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

Our top choices for 14 Fleet Street hotels

1. 86 State Circle - Luxury Boutique Hotel

Historic District, 0.3 km from 14 Fleet Street

Jo

￥48,997 total

includes taxes & fees

Jun 15 - Jun 16

2. Historic Inns of Annapolis

Historic District, 0.2 km from 14 Fleet Street

Randy

￥24,660 total

includes taxes & fees

Jul 1 - Jul 2

3. Graduate by Hilton Annapolis

0.9 km from 14 Fleet Street

David

￥32,806 total

includes taxes & fees

Jul 5 - Jul 6

Premium bedding, down comforters, pillowtop beds, in-room safe

4. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 0.3 km from 14 Fleet Street

Salvatore

￥52,848 total

includes taxes & fees

Jul 1 - Jul 2

5. Hilton Garden Inn Annapolis Downtown

1.1 km from 14 Fleet Street

Victoria

￥26,750 total

includes taxes & fees

Jun 21 - Jun 22

6. Candlewood Suites Annapolis by IHG

5.1 km from 14 Fleet Street

Mehran

￥19,779 total

includes taxes & fees

Jun 14 - Jun 15

7. Crowne Plaza Annapolis by IHG

4.9 km from 14 Fleet Street

Jeffrey

￥21,578 total

includes taxes & fees

Jul 5 - Jul 6

8. DoubleTree by Hilton Hotel Annapolis

5 km from 14 Fleet Street

William

￥20,335 total

includes taxes & fees

Jun 21 - Jun 22

9. SpringHill Suites by Marriott Annapolis

5.4 km from 14 Fleet Street

Daniel Glen Zechenelly

￥26,333 total

includes taxes & fees

Jun 14 - Jun 15

10. TownePlace Suites by Marriott Annapolis

5.5 km from 14 Fleet Street

Cheryl

￥21,544 total

includes taxes & fees

Jun 18 - Jun 19

Room, 1 King Bed, Non Smoking (Whirlpool) | In-room safe, desk, laptop workspace, blackout drapes

11. Holiday Inn Express & Suites Annapolis by IHG

4.6 km from 14 Fleet Street

Margaret

￥20,814 total

includes taxes & fees

Jun 21 - Jun 22

12. Sonesta ES Suites Annapolis

5.5 km from 14 Fleet Street

Norma

￥20,079 total

includes taxes & fees

Jun 14 - Jun 15

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

6 km from 14 Fleet Street

Theresa

￥18,971 total

includes taxes & fees

Jun 14 - Jun 15

14. Courtyard by Marriott Annapolis

5.7 km from 14 Fleet Street

Anne

￥21,761 total

includes taxes & fees

Jul 5 - Jul 6

15. Hampton Inn & Suites Annapolis

5.2 km from 14 Fleet Street

Karmina

￥21,762 total

includes taxes & fees

Jun 11 - Jun 12

16. Best Western Annapolis

5.2 km from 14 Fleet Street

Brian

￥16,825 total

includes taxes & fees

Jun 14 - Jun 15

17. Hilton Garden Inn Annapolis

5.8 km from 14 Fleet Street

Paul

￥19,064 total

includes taxes & fees

Jun 17 - Jun 18

Superior Room, 1 King Bed, Accessible, Non Smoking (Roll-In Shower) | Bathroom | Towels

18. Red Roof Inn Annapolis

5.2 km from 14 Fleet Street

John

￥13,511 total

includes taxes & fees

Jun 15 - Jun 16

19. The Inn at Chesapeake Bay Beach Club

14 km from 14 Fleet Street

Damika

￥44,252 total

includes taxes & fees

Jun 15 - Jun 16

20. Kent Island Resort

14.2 km from 14 Fleet Street

Sue

￥32,678 total

includes taxes & fees

Jun 15 - Jun 16

View all properties

Compare popular hotels close to 14 Fleet Street

Property	Star rating	Guest rating
86 State Circle - Luxury Boutique Hotel	2.0 star property	10.0 Exceptional 6 reviews	View
Historic Inns of Annapolis	3.5 star property	9.0 Wonderful 1,871 reviews	View
Graduate by Hilton Annapolis	4.0 star property	9.4 Exceptional 1,006 reviews	View
Annapolis Waterfront Hotel, Autograph Collection	4.0 star property	8.8 Excellent 936 reviews	View
Hilton Garden Inn Annapolis Downtown	3.0 star property	8.6 Excellent 1,019 reviews	View

Top 14 Fleet Street Hotel Reviews

Hilton Garden Inn Annapolis Downtown

10/10 Excellent

"The hotel is located not far from the historic district of Annapolis. It is a nice walk towards this area. The hotel staff at the reception are very welcoming. The room is nice. I didn’t like the carpet, but it’s a matter of taste ))) Selection for breakfast is very good and tastes good, but on the second day we had to wait for quite for the food to arrive. Overall, we were very satisfied with our stay and would recommend it to others. Good value for money."

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

8/10 Good

"The house is in a great location. It is very historic and the inside is quaint as you would expect in a historic house. The single garage is around the corner and a tight squeeze. You have to either double park in front to unload (not ideal on a busy street corner) or unload at the garage and walk around to the front with all your items. (They are townhomes so no pass through.). We did have a problem when we arrived but our host quickly remedied the problem and sent housekeeping. It is on a major street into Annapolis so can be a bit noisy at night both cars and after-party noise. Otherwise everything worked and the location is the best."

Hotels near other 14 Fleet Street attractions

William Paca House

4.3/5 (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

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 281 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 Annapolis Waterfront Hotel, Autograph Collection and Graduate by Hilton Annapolis.

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

Expedia has 281 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, London Town, or Hammond-Harwood House. Explore landmarks like William Paca House, Maynard-Burgess House, 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 ￥13,511

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Our top choices for 14 Fleet Street hotels

1. 86 State Circle - Luxury Boutique Hotel

2. Historic Inns of Annapolis

3. Graduate by Hilton Annapolis

4. Annapolis Waterfront Hotel, Autograph Collection

5. Hilton Garden Inn Annapolis Downtown

6. Candlewood Suites Annapolis by IHG

7. Crowne Plaza Annapolis by IHG

8. DoubleTree by Hilton Hotel Annapolis

9. SpringHill Suites by Marriott Annapolis

10. TownePlace Suites by Marriott Annapolis

11. Holiday Inn Express & Suites Annapolis by IHG

12. Sonesta ES Suites Annapolis

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

14. Courtyard by Marriott Annapolis

15. Hampton Inn & Suites Annapolis

16. Best Western Annapolis

17. Hilton Garden Inn Annapolis

18. Red Roof Inn Annapolis

19. The Inn at Chesapeake Bay Beach Club

20. Kent Island Resort

Compare popular hotels close to 14 Fleet Street

Top 14 Fleet Street Hotel Reviews

Hilton Garden Inn Annapolis Downtown

Hotels near other 14 Fleet Street attractions

William Paca House

Frequently asked questions