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Check prices for these dates

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8 Oct - 9 Oct
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9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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Our top choices for Annapolis Sailing School hotels

A cozy bar area with a brick archway, wooden cabinets, and a dining table with chairs.
A bedroom with a large window, a chair, a bedside table with a lamp, and a bookshelf.
A living room with a fireplace, a chandelier, and a sofa.
A church with a spire, surrounded by trees and illuminated by warm lights.

1. 86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel
Historic District, 2 km from Annapolis Sailing School
Norway
Jo
฿10,676
฿12,171 total
includes taxes & fees
20 Oct - 21 Oct
86 State Circle - Luxury Boutique Hotel
A white two-story building with a central entrance, a staircase, and a small garden area.
A bookshelf with books, decorative items, and a fireplace.
A dining room with a large rectangular table, six chairs, a chandelier, and a built-in bookshelf with various decorative items.
A table with a champagne bottle and glasses, a lamp, and a window with blinds.

2. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
1.6 km from Annapolis Sailing School
United States
Chris
฿11,476
฿13,083 total
includes taxes & fees
25 Oct - 26 Oct
134 Prince - Luxury Boutique Hotel
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.
A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.
A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.

3. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
2.3 km from Annapolis Sailing School
United States
Mark
฿4,938
฿5,630 total
includes taxes & fees
26 Oct - 27 Oct
Graduate by Hilton Annapolis
A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.
A neatly made bed with white bedding, a striped pillow, and a vase with white flowers on a bedside table.
A dining room with a fireplace, wooden chairs, a chandelier, and framed artwork on the walls.
A dark blue bookshelf with decorative items and books.

4. Flag House Inn

Flag House Inn
Historic District, 1.7 km from Annapolis Sailing School
United States
Nathan
฿7,848
฿8,946 total
includes taxes & fees
20 Oct - 21 Oct
Flag House Inn
A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.
An aerial view of a coastal town with a marina, houses, and a bridge in the background.
A spacious indoor area with brick walls, multiple tables and chairs, and string lights.
A marina with multiple boats docked during sunset.

5. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District, 1.9 km from Annapolis Sailing School
United States
Ashley
฿2,880
฿4,433 total
includes taxes & fees
1 Nov - 2 Nov
Historic Inns of Annapolis
An outdoor patio with tables, chairs, and a fire feature.
A modern lounge area with a sofa, round tables, and chairs, featuring geometric wall decor and large windows.
A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.
A bar area with a long counter, multiple stools, and a television screen above.

6. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3 km from Annapolis Sailing School
United States
Francis
฿4,845
฿5,523 total
includes taxes & fees
13 Oct - 14 Oct
Residence Inn By Marriott Annapolis
An outdoor patio with tables, chairs, and a fire feature.
A modern lounge area with a sofa, round tables, and chairs, featuring geometric wall decor and large windows.
A modern living room with a fireplace, a sofa, and a coffee table.
A modern dining area with multiple tables and chairs, large windows with a view of greenery, and decorative wall mirrors.

7. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3 km from Annapolis Sailing School
United States
Imola
฿2,826
฿3,222 total
includes taxes & fees
13 Oct - 14 Oct
Fairfield Inn & Suites By Marriott Annapolis
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
View from property
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.
A store with shelves of beverages, a counter with a cash register, and baskets with items.

8. The Westin Annapolis

The Westin Annapolis
2.7 km from Annapolis Sailing School
United States
Bobbi
฿6,695
฿7,633 total
includes taxes & fees
25 Oct - 26 Oct
The Westin Annapolis
A balcony with a table set for two, overlooking a marina with boats.
A waterfront area with boats docked, a clear sky, and buildings in the background.
A hotel room with a large bed, a chair, a small table, and a view of a body of water.
A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.

9. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District, 1.4 km from Annapolis Sailing School
United States
William
฿7,510
฿8,561 total
includes taxes & fees
1 Nov - 2 Nov
Annapolis Waterfront Hotel, Autograph Collection
A modern lobby with a seating area, a fireplace, and a bookshelf.
A hotel room with two beds, a desk with a computer, a TV, and a large window with a view of trees.
A restaurant with a yellow cushioned bench, wooden tables, and chairs.
A modern bar area with a long counter, bar stools, and shelves stocked with various bottles.

10. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
2.5 km from Annapolis Sailing School
United Kingdom
petra
฿3,557
฿4,055 total
includes taxes & fees
2 Nov - 3 Nov
Hilton Garden Inn Annapolis Downtown
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 residential area with a garden, a patio with outdoor furniture, and a house with a chimney.
A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.

11. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
13 km from Annapolis Sailing School
United States
scott
฿6,429
฿7,992 total
includes taxes & fees
2 Nov - 3 Nov
The Inn at Chesapeake Bay Beach Club
A multi-story Microtel by Wyndham hotel with a parking lot and a landscaped area in front.
A modern hotel lobby with a sofa area, a flat-screen TV, and a dining area.
A reception area with a modern design, featuring a reception desk, seating area with patterned ottomans, and a wall with a geometric pattern.
A hotel room with a bed, bedside tables, a desk with a chair, a microwave, a refrigerator, and a window with curtains.

12. Microtel Inn & Suites by Wyndham Gambrills/Odenton

Microtel Inn & Suites by Wyndham Gambrills/Odenton
19.7 km from Annapolis Sailing School
United States
Mark
฿3,146
฿3,586 total
includes taxes & fees
1 Nov - 2 Nov
Microtel Inn & Suites by Wyndham Gambrills/Odenton
A large, two-story barn-style building with a covered front porch and a garage.
A bedroom with a large bed, a bench, a dresser, and two windows with curtains.
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.
A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.

13. Kent Island Resort

Kent Island Resort
13.1 km from Annapolis Sailing School
United States
Bethany
฿4,072
฿5,631 total
includes taxes & fees
28 Oct - 29 Oct
Kent Island Resort
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.
A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.
A hotel pool area with two pools, chairs, and a sunshade.
A hotel reception area with a reception desk, a television, and seating area.

14. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
6.4 km from Annapolis Sailing School
United States
Lisa
฿4,000
฿4,560 total
includes taxes & fees
1 Nov - 2 Nov
SpringHill Suites by Marriott Annapolis
A circular fire pit surrounded by outdoor seating with a brick wall and a multi-story building in the background.
A compact hotel room with a kitchenette, a desk with two chairs, a sofa, and a bed.
A modern kitchen with a white countertop, stainless steel appliances, and wooden cabinets.
A reception desk with a 'HELLO' sign and 'Annapolis' text, wooden paneling, and hanging pendant lights.

15. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
6.7 km from Annapolis Sailing School
United States
Nkusu Lauren
฿3,832
฿4,369 total
includes taxes & fees
20 Oct - 21 Oct
TownePlace Suites by Marriott Annapolis
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 lounge area with two grey armchairs, a round coffee table, a fireplace, and decorative shelves.
A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.

16. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
6.3 km from Annapolis Sailing School
United States
Cynthia
฿3,701
฿4,219 total
includes taxes & fees
13 Oct - 14 Oct
Crowne Plaza Annapolis by IHG
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.
A restaurant with wooden tables and chairs, a bar area, and a tiled floor.
A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.
A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

17. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
6.3 km from Annapolis Sailing School
United States
Michele
฿3,142
฿3,582 total
includes taxes & fees
13 Oct - 14 Oct
DoubleTree by Hilton Hotel Annapolis
A modern living room with a large window, a dining area, and a kitchen in the background.
An outdoor patio with a brick floor, surrounded by lush greenery and trees.
A modern hotel lobby with grey sofas, wooden accents, and a large TV on the wall.
A modern gym with weight racks, benches, and exercise equipment.

18. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
6.2 km from Annapolis Sailing School
United States
Darren
฿3,126
฿3,730 total
includes taxes & fees
1 Nov - 2 Nov
Candlewood Suites Annapolis by IHG
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.
A spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.
A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.
A swimming pool with a tiled edge, wooden chairs, and tables around it.

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

Country Inn & Suites by Radisson, Annapolis, MD
7.4 km from Annapolis Sailing School
United States
Catherine
฿3,203
฿3,651 total
includes taxes & fees
1 Nov - 2 Nov
Country Inn & Suites by Radisson, Annapolis, MD
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.
A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.
A modern lobby with a reception desk, seating area, and a patterned rug.
A patio area with a stone fire pit, outdoor furniture, and a covered seating area.

20. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
6.6 km from Annapolis Sailing School
United States
Philip
฿3,062
฿3,490 total
includes taxes & fees
27 Oct - 28 Oct
Sonesta ES Suites Annapolis
View all properties

Compare popular hotels close to Annapolis Sailing School

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A cozy bar area with a brick archway, wooden cabinets, and a dining table with chairs.
86 State Circle - Luxury Boutique Hotel
10.0
Exceptional
10 reviews
View
A white two-story building with a central entrance, a staircase, and a small garden area.
134 Prince - Luxury Boutique Hotel
9.8
Exceptional
47 reviews
View
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
Graduate by Hilton Annapolis
9.4
Exceptional
1,007 reviews
View
A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.
Flag House Inn
9.2
Wonderful
97 reviews
View
A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.
Historic Inns of Annapolis
9.0
Wonderful
2,035 reviews
View

Top Annapolis Sailing School Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Nice"
James 1-night trip
Posted 1 hour ago
Historic Inns of Annapolis
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 4 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.
See properties
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 savour the top-notch restaurants.
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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 travels to Annapolis. Stroll along the area's waterfront or simply savour 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.
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Kunta Kinte Plaque & Alex Haley Memorial

You can find out about the history of Annapolis when you stop by Kunta Kinte Plaque & Alex Haley Memorial.
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, take a look at the 88 hotels and other accommodation options you'll find within a mile.
What's the best place to stay near Annapolis Sailing School?
Annapolis Waterfront Hotel, Autograph Collection is one of the top choices for your stay based on our traveller data, and this hotel offers a restaurant and a 24-hour fitness centre. 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 will I be able to find near Annapolis Sailing School?
Expedia has 88 hotels and other accommodation options 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, you'll find most hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Add your dates and click on "Search", then you can filter by "fully refundable" to review the best options available near Annapolis Sailing School.
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.