Title: The 10 Best Hotels Near Annapolis Sailing School, Annapolis from CA $117 | Expedia.ca [Annapolis Travel Guide](https://expedia.ca/Annapolis.dx6034082)[Vacation Rentals in Annapolis](https://expedia.ca/Annapolis-Vacation-Rentals.d6034082.Travel-Guide-VacationRentals)[Flights to Annapolis](https://expedia.ca/Cheap-Flights-To-Annapolis.d6034082.Travel-Guide-Flights)[Things to do in Annapolis](https://expedia.ca/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)[Annapolis Sailing School Car Rentals](https://expedia.ca/Car-Rentals-In-Annapolis-Sailing-School.d553248621532662324.Car-Rental-Guide)[Annapolis Sailing School Vacations](https://expedia.ca/Annapolis-Sailing-School-Annapolis.d553248621532662324.Vacation-Attraction) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels near Annapolis Sailing School, Annapolis from CA $117 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248621532662324&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=553248621532662324&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248621532662324&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248621532662324&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## 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/74000000/73380000/73371800/73371779/42213387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Single Room, 1 King Bed, Bathtub, Harbour View](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/15680a18.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) ### 134 Prince - Luxury Boutique Hotel [](https://www.expedia.ca/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information) 1.6 km from Annapolis Sailing School 9.8/10 Exceptional (31) "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 [](https://www.expedia.ca/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/900/846/4033d0a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Graduate by Hilton Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) 2.3 km from Annapolis Sailing School 9.4/10 Exceptional (1002) "Very nice hotel. The dog park could have better lighting. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $182 CA $208 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/be7252cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1.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) ### Historic Inns of Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) Historic District, 1.9 km from Annapolis Sailing School 9.0/10 Wonderful (1900) "Great staff, comfortable beds, clean rooms and perfect location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Room, 2 Queen Beds, Balcony](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/6d79f12f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/af281015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/f68fafe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Annapolis Waterfront Hotel, Autograph Collection [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information) Historic District, 1.4 km from Annapolis Sailing School 8.8/10 Excellent (881) "Great location, nice and clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Micah CA $245 CA $279 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/8609294b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/65326f1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/0aaac719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/w3998h2663x2y4-320fb9ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn By Marriott Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Residence-Inn-By-Marriott-Annapolis.h100975885.Hotel-Information) 3 km from Annapolis Sailing School 9.0/10 Wonderful (54) "had a great stay staff was fabulous room was perfect for our needs location was convenient to shopping and restaurants" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) karen c. CA $175 CA $199 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Annapolis-Hotels-Residence-Inn-By-Marriott-Annapolis.h100975885.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/ba30667e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/6cffebec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/5c73e4c5.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) ### Fairfield Inn & Suites By Marriott Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Fairfield-Inn-Suites-By-Marriott-Annapolis.h100975886.Hotel-Information) 3 km from Annapolis Sailing School 9.0/10 Wonderful (165) "Beautiful and very modern, breakfast was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dominic CA $151 CA $173 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Annapolis-Hotels-Fairfield-Inn-Suites-By-Marriott-Annapolis.h100975886.Hotel-Information) ![Suite, 1 Bedroom, Terrace | Living area](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5.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) ![Deluxe Room, 2 Queen Beds, Accessible (Hearing)](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/aeb43618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/8ee1610f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Annapolis Downtown [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) 2.5 km from Annapolis Sailing School 8.6/10 Excellent (1008) "Great value for stay with breakfast included " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aisling CA $109 CA $124 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ![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/2000000/1680000/1678800/1678710/768e2886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/04365757.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) ### The Westin Annapolis [](https://www.expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information) 2.7 km from Annapolis Sailing School 8.6/10 Excellent (1000) "Spectacular " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis CA $212 CA $242 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/a8bf1b01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/eaea568e.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) ### 86 State Circle - Luxury Boutique Hotel [](https://www.expedia.ca/Annapolis-Hotels-86-State-Circle-Luxury-Boutique-Hotel.h115964505.Hotel-Information) Historic District, 2 km from Annapolis Sailing School 10/10 Exceptional (3) "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 CA $453 CA $517 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Annapolis-Hotels-86-State-Circle-Luxury-Boutique-Hotel.h115964505.Hotel-Information) ![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 drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/w3995h2667x0y0-71ae1070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/ac9bf8ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Annapolis [](https://www.expedia.ca/Edgewater-Hotels-Admiral-Suites.h297099.Hotel-Information) 6.6 km from Annapolis Sailing School 9.4/10 Exceptional (49) "The staff was welcoming, the room was very clean and comfortable and tue pocation waa great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $128 CA $146 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Edgewater-Hotels-Admiral-Suites.h297099.Hotel-Information) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/cea7f239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/ac9f5b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/e92b8c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Annapolis [](https://www.expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) 6.4 km from Annapolis Sailing School 9.0/10 Wonderful (1001) "Friendly staff and comfortable rooms. We love staying here when we visit the area as a family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $128 CA $146 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/f27fb62d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/aabb28e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/1a3cf5be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/69961199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Annapolis by IHG [](https://www.expedia.ca/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information) 6.2 km from Annapolis Sailing School 8.8/10 Excellent (179) "Nice staff, clean room, comfortable bed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jayne CA $116 CA $132 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/e2360421.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/w5759h3834x0y6-7304a3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza Annapolis by IHG [](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information) 6.3 km from Annapolis Sailing School 8.8/10 Excellent (1002) "Excellent from check in to check out, highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $146 CA $166 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information) ![Hypo-allergenic bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/19214323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/65a79802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/6ea498fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Annapolis, MD [](https://www.expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) 7.3 km from Annapolis Sailing School 9.0/10 Wonderful (1003) "Cookies and coffee at check in .excellent staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl CA $131 CA $149 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) ![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/6846c015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e7e5362c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta ES Suites Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) 6.6 km from Annapolis Sailing School 8.8/10 Excellent (962) "Nice breakfast, clean room, great parking" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $125 CA $143 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/be920909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/5575a0f2.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.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) 6.3 km from Annapolis Sailing School 8.6/10 Excellent (1006) "Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tawnya CA $105 CA $120 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![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/abc30633.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f531cd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information) 6.8 km from Annapolis Sailing School 8.6/10 Excellent (1001) "Wonderful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $116 CA $132 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information) ![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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/d39579fb.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) ![Room, 1 King Bed, Non Smoking (Whirlpool)](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/21b35d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Annapolis by IHG [](https://www.expedia.ca/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.Hotel-Information) 6 km from Annapolis Sailing School 8.2/10 Very good (1000) "Clean room and friendly staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Silvia CA $110 CA $126 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.Hotel-Information) ![Premium bedding, pillowtop beds, in-room safe, individually furnished](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/23865424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/76e0b277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/a336329e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/e600218e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information) 6.4 km from Annapolis Sailing School 8.2/10 Very good (1001) "I had a great experience at my stay at Hampton " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Idris O CA $129 CA $147 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information) ![Hypo-allergenic bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/f7bcd5fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/57bd9cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/6281ec00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/7f54b5f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis.h1641168.Hotel-Information) 6.9 km from Annapolis Sailing School 8.2/10 Very good (1000) "Clean room, fast and easy check in, made to order breakfast options. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $102 CA $117 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis.h1641168.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.ca/Hotel-Search?startDate=2025-12-27&endDate=2025-12-28®ionId=553248621532662324&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Top Annapolis Sailing School Hotel Reviews ![Hilton Garden Inn Annapolis Downtown](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5_y.jpg) ### Hilton Garden Inn Annapolis Downtown 10/10 Excellent "Courteous and helpful staff. Very clean. " [](https://expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg) ### Historic Inns of Annapolis 10/10 Excellent "Beautiful area! Loved the room! We took a taxi from the airport, it was nice to not have to worry about parking." [](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Annapolis Waterfront Hotel, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d_y.jpg) ### Annapolis Waterfront Hotel, Autograph Collection 10/10 Excellent "Fantastic hotel and they upgraded us to a room with a stunning view!" [](https://expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information) ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg) ### Graduate by Hilton Annapolis 10/10 Excellent "Very nice hotel. The dog park could have better lighting. " [](https://expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.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/e45263c6_y.jpg) ### 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! 10/10 Excellent "Had a great stay. Kitchen was very well equipped. Beautiful home." [](https://expedia.ca/Annapolis-Hotels-421-Irie-Simply-Charming-2-Story-Cottage-Private-Pool-1-Off-Street-Parking.h66845427.Hotel-Information) ![Eastport Cottage .5 mi from Downtown Annapolis ](https://images.trvl-media.com/lodging/40000000/39180000/39173300/39173273/7d8ed9b6_y.jpg) ### Eastport Cottage .5 mi from Downtown Annapolis 10/10 Excellent "Wonderful 10-day stay at this Eastport cottage. We had a very enjoyable experience being close to restaurants and activities and downtown Annapolis, as well as walking around the Eastport neighborhood and playing in nearby playgrounds. The house is in great condition and has everything we needed. Would definitely return to this cottage on my next trip to the area. " [](https://expedia.ca/Annapolis-Hotels-Eastport-Cottage-5-Mi-From-Downtown-Annapolis.h39173273.Hotel-Information) ![Beautiful Condo - Water View Near City Dock ](https://images.trvl-media.com/lodging/34000000/33500000/33496000/33495970/w4000h2785x0y0-a6314b8c_y.jpg) ### Beautiful Condo - Water View Near City Dock 10/10 Excellent "Everything was well kept and it was very warm and comfortable I would do it all over again. I felt at home.thanks again.Monica " [](https://expedia.ca/Annapolis-Hotels-Beautiful-Condo-Water-View-Near-City-Dock.h33495970.Hotel-Information) ![Dog-Friendly Annapolis Apartment | Parking, Private Backyard & Walkable to Shops and Restaurants](https://images.trvl-media.com/lodging/105000000/104620000/104617300/104617221/784a4873_y.jpg) ### Dog-Friendly Annapolis Apartment | Parking, Private Backyard & Walkable to Shops and Restaurants 10/10 Excellent "Everything was just fine. I enjoyed my stay and would recommend the place to others.Very close to lots of nice restaurants too." [](https://expedia.ca/Annapolis-Hotels-Walk-Everywhere-In-Annapolis-From-1st-Floor-Dog-Friendly-Apartment-With-Parking-And-Backyard.h104617221.Hotel-Information) ![All Newly-Designed Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis](https://images.trvl-media.com/lodging/108000000/107300000/107296400/107296341/caa9c4a6_y.jpg) ### All Newly-Designed Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis 10/10 Excellent "Walking distance to restaurants " [](https://expedia.ca/Annapolis-Hotels-Water-Views.h107296341.Hotel-Information) ## Hotels near other Annapolis Sailing School attractions ![Annapolis Harbor](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.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=938006365035819008) ![Ego Alley](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 savor the top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=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.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=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 trip to Annapolis. Stroll along the area's waterfront, or simply savor its top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=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.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635983991616) ### Annapolis Harbor Explore the waterfront in Annapolis with a trip to Annapolis Harbor. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=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.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635983991693) ### Kunta Kinte Plaque & Alex Haley Memorial You can find out about the history of Annapolis with a visit to Kunta Kinte Plaque & Alex Haley Memorial. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=658955797326893056) ## Frequently asked questions ### What's the area like around Annapolis Sailing School? ### What's the best hotel to stay near Annapolis Sailing School? ### How many hotels are there 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? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [4 Star Hotels in Annapolis ](https://www.expedia.ca/4Star-Annapolis-Hotels.s40-0-d6034082.Travel-Guide-Filter-Hotels) - [Anchorage Hotels ](https://www.expedia.ca/Anchorage-Annapolis-Hotels.0-n553248635976473602-0.Travel-Guide-Filter-Hotels) - [Farmstay in Annapolis ](https://www.expedia.ca/Annapolis-Agritourism.d6034082-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Annapolis ](https://www.expedia.ca/Annapolis-Apart-Hotels.d6034082-aaApartHotels.Travel-Guide-Accommodation) - 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