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 a 42-minute drive from 14 Fleet Street and offers a hot tub and a seasonal outdoor pool. A second luxurious choice is Live! Casino & Hotel - Maryland , which is 34 minutes away by car.

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November 2025

December 2025

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Where to stay near 14 Fleet Street?

$356 total

includes taxes & fees

Oct 31 - Nov 1

$154 total

includes taxes & fees

Nov 6 - Nov 7

$164 total

includes taxes & fees

Nov 23 - Nov 24

Suite, 1 Bedroom, Terrace | Living area | 42-inch LED TV with digital channels, TV

$94 total

includes taxes & fees

Nov 23 - Nov 24

$433 total

includes taxes & fees

Nov 2 - Nov 3

$241 total

includes taxes & fees

Nov 2 - Nov 3

$115 total

includes taxes & fees

Nov 16 - Nov 17

1 bedroom, hypo-allergenic bedding, desk, blackout drapes

$110 total

includes taxes & fees

Nov 12 - Nov 13

$111 total

includes taxes & fees

Nov 2 - Nov 3

Full-size fridge, microwave, stovetop, dishwasher

$106 total

includes taxes & fees

Nov 3 - Nov 4

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Hotels close to 14 Fleet Street with free breakfast

Breakfast included

$356 total

includes taxes & fees

Oct 31 - Nov 1

Breakfast included

$164 total

includes taxes & fees

Nov 23 - Nov 24

Breakfast included

$94 total

includes taxes & fees

Nov 23 - Nov 24

Breakfast included

$115 total

includes taxes & fees

Nov 16 - Nov 17

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Other landmarks near 14 Fleet Street

William Paca House

4.2/5 (18 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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48 Fleet Street

If you're planning a bit of sightseeing head to 48 Fleet Street— just one of the monuments in Historic District.

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Maryland Federation of Art

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 love staying at Annapolis Waterfront Hotel, Autograph Collection, which is a hotel near 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 5,451 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 $94

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 3-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 bay or city views at Annapolis Waterfront Hotel, Autograph Collection, which is steps from 14 Fleet Street.
Another great choice nearby is Flag House Inn, which has rooms with city or garden 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 a 42-minute drive from 14 Fleet Street and offers a hot tub and a seasonal outdoor pool.
A second luxurious choice is Live! Casino & Hotel - Maryland, which is 34 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 a 42-minute drive from 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 3-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, which offers parking and free in-room WiFi.
Also consider Rodeway 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 U.S. Naval Academy, Annapolis City Dock, and Chesapeake Bay Bridge.
Sandy Point State Park, Navy-Marine Corps Memorial Stadium, 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.

Are all taxes and fees included in the prices shown on Hotels.com for hotels near 14 Fleet Street?

Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.

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Hotels near 14 Fleet Street Annapolis

Free cancellation options if plans change

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Check prices for these dates

Where to stay near 14 Fleet Street?

134 Prince - Luxury Boutique Hotel

Hotels close to 14 Fleet Street with free breakfast

134 Prince - Luxury Boutique Hotel

Other landmarks near 14 Fleet Street

William Paca House

48 Fleet Street

Frequently asked questions

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