Default HTG hotel image

Find hotels near Annapolis Sailing School, Annapolis from NT$3,092

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Oct 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Filter by

Star rating

Guest rating

Our top choices for Annapolis Sailing School hotels

A brick building with a large window and a dome in the background.
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 cozy lounge area with a cushioned bench, two small tables with lamps, a brick wall, and a fireplace.

1. 86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel
Historic District, 2 km from Annapolis Sailing School
United States
Angela
NT$8,875
NT$10,117 total
includes taxes & fees
Oct 26 - Oct 27
86 State Circle - Luxury Boutique Hotel
A white two-story building with a central entrance, a staircase, and a small garden area.
A couple standing in front of a black wooden building with white-framed windows.
A bookshelf with books, decorative items, and a fireplace.
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
NT$6,950
NT$7,923 total
includes taxes & fees
Oct 26 - Oct 27
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 bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.

3. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
2.3 km from Annapolis Sailing School
United States
Nadine
NT$4,518
NT$5,150 total
includes taxes & fees
Nov 22 - Nov 23
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 sailboat docked at a waterfront with buildings in the background.
A dark blue bookshelf with decorative items and books.
A neatly made bed with white bedding, a striped pillow, and a vase with white flowers on a bedside table.

4. Flag House Inn

Flag House Inn
Historic District, 1.7 km from Annapolis Sailing School
United States
Thomas
NT$7,407
NT$8,444 total
includes taxes & fees
Oct 27 - Oct 28
Flag House Inn
A historic brick building with a corner turret and multiple windows, located on a city street with flags and street lamps.
A spacious indoor area with brick walls, multiple tables and chairs, and string lights.
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.

5. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District, 1.9 km from Annapolis Sailing School
United States
Christiaan
NT$2,793
NT$4,299 total
includes taxes & fees
Nov 9 - Nov 10
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 modern lounge area with a sofa, round tables, and chairs, featuring geometric wall decor and large windows.
A modern dining area with wooden tables and leather chairs, large windows with a view of greenery, and decorative wall mirrors.

6. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3 km from Annapolis Sailing School
United States
Caitlin
NT$4,401
NT$5,017 total
includes taxes & fees
Nov 1 - Nov 2
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 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.

7. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3 km from Annapolis Sailing School
United States
Imola
NT$4,140
NT$4,720 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites By Marriott Annapolis
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.
View from property
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
NT$5,510
NT$6,281 total
includes taxes & fees
Nov 22 - Nov 23
The Westin Annapolis
A balcony with a table set for two, overlooking a marina with boats.
The exterior of the Annapolis Waterfront Hotel with a clear entrance, large windows, and a bench outside.
A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.
A waterfront area with boats docked, a clear sky, and buildings 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
John
NT$7,016
NT$7,998 total
includes taxes & fees
Nov 8 - Nov 9
Annapolis Waterfront Hotel, Autograph Collection
Lobby
A hotel room with two beds, a desk, a television, and a large window with curtains.
A hotel with a modern design, featuring a mix of red and white facades, multiple windows, and a prominent entrance with arched doorways.
Bar (on property)

10. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
2.5 km from Annapolis Sailing School
United Kingdom
petra
NT$3,372
NT$3,844 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Garden Inn Annapolis Downtown
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A balcony with a view of a marina filled with boats.
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
NT$6,971
NT$8,567 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 hotel room with a bed, bedside tables, a desk with a chair, a microwave, a refrigerator, and a window with curtains.
A reception area with a modern design, featuring a reception desk, seating area with patterned ottomans, and a wall with a geometric pattern.
A modern hotel lobby with a sofa area, a flat-screen TV, and a dining area.

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
NT$2,771
NT$3,159 total
includes taxes & fees
Nov 23 - Nov 24
Microtel Inn & Suites by Wyndham Gambrills/Odenton
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.

13. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
6.7 km from Annapolis Sailing School
United States
Nkusu Lauren
NT$3,847
NT$4,385 total
includes taxes & fees
Nov 1 - Nov 2
TownePlace Suites by Marriott Annapolis
A large, two-story barn-style building with a covered front porch and a garage.
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.
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.

14. Kent Island Resort

Kent Island Resort
13.1 km from Annapolis Sailing School
United States
Bethany
NT$3,989
NT$5,506 total
includes taxes & fees
Nov 16 - Nov 17
Kent Island Resort
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 hotel room with a large bed, a bedside table with a lamp, a phone, a mirror, and a bathroom with a bathtub and toilet.

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

Country Inn & Suites by Radisson, Annapolis, MD
7.4 km from Annapolis Sailing School
United States
Catherine
NT$2,712
NT$3,092 total
includes taxes & fees
Nov 23 - Nov 24
Country Inn & Suites by Radisson, Annapolis, MD
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.
A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".
A hotel pool area with two pools, chairs, and a sunshade.
A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.

16. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
6.4 km from Annapolis Sailing School
United States
Kaiya
NT$3,575
NT$4,075 total
includes taxes & fees
Nov 15 - Nov 16
SpringHill Suites by Marriott Annapolis
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.
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.

17. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
6.3 km from Annapolis Sailing School
United States
Jose
NT$3,358
NT$3,828 total
includes taxes & fees
Nov 22 - Nov 23
Crowne Plaza Annapolis by IHG
A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.
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.

18. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
6.6 km from Annapolis Sailing School
United States
Ann Christine
NT$2,804
NT$3,196 total
includes taxes & fees
Nov 16 - Nov 17
Sonesta ES Suites Annapolis
A modern living room with a large window, a dining area, and a kitchen in the background.
An outdoor patio with a covered seating area, grill stations, and planters.
A modern gym with weight racks, benches, and exercise equipment.
A hotel sign for Candlewood Suites with a modern building in the background.

19. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
6.2 km from Annapolis Sailing School
United States
Darren
NT$2,738
NT$3,283 total
includes taxes & fees
Nov 1 - Nov 2
Candlewood Suites 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.

20. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
6.3 km from Annapolis Sailing School
United States
Michele
NT$2,967
NT$3,383 total
includes taxes & fees
Nov 22 - Nov 23
DoubleTree by Hilton Hotel 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 large window and a dome in the background.
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
49 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
1,009 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
99 reviews
View
A historic brick building with a corner turret and multiple windows, located on a city street with flags and street lamps.
Historic Inns of Annapolis
9.0
Wonderful
2,053 reviews
View

Top Annapolis Sailing School Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

8/10 Good
"The hotel was clean and well located, and the staff was pleasant and helpful. My only complaint was that the mattress was a little soft, and I would have preferred a choice of pillows."
Jonnet 2-night trip
Posted 20 hours ago
Graduate by Hilton Annapolis
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 2 days 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 2 days 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 3 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 3 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.
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.
See properties
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.
See properties

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.
See properties

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.
See properties

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.
See properties

Annapolis Harbor

Explore the waterfront in Annapolis with a trip to Annapolis Harbor.
See properties

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.

Explore a world of travel with Expedia