Hotels near Annapolis Sailing School

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Annapolis Sailing School hotels

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, (34 reviews)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
United States
Ian
The price is RM843
RM961 total
includes taxes & fees
4 May - 5 May
134 Prince - Luxury Boutique Hotel

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)
"Great location! Staff were wonderful and rooms were very clean and comfortable."
United States
Justine
The price is RM692
RM789 total
includes taxes & fees
25 May - 26 May
Graduate by Hilton Annapolis

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, (94 reviews)
"Great location. Beautiful room and exemplary service. "
United States
Nathan
The price is RM898
RM1,024 total
includes taxes & fees
3 May - 4 May
Flag House Inn

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, (4 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 RM1,166
RM1,329 total
includes taxes & fees
3 May - 4 May
86 State Circle - Luxury Boutique Hotel

The Westin Annapolis

The Westin Annapolis
4.0 star property
2.7 km from Annapolis Sailing School
8.8 out of 10, Excellent, (1,003 reviews)
"Beautiful hotel. Great location. Friendly staff. "
United States
Jocelyn
The price is RM747
RM852 total
includes taxes & fees
24 May - 25 May
The Westin Annapolis

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, (923 reviews)
"Clean room. View was great! Staff was nice."
United States
Marie
The price is RM992
RM1,131 total
includes taxes & fees
25 May - 26 May
Annapolis Waterfront Hotel, Autograph Collection

Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
3 km from Annapolis Sailing School
8.8 out of 10, Excellent, (71 reviews)
"Everything's was perfect!"
United States
Melinda
The price is RM638
RM728 total
includes taxes & fees
7 May - 8 May
Residence Inn 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, (1,004 reviews)
"We were in town for a wedding, the hotel was close to the venue, clean, quiet, and the staff were friendly and helpful."
United States
sara
The price is RM466
RM531 total
includes taxes & fees
4 May - 5 May
SpringHill Suites by Marriott Annapolis

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, (1,002 reviews)
"Breakfast was great -beds were comfortable -I would stay again "
United States
Lisa
The price is RM502
RM572 total
includes taxes & fees
24 May - 25 May
Crowne Plaza Annapolis by IHG

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, (1,012 reviews)
"Room was clean, Staff was welcoming, Breakfast was good. Will stay again when coming to Annapolis."
United States
John
The price is RM428
RM488 total
includes taxes & fees
3 May - 4 May
Country Inn & Suites by Radisson, Annapolis, MD

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, (233 reviews)
"Great stay "
United States
Hani
The price is RM383
RM457 total
includes taxes & fees
3 May - 4 May
Candlewood Suites Annapolis by IHG

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, (1,004 reviews)
"Wonderful place to stay!"
United States
Michele
The price is RM406
RM462 total
includes taxes & fees
7 May - 8 May
Sonesta ES Suites Annapolis

TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
3.0 star property
6.7 km from Annapolis Sailing School
9.0 out of 10, Wonderful, (89 reviews)
"Great stay and good location"
United States
Vincent
The price is RM436
RM497 total
includes taxes & fees
10 May - 11 May
TownePlace Suites by Marriott 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, (1,007 reviews)
"Great stay!"
United States
Jehane
The price is RM483
RM551 total
includes taxes & fees
25 May - 26 May
DoubleTree by Hilton Hotel 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, (1,006 reviews)
"Everything was excellent "
United States
Antoine
The price is RM466
RM532 total
includes taxes & fees
5 May - 6 May
Courtyard by Marriott 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, (1,005 reviews)
"Very clean and well kept"
United States
Telisha
The price is RM437
RM498 total
includes taxes & fees
4 May - 5 May
Hampton Inn & Suites Annapolis

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)
"Great price for a short stay. The room was clean"
United States
Cherry
The price is RM482
RM550 total
includes taxes & fees
3 May - 4 May
Holiday Inn Express & Suites Annapolis by IHG

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
6.9 km from Annapolis Sailing School
8.2 out of 10, Very good, (1,003 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is RM412
RM470 total
includes taxes & fees
3 May - 4 May
Hilton Garden Inn Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
6.4 km from Annapolis Sailing School
7.8 out of 10, Good, (1,005 reviews)
"Clean room, amenities were great. Breakfast very good and parking safe. "
United States
Adriana M
The price is RM299
RM341 total
includes taxes & fees
30 Apr - 1 May
Best Western Annapolis

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, (449 reviews)
"Beautiful Boutique Hotel on the eastern shore right over the Bay bridge great restaurant Little market that’s amazing nice spa and very pretty and accommodating hotel would highly recommend it! "
United States
Kimberly
The price is RM855
RM1,050 total
includes taxes & fees
10 May - 11 May
The Inn at Chesapeake Bay Beach Club
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.

Compare popular hotels close to Annapolis Sailing School

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Exterior
134 Prince - Luxury Boutique Hotel
2.5 star property
9.8
Exceptional
34 reviews
View
View from property
Graduate by Hilton Annapolis
4.0 star property
9.4
Exceptional
1,005 reviews
View
Lobby lounge
Flag House Inn
3.5 star property
9.2
Wonderful
94 reviews
View
Bar (on property)
86 State Circle - Luxury Boutique Hotel
2.0 star property
10.0
Exceptional
4 reviews
View
Property amenity
The Westin Annapolis
4.0 star property
8.8
Excellent
1,003 reviews
View

Top Annapolis Sailing School Hotel Reviews

Hotels near other Annapolis Sailing School attractions

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 92 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 92 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.