Hotels near Annapolis Sailing School

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Property class

Top 10 Hotels Near Annapolis Sailing School

134 Prince - Luxury Boutique Hotel

2.5 star property
9.6 out of 10, Exceptional, (20)
"Great boutique hotel for an overnight. Terrific location and accommodating staff. Couldn't have been a better stay. "
134 Prince - Luxury Boutique Hotel

Flag House Inn

3.5 star property
9.6 out of 10, Exceptional, (72)
"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!"
The price is S$254
includes taxes & fees
27 Jul - 28 Jul
Flag House Inn

Inn at Horn Point

3.0 star property
9.4 out of 10, Exceptional, (19)
"Family owned with care and pride. Excellent food and recommendations for other restaurants and activities. "
The price is S$500
includes taxes & fees
4 Aug - 5 Aug
Inn at Horn Point

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1811)
"Loved the hotel-great location "
Historic Inns of Annapolis

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (112)
"Wonderful stay. "
The price is S$185
includes taxes & fees
3 Aug - 4 Aug
Fairfield Inn & Suites By Marriott Annapolis

Residence Inn By Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (39)
"The hotel staff and accommodations were exceptional."
The price is S$196
includes taxes & fees
3 Aug - 4 Aug
Residence Inn By Marriott Annapolis

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (1004)
"Really nice place to stay and enjoy Annapolis "
The price is S$160
includes taxes & fees
18 Aug - 19 Aug
Hilton Garden Inn Annapolis Downtown

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1002)
"Easy downtown location, walkable to waterfront and great restaurants "
The price is S$231
includes taxes & fees
24 Aug - 25 Aug
The Westin Annapolis

86 State Circle - Luxury Boutique Hotel

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is S$365
includes taxes & fees
28 Jul - 29 Jul
86 State Circle - Luxury Boutique Hotel

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (402)
"Staff was very polite and friendly. "
The price is S$323
includes taxes & fees
24 Aug - 25 Aug
The Inn at Chesapeake Bay Beach Club

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Great location , clean and friendly staff "
The price is S$147
includes taxes & fees
3 Aug - 4 Aug
SpringHill Suites by Marriott Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1014)
"Great location , perfect for my family stay."
The price is S$141
includes taxes & fees
30 Jul - 31 Jul
Country Inn & Suites by Radisson, Annapolis, MD

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (517)
"Beautiful property and lovely hosts."
Laurel Grove Inn on the South

Candlewood Suites Annapolis by IHG

2.5 star property
8.8 out of 10, Excellent, (82)
"Great stay"
The price is S$143
includes taxes & fees
3 Aug - 4 Aug
Candlewood Suites Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1002)
"Very clean and friendly staff. Best mattress and pillows have had in hotel."
The price is S$141
includes taxes & fees
3 Aug - 4 Aug
Crowne Plaza Annapolis by IHG

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (841)
"Great room for a great price... Very friendly staff, too."
The price is S$151
includes taxes & fees
3 Aug - 4 Aug
Sonesta ES Suites Annapolis

TownePlace Suites by Marriott Annapolis

3.0 star property
8.8 out of 10, Excellent, (18)
"Everyone at the front desk was extremely friendly and helpful."
The price is S$147
includes taxes & fees
19 Aug - 20 Aug
TownePlace Suites by Marriott Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1011)
"Excellent hospitable staff made the stay even better!"
The price is S$143
includes taxes & fees
3 Aug - 4 Aug
DoubleTree by Hilton Hotel Annapolis

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1007)
"The place was nice"
The price is S$146
includes taxes & fees
21 Aug - 22 Aug
Courtyard by Marriott Annapolis

Microtel Inn & Suites by Wyndham Gambrills

2.0 star property
9.0 out of 10, Wonderful, (1013)
"Great place to stay "
The price is S$138
includes taxes & fees
28 Jul - 29 Jul
Microtel Inn & Suites by Wyndham Gambrills
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.

Top Annapolis Sailing School Hotel Reviews

Destinations near Annapolis

Annapolis Maritime Museum

Annapolis Maritime Museum

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.

Frequently asked questions

What's the area like around Annapolis Sailing School?

Annapolis Sailing School is located in an area of Annapolis known for its interesting historical sites. If you're looking for a convenient place to stay, take a look at the 102 hotels and other accommodation options you'll find within a mile.

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

Annapolis Waterfront Hotel, Autograph Collection is one of the top choices for your stay based on our traveller data, and this hotel offers a restaurant and a 24-hour fitness centre. It's located just a short 0.9 mi (1.4 km) from Annapolis Sailing School. Other good choices within 5 miles include Historic Inns of Annapolis and Graduate by Hilton Annapolis.

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

Expedia has 102 hotels and other accommodation options within a mile from Annapolis Sailing School.

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

Yes, you'll find most hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Add your dates and click on "Search", then you can filter by "fully refundable" to review the best options available near Annapolis Sailing School.

What can I see and do near Annapolis Sailing School?

Study the collections at Annapolis Maritime Museum, London Town or Hammond-Harwood House. Explore landmarks like William Paca House, 97, 99 and 101 East Street and Kunta Kinte Plaque & Alex Haley Memorial. You can enjoy live performances at The Colonial Players and Ballet Theater of Maryland.