Top Hotels Near Annapolis Sailing School in Annapolis from AU$106

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Accommodation near Annapolis Sailing School

Exterior
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, (30)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
United States
Ian
134 Prince - Luxury Boutique Hotel
Front of property
Flag House Inn

Flag House Inn

3.5 star property
Historic District, 1.7 km from Annapolis Sailing School
9.4 out of 10, Exceptional, (81)
"The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "
United States
Elizabeth
The price is AU$332
includes taxes & fees
7 Dec - 8 Dec
Flag House Inn
View from property
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, (1010)
"Nice big rooms, comfortable beds. Well maintained. "
United States
Margaret
The price is AU$213
includes taxes & fees
21 Dec - 22 Dec
Graduate by Hilton Annapolis
Terrace/patio
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, (1912)
"Excellent hotel Really nice staff Love the valet guys "
United States
ben
Historic Inns of Annapolis
Room, 2 Queen Beds, Balcony
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, (878)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is AU$255
includes taxes & fees
21 Dec - 22 Dec
Annapolis Waterfront Hotel, Autograph Collection
Property amenity
Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
3 km from Annapolis Sailing School
9.0 out of 10, Wonderful, (162)
"Beautiful and very modern, breakfast was great"
United States
Dominic
The price is AU$205
includes taxes & fees
21 Dec - 22 Dec
Fairfield Inn & Suites By Marriott Annapolis
Property amenity
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, (54)
"had a great stay staff was fabulous room was perfect for our needs location was convenient to shopping and restaurants"
United States
karen c.
The price is AU$221
includes taxes & fees
14 Dec - 15 Dec
Residence Inn By Marriott Annapolis
Suite, 1 Bedroom, Terrace | Living area
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, (1013)
"Clean room, great staff, great breakfast "
United States
Susanne
The price is AU$138
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Annapolis Downtown
View from property
The Westin Annapolis

The Westin Annapolis

4.0 star property
2.7 km from Annapolis Sailing School
8.6 out of 10, Excellent, (1007)
"Great environment"
United States
Salvador E
The price is AU$265
includes taxes & fees
21 Dec - 22 Dec
The Westin Annapolis
Exterior
86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel

2.0 star property
Historic District, 2 km from Annapolis Sailing School
10.0 out of 10, Exceptional, (3)
"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."
Norway
Jo
The price is AU$561
includes taxes & fees
3 Dec - 4 Dec
86 State Circle - Luxury Boutique Hotel
Exterior
TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis

3.0 star property
6.6 km from Annapolis Sailing School
9.4 out of 10, Exceptional, (44)
"Pet friendly."
United States
Sam
The price is AU$161
includes taxes & fees
29 Dec - 30 Dec
TownePlace Suites by Marriott Annapolis
Free daily self-service breakfast
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, (1004)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
The price is AU$176
includes taxes & fees
10 Dec - 11 Dec
SpringHill Suites by Marriott Annapolis
Full-sized fridge, microwave, stovetop, dishwasher
Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG

2.5 star property
6.2 km from Annapolis Sailing School
8.8 out of 10, Excellent, (173)
"Nice staff, clean room, comfortable bed. "
United States
Jayne
The price is AU$138
includes taxes & fees
19 Dec - 20 Dec
Candlewood Suites Annapolis by IHG
Indoor pool
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, (1016)
"Clean, easy parking, nice staff but over priced breakfast"
United States
Gabrielle
The price is AU$187
includes taxes & fees
21 Dec - 22 Dec
Crowne Plaza Annapolis by IHG
Hypo-allergenic bedding, desk, blackout curtains, iron/ironing board
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
7.3 km from Annapolis Sailing School
9.0 out of 10, Wonderful, (1015)
"Clean room, friendly staff"
United States
Jodi
The price is AU$145
includes taxes & fees
28 Dec - 29 Dec
Country Inn & Suites by Radisson, Annapolis, MD
Egyptian cotton sheets, premium bedding, pillow-top beds, desk
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, (960)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is AU$144
includes taxes & fees
21 Dec - 22 Dec
Sonesta ES Suites Annapolis
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
6.3 km from Annapolis Sailing School
8.6 out of 10, Excellent, (1041)
"room was clean and quiet; parking was easy and safe. Very good welcome cookies too."
United States
Francisco
The price is AU$106
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Hotel Annapolis
Exterior
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3.0 star property
6.8 km from Annapolis Sailing School
8.6 out of 10, Excellent, (1000)
"Wonderful stay. "
United States
Angela
The price is AU$169
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Annapolis
Free daily buffet breakfast
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
6 km from Annapolis Sailing School
8.2 out of 10, Very good, (1004)
"Clean room and friendly staff! "
United States
Silvia
The price is AU$131
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express & Suites Annapolis by IHG
Premium bedding, pillow-top beds, in-room safe, individually furnished
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

2.5 star property
6.4 km from Annapolis Sailing School
8.2 out of 10, Very good, (1010)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is AU$158
includes taxes & fees
9 Dec - 10 Dec
Hampton Inn & 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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Top Annapolis Sailing School Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Great location and customer care "
Robert 2-night trip
Posted 3 days ago
Graduate by Hilton Annapolis

Hotels near other Annapolis Sailing School attractions

Annapolis Harbor
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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Ego Alley

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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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 99 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 0.9 mi (1.4 km) from Annapolis Sailing School. Other good choices within 5 miles include Historic Inns of Annapolis and Hilton Garden Inn Annapolis Downtown.
How many hotels will I be able to find near Annapolis Sailing School?
Expedia has 99 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, London Town or Hammond-Harwood House. 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.