Title: Best Hotels Near Annapolis Sailing School, Annapolis from CA $153 | Expedia.ca

  

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# Find hotels near Annapolis Sailing School, Annapolis from CA $153

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## Check prices for these dates

Tonight

[Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=553248621532662324&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=553248621532662324&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248621532662324&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248621532662324&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

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## Top Hotels Close to Annapolis Sailing School

## 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)

![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/03fed2cc.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)

![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)

### 134 Prince - Luxury Boutique Hotel

1.6 km from Annapolis Sailing School

9.8/10

Exceptional

(26)

"Very friendly staff!"

CA $295

CA $336 total

includes taxes & fees

Sep 29 - Sep 30

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

![Beach nearby](https://images.trvl-media.com/lodging/40000000/39530000/39529200/39529191/96bfef96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining room](https://images.trvl-media.com/lodging/40000000/39530000/39529200/39529191/256bb61d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/40000000/39530000/39529200/39529191/45038f0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/40000000/39530000/39529200/39529191/21c5ef91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn at Horn Point

Eastport, 0.7 km from Annapolis Sailing School

9.6/10

Exceptional

(21)

"Family owned with care and pride. Excellent food and recommendations for other restaurants and activities. "

CA $476

CA $542 total

includes taxes & fees

Sep 29 - Sep 30

[](https://www.expedia.ca/Annapolis-Hotels-Inn-At-Horn-Point.h39529191.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/cc957ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chesapeake Suite](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/49daa5e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining room](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/fda5370c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chesapeake Suite](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/w1857h2500x0y0-ac5cefb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flag House Inn

Historic District, 1.7 km from Annapolis Sailing School

9.4/10

Exceptional

(78)

"Lovely B&B close to EVERYTHING! The host were so kind and helpful. The common areas were very nice as well as the front porch!"

CA $285

CA $324 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Annapolis-Hotels-Flag-House-Inn.h27530544.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)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/900/846/4033d0a9.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)

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

### Graduate by Hilton Annapolis

2.3 km from Annapolis Sailing School

9.4/10

Exceptional

(1011)

"Great area and it was a perfect hotel for our trip. "

CA $249

CA $283 total

includes taxes & fees

Oct 5 - Oct 6

[](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)

![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/c1b842f8.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

Historic District, 1.9 km from Annapolis Sailing School

9.0/10

Wonderful

(1851)

"Perfect location…terrific staff…spacious room with a king sized bed! "

CA $141

CA $208 total

includes taxes & fees

Sep 30 - Oct 1

[](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.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)

![Restaurant](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/5c73e4c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/18803db7.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

3 km from Annapolis Sailing School

9.0/10

Wonderful

(147)

"Great room, very clean property, and the breakfast… absolutely perfect for me and my son. "

CA $223

CA $254 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Annapolis-Hotels-Fairfield-Inn-Suites-By-Marriott-Annapolis.h100975886.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)

![Lobby](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/w3998h2663x2y4-320fb9ab.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)

### Residence Inn By Marriott Annapolis

3 km from Annapolis Sailing School

9.0/10

Wonderful

(48)

"Clean room: parking "

CA $246

CA $281 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Annapolis-Hotels-Residence-Inn-By-Marriott-Annapolis.h100975885.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)

![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)

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

### Hilton Garden Inn Annapolis Downtown

2.5 km from Annapolis Sailing School

8.6/10

Excellent

(1014)

"Great staff, very helpful and welcoming!! Also location is great and very walkable to downtown area"

CA $180

CA $205 total

includes taxes & fees

Oct 19 - Oct 20

[](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/2000000/1680000/1678800/1678710/0684bd50.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)

### The Westin Annapolis

2.7 km from Annapolis Sailing School

8.6/10

Excellent

(1007)

"Would stay there again very soon "

CA $275

CA $314 total

includes taxes & fees

Sep 28 - Sep 29

[](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)

![Aerial view](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/8d2066be.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

Historic District, 2 km from Annapolis Sailing School

10/10

Exceptional

(2)

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

CA $359

CA $410 total

includes taxes & fees

Sep 28 - Sep 29

[](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)

![Lobby](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/c4e2c1e5.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)

![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)

### TownePlace Suites by Marriott Annapolis

6.6 km from Annapolis Sailing School

9.2/10

Wonderful

(26)

"The staff was great!"

CA $152

CA $174 total

includes taxes & fees

Sep 30 - Oct 1

[](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)

![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)

![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)

### SpringHill Suites by Marriott Annapolis

6.4 km from Annapolis Sailing School

9.0/10

Wonderful

(1006)

"Clean room, Good breakfast and friendly staff."

CA $152

CA $173 total

includes taxes & fees

Sep 29 - Sep 30

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/9088c5e1.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/2000000/1170000/1160800/1160798/0914d7ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/38f7156f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Candlewood Suites Annapolis by IHG

6.2 km from Annapolis Sailing School

8.8/10

Excellent

(128)

"Nice area, clean, comfortable, pleasant staff"

CA $134

CA $153 total

includes taxes & fees

Sep 28 - Sep 29

[](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/cfbb67fb.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/w5759h3834x0y6-7304a3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Crowne Plaza Annapolis by IHG

6.3 km from Annapolis Sailing School

8.8/10

Excellent

(1016)

"Good location"

CA $159

CA $181 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.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)

![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)

![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)

### Sonesta ES Suites Annapolis

6.6 km from Annapolis Sailing School

8.8/10

Excellent

(894)

"Had a great stay."

CA $136

CA $155 total

includes taxes & fees

Sep 28 - Sep 29

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

![1 bedroom, hypo-allergenic bedding, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950.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)

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

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

7.3 km from Annapolis Sailing School

9.0/10

Wonderful

(1022)

"Great place to stay. The pool and hot tub are great amenities. "

CA $140

CA $160 total

includes taxes & fees

Sep 30 - Oct 1

[](https://www.expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.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)

![1 bedroom, premium bedding, pillowtop beds, in-room safe](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

6.3 km from Annapolis Sailing School

8.6/10

Excellent

(1015)

"The shuttle service and front desk staff were outstanding!"

CA $146

CA $167 total

includes taxes & fees

Sep 29 - Sep 30

[](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

6.8 km from Annapolis Sailing School

8.6/10

Excellent

(1000)

"The room was great, and the staff was great. "

CA $163

CA $186 total

includes taxes & fees

Oct 14 - Oct 15

[](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)

![Room amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/9a55b500.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)

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

### Holiday Inn Express & Suites Annapolis by IHG

6 km from Annapolis Sailing School

8.2/10

Very good

(1011)

"Great location. "

CA $145

CA $166 total

includes taxes & fees

Sep 28 - Sep 29

[](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)

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/ff58e28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Annapolis

6.4 km from Annapolis Sailing School

8.2/10

Very good

(1013)

"Nice location and staff was friendly and helpful."

CA $152

CA $174 total

includes taxes & fees

Sep 30 - Oct 1

[](https://www.expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.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=2025-10-08&endDate=2025-10-09&regionId=553248621532662324&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Top Annapolis Sailing School Hotel Reviews

![Hilton Garden Inn Annapolis Downtown](//images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5_y.jpg)

### Hilton Garden Inn Annapolis Downtown

10/10 Excellent

"I was perfect for our visit. Close to everything."

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

![Historic Inns of Annapolis](//images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg)

### Historic Inns of Annapolis

10/10 Excellent

"Stayed for one night; room was nice, easy to access, and located near numerous local attractions. "

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

![Graduate by Hilton Annapolis](//images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg)

### Graduate by Hilton Annapolis

10/10 Excellent

"What a great hotel. Navy themed. Great location."

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

![Annapolis Waterfront Hotel, Autograph Collection](//images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d_y.jpg)

### Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Y"

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

![Eastport Cottage .5 mi from Downtown Annapolis
](//images.trvl-media.com/lodging/40000000/39180000/39173300/39173273/7d8ed9b6_y.jpg)

### Eastport Cottage .5 mi from Downtown Annapolis

10/10 Excellent

"Great stay - great location"

[](https://expedia.ca/Annapolis-Hotels-Eastport-Cottage-5-Mi-From-Downtown-Annapolis.h39173273.Hotel-Information)

![Eastport Historic Firehouse with Parking, Dogs OK](//images.trvl-media.com/lodging/58000000/57520000/57513300/57513201/6036fead_y.jpg)

### Eastport Historic Firehouse with Parking, Dogs OK

10/10 Excellent

"Clean and easy!"

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

![Bay View Studio Apartment](//images.trvl-media.com/lodging/67000000/66770000/66765400/66765376/7cd9a5c2_y.jpg)

### Bay View Studio Apartment

10/10 Excellent

"We absolutely loved our stay! The studio is very large, comfortable and spotless. Perfect for 2 people. The view of the Bay is beautiful, and the property is very tranquil. Laura, our host, has thought of everything to make our visit perfect. Fully stocked kitchen, and the most comfortable sheets. She communicates immediately and you would never know she lives above you, the house is very quiet. We look forward to returning next year. Thanks for making this a great vacation!"

[](https://expedia.ca/Annapolis-Hotels-Bay-View-Studio-Apartment.h66765376.Hotel-Information)

![Stunning Craftsman Steps to Downtown Annapolis & Spa Creek with Game Room, Parking and Backyard](//images.trvl-media.com/lodging/96000000/95310000/95306900/95306889/db67139d_y.jpg)

### Stunning Craftsman Steps to Downtown Annapolis & Spa Creek with Game Room, Parking and Backyard

10/10 Excellent

"The house was beautiful and clean. We found things easily. The location was perfect for walking and taking the water taxi to downtown Annapolis. "

[](https://expedia.ca/Annapolis-Hotels-Stunning-Craftsman-Steps-To-Downtown-Annapolis-Spa-Creek-With-Game-Room.h95306889.Hotel-Information)

![The Westin Annapolis](//images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff_y.jpg)

### The Westin Annapolis

10/10 Excellent

"Excellent hotel "

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

### Hotels near Other Annapolis Attractions

[](https://expedia.ca/Susan-Campbell-Park-Hotels.0-l938006365035819008-0.Travel-Guide-Filter-Hotels)

![Susan Campbell Park](https://mediaim.expedia.com/destination/2/fccccab9e2bb2cbf48ce974b1de2e93a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=938006365035819008)

[](https://expedia.ca/Ego-Alley-Hotels.0-l553248635919228117-0.Travel-Guide-Filter-Hotels)

![Ego Alley](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/455000/455131-Ego-Alley.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635919228117)

[](https://expedia.ca/William-Paca-House-Hotels.0-l6077398-0.Travel-Guide-Filter-Hotels)

![William Paca House](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253407-William-Paca-House.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### William Paca House

Learn about the life and explore the historic home of 18th-century lawyer and signer of the Declaration of Independence, William Paca.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6077398)

[](https://expedia.ca/Annapolis-Landing-Marina-Hotels.0-l553248621558039664-0.Travel-Guide-Filter-Hotels)

#### 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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621558039664)

[](https://expedia.ca/Annapolis-Maritime-Museum-Hotels.0-l553248621532662325-0.Travel-Guide-Filter-Hotels)

#### Annapolis Maritime Museum

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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532662325)

[](https://expedia.ca/Sparrows-Beach-Hotels.0-l553248635983991616-0.Travel-Guide-Filter-Hotels)

#### 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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635983991616)

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-   [Flights to Annapolis](https://www.expedia.ca/Cheap-Flights-To-Annapolis.d6034082.Travel-Guide-Flights)
-   [Flights to Maryland](https://www.expedia.ca/Destinations-In-Maryland.d222.Flight-Destinations)

-   [Visit Historic District](https://www.expedia.ca/Annapolis-Historic-District.dx553248635976472706)
-   [Visit Annapolis](https://www.expedia.ca/Annapolis.dx6034082)
-   [Hammond-Harwood House](https://www.expedia.ca/Hammond-Harwood-House-Historic-District.d6077396.Vacation-Attraction)
-   [Maryland State House](https://www.expedia.ca/Maryland-State-House-Historic-District.d6077394.Vacation-Attraction)
-   [Maryland Vacations](https://www.expedia.ca/Maryland.d222.Destination-Travel-Guides)
-   [Visit Maryland](https://www.expedia.ca/Maryland.dx222)

-   [Car rentals in Alamo Rent A Car 9020 Aviation Blvd](https://www.expedia.ca/Alamo-Rent-A-Car-at-9020-Aviation-Blvd-Los-Angeles-California-USA.v222.Car-Rental-Guide-Location)
-   [Car rental Annapolis](https://www.expedia.ca/Car-Rentals-In-Annapolis.d6034082.Car-Rental-Guide)
-   [Car rentals near Maryland](https://www.expedia.ca/Destinations-In-Maryland.d222.Car-Rental-Destinations)

-   [Things to do in Annapolis](https://www.expedia.ca/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)
-   [Things to do in Maryland](https://www.expedia.ca/Things-To-Do-In-Maryland.d222.Travel-Guide-Activities)