Top 10 Hotels Near Annapolis Sailing School in Annapolis for 2026

Our top choices for Annapolis Sailing School hotels

1. 86 State Circle - Luxury Boutique Hotel

Historic District, 2 km from Annapolis Sailing School

P25,526 total

includes taxes & fees

Jul 22 - Jul 23

2. 134 Prince - Luxury Boutique Hotel

1.6 km from Annapolis Sailing School

Chris

P14,992 total

includes taxes & fees

Jul 26 - Jul 27

3. Graduate by Hilton Annapolis

2.3 km from Annapolis Sailing School

Gabriela

P11,967 total

includes taxes & fees

Aug 16 - Aug 17

4. Flag House Inn

Historic District, 1.7 km from Annapolis Sailing School

Tyler

P15,322 total

includes taxes & fees

Jul 22 - Jul 23

5. Historic Inns of Annapolis

Historic District, 1.9 km from Annapolis Sailing School

Caitlin

P10,126 total

includes taxes & fees

Aug 3 - Aug 4

6. Residence Inn By Marriott Annapolis

3 km from Annapolis Sailing School

Caitlin

P10,690 total

includes taxes & fees

Jul 26 - Jul 27

7. Fairfield Inn & Suites By Marriott Annapolis

3 km from Annapolis Sailing School

Eileen

P9,494 total

includes taxes & fees

Jul 26 - Jul 27

8. The Westin Annapolis

2.7 km from Annapolis Sailing School

P11,885 total

includes taxes & fees

Aug 9 - Aug 10

Premium bedding, down comforters, pillowtop beds, in-room safe

9. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 1.4 km from Annapolis Sailing School

Salvatore

P13,396 total

includes taxes & fees

Aug 9 - Aug 10

10. Hilton Garden Inn Annapolis Downtown

2.5 km from Annapolis Sailing School

Tammy

P7,483 total

includes taxes & fees

Aug 16 - Aug 17

11. The Inn at Chesapeake Bay Beach Club

13 km from Annapolis Sailing School

Damika

P17,700 total

includes taxes & fees

Aug 3 - Aug 4

12. Microtel Inn & Suites by Wyndham Gambrills

19.7 km from Annapolis Sailing School

Patrick

P6,874 total

includes taxes & fees

Aug 16 - Aug 17

13. Kent Island Resort

13.1 km from Annapolis Sailing School

Leigh

P12,153 total

includes taxes & fees

Aug 6 - Aug 7

14. SpringHill Suites by Marriott Annapolis

6.4 km from Annapolis Sailing School

Zhun Wha

P9,072 total

includes taxes & fees

Jul 26 - Jul 27

15. TownePlace Suites by Marriott Annapolis

6.7 km from Annapolis Sailing School

Jamila

P8,299 total

includes taxes & fees

Aug 2 - Aug 3

16. Crowne Plaza Annapolis by IHG

6.3 km from Annapolis Sailing School

P8,299 total

includes taxes & fees

Aug 2 - Aug 3

17. Candlewood Suites Annapolis by IHG

6.2 km from Annapolis Sailing School

Mehran

P6,474 total

includes taxes & fees

Jul 28 - Jul 29

18. DoubleTree by Hilton Hotel Annapolis

6.3 km from Annapolis Sailing School

Lena

P8,016 total

includes taxes & fees

Aug 20 - Aug 21

19. Country Inn & Suites by Radisson, Annapolis, MD

7.4 km from Annapolis Sailing School

Lawrence

P7,711 total

includes taxes & fees

Aug 3 - Aug 4

20. Sonesta ES Suites Annapolis

6.6 km from Annapolis Sailing School

Craig

P7,736 total

includes taxes & fees

Aug 12 - Aug 13

View all properties

Compare popular hotels close to Annapolis Sailing School

Property	Property class	Guest rating
86 State Circle - Luxury Boutique Hotel	2.0 star property	10.0 Exceptional 7 reviews	View
134 Prince - Luxury Boutique Hotel	2.5 star property	9.8 Exceptional 40 reviews	View
Graduate by Hilton Annapolis	4.0 star property	9.4 Exceptional 1,005 reviews	View
Flag House Inn	3.5 star property	9.2 Wonderful 94 reviews	View
Historic Inns of Annapolis	3.5 star property	9.0 Wonderful 1,896 reviews	View

Top Annapolis Sailing School Hotel Reviews

Hilton Garden Inn Annapolis Downtown

10/10 Excellent

"We really enjoyed our stay here"

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"The hotel is lovely and right in the heart of everything. We walked to each meal and walked even further for exercise. The room was clean and had all that we needed aside from some missing toiletries. As busy as the hotel was, the noise was contained and did not bother us. Overall a great stay and we will definitely choose this hotel in the future."

Inn at Horn Point

10/10 Excellent

"My fiance Kevin and I stayed at the Inn at Horn Point for a weekend to explore Annapolis and relax. This Inn was our favorite part of the stay. It was cozy, chic, quiet, comfortable and elevated at the same time. Corey and Carol were both so friendly, and treated us like old friends. The breakfast was amazing!!! I also went to sleep looking forward to the coffee in the morning. It was an easy and nice walk into town to do some of the touristy stuff, but we were glad to have a place like this at the end of the night."

Hotels near other Annapolis Sailing School attractions

A marina with boats docked, wooden pilings, and a clear sky.

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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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 89 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 0.8 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 are there near Annapolis Sailing School?

Expedia has 89 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, Kunta Kinte Plaque & Alex Haley Memorial, and Maynard-Burgess House. You can enjoy live performances at The Colonial Players and Ballet Theater of Maryland.

Hotels near Annapolis Sailing School

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Our top choices for Annapolis Sailing School hotels

1. 86 State Circle - Luxury Boutique Hotel

2. 134 Prince - Luxury Boutique Hotel

3. Graduate by Hilton Annapolis

4. Flag House Inn

5. Historic Inns of Annapolis

6. Residence Inn By Marriott Annapolis

7. Fairfield Inn & Suites By Marriott Annapolis

8. The Westin Annapolis

9. Annapolis Waterfront Hotel, Autograph Collection

10. Hilton Garden Inn Annapolis Downtown

11. The Inn at Chesapeake Bay Beach Club

12. Microtel Inn & Suites by Wyndham Gambrills

13. Kent Island Resort

14. SpringHill Suites by Marriott Annapolis

15. TownePlace Suites by Marriott Annapolis

16. Crowne Plaza Annapolis by IHG

17. Candlewood Suites Annapolis by IHG

18. DoubleTree by Hilton Hotel Annapolis

19. Country Inn & Suites by Radisson, Annapolis, MD

20. Sonesta ES Suites Annapolis

Compare popular hotels close to Annapolis Sailing School

Top Annapolis Sailing School Hotel Reviews

Hilton Garden Inn Annapolis Downtown

Hotels near other Annapolis Sailing School attractions

Susan Campbell Park

Frequently asked questions