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Find hotels near Annapolis Sailing School, Annapolis from ₩101,827

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Oct 24 - Oct 25
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Our top choices for Annapolis Sailing School hotels

A white two-story building with a central entrance, a staircase, and a small garden area.
A dining room with a large rectangular table, six chairs, a chandelier, and a built-in bookshelf with various decorative items.
A couple standing in front of a black wooden building with white-framed windows.
A bookshelf with books, decorative items, and a fireplace.

1. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
1.6 km from Annapolis Sailing School
United States
Chris
₩282,060
₩321,548 total
includes taxes & fees
Oct 26 - Oct 27
134 Prince - Luxury Boutique Hotel
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
A store with shelves of beverages, a counter with a cash register, and baskets with items.
A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.
View from property

2. The Westin Annapolis

The Westin Annapolis
2.7 km from Annapolis Sailing School
United States
Bobbi
₩223,602
₩254,906 total
includes taxes & fees
Nov 22 - Nov 23
The Westin Annapolis
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

3. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
13 km from Annapolis Sailing School
United States
scott
₩282,914
₩347,694 total
includes taxes & fees
Nov 15 - Nov 16
The Inn at Chesapeake Bay Beach Club
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
A multi-story hotel with a brick facade, large windows, and an American flag.
A modern living room with a fireplace, two armchairs, a coffee table, and decorative items.
A well-lit snack and beverage kiosk with a variety of snacks and drinks, including bottled water, juices, and snacks.

4. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
6.3 km from Annapolis Sailing School
United States
Jose
₩136,278
₩155,357 total
includes taxes & fees
Nov 22 - Nov 23
Crowne Plaza Annapolis by IHG
Reception
Room
Coffee service
Breakfast area

5. Village Inn Annapolis MD

Village Inn Annapolis MD
6.3 km from Annapolis Sailing School
United States
Keith
₩109,816
₩125,190 total
includes taxes & fees
Oct 26 - Oct 27
Village Inn Annapolis MD
A modern hotel kitchen with a central island, seating area, and various kitchen appliances.
A Best Western hotel with a modern facade, entrance with glass doors, and a parking area.
A gym with treadmills, elliptical machines, and exercise balls.
A hotel lobby with a reception desk, seating area, and dining space.

6. Best Western Annapolis

Best Western Annapolis
6.4 km from Annapolis Sailing School
United States
Silvia
₩89,322
₩101,827 total
includes taxes & fees
Nov 23 - Nov 24
Best Western Annapolis
A hotel room with two beds, a desk, a chair, a TV, a mirror, and a door leading to another room.
A hotel safety and health protocol document.
A hotel with a parking lot, two red awnings, and a clear sky.
A hotel hallway with carpeted floors, doors on both sides, and overhead lighting.

7. Red Roof Inn Annapolis

Red Roof Inn Annapolis
6.5 km from Annapolis Sailing School
United States
Tania Bello
₩97,909
₩111,616 total
includes taxes & fees
Oct 26 - Oct 27
Red Roof Inn Annapolis
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Compare top hotels near Annapolis Sailing School

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

134 Prince - Luxury Boutique Hotel

1.6 km from Annapolis Sailing School
View
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

The Westin Annapolis

2.7 km from Annapolis Sailing School
View
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

The Inn at Chesapeake Bay Beach Club

13 km from Annapolis Sailing School
View
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.

Crowne Plaza Annapolis by IHG

6.3 km from Annapolis Sailing School
View
Reception

Village Inn Annapolis MD

6.3 km from Annapolis Sailing School
View
9.8
Exceptional
49 reviews
8.8
Excellent
1,001 reviews
9.4
Exceptional
504 reviews
8.8
Excellent
1,002 reviews
6.2
529 reviews
₩282,060
₩321,548 total
includes taxes & fees
Oct 26 - Oct 27
₩223,602
₩254,906 total
includes taxes & fees
Nov 22 - Nov 23
₩282,914
₩347,694 total
includes taxes & fees
Nov 15 - Nov 16
₩136,278
₩155,357 total
includes taxes & fees
Nov 22 - Nov 23
₩109,816
₩125,190 total
includes taxes & fees
Oct 26 - Oct 27

Top Annapolis Sailing School Hotel Reviews

134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel

8/10 Good
"A lovely property though not staffed full time. Some maintenance issues that were eventually resolved. Coffee and pastries available but not breakfast. Location was perfect for walking around town."
Laura J 4-night trip
Posted 22 hours ago
134 Prince - Luxury Boutique Hotel
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Easy access to downtown, Great waterside restaurants."
John 1-night trip
Posted 1 day ago
Annapolis Waterfront Hotel, Autograph Collection
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Great last minute booking. All went smoothly"
Kelly 1-night trip
Posted 2 days ago
The Westin Annapolis
Flag House Inn

Flag House Inn

10/10 Excellent
"Great location in the heart of old Annapolis. Courtesy staff that were very friendly and helpful. A clean, relaxing room every day. Thank you!"
James 3-night trip
Posted 2 days ago
Flag House Inn
Inn at Horn Point

Inn at Horn Point

10/10 Excellent
"My fiance Kevin and I stayed at the Inn at Horn Point for a weekend to explore Annapolis and relax. This Inn was our favorite part of the stay. It was cozy, chic, quiet, comfortable and elevated at the same time. Corey and Carol were both so friendly, and treated us like old friends. The breakfast was amazing!!! I also went to sleep looking forward to the coffee in the morning. It was an easy and nice walk into town to do some of the touristy stuff, but we were glad to have a place like this at the end of the night."
Allison J 2-night trip
Posted 5 months ago
Inn at Horn Point

Other attractions near Annapolis Sailing School

A marina with boats docked, wooden pilings, and a clear sky.
Photo by Michael Lore

Susan Campbell Park

Susan Campbell Park is just one of the places to see in Annapolis, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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A waterfront cityscape with a prominent clock tower, a marina with boats, and a mix of historic and modern buildings.

Ego Alley

Explore the waterfront in Annapolis with a trip to Ego Alley. While you're here, you can savor the top-notch restaurants.
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A coastal town with a marina, houses, and a bridge in the distance.

Spa Creek

Commune with nature and explore the great outdoors at Spa Creek during your travels in Annapolis.
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Annapolis Landing Marina

Explore the waterfront in Annapolis with a trip to Annapolis Landing Marina. Stroll along the riverfront or experience the area's live music.
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Annapolis Maritime Museum

9.0/10 (27 reviews)
You can study the exhibits at Annapolis Maritime Museum, a museum with a storied past, during your trip to Annapolis. Stroll along the area's waterfront, or simply savor its top-notch restaurants.
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Sparrows Beach

Why not spend a lazy afternoon at Sparrows Beach during your trip to Annapolis? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Annapolis Harbor

Explore the waterfront in Annapolis with a trip to Annapolis Harbor.
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Carrs Beach

Why not spend a lazy afternoon at Carrs Beach during your trip to Annapolis? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

Frequently asked questions

What's the area like around Annapolis Sailing School?
Annapolis Sailing School is located in an area of Annapolis known for its interesting historical sites. If you're looking for a convenient place to stay, check out the 88 hotels and other accommodations you'll find within a mile.
What's the best hotel to stay near Annapolis Sailing School?
Annapolis Waterfront Hotel, Autograph Collection is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and a 24-hour fitness center. It's located just a short 0.8 mi (1.4 km) from Annapolis Sailing School. Other good choices within 5 miles include Historic Inns of Annapolis and Graduate by Hilton Annapolis.
How many hotels are there near Annapolis Sailing School?
Expedia has 88 hotels and other accommodations within a mile from Annapolis Sailing School.
If I need to cancel the hotel reservation for my stay near Annapolis Sailing School, will I receive a refund?
Yes, most room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of your booking. Plug in your dates, click on "Search", then filter by "fully refundable" to review the best deals near Annapolis Sailing School.
Where can I learn more about changing or cancelling my trip in the area near Annapolis Sailing School?
To access more information about picking new dates or cancelling your stay near Annapolis Sailing School, go to https://www.expedia.com/service/.
What can I see and do near Annapolis Sailing School?
Study the collections at Annapolis Maritime Museum, Hammond-Harwood House, or London Town. Explore landmarks like William Paca House, 97, 99 and 101 East Street, and Kunta Kinte Plaque & Alex Haley Memorial. You can enjoy live performances at The Colonial Players and Ballet Theater of Maryland.