZ$237

includes taxes & fees

4 Nov - 5 Nov

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 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

Catherine

NZ$183

includes taxes & fees

10 Nov - 11 Nov

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

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

19. Crowne Plaza Annapolis by IHG

4.9 km from 14 Fleet Street

Jose

NZ$221

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

20. DoubleTree by Hilton Hotel Annapolis

5 km from 14 Fleet Street

Michele

NZ$196

includes taxes & fees

25 Oct - 26 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 1,005 reviews	View
Flag House Inn	9.2 Wonderful 98 reviews	View
Historic Inns of Annapolis	9.0 Wonderful 2,057 reviews	View

Top 14 Fleet Street Hotel Reviews

Hilton Garden Inn Annapolis Downtown

8/10 Good

"Room was okay and hotel is well located near Westin where i was attending a conference. Ice machines were not working but can go to bar when it is open. (great bar and bartenders!) Parking was disappointing, definitely didn't realize that it was necessary to Valet or pay to self park. I did not register my car as I was in a hurry and came out to a note on my ticket and all the air out of my back left tire. AAA came and refilled and tire was fine so it really was as if someone did it purposefully."

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Great location, hotel super clean and good restaraunt . Short walking distance to great shopping and many more bars and restaraunts"

Flag House Inn

10/10 Excellent

"Charming and picturesque house steps from all of the best things about Annapolis."

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

10/10 Excellent

"We stayed at the cedar house for my daughter’s wedding at the Naval Academy, we would love to return to this house to vacation in Annapolis. It is perfectly located and we had access by walking to all of our events. Cathy and Sean from Itrip were more than helpful. I cannot express how much they helped make this trip less stressful. Given that it was the sail boat show, Cathy stayed in touch and we were able to secure early entry. Thank you!! The first floor was large enough for pre wedding gatherings. The Harry Potter bathroom was very convent. This is a historic house with stairs. The second floor was beautifully decorated and the suite on the third floor was incredibly comfy. We had plenty of towels and toiletries. Check out was easy and finding the garbage cans is not hard. Can’t wait to return. 5 stars!"

Walk to Main St, City Dock, USNA from Historic Catch 22 w Private Patio

10/10 Excellent

"We had four travelers stay here. The place was as listed and was clean and plenty roomy. Since we enjoy cooking immensely, we found the kitchenware to be just adequate. For example, there was no large pot for pasta or other big boils, and there might have been Corning-ware or the like but we didn’t find it. There was one cookie sheet and the sole cutting board was a single glass one. Plus oddly, there was no liquid dish soap. We made do in the kitchen. The grill was clean and operable and the appliances functioned excellently. Toiletries were skimpy as well. For a space this size there were only two washcloths, and even though we were warned that there would be sample size soaps and body-wash, there were none at all. Despite the workarounds all other things connected with this location were great!"

Go Navy! Steps to USNA, City Dock & Street Parking

10/10 Excellent

"From the moment you walk onto Fleet Street....you are transported to charming history of Downtown Annapolis. The Fleets Inn was perfect for our USNA family visit. The attention to detail was evident around every corner. From the USNA decor, fully equipped kitchen, comfortable lounging in the living room, comfortable sleeping. Truly a gem in DTA. The owners are a USNA family and made our stay ever so welcoming. Five stars for Fleets Inn."

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"

18th Cent. Charm in Historic Downtown Annapolis

10/10 Excellent

"Great location and very clean,"

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)

Learn about the life and explore the historic home of 18th-century lawyer and signer of the Declaration of Independence, William Paca.

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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 savour 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 enjoy retail therapy at Annapolis City Dock during your trip to Annapolis. Stroll along the area's waterfront or simply savour its top-notch restaurants.

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John Smith House

Find out about the history of Annapolis when you spend time 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 popular theatre 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 holiday in 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, take a look at the 277 hotels and other accommodation options you'll find within a mile.

Where is 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 traveller data, and this hotel offers a 24-hour fitness centre and a bar. Other good options within a short distance include Graduate by Hilton Annapolis and Annapolis Waterfront Hotel, Autograph Collection.

How many hotels can I expect to find close to 14 Fleet Street?

Expedia has 277 hotels and other accommodation options 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! The majority of room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to get the best deals available near 14 Fleet Street.

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.

Top Hotels Near 14 Fleet Street in Annapolis

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

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. 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

Hilton Garden Inn Annapolis Downtown

Annapolis Waterfront Hotel, Autograph Collection

Flag House Inn

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

Walk to Main St, City Dock, USNA from Historic Catch 22 w Private Patio

Go Navy! Steps to USNA, City Dock & Street Parking

Naval Academy Gate 1

Historic Row Home in Downtown Annapolis

18th Cent. Charm in Historic 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