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Hotels near Annapolis Sailing School

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Oct 20 - Oct 21
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Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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Our top choices for Annapolis Sailing School hotels

A brick building with a prominent entrance, steps leading up to it, and a street view with parked cars.
A cozy bar area with a brick archway, wooden cabinets, and a dining table with chairs.
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
United States
Angela
P17,171
P19,574 total
includes taxes & fees
Oct 21 - Oct 22
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 table with a champagne bottle and glasses, a lamp, and a window with blinds.
A couple standing in front of a black wooden building with white-framed windows.

2. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
1.6 km from Annapolis Sailing School
United States
Chris
P18,826
P21,461 total
includes taxes & fees
Oct 25 - Oct 26
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 hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.
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 spacious atrium with a high ceiling, skylights, and a patterned floor.

3. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
2.3 km from Annapolis Sailing School
United States
Nadine
P9,258
P10,554 total
includes taxes & fees
Oct 26 - Oct 27
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 dark blue bookshelf with decorative items and books.
A dining room with a fireplace, wooden chairs, a chandelier, and framed artwork on the walls.

4. Flag House Inn

Flag House Inn
Historic District, 1.7 km from Annapolis Sailing School
United States
Thomas
P14,332
P16,338 total
includes taxes & fees
Oct 26 - Oct 27
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.
A historic brick building with a red roof, multiple windows, and a central staircase.
An aerial view of a coastal town with a marina, houses, and a bridge in the background.
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
Jennifer
P5,404
P8,318 total
includes taxes & fees
Oct 30 - Oct 31
Historic Inns of Annapolis
An outdoor patio with tables, chairs, and a fire feature.
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.
A modern lounge area with a sofa, round tables, and chairs, featuring geometric wall decor and large windows.

6. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3 km from Annapolis Sailing School
United States
Francis
P9,588
P10,930 total
includes taxes & fees
Oct 27 - Oct 28
Residence Inn By Marriott Annapolis
An outdoor patio with tables, chairs, and a fire feature.
A bar area with a long counter, multiple stools, and a television above.
A modern living room with a fireplace, a sofa, and a coffee table.
A modern lounge area with a sofa, round tables, and chairs, featuring geometric wall decor and large windows.

7. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3 km from Annapolis Sailing School
United States
Imola
P8,515
P9,707 total
includes taxes & fees
Oct 27 - Oct 28
Fairfield Inn & Suites By Marriott 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.

8. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District, 1.4 km from Annapolis Sailing School
United States
William
P14,079
P16,050 total
includes taxes & fees
Nov 1 - Nov 2
Annapolis Waterfront Hotel, Autograph Collection
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.

9. The Westin Annapolis

The Westin Annapolis
2.7 km from Annapolis Sailing School
United States
Bobbi
P12,552
P14,309 total
includes taxes & fees
Oct 25 - Oct 26
The Westin Annapolis
A hotel room with two beds, a desk with a television, a chair, and a balcony with a view of the city.
A conference room with multiple round tables and chairs, large windows with curtains, and a patterned carpet.
A multi-story hotel with a modern design, featuring a prominent entrance with arches and a sign for Hilton Garden Inn.
Fitness facility

10. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
2.5 km from Annapolis Sailing School
United Kingdom
petra
P6,672
P7,606 total
includes taxes & fees
Nov 10 - Nov 11
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 dining area with round tables, high ceilings with ductwork, and a stone fireplace.
A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

11. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
13 km from Annapolis Sailing School
United States
scott
P13,487
P16,576 total
includes taxes & fees
Nov 15 - Nov 16
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 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.
A snack and beverage vending area with various snacks and drinks.

12. Microtel Inn & Suites by Wyndham Gambrills/Odenton

Microtel Inn & Suites by Wyndham Gambrills/Odenton
19.7 km from Annapolis Sailing School
United States
Tucker
P5,683
P6,479 total
includes taxes & fees
Nov 1 - Nov 2
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 large, two-story white house with a porch and multiple windows.
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
P7,718
P10,652 total
includes taxes & fees
Nov 11 - Nov 12
Kent Island Resort
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.
A hotel pool area with two pools, chairs, and a sunshade.
A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".
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
Kaiya
P7,506
P8,557 total
includes taxes & fees
Nov 9 - Nov 10
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 reception desk with a 'HELLO' sign and 'Annapolis' text, wooden paneling, and hanging pendant lights.
A compact hotel room with a kitchenette, a desk with two chairs, a sofa, and a bed.
A hotel with a modern design, featuring a mix of brick and siding exteriors, a covered entrance, and a parking area.

15. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
6.7 km from Annapolis Sailing School
United States
Nkusu Lauren
P7,443
P8,485 total
includes taxes & fees
Nov 1 - Nov 2
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
Jose
P6,686
P7,622 total
includes taxes & fees
Nov 17 - Nov 18
Crowne Plaza Annapolis by IHG
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.
A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.
A modern living room with a sofa, armchairs, a coffee table, and a fireplace.
A restaurant with wooden tables and chairs, a bar area, and a tiled floor.

17. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
6.3 km from Annapolis Sailing School
United States
Michele
P6,159
P7,021 total
includes taxes & fees
Nov 3 - Nov 4
DoubleTree by Hilton Hotel Annapolis
A modern living room with a large window, a dining area, and a kitchen in the background.
A hotel room with a bed, desk, chair, television, and a window with curtains.
A modern gym with weight racks, benches, and exercise equipment.
An outdoor patio with a brick floor, surrounded by lush greenery and trees.

18. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
6.2 km from Annapolis Sailing School
United States
Darren
P5,298
P6,352 total
includes taxes & fees
Nov 1 - Nov 2
Candlewood Suites Annapolis by IHG
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.
A hotel room with a large bed, a bedside table with a lamp, a phone, a mirror, and a bathroom with a bathtub and toilet.
A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.
A spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.

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
P5,753
P6,558 total
includes taxes & fees
Nov 10 - Nov 11
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
Dennis
P5,929
P6,759 total
includes taxes & fees
Nov 11 - Nov 12
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 brick building with a prominent entrance, steps leading up to it, and a street view with parked cars.
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
48 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
1,003 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
98 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
2,055 reviews
View

Hotels recommended for families near Annapolis Sailing School

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.
A historic brick building with a red roof, multiple windows, and a central staircase.
An aerial view of a coastal town with a marina, houses, and a bridge in the background.
A marina with multiple boats docked during sunset.

Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
P5,404
P8,318 total
includes taxes & fees
Oct 30 - Oct 31
Historic Inns of Annapolis
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
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.
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 spacious atrium with a high ceiling, skylights, and a patterned floor.

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
P9,258
P10,554 total
includes taxes & fees
Oct 26 - Oct 27
Graduate by Hilton Annapolis
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 table with a champagne bottle and glasses, a lamp, and a window with blinds.
A couple standing in front of a black wooden building with white-framed windows.

134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
Annapolis
P18,826
P21,461 total
includes taxes & fees
Oct 25 - Oct 26
134 Prince - Luxury Boutique Hotel
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.

The Westin Annapolis

The Westin Annapolis
Annapolis
P12,552
P14,309 total
includes taxes & fees
Oct 25 - Oct 26
The Westin Annapolis
A hotel room with two beds, a desk with a television, a chair, and a balcony with a view of the city.
A conference room with multiple round tables and chairs, large windows with curtains, and a patterned carpet.
A multi-story hotel with a modern design, featuring a prominent entrance with arches and a sign for Hilton Garden Inn.
Fitness facility

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
Annapolis
P6,672
P7,606 total
includes taxes & fees
Nov 10 - Nov 11
Hilton Garden Inn Annapolis Downtown
A modern hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a microwave.
A breakfast setup with a flat-top griddle, a coffee machine, and a sign directing to the breakfast area.
A microwave, a coffee maker, and a refrigerator in a kitchen area.
A coffee station with two coffee machines, a coffee press, and various coffee-related items on a wooden counter.

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
Annapolis
P6,181
P7,047 total
includes taxes & fees
Nov 17 - Nov 18
Holiday Inn Express & Suites Annapolis by IHG
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.

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
P14,079
P16,050 total
includes taxes & fees
Nov 1 - Nov 2
Annapolis Waterfront Hotel, Autograph Collection

Top Annapolis Sailing School Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Nice place very cool place!"
Donald 1-night trip
Posted 1 hour ago
Historic Inns of Annapolis
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Great location, hotel super clean and good restaraunt . Short walking distance to great shopping and many more bars and restaraunts"
Robin 1-night trip
Posted 1 day ago
Annapolis Waterfront Hotel, Autograph Collection
Flag House Inn

Flag House Inn

10/10 Excellent
"Charming and picturesque house steps from all of the best things about Annapolis."
Thomas 1-night trip
Posted 1 day 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 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 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.
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.