Annapolis Vacations

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Where to stay in Annapolis

Find the best Annapolis areas and neighborhoods for the activities you enjoy most. Learn more about Annapolis
Annapolis which includes street scenes and a city as well as a small group of people

Historic District

2 out of top 10 points of interest in this area
5/5(83 area reviews)

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

Find hotels in Historic District

Find the Best Annapolis Vacation Packages

Annapolis Hotel Deals

Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is ￥16,198 per night from Nov 24 to Nov 25
￥16,198
￥23,599 total
includes taxes & fees
Nov 24 - Nov 25
8.8/10 Excellent! (1,701 reviews)
"Love the hotel and stay here when I’m in town. Very happy to see the key system replaced, the old system was terrible. The WiFi still a bit slow for business and the room has no updated USB-C charging, no wireless charging and no clock. The staff is exceptional and that matters most!"

Reviewed on Nov 18, 2024

Historic Inns of Annapolis
Graduate by Hilton Annapolis
Graduate by Hilton Annapolis
4 out of 5
126 West St, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is ￥22,369 per night from Dec 18 to Dec 19
￥22,369
￥25,500 total
includes taxes & fees
Dec 18 - Dec 19
9.2/10 Wonderful! (1,001 reviews)
"Very smooth checkin. The property is in a great location and is very clean."

Reviewed on Nov 3, 2024

Graduate by Hilton Annapolis
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3 out of 5
174 West Street, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is ￥17,029 per night from Dec 8 to Dec 9
￥17,029
￥19,413 total
includes taxes & fees
Dec 8 - Dec 9
8.6/10 Excellent! (981 reviews)
"The staff was outstanding; couldn’t have been more helpful. Enjoyed the hotel restaurant several times. Tha room was large and well appointed. The bathroom was good size with a nice walk-in shower."

Reviewed on Nov 11, 2024

Hilton Garden Inn Annapolis Downtown
See all 554 properties in Annapolis
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.

Frequently asked questions

How much does an Annapolis vacation package cost?
From just . Yes, you read that correctly. Our Annapolis vacation packages are a great way to make your budget last longer. Bundle your favorite flights, hotels and rental car and get out and see this fabulous destination.
How do I get a cheap travel package to Annapolis?
Lock in flights that fit in with your schedule, add a hotel room to your booking and see how much you save with an Annapolis vacation package. It’s that simple! From hotels and flights to rental cars and activities, Expedia makes traveling cheap and easy. And with over 550 airlines and 1,000,000 hotel options globally to pick from, you’ll never be short of choice.
Where should I stay in Annapolis?
An escape to Annapolis isn’t complete without spending some time in Historic District, so why not get a hotel in this popular neighborhood? That way, you’ll be handy to Maryland State House. If U.S. Naval Academy is high on your to-do list, stay in Naval Academy.
What are the top hotels in Annapolis?
Travelers journeying to Annapolis often stay in Historic District. Graduate Annapolis and Historic Inns of Annapolis are well-known options in this neighborhood. But it’s not the only happening place around town! Eastport is another fantastic area and where you’ll find Crowne Plaza Annapolis, an IHG Hotel and DoubleTree by Hilton Hotel Annapolis.
How far in advance should I book my Annapolis vacation?
While not all air carriers release tickets early, it’s usually possible to start comparing international fares on Expedia up to 12 months in advance. This is the time when you’ll nab some fantastic deals. If you’re booking last minute, there’s a chance you could get lucky. Low prices occasionally become available a few weeks prior to departure.
What does an Expedia Annapolis travel package include?
Flights, rental cars and hotels, or any combination of the three — you decide! Whether you’re venturing to Annapolis on a family road trip or enjoying a solo break, there’s a package to fit your budget and style. Once you’ve made your booking, why not add on one or two activities?
What should I know before booking an Annapolis travel package?
Our prices are always low. However, you’ll grab even better deals if you book your hotels, flights and car rentals together. With an Expedia package, you’ll always get transparent pricing and tons of choice.
Can I choose my airline with an Annapolis Expedia vacation package?
Most definitely. Expedia has more than 550 airline partners to select from globally. With so much choice, finding the perfect carrier to get you to Annapolis will be a cinch.
If I'm not able to travel, can I cancel my Annapolis vacation package?
It’s hard to predict what tomorrow might bring, so it’s good to know that you can cancel or change your Annapolis vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Annapolis

U.S. Naval Academy which includes military items, interior views and heritage architecture

U.S. Naval Academy

4.5/5(446 reviews)

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

U.S. Naval Academy
Chesapeake Bay Bridge

Chesapeake Bay Bridge

4/5(270 reviews)

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

Chesapeake Bay Bridge
Sandy Point State Park

Sandy Point State Park

4.5/5(13 reviews)

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

Sandy Point State Park

What to do in Annapolis

Annapolis: Crabtown Boos and Booze Haunted Pub Crawl

Annapolis: Crabtown Boos and Booze Haunted Pub Crawl

￥4,284
Per adult
Annapolis: Crabtown Boos and Booze Haunted Pub Crawl
Food Tour Plate

Historic Annapolis Food Tour

￥11,629
Per adult
Historic Annapolis Food Tour
Step into the shadows and discover the haunting tales of our city's past.

Phantoms of Annapolis Ghost Tour By US Ghost Adventures

￥3,060
Per adult
Phantoms of Annapolis Ghost Tour By US Ghost Adventures
See all activities in Annapolis
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.