Hotels near Annapolis Sailing School

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Our top choices for Annapolis Sailing School hotels

Lobby lounge
Flag House Inn

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, (85 reviews)
"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 P10,761
P12,268 total
includes taxes & fees
Jan 14 - Jan 15
Flag House Inn
View from property
Graduate by Hilton Annapolis

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, (1,005 reviews)
"Pleasant staff. Good location to walk to restaurants, shops. "
United States
Beth
The price is P8,698
P9,916 total
includes taxes & fees
Jan 21 - Jan 22
Graduate by Hilton Annapolis
Meeting facility
Historic Inns of Annapolis

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, (1,889 reviews)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis
Terrace/patio
Fairfield Inn & Suites By Marriott Annapolis

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, (171 reviews)
"Beautiful and very modern, breakfast was great"
United States
Dominic
The price is P7,526
P8,579 total
includes taxes & fees
Jan 18 - Jan 19
Fairfield Inn & Suites By Marriott Annapolis
Terrace/patio
Residence Inn By Marriott Annapolis

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, (57 reviews)
"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 P8,889
P10,133 total
includes taxes & fees
Jan 25 - Jan 26
Residence Inn By Marriott Annapolis
Premium bedding, down comforters, pillowtop beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection

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, (897 reviews)
"Great location, nice and clean "
United States
Micah
The price is P12,038
P13,724 total
includes taxes & fees
Jan 18 - Jan 19
Annapolis Waterfront Hotel, Autograph Collection
Property amenity
The Westin Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
2.7 km from Annapolis Sailing School
8.8 out of 10, Excellent, (1,001 reviews)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is P8,829
P10,066 total
includes taxes & fees
Jan 13 - Jan 14
The Westin Annapolis
Lobby
Hilton Garden Inn Annapolis Downtown

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 value for stay with breakfast included "
United States
Aisling
The price is P5,341
P6,089 total
includes taxes & fees
Feb 8 - Feb 9
Hilton Garden Inn Annapolis Downtown
Bar (on property)
86 State Circle - Luxury Boutique Hotel

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 reviews)
"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."
Norway
Jo
The price is P16,131
P18,390 total
includes taxes & fees
Jan 13 - Jan 14
86 State Circle - Luxury Boutique Hotel
BBQ/picnic area
TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
3.0 star property
6.7 km from Annapolis Sailing School
9.4 out of 10, Exceptional, (57 reviews)
"The staff was welcoming, the room was very clean and comfortable and tue pocation waa great."
United States
Karen
The price is P5,985
P6,823 total
includes taxes & fees
Jan 18 - Jan 19
TownePlace Suites by Marriott Annapolis
Free daily self-serve breakfast
SpringHill Suites by Marriott Annapolis

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)
"Great location and friendly staff. "
United States
Shana
The price is P6,498
P7,407 total
includes taxes & fees
Jan 19 - Jan 20
SpringHill Suites by Marriott Annapolis
Lobby
Country Inn & Suites by Radisson, Annapolis, MD

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, (1,001 reviews)
"Breakfast menu was great! Pool and hot tub were nice!"
United States
Terrence
The price is P5,404
P6,161 total
includes taxes & fees
Feb 8 - Feb 9
Country Inn & Suites by Radisson, Annapolis, MD
Lobby
Candlewood Suites Annapolis by IHG

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, (190 reviews)
"The staff was extremely pleasant and enjoyable to work with!! "
United States
Laura
The price is P4,978
P5,675 total
includes taxes & fees
Jan 16 - Jan 17
Candlewood Suites Annapolis by IHG
Indoor pool
Crowne Plaza Annapolis by IHG

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, (1,001 reviews)
"Very nice hotel. Very clean and quiet "
United States
Mary
The price is P6,281
P7,161 total
includes taxes & fees
Feb 9 - Feb 10
Crowne Plaza Annapolis by IHG
Free daily buffet breakfast
Sonesta ES Suites Annapolis

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, (976 reviews)
"Plenty of space for our group - nice layout! Nice showers & very clean! Breakfast was exceptional! Very pleased with the stay!!"
United States
Tammy
The price is P5,452
P6,215 total
includes taxes & fees
Feb 1 - Feb 2
Sonesta ES Suites Annapolis
Reception
DoubleTree by Hilton Hotel Annapolis

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, (1,006 reviews)
"Great stay "
United States
Jose Miguel
The price is P4,422
P5,041 total
includes taxes & fees
Feb 8 - Feb 9
DoubleTree by Hilton Hotel Annapolis
Property amenity
Courtyard by Marriott Annapolis

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, (1,001 reviews)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is P4,978
P5,675 total
includes taxes & fees
Feb 1 - Feb 2
Courtyard by Marriott Annapolis
Front of property - evening/night
The Inn at Chesapeake Bay Beach Club

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, (433 reviews)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is P9,778
P12,361 total
includes taxes & fees
Jan 18 - Jan 19
The Inn at Chesapeake Bay Beach Club
In-room safe, desk, laptop workspace, blackout drapes
Holiday Inn Express & Suites Annapolis by IHG

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, (1,001 reviews)
"Clean room and friendly staff! "
United States
Silvia
The price is P5,985
P6,823 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express & Suites Annapolis by IHG
Exterior
Hampton Inn & Suites Annapolis

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, (1,001 reviews)
"Appreciated that it was in a quiet area. Great hospitality! Will stay again when visiting Maryland."
United States
robin
The price is P5,296
P6,038 total
includes taxes & fees
Jan 25 - Jan 26
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

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"H"
William 2-night trip
Posted 4 days ago
Historic Inns of 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.
See properties
Ego Alley

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

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 98 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 0.9 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 98 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, 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 Ballet Theater of Maryland and The Colonial Players.