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Top Hotels Near Annapolis Sailing School in Annapolis from NZ$149

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Check prices for these dates

Tonight
26 Sept - 27 Sept
Tomorrow
27 Sept - 28 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

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Our top choices for Annapolis Sailing School hotels

A white two-story building with a central entrance, a staircase, and a small garden area.
A couple standing in front of a black wooden building with white-framed windows.
A bookshelf with books, decorative items, and a fireplace.
A table with a champagne bottle and glasses, a lamp, and a window with blinds.

1. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
1.6 km from Annapolis Sailing School
United States
Chris
NZ$429
includes taxes & fees
29 Sept - 30 Sept
134 Prince - Luxury Boutique Hotel
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.
A spacious atrium with a high ceiling, skylights, and a patterned floor.
A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.

2. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
2.3 km from Annapolis Sailing School
United States
princess
NZ$295
includes taxes & fees
26 Oct - 27 Oct
Graduate by Hilton Annapolis
A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.
A dark blue bookshelf with decorative items and books.
A dining room with a fireplace, wooden chairs, a chandelier, and framed artwork on the walls.
A sailboat docked at a waterfront with buildings in the background.

3. Flag House Inn

Flag House Inn
Historic District, 1.7 km from Annapolis Sailing School
United States
Nathan
NZ$439
includes taxes & fees
27 Sept - 28 Sept
Flag House Inn
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
A store with shelves of beverages, a counter with a cash register, and baskets with items.
A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.

4. The Westin Annapolis

The Westin Annapolis
2.7 km from Annapolis Sailing School
United States
Bobbi
NZ$401
includes taxes & fees
25 Oct - 26 Oct
The Westin Annapolis
A multi-story Microtel by Wyndham hotel with a parking lot and a landscaped area in front.
A modern hotel lobby with a sofa area, a flat-screen TV, and a dining area.
A reception area with a modern design, featuring a reception desk, seating area with patterned ottomans, and a wall with a geometric pattern.
A snack and beverage vending area with various snacks and drinks.

5. Microtel Inn & Suites by Wyndham Gambrills/Odenton

Microtel Inn & Suites by Wyndham Gambrills/Odenton
19.7 km from Annapolis Sailing School
United States
Arlaan
NZ$188
includes taxes & fees
12 Oct - 13 Oct
Microtel Inn & Suites by Wyndham Gambrills/Odenton
A modern hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a microwave.
A hotel breakfast area with a self-serve station, including yogurt, eggs, and milk dispensers, and a sign indicating the start of breakfast.
A microwave, a coffee maker, and a refrigerator in a kitchen area.
A coffee station with two coffee machines, a coffee press, and various coffee-related items on a wooden counter.

6. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
6 km from Annapolis Sailing School
United States
Wilma
NZ$203
includes taxes & fees
30 Sept - 1 Oct
Holiday Inn Express & Suites Annapolis by IHG
A modern hotel kitchen with a central island, seating area, and various kitchen appliances.
A gym with treadmills, elliptical machines, and exercise balls.
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.

7. Best Western Annapolis

Best Western Annapolis
6.4 km from Annapolis Sailing School
United States
Sanaul
NZ$158
includes taxes & fees
4 Oct - 5 Oct
Best Western Annapolis
A hotel room with a bed, a desk, a television, a coffee maker, and a framed picture on the wall.
A hotel hallway with carpeted floors, doors on both sides, and overhead lighting.
A hotel with a parking lot, multiple rooms, and a streetlight.
A room with a door, a vending machine with snacks, and a trash bin.

8. Red Roof Inn Annapolis

Red Roof Inn Annapolis
6.5 km from Annapolis Sailing School
United States
Slobodan
NZ$149
includes taxes & fees
27 Sept - 28 Sept
Red Roof Inn Annapolis

9. Village Inn Annapolis MD

Village Inn Annapolis MD
6.3 km from Annapolis Sailing School
United States
Keith
NZ$167
includes taxes & fees
27 Sept - 28 Sept
Village Inn Annapolis MD
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Compare popular hotels close to Annapolis Sailing School

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A white two-story building with a central entrance, a staircase, and a small garden area.
134 Prince - Luxury Boutique Hotel
9.8
Exceptional
47 reviews
View
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
Graduate by Hilton Annapolis
9.4
Exceptional
1,006 reviews
View
A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.
Flag House Inn
9.2
Wonderful
97 reviews
View
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
The Westin Annapolis
8.8
Excellent
1,000 reviews
View
A multi-story Microtel by Wyndham hotel with a parking lot and a landscaped area in front.
Microtel Inn & Suites by Wyndham Gambrills/Odenton
9.2
Wonderful
1,159 reviews
View

Top Annapolis Sailing School Hotel Reviews

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"Loved everything about it but especially the staff was so friendly and accommodating!"
petra 6-night trip
Posted 6 hours ago
Hilton Garden Inn Annapolis Downtown
Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"The room was perfect. The location was amazing!"
Nicole 1-night trip
Posted 22 hours ago
Historic Inns of Annapolis
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

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

10/10 Excellent
"We had an absolutely incredible stay here over the Naval Academy reunion weekend! The house was the perfect home base for all the festivities. The absolute highlight was the pool area—it was the ultimate spot for hosting classmates, catching up, and relaxing between reunion events. Plus, the location was incredibly convenient; being able to easily hop on the water taxi made getting downtown and back completely seamless. The layout of the home accommodated everyone comfortably, the amenities were fantastic, and the host was incredibly welcoming and communicative. If you’re coming to Annapolis for a Navy weekend, this is the place to stay. Go Navy! Beat Army!"
Dawn Heather G. 3-night trip
Posted 1 day ago
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good
"The view from our room was incredible. The property is clean and the beds comfortable. For the price, however, the only thing that justifies it is the view and location. There are 2 restaurants- Marmo was disappointing and overpriced. The cantina was great. Unfortunately, they take up all of the waterfront dock area, so there is really nowhere else to gather in the hotel to enjoy the water if you just want to sit and visit or play a game, or some such. (The balconies were too small for anything except a cup of coffee). And since the restaurants are open to the public the area is packed all the time. Otherwise, being an older hotel, there really aren't any special amenities. No spa or pool. nothing else special about it. And those terrible nespresso machines in the room. I just want a regular cup of coffee. Parking is overpriced- we hoofed it to a garage a few blocks away for significantly less per day."
Karen 3-night trip
Posted 4 days ago
Annapolis Waterfront Hotel, Autograph Collection
Eastport Cottage .5 mi from Downtown Annapolis

Eastport Cottage .5 mi from Downtown Annapolis

10/10 Excellent
"Terrific host, amazing location, lovely house."
Carla M. 2-night trip
Posted 4 days ago
Eastport Cottage .5 mi from Downtown Annapolis
Prime Eastport Location - Waterfront Condo w Pool & Parking

Prime Eastport Location - Waterfront Condo w Pool & Parking

10/10 Excellent
"Amazing location with a stunning view!"
Melonie K. 2-night trip
Posted 5 days ago
Prime Eastport Location - Waterfront Condo w Pool & Parking
Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis

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

10/10 Excellent
"House was pristine. Very comfortable space for a group. Great location. Very walkable."
Colleen E. 3-night trip
Posted 5 days ago
Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis
Walk to Shops & Dining from Dog-Friendly Apartment w Parking & Private Backyard

Walk to Shops & Dining from Dog-Friendly Apartment w Parking & Private Backyard

10/10 Excellent
"Very clean and comfortable beds. Good amenities as well. Would suggest larger towels and a couple of boxes of tissues"
janice l. 2-night trip
Posted 10 days ago
Walk to Shops & Dining from Dog-Friendly Apartment w Parking & Private Backyard
Beautiful Condo - Water View Near City Dock

Beautiful Condo - Water View Near City Dock

10/10 Excellent
"Perfect location, easy walking to everything in downtown, and plenty of parking. Condo was small but very nice. Host was very responsive and checked in on us."
James P. 5-night trip
Posted 12 days ago
Beautiful Condo - Water View Near City Dock

Other attractions near Annapolis Sailing School

A marina with boats docked, wooden pilings, and a clear sky.
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.
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A waterfront dining area with boats docked nearby.

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, 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.