10 Best Hotels & Accommodation Closest to Annapolis Sailing School in Annapolis from AU$117

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

Tomorrow

This weekend

Next weekend

Our top choices for Annapolis Sailing School hotels

A cozy bar area with a brick archway, wooden cabinets, and a dining table with chairs.

A cozy lounge area with a cushioned bench, two small tables with lamps, a brick wall, and a fireplace.

A bedroom with a large window, a chair, a bedside table with a lamp, and a bookshelf.

A church with a spire, surrounded by trees and illuminated by warm lights.

1. 86 State Circle - Luxury Boutique Hotel

Historic District, 2 km from Annapolis Sailing School

AU$448

includes taxes & fees

7 Sept - 8 Sept

A white two-story building with a central entrance, a staircase, and a small garden area.

A table with a champagne bottle and glasses, a lamp, and a window with blinds.

A dining room with a large rectangular table, six chairs, a chandelier, and a built-in bookshelf with various decorative items.

A couple standing in front of a black wooden building with white-framed windows.

2. 134 Prince - Luxury Boutique Hotel

1.6 km from Annapolis Sailing School

Chris

AU$338

includes taxes & fees

8 Sept - 9 Sept

A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.

A neatly made bed with white bedding, a striped pillow, and a vase with white flowers on a bedside table.

A sailboat docked at a waterfront with buildings in the background.

A dining room with a fireplace, wooden chairs, a chandelier, and framed artwork on the walls.

3. Flag House Inn

Historic District, 1.7 km from Annapolis Sailing School

Nathan

AU$360

includes taxes & fees

7 Sept - 8 Sept

An outdoor patio with tables, chairs, and a fire feature.

A modern dining area with wooden tables and leather chairs, large windows with a view of greenery, and decorative wall mirrors.

A bar area with a long counter, multiple stools, and a television screen above.

A modern lounge area with a sofa, round tables, and chairs, featuring geometric wall decor and large windows.

4. Residence Inn By Marriott Annapolis

3 km from Annapolis Sailing School

Caitlin

AU$201

includes taxes & fees

9 Sept - 10 Sept

A bar area with a long counter, multiple stools, and a television above.

A modern living room with a fireplace, a sofa, and a coffee table.

5. Fairfield Inn & Suites By Marriott Annapolis

3 km from Annapolis Sailing School

Gary

AU$187

includes taxes & fees

9 Sept - 10 Sept

A balcony with a table set for two, overlooking a marina with boats.

A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.

The exterior of the Annapolis Waterfront Hotel with a clear entrance, large windows, and a bench outside.

A hotel room with a large bed, a chair, a small table, and a view of a body of water.

6. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 1.4 km from Annapolis Sailing School

Deanna

AU$341

includes taxes & fees

4 Oct - 5 Oct

A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.

A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

7. The Westin Annapolis

2.7 km from Annapolis Sailing School

susan greco

AU$283

includes taxes & fees

13 Sept - 14 Sept

A multi-story Microtel by Wyndham hotel with a parking lot and a landscaped area in front.

A snack and beverage vending area with various snacks and drinks.

A reception area with a modern design, featuring a reception desk, seating area with patterned ottomans, and a wall with a geometric pattern.

A hotel room with a bed, bedside tables, a desk with a chair, a microwave, a refrigerator, and a window with curtains.

8. Microtel Inn & Suites by Wyndham Gambrills

19.7 km from Annapolis Sailing School

Mark

AU$156

includes taxes & fees

13 Sept - 14 Sept

A circular fire pit surrounded by outdoor seating with a brick wall and a multi-story building in the background.

A reception desk with a 'HELLO' sign and 'Annapolis' text, wooden paneling, and hanging pendant lights.

A hotel with a modern design, featuring a mix of brick and siding exteriors, a covered entrance, and a parking area.

A compact hotel room with a kitchenette, a desk with two chairs, a sofa, and a bed.

9. TownePlace Suites by Marriott Annapolis

6.7 km from Annapolis Sailing School

Nkusu Lauren

AU$174

includes taxes & fees

13 Sept - 14 Sept

A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

A spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.

A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.

A swimming pool with a tiled edge, wooden chairs, and tables around it.

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

7.4 km from Annapolis Sailing School

Leslie

AU$151

includes taxes & fees

27 Sept - 28 Sept

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

A modern living room with a sofa, armchairs, a coffee table, and a fireplace.

A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.

A restaurant with wooden tables and chairs, a bar area, and a tiled floor.

11. DoubleTree by Hilton Hotel Annapolis

6.3 km from Annapolis Sailing School

Chereis

AU$131

includes taxes & fees

27 Sept - 28 Sept

A modern living room with a large window, a dining area, and a kitchen in the background.

A modern hotel lobby with grey sofas, wooden accents, and a large TV on the wall.

A modern gym with weight racks, benches, and exercise equipment.

A hotel room with a bed, desk, chair, television, and a window with curtains.

12. Candlewood Suites Annapolis by IHG

6.2 km from Annapolis Sailing School

Javier

AU$146

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

A patio area with a stone fire pit, outdoor furniture, and a covered seating area.

A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.

A modern lobby with a reception desk, seating area, and a patterned rug.

13. Sonesta ES Suites Annapolis

6.6 km from Annapolis Sailing School

Sophia

AU$144

includes taxes & fees

23 Sept - 24 Sept

A modern hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a microwave.

A hotel with a covered entrance, large columns, and a brick facade.

A hotel lobby with a fireplace, seating area, and a television mounted on the wall.

A fitness center with exercise equipment, a wall-mounted TV, and a sign listing rules.

14. Holiday Inn Express & Suites Annapolis by IHG

6 km from Annapolis Sailing School

Harold

AU$157

includes taxes & fees

4 Oct - 5 Oct

A multi-story hotel with a brick facade, large windows, and an American flag.

A pool area with a hot tub, lounge chairs, and a no diving sign.

A modern hotel lobby with a sectional sofa, armchairs, a coffee table, and a chandelier.

A gym with multiple treadmills and elliptical machines.

15. Crowne Plaza Annapolis by IHG

6.3 km from Annapolis Sailing School

Cynthia

AU$174

includes taxes & fees

8 Sept - 9 Sept

A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.

A rectangular pool with a no diving sign, surrounded by lounge chairs and a brick building with large windows.

A Hampton Inn & Suites building with a covered entrance, brick exterior, and a clear blue sky.

A hotel lobby with multiple dining areas, a fireplace, and a balcony with railings.

16. Hampton Inn & Suites Annapolis

6.4 km from Annapolis Sailing School

Meghalee

AU$155

includes taxes & fees

27 Sept - 28 Sept

A modern lobby with a reception desk, seating area, and potted plants.

A modern bar area with a wooden counter, bar stools, and a wine display.

A hotel dining area with multiple tables and chairs, large windows, and a chandelier.

A Hilton Garden Inn with a large building and a smaller entrance building.

17. Hilton Garden Inn Annapolis

6.9 km from Annapolis Sailing School

Glenn

AU$143

includes taxes & fees

16 Sept - 17 Sept

18. Village Inn Annapolis MD

6.3 km from Annapolis Sailing School

Stephen

AU$131

includes taxes & fees

7 Sept - 8 Sept

A modern hotel kitchen with a central island, seating area, and various kitchen appliances.

A Best Western hotel with a modern facade, entrance with glass doors, and a parking area.

A hotel room with a large bed, a desk with a laptop, a television, and a door with a curtain.

A hotel lobby with a reception desk, seating area, and dining space.

19. Best Western Annapolis

6.4 km from Annapolis Sailing School

George

AU$120

includes taxes & fees

27 Sept - 28 Sept

A hotel safety and health protocol document.

A hotel with a parking lot, two red awnings, and a clear sky.

A hotel with a parking lot, multiple rooms, and a streetlight.

A hotel room with two beds, a desk, a television, and a window with curtains.

20. Red Roof Inn Annapolis

6.5 km from Annapolis Sailing School

Melissa

AU$117

includes taxes & fees

13 Sept - 14 Sept

View all properties

Compare popular hotels close to Annapolis Sailing School

Property	Property class	Guest rating
86 State Circle - Luxury Boutique Hotel	10.0 Exceptional 10 reviews	View
134 Prince - Luxury Boutique Hotel	9.8 Exceptional 46 reviews	View
Flag House Inn	9.2 Wonderful 97 reviews	View
Residence Inn By Marriott Annapolis	9.0 Wonderful 90 reviews	View
Fairfield Inn & Suites By Marriott Annapolis	8.8 Excellent 233 reviews	View

Top Annapolis Sailing School Hotel Reviews

Historic Inns of Annapolis

10/10 Excellent

"The staff was very kind and helpful, and the hotel's location was ideal for enjoying the historical downtown area and waterfront. We truly appreciated the hotel's historical character."

Beautiful Condo - Water View Near City Dock

10/10 Excellent

"We had a wonderful stay at this Condo. Everything we needed was supplied. The condo was clean and comfortable. We enjoyed the rooftop pool and the beautiful view from up there. Quiet, safe neighborhood.An easy 10 minute walk to the City Dock downtown. Easy check-in/check-out. Communication with our host was excellent."

Bay View Studio Apartment

10/10 Excellent

"Property and home were beautiful and quiet. Would stay again!"

Eastport Cottage .5 mi from Downtown Annapolis

10/10 Excellent

"Lovely home with convenient location. Wonderful communication with host."

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

10/10 Excellent

"Fantastic host and a wonderful location. Loved our stay. Will be back again!"

Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly

10/10 Excellent

"Awesome stay at this fantastic property."

Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis

10/10 Excellent

"Amazing house. Very clean, comfortable and very well equipped. The location is perfect…within walking distance to the downtown area. Loved loved this place."

Walk Everywhere From Eastport Cape Cod with Gourmet Kitchen

10/10 Excellent

"Was just perfect!! Stayed there twice this summer! Loved being there! So clean and has everything you need."

Walk to Downtown Annapolis & Spa Creek from Stunning Craftsman with Game Room, Parking and Backyard

10/10 Excellent

"Amazing property walking distance to everything!"

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.

See properties

A waterfront cityscape with a prominent clock tower, a marina with boats, and a mix of historic and modern buildings.

Ego Alley

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

See properties

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.

See properties

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.

See properties

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.

See properties

Annapolis Harbor

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

See properties

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.

See properties

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.

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 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, 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.

Top Hotels Near Annapolis Sailing School in Annapolis from AU$117

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Annapolis Sailing School hotels

1. 86 State Circle - Luxury Boutique Hotel

2. 134 Prince - Luxury Boutique Hotel

3. Flag House Inn

4. Residence Inn By Marriott Annapolis

5. Fairfield Inn & Suites By Marriott Annapolis

6. Annapolis Waterfront Hotel, Autograph Collection

7. The Westin Annapolis

8. Microtel Inn & Suites by Wyndham Gambrills

9. TownePlace Suites by Marriott Annapolis

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

11. DoubleTree by Hilton Hotel Annapolis

12. Candlewood Suites Annapolis by IHG

13. Sonesta ES Suites Annapolis

14. Holiday Inn Express & Suites Annapolis by IHG

15. Crowne Plaza Annapolis by IHG

16. Hampton Inn & Suites Annapolis

17. Hilton Garden Inn Annapolis

18. Village Inn Annapolis MD

19. Best Western Annapolis

20. Red Roof Inn Annapolis

Compare popular hotels close to Annapolis Sailing School

Top Annapolis Sailing School Hotel Reviews

Historic Inns of Annapolis

Beautiful Condo - Water View Near City Dock

Bay View Studio Apartment

Eastport Cottage .5 mi from Downtown Annapolis

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly

Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis

Walk Everywhere From Eastport Cape Cod with Gourmet Kitchen

Walk to Downtown Annapolis & Spa Creek from Stunning Craftsman with Game Room, Parking and Backyard

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