Book a hotel near Annapolis Sailing School, Annapolis

Name: Historic Inns of Annapolis
Price range: $168 total

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Top hotels close to Annapolis Sailing School

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

Annapolis MD

0.1 mi from Annapolis Sailing School

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This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Bay View Studio Apartment

Annapolis MD

0.19 mi from Annapolis Sailing School

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A hot tub is featured at this apartment, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Hot Tub

Kitchen

Walk to Waterfront & USNA from Eastport Gem with Fire Pit, Porch & Fenced-In Yard

Annapolis MD

0.24 mi from Annapolis Sailing School

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This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

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

Annapolis MD

0.38 mi from Annapolis Sailing School

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This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

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

Annapolis MD

0.42 mi from Annapolis Sailing School

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This apartment featured laundry facilities and barbecue grills.

Kitchen

Washer

Eastport Historic Firehouse with Parking, Dogs OK

Annapolis MD

0.43 mi from Annapolis Sailing School

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This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

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

Annapolis MD

0.44 mi from Annapolis Sailing School

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An outdoor pool is featured at this vacation home, along with free WiFi in public areas and a garden. A picnic area, laundry facilities, and concierge services are also on offer.

Pool

Kitchen

Inn at Horn Point

534 Burnside Street Annapolis MD

0.44 mi from Annapolis Sailing School

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This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

2-story downtown home with enclosed yard, deck, firepit, gas grill & fireplace

Annapolis MD

0.47 mi from Annapolis Sailing School

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This vacation home features barbecue grills.

Kitchen

Washer

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

Annapolis MD

0.52 mi from Annapolis Sailing School

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A gym is featured at this vacation home, along with laundry facilities and barbecue grills.

Annapolis Waterfront Hotel, Autograph Collection

80 Compromise St Annapolis MD

Free Cancellation

Reserve now, pay when you stay

0.84 mi from Annapolis Sailing School

$206 nightly

$235 total

Aug 5 - Aug 6

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a rooftop terrace on site, and laundry facilities and concierge services are also offered.

Pet friendly

Free WiFi

Historic Inns of Annapolis

58 State Circle Annapolis MD

Free Cancellation

Reserve now, pay when you stay

1.17 mi from Annapolis Sailing School

$147 nightly

$168 total

Aug 11 - Aug 12

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A terrace, limo/town car service, and a garden are also on offer.

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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.

Annapolis Sailing School hotels essential information

Accommodation	784 hotels
Lowest Price	$168
Highest Price	$235
Popular hotels	Historic Inns of Annapolis, Annapolis Waterfront Hotel, Autograph Collection, Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly, Bay View Studio Apartment, Walk to Waterfront & USNA from Eastport Gem with Fire Pit, Porch & Fenced-In Yard, Walk to Downtown Annapolis & Spa Creek from Stunning Craftsman with Game Room, Parking and Backyard, 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!, Walk to Shops & Dining from Dog-Friendly Apartment w Parking & Private Backyard, Eastport Historic Firehouse with Parking, Dogs OK, Inn at Horn Point, 2-story downtown home with enclosed yard, deck, firepit, gas grill & fireplace, Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis

Recent Annapolis Sailing School hotel reviews by fellow wanderers

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5

Posted 20 hours ago

Travelocity Verified Review

"The counter people could be friendlier"

A verified traveler stayed at Annapolis Waterfront Hotel, Autograph Collection

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

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"Fabulous space for two couples. We took advantage of the pool and had a wonderful time. Convenient 10 min walk to great restaurants and shopping. Liz was a fabulous host."

A verified traveler stayed at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Bay View Studio Apartment

5 out of 5

Posted 5 days ago

Travelocity Verified Review

"We really enjoyed staying at this property. The house was so clean, roomy, comfortable and had everything we needed. We loved sitting on the deck and watching the water. And when it rained, we just moved to the covered porch. The neighborhood was beautiful and quiet. We were close to old town Annapolis for lots of fun and dining options. Checking in was so easy. Directions for getting to the location, into the house, and where to park were so easy to follow. We hope to be back for another visit. Thank you"

A verified traveler stayed at Bay View Studio Apartment

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

5 out of 5

Posted 7 days ago

Travelocity Verified Review

"We had a wonderful stay at this charming waterfront home! While the house is older, it has so much character and was incredibly comfortable. The location is unbeatable—the peaceful waterfront views and beautiful sunsets made every day special. The home was clean, cozy, and had everything we needed for a relaxing getaway. If you’re looking for a place with charm, comfort, and an amazing setting rather than a modern luxury property, this is the perfect spot. We would absolutely stay here again and highly recommend it!"

A verified traveler stayed at Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly

2-story downtown home with enclosed yard, deck, firepit, gas grill & fireplace

5 out of 5

Posted 3 weeks ago

Travelocity Verified Review

"My girlfriends and I take a long trip every year to a different city. We are at a point in our lives where we have very high standards and this beautiful home met all of our needs and more! It is in a quiet Eastport neighborhood, with approximately 8 to 10 minute walk to the heart of Annapolis. We each had our own bedroom and there were three full bathrooms (each with a bidet!!) and an outdoor shower. The living space was beautifully decorated and very spacious. The kitchen was updated and was a lovely space to create our happy hour snacks and our morning meals. The outdoor deck and patio with fire pit were fantastic for our late night wine talks! Because we go out for dinner every night, we didn't use the dining room but for people who want to cook and eat in, it is the perfect space! They even had a music room with piano and a guitar for the musically inclined. The entire house was super clean! There is a driveway right beside the home. We parked our car and unpacked and didn't start it until we left. The location is extremely walkable to everything. We had a minor issue on the first night with one of the toilets, and the host responded super fast. The handyman fixed the problem and was super sweet as well. The experience we had with this rental was incredible, and we would definitely stay here again on a future trip to Annapolis. Highly recommend!!!"

A verified traveler stayed at 2-story downtown home with enclosed yard, deck, firepit, gas grill & fireplace

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

5 out of 5

Posted 1 month ago

Travelocity Verified Review

"This property was truly a wonderful place to stay! It is beautiful, well-kept with great amenities (jacuzzi tub, barbecue pit, private driveway, etc.), and we were very cozy and comfortable. The view of the Chesapeake Bay from the primary bedroom is breathtaking! Also, the location in Eastport with its great restaurants which is within walking distance to Annapolis and the US Naval Academy is very convenient. We highly recommend staying at this property for a wonderful get away!"

A verified traveler stayed at Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis