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Hotels near Annapolis Sailing School

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Check prices for these dates

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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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.

1. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
1.6 km from Annapolis Sailing School
9.8 out of 10, Exceptional, (49 reviews)
"Great property and super friendly staff!!"
United States
Chris
The price is S$311
includes taxes & fees
2 Nov - 3 Nov
134 Prince - Luxury Boutique Hotel
A brick building with a large window and a dome in the background.

2. 86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel
2.0 star property
Historic District, 2 km from Annapolis Sailing School
9.8 out of 10, Exceptional, (11 reviews)
"Lovely boutique hotel."
United States
Angela
The price is S$377
includes taxes & fees
1 Nov - 2 Nov
86 State Circle - 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.

3. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
2.3 km from Annapolis Sailing School
9.4 out of 10, Exceptional, (1,000 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
United States
REBECCA
The price is S$190
includes taxes & fees
29 Nov - 30 Nov
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.

4. Flag House Inn

Flag House Inn
3.5 star property
Historic District, 1.7 km from Annapolis Sailing School
9.2 out of 10, Wonderful, (99 reviews)
"Charming and picturesque house steps from all of the best things about Annapolis."
United States
Thomas
The price is S$331
includes taxes & fees
3 Nov - 4 Nov
Flag House Inn
A historic brick building with a corner turret and multiple windows, located on a city street with flags and street lamps.

5. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District, 1.9 km from Annapolis Sailing School
9.0 out of 10, Wonderful, (2,060 reviews)
"Great location, excellent stay"
United States
Christiaan
The price is S$190
includes taxes & fees
9 Nov - 10 Nov
Historic Inns of Annapolis
An outdoor patio with tables, chairs, and a fire feature.

6. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
3 km from Annapolis Sailing School
9.0 out of 10, Wonderful, (94 reviews)
"Amazing stay!"
United States
Caitlin
The price is S$197
includes taxes & fees
23 Nov - 24 Nov
Residence Inn By Marriott Annapolis
An outdoor patio with tables, chairs, and a fire feature.

7. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
3 km from Annapolis Sailing School
8.8 out of 10, Excellent, (248 reviews)
"Nice hotel"
United States
Imola
The price is S$185
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites By Marriott Annapolis
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

8. The Westin Annapolis

The Westin Annapolis
4.0 star property
2.7 km from Annapolis Sailing School
8.8 out of 10, Excellent, (1,000 reviews)
"This is a fabulous resort! Very clean, great location and the staff is great!"
United States
Bobbi
The price is S$247
includes taxes & fees
1 Nov - 2 Nov
The Westin Annapolis
A balcony with a table set for two, overlooking a marina with boats.

9. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District, 1.4 km from Annapolis Sailing School
8.8 out of 10, Excellent, (1,000 reviews)
"Easy access to downtown, Great waterside restaurants."
United States
John
The price is S$326
includes taxes & fees
29 Nov - 30 Nov
Annapolis Waterfront Hotel, Autograph Collection
Lobby

10. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
2.5 km from Annapolis Sailing School
8.6 out of 10, Excellent, (1,013 reviews)
"Great location, friendly staff."
United States
Joel
The price is S$144
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Annapolis Downtown
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

11. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
13 km from Annapolis Sailing School
9.4 out of 10, Exceptional, (505 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is S$336
includes taxes & fees
15 Nov - 16 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.

12. Microtel Inn & Suites by Wyndham Gambrills/Odenton

Microtel Inn & Suites by Wyndham Gambrills/Odenton
2.0 star property
19.7 km from Annapolis Sailing School
9.2 out of 10, Wonderful, (1,146 reviews)
"VERY AWESOME PLACE TO STAY"
United States
Tucker
The price is S$126
includes taxes & fees
15 Nov - 16 Nov
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.

13. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
3.0 star property
6.7 km from Annapolis Sailing School
9.2 out of 10, Wonderful, (139 reviews)
"It was AMAZING to stay there !!!"
United States
Nkusu Lauren
The price is S$172
includes taxes & fees
8 Nov - 9 Nov
TownePlace Suites by Marriott Annapolis
Land view from property

14. Laurel Grove Inn on the South

Laurel Grove Inn on the South
3.5 star property
9.3 km from Annapolis Sailing School
9.2 out of 10, Wonderful, (534 reviews)
"Beautiful property and lovely hosts."
United States
Ruth
The price is S$263
includes taxes & fees
11 Nov - 12 Nov
Laurel Grove Inn on the South
A large, two-story barn-style building with a covered front porch and a garage.

15. Kent Island Resort

Kent Island Resort
3.5 star property
13.1 km from Annapolis Sailing School
9.2 out of 10, Wonderful, (188 reviews)
"Just a wonderful place, we had an amazing stay!"
United States
Bethany
The price is S$228
includes taxes & fees
23 Nov - 24 Nov
Kent Island Resort
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

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

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
7.4 km from Annapolis Sailing School
9.0 out of 10, Wonderful, (1,051 reviews)
"Breakfast and parking was great"
United States
Isidore
The price is S$121
includes taxes & fees
23 Nov - 24 Nov
Country Inn & Suites by Radisson, Annapolis, MD
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

17. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
6.4 km from Annapolis Sailing School
9.0 out of 10, Wonderful, (1,003 reviews)
"The hotel is close to lots of shopping and dining options."
United States
FRANK
The price is S$181
includes taxes & fees
22 Nov - 23 Nov
SpringHill Suites by Marriott Annapolis
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

18. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
6.3 km from Annapolis Sailing School
8.8 out of 10, Excellent, (1,264 reviews)
"Excellent staff & service!"
United States
Michele
The price is S$130
includes taxes & fees
10 Nov - 11 Nov
DoubleTree by Hilton Hotel Annapolis
A swimming pool with a clear blue water, surrounded by lounge chairs and a glass wall.

19. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
6.3 km from Annapolis Sailing School
8.8 out of 10, Excellent, (1,000 reviews)
"Great location"
United States
Jose
The price is S$147
includes taxes & fees
10 Nov - 11 Nov
Crowne Plaza Annapolis by IHG
A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.

20. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
6.6 km from Annapolis Sailing School
8.8 out of 10, Excellent, (1,001 reviews)
"Very quiet great location."
United States
Panagiotis
The price is S$125
includes taxes & fees
29 Nov - 30 Nov
Sonesta ES Suites Annapolis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Compare popular hotels close to Annapolis Sailing School

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A white two-story building with a central entrance, a staircase, and a small garden area.
134 Prince - Luxury Boutique Hotel
2.5 star property
9.8
Exceptional
49 reviews
View
A brick building with a large window and a dome in the background.
86 State Circle - Luxury Boutique Hotel
2.0 star property
9.8
Exceptional
11 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
4.0 star property
9.4
Exceptional
1,000 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
3.5 star property
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
3.5 star property
9.0
Wonderful
2,060 reviews
View

Hotels recommended for families near Annapolis Sailing School

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

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,060)
The price is S$190
includes taxes & fees
9 Nov - 10 Nov
Historic Inns of Annapolis

Top Annapolis Sailing School Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Historic authenticity and plaques were very charming. Location was excellent."
Marie 2-night trip
Posted 5 hours ago
Historic Inns of Annapolis

Other attractions near Annapolis Sailing School

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