Title: The Best Hotels Closest to Annapolis Sailing School in Annapolis - 2026 Updated Prices | Expedia.co.uk

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## Check prices for these dates

Tonight

[29 Mar - 30 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248621532662324&startDate=2026-03-29&endDate=2026-03-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[30 Mar - 31 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248621532662324&startDate=2026-03-30&endDate=2026-03-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248621532662324&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248621532662324&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Property class

## Our top choices for Annapolis Sailing School hotels

![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/1976e6ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/3b6079a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/2624f48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast ](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/03fed2cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 134 Prince - Luxury Boutique Hotel

[](https://www.expedia.co.uk/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information)

1 mi from Annapolis Sailing School

9.8/10

Exceptional

(34 reviews)

"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ian

£146

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/846/e94a05fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/846/48975360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/900/846/237feb4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Graduate by Hilton Annapolis

[](https://www.expedia.co.uk/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information)

1.5 mi from Annapolis Sailing School

9.4/10

Exceptional

(1,002 reviews)

"Central l9cation, easy walk to all sites."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James

£154

includes taxes & fees

12 Apr - 13 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/76e5fee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/ab8d2ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chesapeake Suite | Frette Italian sheets, premium bedding, memory-foam beds, free minibar](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/49daa5e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/e818c666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flag House Inn

[](https://www.expedia.co.uk/Annapolis-Hotels-Flag-House-Inn.h27530544.Hotel-Information)

Historic District, 1 mi from Annapolis Sailing School

9.2/10

Wonderful

(91 reviews)

"The B&B website and other on-line links claims "...excellent breakfast" and "the best breakfast in Annapolis". What was served were mini grocery store bought pastry, no fresh coffee, no juice, no plates, no one around. In addition, they state that for a large fee you can have valet parking on-site. There was no valet. I requested a refund for the valet parking and used that money to have a decent breakfast elsewhere. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Linda

£156

includes taxes & fees

1 Apr - 2 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-Flag-House-Inn.h27530544.Hotel-Information)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/620f8cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/5c9aedf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/c1b842f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Inns of Annapolis

[](https://www.expedia.co.uk/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

Historic District, 1.2 mi from Annapolis Sailing School

9.0/10

Wonderful

(1,863 reviews)

"Great location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Betsy

£137

includes taxes & fees

5 Apr - 6 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

![Premium bedding, down duvets, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/76a0c2be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/fb8e8cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/4dba2228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Balcony | Premium bedding, down duvets, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Annapolis Waterfront Hotel, Autograph Collection

[](https://www.expedia.co.uk/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information)

Historic District, 0.8 mi from Annapolis Sailing School

8.8/10

Excellent

(912 reviews)

"I would have given an excellent but there was still some renovations being done. Staff was great, rooms were beautiful and clean. Location is perfect and within walking distance to tons of shops, restaurants and bars. Their restaurant was currently closed for remodeling but guests can still get room service from the restaurant next door. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Autumn

£197

includes taxes & fees

12 Apr - 13 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/73550aaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, dinner and brunch served](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/0684bd50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/96f9cffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Westin Annapolis

[](https://www.expedia.co.uk/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information)

1.7 mi from Annapolis Sailing School

8.8/10

Excellent

(1,001 reviews)

"We were given a beautiful upgrade to a very bright room with double windows. Enjoyable stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Janet

£154

includes taxes & fees

5 Apr - 6 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/676e246c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/97b0db53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/w3998h2663x2y4-cd8765a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/w3996h2664x4y0-50b1ab3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites By Marriott Annapolis

[](https://www.expedia.co.uk/Annapolis-Hotels-Fairfield-Inn-Suites-By-Marriott-Annapolis.h100975886.Hotel-Information)

1.8 mi from Annapolis Sailing School

8.8/10

Excellent

(185 reviews)

"Would stay here again! Everyone and everything including location was excellent!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul

£94

includes taxes & fees

5 Apr - 6 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-Fairfield-Inn-Suites-By-Marriott-Annapolis.h100975886.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/0ca21efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/w3996h2664x4y0-0f5b2a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/c237dfc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/3215754a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn By Marriott Annapolis

[](https://www.expedia.co.uk/Annapolis-Hotels-Residence-Inn-By-Marriott-Annapolis.h100975885.Hotel-Information)

1.9 mi from Annapolis Sailing School

8.8/10

Excellent

(69 reviews)

"Everything was good "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

George

£116

includes taxes & fees

5 Apr - 6 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-Residence-Inn-By-Marriott-Annapolis.h100975885.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/8ee1610f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/58ff455e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/21c4fc7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/2ee9107a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Annapolis Downtown

[](https://www.expedia.co.uk/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information)

1.5 mi from Annapolis Sailing School

8.6/10

Excellent

(1,001 reviews)

"Fantastic location! Great beds! Absolute gem "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MICHELLE

£92

includes taxes & fees

1 Apr - 2 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/6d339134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room, City View | City view](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/a6ce1446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/97119172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room, City View | In-room safe, blackout curtains, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/235d9b16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 86 State Circle - Luxury Boutique Hotel

[](https://www.expedia.co.uk/Annapolis-Hotels-86-State-Circle-Luxury-Boutique-Hotel.h115964505.Hotel-Information)

Historic District, 1.2 mi from Annapolis Sailing School

10/10

Exceptional

(3 reviews)

"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."

![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg)

Jo

£213

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Annapolis-Hotels-86-State-Circle-Luxury-Boutique-Hotel.h115964505.Hotel-Information)

![BBQ/picnic Area](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/aed98da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/589ffa9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/46c3234d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/f13df37b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TownePlace Suites by Marriott Annapolis

[](https://www.expedia.co.uk/Edgewater-Hotels-Admiral-Suites.h297099.Hotel-Information)

4.1 mi from Annapolis Sailing School

9.2/10

Wonderful

(79 reviews)

"Great stay and good location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vincent

£87

includes taxes & fees

5 Apr - 6 Apr

[](https://www.expedia.co.uk/Edgewater-Hotels-Admiral-Suites.h297099.Hotel-Information)

![Free daily self-service breakfast ](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/0c127689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/72ca553e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, pool loungers](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/745b6ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SpringHill Suites by Marriott Annapolis

[](https://www.expedia.co.uk/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information)

4 mi from Annapolis Sailing School

9.0/10

Wonderful

(1,004 reviews)

"It is one of my favorite places to stay in Annapolis, staff is always courteous and room clean."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ruby

£87

includes taxes & fees

12 Apr - 13 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/65a79802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/9e6dd0ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Non Smoking, Fireplace | Hypo-allergenic bedding, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/42a0faa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/38245561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country Inn & Suites by Radisson, Annapolis, MD

[](https://www.expedia.co.uk/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information)

4.6 mi from Annapolis Sailing School

9.0/10

Wonderful

(1,007 reviews)

"This place is Amazing!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kyra

£80

includes taxes & fees

5 Apr - 6 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/aabb28e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/f74ef80c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic Area](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/180dd9f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/fa54a5ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Candlewood Suites Annapolis by IHG

[](https://www.expedia.co.uk/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information)

3.8 mi from Annapolis Sailing School

8.8/10

Excellent

(222 reviews)

"Hotel was clean staff was friendly"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kim

£79

includes taxes & fees

5 Apr - 6 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/0f404f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/c9fe9cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/cfbb67fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/f69d8f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Crowne Plaza Annapolis by IHG

[](https://www.expedia.co.uk/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information)

3.9 mi from Annapolis Sailing School

8.8/10

Excellent

(1,005 reviews)

"Great bar. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas

£90

includes taxes & fees

5 Apr - 6 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information)

![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/eac8c079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/a8e6d435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/fbea7cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/4dfe2462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonesta ES Suites Annapolis

[](https://www.expedia.co.uk/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information)

4.1 mi from Annapolis Sailing School

8.8/10

Excellent

(1,007 reviews)

"Room was specious and the kitchen was a plus the buffet breakfast was great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jesus

£77

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/be920909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/c21b600a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/3952dad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Hotel Annapolis

[](https://www.expedia.co.uk/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information)

3.9 mi from Annapolis Sailing School

8.6/10

Excellent

(1,003 reviews)

"Wonderful and clean accommodations "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emily

£77

includes taxes & fees

5 Apr - 6 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f531cd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/122348e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f5af10f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/7f9539e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Annapolis

[](https://www.expedia.co.uk/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information)

4.2 mi from Annapolis Sailing School

8.6/10

Excellent

(1,000 reviews)

"Staff were very pleasant. Breakfast was delicious and rooms were very clean. Would stay again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aja

£87

includes taxes & fees

5 Apr - 6 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information)

![Room, 1 King Bed, Non Smoking (Whirlpool) | In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/21b35d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/5f8f1383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/59ba3f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/8f7b2e8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Annapolis by IHG

[](https://www.expedia.co.uk/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.Hotel-Information)

3.7 mi from Annapolis Sailing School

8.2/10

Very good

(1,001 reviews)

"Everything was absolutely great there! Had an amazing stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jaran

£98

includes taxes & fees

5 Apr - 6 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.Hotel-Information)

![Front of property – evening/night](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/986ce82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/0fbfe277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/49680cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Single Room | Frette Italian sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/ece40ddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Chesapeake Bay Beach Club

[](https://www.expedia.co.uk/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information)

8.1 mi from Annapolis Sailing School

9.4/10

Exceptional

(442 reviews)

"Very clean room, staff was very nice. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Byron

£175

includes taxes & fees

2 Apr - 3 Apr

[](https://www.expedia.co.uk/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information)

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](https://expedia.co.uk/Hotel-Search?startDate=2026-04-12&endDate=2026-04-13&regionId=553248621532662324&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Compare popular hotels close to Annapolis Sailing School

| Property                                                                                                                                                                                                                           | Property class    | Guest rating                | Breakfast included | Pool | Spa | Pet-friendly | WiFi included |  |
| ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | ----------------- | --------------------------- | ------------------ | ---- | --- | ------------ | ------------- |  |
| ![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/1976e6ee.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)134 Prince - Luxury Boutique Hotel                                                      | 2.5 star property | 9.8Exceptional34 reviews    | View               |      |     |              |               |  |
| ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Graduate by Hilton Annapolis                                                                             | 4.0 star property | 9.4Exceptional1,002 reviews | View               |      |     |              |               |  |
| ![Lobby lounge](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/76e5fee9.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Flag House Inn                                                                      | 3.5 star property | 9.2Wonderful91 reviews      | View               |      |     |              |               |  |
| ![Meeting facility](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Historic Inns of Annapolis                                                                | 3.5 star property | 9.0Wonderful1,863 reviews   | View               |      |     |              |               |  |
| ![Premium bedding, down duvets, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/76a0c2be.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Annapolis Waterfront Hotel, Autograph Collection | 4.0 star property | 8.8Excellent912 reviews     | View               |      |     |              |               |  |

## Top Annapolis Sailing School Hotel Reviews

![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22_y.jpg)

### Graduate by Hilton Annapolis

10/10 Excellent

"Unique hotel in the heart of Annapolis. The room was lovely, comfortable and well equipped. Parking was a bit expensive $32 one day and strange, couldnt actually park in the covered garrage that was only for vallette patrons. Would have been nice to have a regular coffee maker in the room, only instant coffee was on offer. "

[](https://expedia.co.uk/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information)

![Hilton Garden Inn Annapolis Downtown](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/8ee1610f_y.jpg)

### Hilton Garden Inn Annapolis Downtown

10/10 Excellent

"Great location & service was wonderful."

[](https://expedia.co.uk/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information)

![2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free](https://images.trvl-media.com/lodging/118000000/117530000/117522000/117521921/98c98278_y.jpg)

### 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free

10/10 Excellent

"Beautiful accommodations! Great design/decor, good sized rooms, well appointed kitchen. My only suggestion is more furniture in the living room. Currently sits 4 comfortably. The location is great and a short (and beautiful) walk to downtown. Great place!"

[](https://expedia.co.uk/Annapolis-Hotels-Walk-Everywhere-From-New-Eastport-Cape-Cod-With-High-End-Finishes-And-Gourmet-Kitchen.h117521921.Hotel-Information)

![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1_y.jpg)

### Historic Inns of Annapolis

10/10 Excellent

"Clean room, friendly staff, and the PERFECT location for walking downtown Annapolis. "

[](https://expedia.co.uk/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

![421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!](https://images.trvl-media.com/lodging/67000000/66850000/66845500/66845427/4cc6cb4b_y.jpg)

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

10/10 Excellent

"Everything about the cottage was exactly as described. It’s a beautiful, well maintained space in the heart of Eastport. Such a great location within walking distance to a number of restaurants. I so appreciated the extra touches from our host! "

[](https://expedia.co.uk/Annapolis-Hotels-421-Irie-Simply-Charming-2-Story-Cottage-Private-Pool-1-Off-Street-Parking.h66845427.Hotel-Information)

![2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free](https://images.trvl-media.com/lodging/58000000/57520000/57513300/57513201/f69fb724_y.jpg)

### 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free

10/10 Excellent

"Beautiful home with great, open living on the 2nd floor, and large living and sleeping space on the ground level. Also, a great neighborhood feel while being easy walking distance to all the fun."

[](https://expedia.co.uk/Annapolis-Hotels-Eastport-Historic-Firehouse-With-Parking.h57513201.Hotel-Information)

![Beautiful Condo - Water View Near City Dock ](https://images.trvl-media.com/lodging/34000000/33500000/33496000/33495970/fbaa80f0_edited_5099_y.jpg)

### Beautiful Condo - Water View Near City Dock 

10/10 Excellent

"Cozy, comfortable apartment in a great location. "

[](https://expedia.co.uk/Annapolis-Hotels-Beautiful-Condo-Water-View-Near-City-Dock.h33495970.Hotel-Information)

![Annapolis Waterfront Hotel, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/76a0c2be_y.jpg)

### Annapolis Waterfront Hotel, Autograph Collection

8/10 Good

"I would have given an excellent but there was still some renovations being done. Staff was great, rooms were beautiful and clean. Location is perfect and within walking distance to tons of shops, restaurants and bars. Their restaurant was currently closed for remodeling but guests can still get room service from the restaurant next door. "

[](https://expedia.co.uk/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information)

![Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!](https://images.trvl-media.com/lodging/31000000/30530000/30528300/30528257/84c052bf_y.jpg)

### Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!

10/10 Excellent

"The house was spacious, clean and the kitchen very well stocked. We didn’t cook this time but eadily could have with everything there. We struggled to get in initially but Seth was very responsive and quickly resolved the issue. I was very grateful for how fast he resonded."

[](https://expedia.co.uk/Annapolis-Hotels-Fantastic-Spacious-Eastport-Home-Easy-Walk-To-Everything-Parking-For-6-Cars.h30528257.Hotel-Information)

## Hotels near other Annapolis Sailing School attractions

![](https://images.trvl-media.com/place/6034082/c2e7221b-185d-41c4-a25c-b4fefc7f3c5e.jpg)

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](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=938006365035819008)

![](https://images.trvl-media.com/place/553248635919228117/d5242255-2379-4ab6-a319-d8e08322225a.jpg)

### 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](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635919228117)

### 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](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621558039664)

### Annapolis Maritime Museum

4.6/5 (5 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](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532662325)

### 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](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635983991616)

### Annapolis Harbor

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

[See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=938006130580357120)

### 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](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635983991693)

### 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](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=658955797326893056)

## Frequently asked questions

### What's the area like around Annapolis Sailing School?

### What's the best place to stay near Annapolis Sailing School?

### How many hotels will I be able to find near Annapolis Sailing School?

### If I need to cancel the hotel reservation for my stay near Annapolis Sailing School, will I receive a refund?

### What can I see and do near Annapolis Sailing School?