Hotels near Annapolis Sailing School Annapolis

Q: What are the best luxury hotels near Annapolis Sailing School?

Indulge yourself when you stay at The Inn at Tacaro Estate , which is a 44-minute drive from Annapolis Sailing School and offers a hot tub and a seasonal outdoor pool. Another luxurious option is Live! Casino & Hotel - Maryland , which is 38 minutes away by car.

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Dates

November 2025

December 2025

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Where to stay near Annapolis Sailing School?

Flag House Inn

Historic District, 1.7 km from Annapolis Sailing School

CNY1,482 total

includes taxes & fees

Nov 20 - Nov 21

Fairfield Inn & Suites By Marriott Annapolis

3 km from Annapolis Sailing School

CNY956 total

includes taxes & fees

Nov 23 - Nov 24

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

Hilton Garden Inn Annapolis Downtown

2.5 km from Annapolis Sailing School

CNY603 total

includes taxes & fees

Dec 7 - Dec 8

86 State Circle - Luxury Boutique Hotel

Historic District, 2 km from Annapolis Sailing School

CNY3,075 total

includes taxes & fees

Nov 23 - Nov 24

SpringHill Suites by Marriott Annapolis

6.4 km from Annapolis Sailing School

CNY820 total

includes taxes & fees

Dec 16 - Dec 17

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

Country Inn & Suites by Radisson, Annapolis, MD

7.3 km from Annapolis Sailing School

CNY751 total

includes taxes & fees

Dec 16 - Dec 17

DoubleTree by Hilton Hotel Annapolis

6.3 km from Annapolis Sailing School

CNY549 total

includes taxes & fees

Nov 25 - Nov 26

Holiday Inn Express & Suites Annapolis by IHG

6 km from Annapolis Sailing School

CNY648 total

includes taxes & fees

Dec 20 - Dec 21

The Inn at Chesapeake Bay Beach Club

13 km from Annapolis Sailing School

CNY1,631 total

includes taxes & fees

Dec 1 - Dec 2

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Hotels close to Annapolis Sailing School with free breakfast

Breakfast included

CNY1,482 total

includes taxes & fees

Nov 20 - Nov 21

Breakfast included

CNY1,144 total

includes taxes & fees

Dec 15 - Dec 16

Breakfast included

CNY956 total

includes taxes & fees

Nov 23 - Nov 24

Breakfast included

CNY1,094 total

includes taxes & fees

Nov 24 - Nov 25

Breakfast included

CNY603 total

includes taxes & fees

Dec 7 - Dec 8

Breakfast included

CNY820 total

includes taxes & fees

Dec 16 - Dec 17

Breakfast included

CNY751 total

includes taxes & fees

Dec 16 - Dec 17

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Other landmarks near Annapolis Sailing School

Susan Campbell Park

Susan Campbell Park is worth a visit, located 0.4 mi (0.7 km) from central Annapolis.

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Ego Alley

You can stroll along Ego Alley for relaxing water views when you're in Historic District. If you carry on walking you'll get to Annapolis Landing Marina, Annapolis Harbor, and Spa Creek for some more water views.

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Annapolis Maritime Museum

4.6/5 (5 reviews)

Annapolis Maritime Museum is just one of the attractions in Eastport, Annapolis so you might want to stop by during your trip. Why not take a stroll along the port and watch the sunset while you're here? If you want to experience more of the culture Annapolis has to offer, head to Annapolis Landing Marina, Annapolis City Dock, and William Paca House.

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Frequently asked questions

What are the best hotels near Annapolis Sailing School?

Guests love staying at Annapolis Waterfront Hotel, Autograph Collection, which is a hotel near Annapolis Sailing School.
Also highly rated is Historic Inns of Annapolis, which is a short drive away.
The area has plenty to choose from with 5,399 lodging options including hotels and vacation rentals.

How much does it cost to stay in a hotel near Annapolis Sailing School?

On Hotels.com, you can find a variety of room prices depending on when and where you plan to go. Take a look at what's available during your travel dates, sort by price, and filter by your criteria to find the best option within your travel budget.

Search for the lowest price per night from CNY549

What cheap hotels are close to Annapolis Sailing School?

Red Roof Inn Annapolis is a budget-friendly hotel near Annapolis Sailing School and offers free parking and free in-room WiFi.

Can I find hotels close to Annapolis Sailing School that are fully refundable?

Yes, there are many hotels with refundable room rates, but be sure to check the cancellation deadline. Find refundable rates using the "Fully refundable" filter when you search for hotels.

A couple of highly rated hotels close to Annapolis Sailing School that offer these rates are Inn at Perry Cabin and Annapolis Waterfront Hotel, Autograph Collection.

What are the best romantic hotels near Annapolis Sailing School?

For travelers looking for a romantic stay, Inn at Horn Point offers couples/private dining, proposal/romance packages, and private wine tours. It's a short walk from Annapolis Sailing School.
Another great option is Annapolis Waterfront Hotel, Autograph Collection, which is a short drive away.

What are the best hotels close to Annapolis Sailing School with free breakfast?

Enjoy the free breakfast to start your day at Laurel Grove Inn on the South, which is a short 18-minute drive from Annapolis Sailing School.
The Inn at Tacaro Estate is also a recommended place to stay with a free full breakfast, and it's located 44 minutes away by car.

Which hotels near Annapolis Sailing School have rooms with great views?

Enjoy rooms with garden or courtyard views at Inn at Horn Point, which is a short walk from Annapolis Sailing School.
Also recommended is Annapolis Waterfront Hotel, Autograph Collection, which has rooms with bay or city views.

What are the best family hotels close to Annapolis Sailing School?

The entire family will enjoy a stay at Historic Inns of Annapolis which offers free cribs. Annapolis Sailing School is a short drive away.
Another great option for your family's trip is Graduate by Hilton Annapolis.

What are the best luxury hotels near Annapolis Sailing School?

Indulge yourself when you stay at The Inn at Tacaro Estate, which is a 44-minute drive from Annapolis Sailing School and offers a hot tub and a seasonal outdoor pool.
Another luxurious option is Live! Casino & Hotel - Maryland, which is 38 minutes away by car.

What are the best hotels near Annapolis Sailing School with free parking?

Travelers looking to drive and park with ease should consider a stay at DoubleTree by Hilton Hotel Annapolis, which offers free parking. You'll be a short 10-minute drive from Annapolis Sailing School.
The Inn at Tacaro Estate also has free parking and is 44 minutes away by car.

What are the best hotels near Annapolis Sailing School with a pool?

If swimming is at the top of your list, The Westin Annapolis has an indoor pool. Annapolis Sailing School is a short 7-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 Annapolis Sailing School?

To save on your stay near Annapolis Sailing School, take a look at Village Inn, which offers parking and free in-room WiFi.
Rodeway Inn is another inexpensive motel to consider in the area.

What are the best things to see and do around my hotel near Annapolis Sailing School?

You can check out sights near Annapolis Sailing School like Chesapeake Bay Bridge, Sandy Point State Park, and Annapolis City Dock.
Other places in the area are Navy-Marine Corps Memorial Stadium, Westfield Annapolis Mall, and Sandy Point Beach.

What are the best pet-friendly hotels close to Annapolis Sailing School?

Your pet companion can join you at Annapolis Waterfront Hotel, Autograph Collection, which is a short 4-minute drive from Annapolis Sailing School.
Historic Inns of Annapolis is a second pet-friendly option.

Are all taxes and fees included in the prices shown on Hotels.com for hotels near Annapolis Sailing School?

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.

Hotels near Annapolis Sailing School Annapolis

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 Annapolis Sailing School?

Flag House Inn

Hotels close to Annapolis Sailing School with free breakfast

Flag House Inn

Other landmarks near Annapolis Sailing School

Susan Campbell Park

Ego Alley

Frequently asked questions

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