Top 10 Hotels Near Annapolis Sailing School in Annapolis for 2026

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Our top choices for Annapolis Sailing School hotels

1. Graduate by Hilton Annapolis

2.3 km from Annapolis Sailing School

Boryana

RM631

RM719 total

includes taxes & fees

1 Oct - 2 Oct

2. Residence Inn By Marriott Annapolis

3 km from Annapolis Sailing School

Francis

RM586

RM668 total

includes taxes & fees

27 Sept - 28 Sept

3. Historic Inns of Annapolis

Historic District, 1.9 km from Annapolis Sailing School

Amy

RM406

RM602 total

includes taxes & fees

12 Oct - 13 Oct

4. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 1.4 km from Annapolis Sailing School

Deanna

RM909

RM1,036 total

includes taxes & fees

30 Sept - 1 Oct

5. Hilton Garden Inn Annapolis Downtown

2.5 km from Annapolis Sailing School

Jeffrey

RM531

RM605 total

includes taxes & fees

27 Sept - 28 Sept

6. Microtel Inn & Suites by Wyndham Gambrills

19.7 km from Annapolis Sailing School

Mark

RM401

RM458 total

includes taxes & fees

12 Oct - 13 Oct

7. SpringHill Suites by Marriott Annapolis

6.4 km from Annapolis Sailing School

Joshua

RM513

RM585 total

includes taxes & fees

13 Sept - 14 Sept

8. DoubleTree by Hilton Hotel Annapolis

6.3 km from Annapolis Sailing School

Chereis

RM338

RM385 total

includes taxes & fees

27 Sept - 28 Sept

9. Crowne Plaza Annapolis by IHG

6.3 km from Annapolis Sailing School

Cynthia

RM448

RM510 total

includes taxes & fees

27 Sept - 28 Sept

10. Candlewood Suites Annapolis by IHG

6.2 km from Annapolis Sailing School

Javier

RM383

RM456 total

includes taxes & fees

27 Sept - 28 Sept

11. Sonesta ES Suites Annapolis

6.6 km from Annapolis Sailing School

Philip

RM383

RM436 total

includes taxes & fees

1 Oct - 2 Oct

12. Holiday Inn Express & Suites Annapolis by IHG

6 km from Annapolis Sailing School

Harold

RM411

RM469 total

includes taxes & fees

27 Sept - 28 Sept

13. Courtyard by Marriott Annapolis

6.8 km from Annapolis Sailing School

Phyllis

RM394

RM450 total

includes taxes & fees

27 Sept - 28 Sept

14. Hampton Inn & Suites Annapolis

6.4 km from Annapolis Sailing School

Meghalee

RM397

RM453 total

includes taxes & fees

27 Sept - 28 Sept

15. Hilton Garden Inn Annapolis

6.9 km from Annapolis Sailing School

Glenn

RM381

RM434 total

includes taxes & fees

27 Sept - 28 Sept

16. Best Western Annapolis

6.4 km from Annapolis Sailing School

George

RM308

RM351 total

includes taxes & fees

27 Sept - 28 Sept

17. Village Inn Annapolis MD

6.3 km from Annapolis Sailing School

"very clean room. All the basic items you need from a budget motel. I admit on the outside the motel looks a bit rough, but inside the rooms where it really matters, it was clean, well organized, and comfortable. I would stay here again, if I was looking for a cheap accommodation in the Annapolis area. Despite being right next to a busy state highway, it was very quiet and conveniently located to a couple of local restaurants and a convenience store."

Keith

RM338

RM385 total

includes taxes & fees

14 Sept - 15 Sept

18. Red Roof Inn Annapolis

6.5 km from Annapolis Sailing School

Melissa

RM301

RM343 total

includes taxes & fees

13 Sept - 14 Sept

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Compare popular hotels close to Annapolis Sailing School

Property	Property class	Guest rating
Graduate by Hilton Annapolis	9.4 Exceptional 1,001 reviews	View
Residence Inn By Marriott Annapolis	9.0 Wonderful 91 reviews	View
Historic Inns of Annapolis	9.0 Wonderful 1,993 reviews	View
Annapolis Waterfront Hotel, Autograph Collection	8.8 Excellent 998 reviews	View
Hilton Garden Inn Annapolis Downtown	8.6 Excellent 1,002 reviews	View

Top Annapolis Sailing School Hotel Reviews

Historic Inns of Annapolis

8/10 Good

"Property was a historical renovation which is very well done. Best part was location. A bit pricey and we didn’t need or use the complimentary bottle of wine. Bottled water would have been preferred. Staff and housekeeping was great. Coffee was available, but no food service for breakfast."

Graduate by Hilton Annapolis

10/10 Excellent

"Great stay- Go Navy Beat Army!"

134 Prince - Luxury Boutique Hotel

10/10 Excellent

"This boutique hotel is a delight. It is like being transported in time but it does not feel old. It is very rare to be able to stay in an exceptional property like this."

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."

Other attractions near Annapolis Sailing School

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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A waterfront with boats docked, a covered seating area, and a historic building with a clock tower in the background.

Ego Alley

Explore the waterfront in Annapolis with a trip to Ego Alley. While you're here, you can savour the top-notch restaurants.

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Annapolis Landing Marina

Explore the waterfront in Annapolis with a trip to Annapolis Landing Marina. Stroll along the riverfront or experience the area's live music.

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Annapolis Maritime Museum

9.0/10 (27 reviews)

You can study the exhibits at Annapolis Maritime Museum, a museum with a storied past, during your travels to Annapolis. Stroll along the area's waterfront or simply savour its top-notch restaurants.

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Sparrows Beach

Why not spend a lazy afternoon at Sparrows Beach during your trip to Annapolis? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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Annapolis Harbor

Explore the waterfront in Annapolis with a trip to Annapolis Harbor.

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Carrs Beach

Why not spend a lazy afternoon at Carrs Beach during your trip to Annapolis? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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Kunta Kinte Plaque & Alex Haley Memorial

You can find out about the history of Annapolis when you stop by Kunta Kinte Plaque & Alex Haley Memorial.

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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, take a look at the 91 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 91 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, 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.

Hotels near Annapolis Sailing School

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Our top choices for Annapolis Sailing School hotels

1. Graduate by Hilton Annapolis

2. Residence Inn By Marriott Annapolis

3. Historic Inns of Annapolis

4. Annapolis Waterfront Hotel, Autograph Collection

5. Hilton Garden Inn Annapolis Downtown

6. Microtel Inn & Suites by Wyndham Gambrills

7. SpringHill Suites by Marriott Annapolis

8. DoubleTree by Hilton Hotel Annapolis

9. Crowne Plaza Annapolis by IHG

10. Candlewood Suites Annapolis by IHG

11. Sonesta ES Suites Annapolis

12. Holiday Inn Express & Suites Annapolis by IHG

13. Courtyard by Marriott Annapolis

14. Hampton Inn & Suites Annapolis

15. Hilton Garden Inn Annapolis

16. Best Western Annapolis

17. Village Inn Annapolis MD

18. Red Roof Inn Annapolis

Compare popular hotels close to Annapolis Sailing School

Top Annapolis Sailing School Hotel Reviews

Historic Inns of Annapolis

Graduate by Hilton Annapolis

134 Prince - Luxury Boutique Hotel

Inn at Horn Point

Other attractions near Annapolis Sailing School

Susan Campbell Park

Ego Alley

Annapolis Landing Marina

Annapolis Maritime Museum

Sparrows Beach

Annapolis Harbor

Carrs Beach

Kunta Kinte Plaque & Alex Haley Memorial

Frequently asked questions