Family-Friendly Hotels in Annapolis Sailing School, MD

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26 Family-Friendly Hotels in Annapolis Sailing School (From $96)

Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
Hotel
Annapolis, MD, USA
1.4k from Annapolis Sailing School center

Accommodations, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Places to stay, Accessible hotels

8.2

Very Good

128 reviews

$332
Average price / night
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Gibson's Inn at Gate One
Gibson's Inn at Gate One
Hotel
Annapolis, MD, USA
1.5k from Annapolis Sailing School center

Entertainment, Business Services, Wheelchair Accessible, Sports/Activities, Wellness Facilities, Breakfast, Smoking

New to Booking
$435
Average price / night
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134 Prince - Luxury Boutique Hotel
134 Prince - Luxury Boutique Hotel
Hotel
Annapolis Sailing School, Annapolis, Maryland, USA
1.6k from Annapolis Sailing School center

Luxury, Accommodations, Parking, 5-star, Lodgings, Places to stay

9.8

Exceptional

26 reviews

$1314
Average price / night
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Historic Inns of Annapolis
Historic Inns of Annapolis
Hotel
Annapolis, MD, USA
1.9k from Annapolis Sailing School center

Cheap, Accommodations, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

8.3

Very Good

562 reviews

$300
Average price / night
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Capital Hotel Annapolis
Capital Hotel Annapolis
Hotel
Annapolis Sailing School, Annapolis, Maryland, USA
1.9k from Annapolis Sailing School center

Air Conditioner, Breakfast, Child Friendly

9.7

Exceptional

3 reviews

$279
Average price / night
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86 State Circle - Luxury Boutique Hotel
86 State Circle - Luxury Boutique Hotel
Hotel
Annapolis, MD, USA
2.0k from Annapolis Sailing School center

Security/Safety, Bar, Balcony/Terrace, Guest Services, Air Conditioner, Internet, View

5.0

Review score

1 reviews

$695
Average price / night
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Graduate by Hilton Annapolis
Graduate by Hilton Annapolis
Hotel
Annapolis, MD, USA
2.3k from Annapolis Sailing School center

Cheap, Accommodations, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Places to stay, Accessible hotels

8.8

Fabulous

844 reviews

$225
Average price / night
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Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
Hotel
Annapolis, MD, USA
2.5k from Annapolis Sailing School center

Cheap, Accommodations, Parking, Romantic, Hilton , Pet-friendly, 3-star, Lodgings, Places to stay

8.0

Good

557 reviews

$170
Average price / night
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The Westin Annapolis
The Westin Annapolis
Hotel
Annapolis, MD, USA
2.8k from Annapolis Sailing School center

Cheap, Accommodations, Pools, Parking, Spa, Romantic, Pet-friendly, 4-star, Lodgings

8.3

Very Good

207 reviews

$207
Average price / night
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Residence Inn by Marriott Annapolis
Residence Inn by Marriott Annapolis
Hotel
Annapolis, MD, USA
3.0k from Annapolis Sailing School center

Accommodations, Parking, Lodgings, Places to stay, Accessible hotels

8.1

Very Good

9 reviews

$169
Average price / night
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Fairfield by Marriott Inn & Suites Annapolis
Fairfield by Marriott Inn & Suites Annapolis
Hotel
Annapolis, MD, USA
3.0k from Annapolis Sailing School center

Cheap, Accommodations, Pet-friendly, Lodgings, Places to stay, Accessible hotels

8.5

Very Good

53 reviews

$214
Average price / night
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1313 West Luxury Boutique Hotel
1313 West Luxury Boutique Hotel
Hotel
MD, USA
3.6k from Annapolis Sailing School center

Luxury, Accommodations, Parking, 5-star, Lodgings, Places to stay, Family, Accessible hotels

10.0

Exceptional

1 reviews

$839
Average price / night
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Holiday Inn Express & Suites Annapolis by IHG
Holiday Inn Express & Suites Annapolis by IHG
Hotel
Annapolis, MD, USA
6.0k from Annapolis Sailing School center

Accommodations, Parking, Romantic, Holiday inn , 3-star, Lodgings, Places to stay, Family, Accessible hotels

7.4

Good

217 reviews

$103
Average price / night
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Candlewood Suites Annapolis by IHG
Candlewood Suites Annapolis by IHG
Hotel
Annapolis, MD, USA
6.2k from Annapolis Sailing School center

Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Self-catering, Accessible hotels

8.5

Very Good

153 reviews

$123
Average price / night
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Village Inn Annapolis MD
Village Inn Annapolis MD
Hotel
Annapolis, MD, USA
6.3k from Annapolis Sailing School center

Accommodations, Motels, Parking, Pet-friendly, Lodgings, Places to stay, Accessible hotels

6.4

Good

133 reviews

$96
Average price / night
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SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
Hotel
Annapolis, MD, USA
6.4k from Annapolis Sailing School center

Cheap, Accommodations, Pools, Parking, Romantic, 3-star, Lodgings, Hot tubs, Places to stay

8.5

Very Good

589 reviews

$199
Average price / night
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DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
Hotel
Annapolis, MD, USA
6.4k from Annapolis Sailing School center

Accommodations, Pools, Parking, Boutique, Pet-friendly, 4-star, Lodgings, Places to stay, Accessible hotels

8.0

Good

345 reviews

$149
Average price / night
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Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHG
Hotel
Annapolis, MD, USA
6.4k from Annapolis Sailing School center

Cheap, Accommodations, Pools, Parking, 3-star, Lodgings, Places to stay, Accessible hotels

8.3

Very Good

485 reviews

$145
Average price / night
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Red Roof Inn Annapolis
Red Roof Inn Annapolis
Hotel
Annapolis, MD, USA
6.5k from Annapolis Sailing School center

Accommodations, Motels, Parking, Pet-friendly, Lodgings, Places to stay, Accessible hotels

6.1

Good

303 reviews

$116
Average price / night
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Hampton Inn & Suites Annapolis
Hampton Inn & Suites Annapolis
Hotel
Annapolis, MD, USA
6.5k from Annapolis Sailing School center

Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Family, Accessible hotels

7.2

Good

473 reviews

$145
Average price / night
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Best Western Annapolis
Best Western Annapolis
Hotel
Annapolis, MD, USA
6.5k from Annapolis Sailing School center

Accommodations, Pools, Parking, Best western , Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

7.3

Good

575 reviews

$130
Average price / night
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Pro Tip for Travelers:
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Annapolis Sailing School Family-Friendly Hotels on the Map

Frequently Asked Questions

Family-friendly hotels in Annapolis Sailing School often offer spacious rooms, kid-friendly amenities, and on-site activities. Features like pools, play areas, and family suites can make your stay more comfortable.

Yes, you can find 26 family-friendly hotels in Annapolis Sailing School with prices starting from around $96 per night, depending on travel dates and room size.

Many properties cater to families with services such as babysitting, kids’ clubs, or child-friendly dining options. Availability may vary by hotel.

Booking early is recommended during school holidays and peak travel seasons. This ensures better room availability and access to family-oriented amenities.

Yes, many family-friendly hotels in Annapolis Sailing School offer connecting rooms, suites, or multi-bedroom accommodations designed for larger groups.