Default HTG hotel image

Search Hotels Near Annapolis Sailing School, Annapolis

  • 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

This weekend
17 Jul - 19 Jul
Next weekend
24 Jul - 26 Jul

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Annapolis Sailing School hotels

Bar (on property)

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, (7 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 Rp5.751.237
Rp6.556.410 total
includes taxes & fees
19 Jul - 20 Jul
86 State Circle - Luxury Boutique Hotel
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, (38 reviews)
"Great property and super friendly staff!!"
United States
Chris
The price is Rp3.860.531
Rp4.401.006 total
includes taxes & fees
19 Jul - 20 Jul
134 Prince - Luxury Boutique Hotel
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, (1,012 reviews)
"Wonderfully decorated, felt like Annapolis all over"
United States
Gabriela
The price is Rp3.098.812
Rp3.532.646 total
includes taxes & fees
26 Jul - 27 Jul
Graduate by Hilton Annapolis
Lobby lounge

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 spot with easy walking downtown or to the Academy. Very nice sitting rooms downstairs with fresh pastries for breakfast. "
United States
Tyler
The price is Rp4.114.546
Rp4.690.593 total
includes taxes & fees
19 Jul - 20 Jul
Flag House Inn
Meeting facility

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, (1,909 reviews)
"Easy check in, easy valet, great location. Overall, very nice stay!"
United States
Caitlin
The price is Rp1.632.770
Rp2.480.685 total
includes taxes & fees
20 Jul - 21 Jul
Historic Inns of Annapolis
Terrace/patio

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, (81 reviews)
"Amazing stay!"
United States
Caitlin
The price is Rp2.749.832
Rp3.134.808 total
includes taxes & fees
26 Jul - 27 Jul
Residence Inn By Marriott Annapolis
Terrace/patio

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, (216 reviews)
"Overall very nice and comfortable place to stay!"
United States
Eileen
The price is Rp2.444.715
Rp2.786.975 total
includes taxes & fees
19 Jul - 20 Jul
Fairfield Inn & Suites By Marriott Annapolis
Lobby lounge

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)
"Good location, nice hotel"
United States
Jiyoung
The price is Rp3.238.289
Rp3.691.649 total
includes taxes & fees
26 Jul - 27 Jul
The Westin Annapolis
Premium bedding, down duvets, pillow-top 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, (945 reviews)
"Definitely the view of the harbor from our room and how all the stores and restaurants were in walking distance"
United States
Salvatore
The price is Rp4.058.227
Rp4.626.487 total
includes taxes & fees
19 Jul - 20 Jul
Annapolis Waterfront Hotel, Autograph Collection
Lobby

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, (1,010 reviews)
"Nice hotel in downtown Annapolis walking distance to everything"
United States
Victoria
The price is Rp2.047.178
Rp2.333.783 total
includes taxes & fees
26 Jul - 27 Jul
Hilton Garden Inn Annapolis Downtown
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
13.1 km from Annapolis Sailing School
9.4 out of 10, Exceptional, (159 reviews)
"Wonderful room, bar and food!"
United States
Leigh
The price is Rp2.661.747
Rp3.563.813 total
includes taxes & fees
29 Jul - 30 Jul
Kent Island Resort
Front of property – evening/night

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, (468 reviews)
"Wonderful stay! Everything was amazing..,the staff, rooms, Knoxie’s Table, the spa! Couldn’t have asked for a better stay. I’ll definitely return."
United States
Damika
The price is Rp4.261.697
Rp5.190.670 total
includes taxes & fees
3 Aug - 4 Aug
The Inn at Chesapeake Bay Beach Club
BBQ/picnic Area

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, (110 reviews)
"Place and staff was excellent"
United States
Cheryl
The price is Rp2.136.862
Rp2.436.022 total
includes taxes & fees
26 Jul - 27 Jul
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, (1,000 reviews)
"The rooms were clean and modern, and my kids loved the pool. The breakfast was excellent, and we thoroughly enjoyed our stay"
United States
Zhun Wha
The price is Rp2.517.151
Rp2.869.552 total
includes taxes & fees
26 Jul - 27 Jul
SpringHill Suites by Marriott Annapolis
Lobby

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, (1,048 reviews)
"Friendly staff, easy parking, great breakfast"
United States
Theresa
The price is Rp2.125.816
Rp2.423.346 total
includes taxes & fees
20 Jul - 21 Jul
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, (1,023 reviews)
"Staff was very nice."
United States
Jane
The price is Rp2.144.326
Rp2.444.532 total
includes taxes & fees
2 Aug - 3 Aug
Crowne Plaza Annapolis by IHG
Lobby

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, (276 reviews)
"Great stay in a quiet area"
United States
Mehran
The price is Rp1.639.408
Rp1.958.307 total
includes taxes & fees
2 Aug - 3 Aug
Candlewood Suites Annapolis by IHG
Free daily buffet breakfast

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, (1,013 reviews)
"Enjoyed my stay quiet and comfortable room"
United States
Craig
The price is Rp1.935.737
Rp2.206.740 total
includes taxes & fees
26 Jul - 27 Jul
Sonesta ES Suites Annapolis
Reception

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, (1,042 reviews)
"Good location, great room, and a great staff."
United States
Marie
The price is Rp2.246.902
Rp2.561.468 total
includes taxes & fees
19 Jul - 20 Jul
DoubleTree by Hilton Hotel Annapolis
Property amenity

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, (1,002 reviews)
"Staff was very friendly, room was clean and comfy. All I ask!"
United States
Chris
The price is Rp2.062.374
Rp2.351.106 total
includes taxes & fees
29 Jul - 30 Jul
Courtyard by Marriott 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

Compare popular hotels close to Annapolis Sailing School

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Bar (on property)
86 State Circle - Luxury Boutique Hotel
2.0 star property
10.0
Exceptional
7 reviews
View
Exterior
134 Prince - Luxury Boutique Hotel
2.5 star property
9.8
Exceptional
38 reviews
View
View from property
Graduate by Hilton Annapolis
4.0 star property
9.4
Exceptional
1,012 reviews
View
Lobby lounge
Flag House Inn
3.5 star property
9.2
Wonderful
94 reviews
View
Meeting facility
Historic Inns of Annapolis
3.5 star property
9.0
Wonderful
1,909 reviews
View

Top Annapolis Sailing School Hotel Reviews

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"Need to work on the customer service by assisting your customers when it needed it help at the front desk. Overall I love my stay at the hotel and looking forward to visit again. Thank you for your services."
Daystar 4-night trip
Posted 4 days ago
Hilton Garden Inn Annapolis Downtown

Hotels near other Annapolis Sailing School attractions

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.
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, 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 Inn at Horn Point.
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, Kunta Kinte Plaque & Alex Haley Memorial and Maynard-Burgess House. You can enjoy live performances at The Colonial Players and Ballet Theater of Maryland.