Hotels near Annapolis Sailing School

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
Nov 21 - Nov 22
Tomorrow
Nov 22 - Nov 23
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Annapolis Sailing School

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 P10,799
P12,311 total
includes taxes & fees
Nov 23 - Nov 24
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, (1002)
"Nice big rooms, comfortable beds. Well maintained. "
United States
Margaret
The price is P7,990
P9,108 total
includes taxes & fees
Dec 21 - Dec 22
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, (1900)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
Historic Inns of Annapolis
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, (157)
"Beautiful and very modern, breakfast was great"
United States
Dominic
The price is P6,968
P7,944 total
includes taxes & fees
Nov 25 - Nov 26
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 P7,972
P9,088 total
includes taxes & fees
Nov 26 - Nov 27
Residence Inn By Marriott Annapolis
Premium bedding, down comforters, pillowtop beds, in-room safe
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, (876)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is P8,639
P9,849 total
includes taxes & fees
Dec 18 - Dec 19
Annapolis Waterfront Hotel, Autograph Collection
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, (1007)
"Clean room, great staff, great breakfast "
United States
Susanne
The price is P4,346
P4,955 total
includes taxes & fees
Dec 7 - Dec 8
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, (1001)
"Great environment"
United States
Salvador E
The price is P9,094
P10,367 total
includes taxes & fees
Dec 14 - Dec 15
The Westin Annapolis
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
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 P20,682
P23,577 total
includes taxes & fees
Nov 23 - Nov 24
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
9.6 out of 10, Exceptional, (41)
"Pet friendly."
United States
Sam
The price is P5,728
P6,530 total
includes taxes & fees
Nov 30 - Dec 1
TownePlace Suites by Marriott Annapolis
Free daily self-serve 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, (1000)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
The price is P5,973
P6,809 total
includes taxes & fees
Dec 8 - Dec 9
SpringHill Suites by Marriott Annapolis
Full-size 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, (168)
"Nice staff, clean room, comfortable bed. "
United States
Jayne
The price is P4,677
P5,332 total
includes taxes & fees
Dec 19 - Dec 20
Candlewood Suites Annapolis by IHG
1 bedroom, hypo-allergenic bedding, desk, blackout drapes
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, (1002)
"Wonderful country inn!"
United States
Jennifer
The price is P5,209
P5,939 total
includes taxes & fees
Dec 21 - Dec 22
Country Inn & Suites by Radisson, Annapolis, MD
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, (1008)
"Clean, easy parking, nice staff but over priced breakfast"
United States
Gabrielle
The price is P5,846
P6,664 total
includes taxes & fees
Dec 21 - Dec 22
Crowne Plaza Annapolis by IHG
Egyptian cotton sheets, premium bedding, pillowtop 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, (952)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is P4,891
P5,576 total
includes taxes & fees
Dec 21 - Dec 22
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, (1010)
"Room was comfortable and the staff were courtesy!"
United States
Danny
The price is P3,647
P4,157 total
includes taxes & fees
Dec 21 - Dec 22
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, (1002)
"Wonderful stay. "
United States
Angela
The price is P5,728
P6,530 total
includes taxes & fees
Dec 7 - Dec 8
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, (1001)
"Staff at front desk were incredibly friendly and helpful!"
United States
Nina
The price is P4,441
P5,063 total
includes taxes & fees
Dec 19 - Dec 20
Holiday Inn Express & Suites Annapolis by IHG
Premium bedding, pillowtop 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, (1006)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is P5,657
P6,449 total
includes taxes & fees
Dec 7 - Dec 8
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.
View all properties

Top Annapolis Sailing School Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Good location"
RANDOLPH 2-night trip
Posted 2 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 99 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 Hilton Garden Inn Annapolis Downtown.
How many hotels are there near Annapolis Sailing School?
Expedia has 99 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 The Colonial Players and Ballet Theater of Maryland.

Explore a world of travel with Expedia