Hotels near 14 Fleet Street Annapolis

Q: What are the best luxury hotels near 14 Fleet Street?

Indulge yourself when you stay at The Inn at Tacaro Estate , which is within reach of 14 Fleet Street and offers a hot tub and a seasonal outdoor pool. A second luxurious choice is Live! Casino & Hotel Maryland , which is 38 minutes away by car.

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May 2026

June 2026

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Where to stay near 14 Fleet Street?

Graduate by Hilton Annapolis

0.9 km from 14 Fleet Street

CNY1,265 total

includes taxes & fees

Jun 7 - Jun 8

Flag House Inn

Historic District, 0.2 km from 14 Fleet Street

CNY1,929 total

includes taxes & fees

May 26 - May 27

Historic Inns of Annapolis

Historic District, 0.2 km from 14 Fleet Street

CNY1,188 total

includes taxes & fees

May 25 - May 26

86 State Circle - Luxury Boutique Hotel

Historic District, 0.3 km from 14 Fleet Street

CNY2,462 total

includes taxes & fees

May 13 - May 14

The Westin Annapolis

1.4 km from 14 Fleet Street

CNY1,310 total

includes taxes & fees

Jun 7 - Jun 8

Fairfield Inn & Suites By Marriott Annapolis

1.5 km from 14 Fleet Street

CNY1,247 total

includes taxes & fees

May 17 - May 18

Residence Inn By Marriott Annapolis

1.5 km from 14 Fleet Street

CNY1,309 total

includes taxes & fees

May 24 - May 25

Hilton Garden Inn Annapolis Downtown

1.1 km from 14 Fleet Street

CNY884 total

includes taxes & fees

May 25 - May 26

134 Prince - Luxury Boutique Hotel

0.1 km from 14 Fleet Street

CNY2,314 total

includes taxes & fees

May 17 - May 18

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

Annapolis Waterfront Hotel, Autograph Collection

Historic District, 0.3 km from 14 Fleet Street

CNY1,641 total

includes taxes & fees

May 25 - May 26

1313 West Luxury Boutique Hotel

Homewood, 2.3 km from 14 Fleet Street

CNY2,318 total

includes taxes & fees

May 18 - May 19

TownePlace Suites by Marriott Annapolis

5.5 km from 14 Fleet Street

CNY915 total

includes taxes & fees

May 31 - Jun 1

Courtyard by Marriott Bowie

19.4 km from 14 Fleet Street

CNY1,031 total

includes taxes & fees

May 25 - May 26

Best Western Annapolis

5.2 km from 14 Fleet Street

CNY655 total

includes taxes & fees

May 31 - Jun 1

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

Red Roof Inn Annapolis

5.2 km from 14 Fleet Street

CNY612 total

includes taxes & fees

May 24 - May 25

SpringHill Suites by Marriott Annapolis

5.4 km from 14 Fleet Street

CNY1,000 total

includes taxes & fees

May 25 - May 26

Country Inn & Suites by Radisson, Annapolis, MD

6 km from 14 Fleet Street

CNY800 total

includes taxes & fees

May 31 - Jun 1

Crowne Plaza Annapolis by IHG

4.9 km from 14 Fleet Street

CNY853 total

includes taxes & fees

May 24 - May 25

Candlewood Suites Annapolis by IHG

5.1 km from 14 Fleet Street

CNY817 total

includes taxes & fees

May 24 - May 25

Sonesta ES Suites Annapolis

5.5 km from 14 Fleet Street

CNY853 total

includes taxes & fees

May 24 - May 25

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Compare popular hotels close to 14 Fleet Street

Property	Property class	Guest rating
Graduate by Hilton Annapolis	4.0 star property	9.4 Exceptional 1,007 reviews	View
Flag House Inn	3.5 star property	9.2 Wonderful 94 reviews	View
Historic Inns of Annapolis	3.5 star property	9.0 Wonderful 1,856 reviews	View
86 State Circle - Luxury Boutique Hotel	2.0 star property	10.0 Exceptional 5 reviews	View
The Westin Annapolis	4.0 star property	8.8 Excellent 1,007 reviews	View

Other landmarks near 14 Fleet Street

William Paca House

4.3/5 (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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Maryland Federation of Art

4.0/5 (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 enjoy staying at Annapolis Waterfront Hotel, Autograph Collection, which is a hotel close to 14 Fleet Street.
Also highly rated is Historic Inns of Annapolis, which is just steps away.
In fact, you'll have plenty of options to choose from with 6,006 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 CNY612

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, Annapolis Waterfront Hotel, Autograph Collection offers a restaurant and a bar/lounge. It's steps from 14 Fleet Street.
Another great option is Historic Inns of Annapolis, 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 garden or city views at Flag House Inn, which is steps from 14 Fleet Street.
Another great choice nearby is Annapolis Waterfront Hotel, Autograph Collection, which has rooms with bay or city views.

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

Keep the family happy with a stay at Historic Inns of Annapolis which offers free cribs. 14 Fleet Street is just steps away.
Also consider Graduate by Hilton Annapolis as another great choice for your family's trip.

What are the best luxury hotels near 14 Fleet Street?

Indulge yourself when you stay at The Inn at Tacaro Estate, which is within reach of 14 Fleet Street and offers a hot tub and a seasonal outdoor pool.
A second luxurious choice is Live! Casino & Hotel Maryland, which is 38 minutes away by car.

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

Travelers looking to drive and park with ease should consider a stay at The Inn at Tacaro Estate, which offers free parking. You'll be within reach of 14 Fleet Street.
DoubleTree by Hilton Hotel Annapolis also has free parking and is a short drive away.

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

If swimming is at the top of your list, The Westin Annapolis has an indoor pool. 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 stay economically near 14 Fleet Street, you can book Village Inn Annapolis MD, which offers parking and free in-room WiFi.
Also consider Rips Country Inn, which is another inexpensive motel in the area.

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

While you're here to visit 14 Fleet Street, you may also want to see nearby attractions like Chesapeake Bay Bridge, Annapolis City Dock, and Sandy Point State Park.
Westfield Annapolis Mall, Annapolis Mall Shopping Center, and Sandy Point Beach are other places to visit in the area.

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

Bring your beloved pet along when you stay at Annapolis Waterfront Hotel, Autograph Collection, which is steps from 14 Fleet Street.
Historic Inns of Annapolis is another pet-friendly option.

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Lodging

Hotels near 14 Fleet Street Annapolis

Room 1

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay near 14 Fleet Street?

Graduate by Hilton Annapolis

Flag House Inn

Historic Inns of Annapolis

86 State Circle - Luxury Boutique Hotel

The Westin Annapolis

Fairfield Inn & Suites By Marriott Annapolis

Residence Inn By Marriott Annapolis

Hilton Garden Inn Annapolis Downtown

134 Prince - Luxury Boutique Hotel

Annapolis Waterfront Hotel, Autograph Collection

1313 West Luxury Boutique Hotel

TownePlace Suites by Marriott Annapolis

Courtyard by Marriott Bowie

Best Western Annapolis

Red Roof Inn Annapolis

SpringHill Suites by Marriott Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

Crowne Plaza Annapolis by IHG

Candlewood Suites Annapolis by IHG

Sonesta ES Suites Annapolis

Compare popular hotels close to 14 Fleet Street

Other landmarks near 14 Fleet Street

William Paca House

48 Fleet Street

Annapolis City Dock

Kunta Kinte Plaque & Alex Haley Memorial

John Smith House

97, 99 and 101 East Street

The Colonial Players

Maryland Federation of Art

Frequently asked questions

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