Search Hotels Near 14 Fleet Street, Annapolis

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5 Nov - 6 Nov
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6 Nov - 7 Nov
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Our top choices for 14 Fleet Street hotels

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

1. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
0.1 km from 14 Fleet Street
9.8 out of 10, Exceptional, (51 reviews)
"Great property and super friendly staff!!"
United States
Chris
The price is ฿7,196
฿8,204 total
includes taxes & fees
8 Nov - 9 Nov
134 Prince - Luxury Boutique Hotel
A brick building with a large window and a dome in the background.

2. 86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel
2.0 star property
Historic District, 0.3 km from 14 Fleet Street
9.8 out of 10, Exceptional, (12 reviews)
"Lovely boutique hotel."
United States
Angela
The price is ฿8,448
฿9,630 total
includes taxes & fees
11 Nov - 12 Nov
86 State Circle - Luxury Boutique Hotel
A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.

3. Flag House Inn

Flag House Inn
3.5 star property
Historic District, 0.2 km from 14 Fleet Street
9.2 out of 10, Wonderful, (99 reviews)
"Charming and picturesque house steps from all of the best things about Annapolis."
United States
Thomas
The price is ฿7,670
฿8,744 total
includes taxes & fees
8 Nov - 9 Nov
Flag House Inn
A historic brick building with a corner turret and multiple windows, located on a city street with flags and street lamps.

4. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District, 0.2 km from 14 Fleet Street
9.0 out of 10, Wonderful, (2,068 reviews)
"Great location, excellent stay"
United States
Christiaan
The price is ฿3,865
฿5,560 total
includes taxes & fees
15 Nov - 16 Nov
Historic Inns of Annapolis
An outdoor patio with tables, chairs, and a fire feature.

5. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
1.5 km from 14 Fleet Street
9.0 out of 10, Wonderful, (95 reviews)
"Amazing stay!"
United States
Caitlin
The price is ฿4,536
฿5,171 total
includes taxes & fees
1 Dec - 2 Dec
Residence Inn By Marriott Annapolis
An outdoor patio with tables, chairs, and a fire feature.

6. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
1.5 km from 14 Fleet Street
8.8 out of 10, Excellent, (249 reviews)
"Nice hotel"
United States
Imola
The price is ฿4,267
฿4,865 total
includes taxes & fees
23 Nov - 24 Nov
Fairfield Inn & Suites By Marriott Annapolis
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

7. The Westin Annapolis

The Westin Annapolis
4.0 star property
1.4 km from 14 Fleet Street
8.8 out of 10, Excellent, (1,001 reviews)
"This is a fabulous resort! Very clean, great location and the staff is great!"
United States
Bobbi
The price is ฿5,705
฿6,504 total
includes taxes & fees
22 Nov - 23 Nov
The Westin Annapolis
A balcony with a table set for two, overlooking a marina with boats.

8. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District, 0.3 km from 14 Fleet Street
8.8 out of 10, Excellent, (1,003 reviews)
"Easy access to downtown, Great waterside restaurants."
United States
John
The price is ฿7,535
฿8,589 total
includes taxes & fees
29 Nov - 30 Nov
Annapolis Waterfront Hotel, Autograph Collection
Lobby

9. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
1.1 km from 14 Fleet Street
8.6 out of 10, Excellent, (1,005 reviews)
"Great location, friendly staff."
United States
Joel
The price is ฿3,485
฿3,973 total
includes taxes & fees
2 Dec - 3 Dec
Hilton Garden Inn Annapolis Downtown
A two-story house with a front porch, large windows, and a well-maintained lawn.

10. 1313 West Luxury Boutique Hotel

1313 West Luxury Boutique Hotel
2.0 star property
Homewood, 2.3 km from 14 Fleet Street
9.0 out of 10, Wonderful, (2 reviews)
"It is a lovely romantic boutique hotel."
United States
Sheila
The price is ฿9,419
฿10,738 total
includes taxes & fees
9 Nov - 10 Nov
1313 West Luxury Boutique Hotel
An outdoor patio area with seating arrangements and a fire feature.

11. Courtyard by Marriott Bowie

Courtyard by Marriott Bowie
3.0 star property
19.4 km from 14 Fleet Street
9.4 out of 10, Exceptional, (950 reviews)
"Great staff and hospitality, we will definitely be back again! Best experience we’ve had!"
United States
Halima
The price is ฿4,506
฿5,092 total
includes taxes & fees
29 Nov - 30 Nov
Courtyard by Marriott Bowie
Land view from property

12. Laurel Grove Inn on the South

Laurel Grove Inn on the South
3.5 star property
8.4 km from 14 Fleet Street
9.4 out of 10, Exceptional, (535 reviews)
"Beautiful property and lovely hosts."
United States
Ruth
The price is ฿6,048
฿6,895 total
includes taxes & fees
11 Nov - 12 Nov
Laurel Grove Inn on the South
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

13. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
14 km from 14 Fleet Street
9.4 out of 10, Exceptional, (508 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is ฿6,193
฿7,729 total
includes taxes & fees
2 Dec - 3 Dec
The Inn at Chesapeake Bay Beach Club
A multi-story Microtel by Wyndham hotel with a parking lot and a landscaped area in front.

14. Microtel Inn & Suites by Wyndham Gambrills/Odenton

Microtel Inn & Suites by Wyndham Gambrills/Odenton
2.0 star property
18.2 km from 14 Fleet Street
9.2 out of 10, Wonderful, (1,155 reviews)
"VERY AWESOME PLACE TO STAY"
United States
Tucker
The price is ฿2,913
฿3,321 total
includes taxes & fees
15 Nov - 16 Nov
Microtel Inn & Suites by Wyndham Gambrills/Odenton
A large, two-story barn-style building with a covered front porch and a garage.

15. Kent Island Resort

Kent Island Resort
3.5 star property
14.2 km from 14 Fleet Street
9.2 out of 10, Wonderful, (189 reviews)
"Just a wonderful place, we had an amazing stay!"
United States
Bethany
The price is ฿4,111
฿5,674 total
includes taxes & fees
19 Nov - 20 Nov
Kent Island Resort
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

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

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
6 km from 14 Fleet Street
9.0 out of 10, Wonderful, (1,057 reviews)
"I have stayed here before. Very nice hotel cause it is in a great location."
United States
Michael
The price is ฿2,930
฿3,340 total
includes taxes & fees
30 Nov - 1 Dec
Country Inn & Suites by Radisson, Annapolis, MD
A circular fire pit surrounded by outdoor seating with a brick wall and a multi-story building in the background.

17. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
3.0 star property
5.5 km from 14 Fleet Street
9.0 out of 10, Wonderful, (143 reviews)
"It was AMAZING to stay there !!!"
United States
Nkusu Lauren
The price is ฿3,394
฿3,869 total
includes taxes & fees
29 Nov - 30 Nov
TownePlace Suites by Marriott Annapolis
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

18. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
5.4 km from 14 Fleet Street
9.0 out of 10, Wonderful, (1,000 reviews)
"The hotel is close to lots of shopping and dining options."
United States
FRANK
The price is ฿3,415
฿3,893 total
includes taxes & fees
29 Nov - 30 Nov
SpringHill Suites by Marriott Annapolis
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

19. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
5 km from 14 Fleet Street
8.8 out of 10, Excellent, (1,267 reviews)
"Excellent staff & service!"
United States
Michele
The price is ฿3,017
฿3,440 total
includes taxes & fees
10 Nov - 11 Nov
DoubleTree by Hilton Hotel Annapolis
A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.

20. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
5.5 km from 14 Fleet Street
8.8 out of 10, Excellent, (1,002 reviews)
"Very quiet great location."
United States
Panagiotis
The price is ฿2,768
฿3,156 total
includes taxes & fees
29 Nov - 30 Nov
Sonesta ES Suites Annapolis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Compare top hotels near 14 Fleet Street

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

134 Prince - Luxury Boutique Hotel

2.5 star property
0.1 km from 14 Fleet Street
View
A brick building with a large window and a dome in the background.

86 State Circle - Luxury Boutique Hotel

2.0 star property
Historic District, 0.3 km from 14 Fleet Street
View
A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.

Flag House Inn

3.5 star property
Historic District, 0.2 km from 14 Fleet Street
View
A historic brick building with a corner turret and multiple windows, located on a city street with flags and street lamps.

Historic Inns of Annapolis

3.5 star property
Historic District, 0.2 km from 14 Fleet Street
View
An outdoor patio with tables, chairs, and a fire feature.

Residence Inn By Marriott Annapolis

3.0 star property
1.5 km from 14 Fleet Street
View
9.8
Exceptional
51 reviews
9.8
Exceptional
12 reviews
9.2
Wonderful
99 reviews
9.0
Wonderful
2,068 reviews
9.0
Wonderful
95 reviews
The price is ฿7,196
฿8,204 total
includes taxes & fees
8 Nov - 9 Nov
The price is ฿8,448
฿9,630 total
includes taxes & fees
11 Nov - 12 Nov
The price is ฿7,670
฿8,744 total
includes taxes & fees
8 Nov - 9 Nov
The price is ฿3,865
฿5,560 total
includes taxes & fees
15 Nov - 16 Nov
The price is ฿4,536
฿5,171 total
includes taxes & fees
1 Dec - 2 Dec
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

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.
See properties

Top 14 Fleet Street Hotel Reviews

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

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis

10/10 Excellent

Gorgeous hotel, great staff and in a brilliant spot. Annapolis is beautiful. Would stay again.
United Kingdom
Julie
Reviewed June 1, 2025
Graduate by Hilton Annapolis

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.