Annapolis Holidays

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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 featuring a city and street scenes as well as a small group of people

Historic District

2 out of top 10 points of interest in this area

While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.

Find hotel + flight trips in Historic District

Top hotels in 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 HK$1,123 per night from 24 Nov to 25 Nov
HK$1,123
HK$1,280 total
includes taxes & fees
24 Nov - 25 Nov
9.2/10 Wonderful! (1,004 reviews)
"Very smooth checkin. The property is in a great location and is very clean."

Reviewed on 3 Nov 2024

Graduate by Hilton Annapolis
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 HK$1,117 per night from 18 Nov to 19 Nov
HK$1,117
HK$1,530 total
includes taxes & fees
18 Nov - 19 Nov
8.8/10 Excellent! (1,684 reviews)
Perfect for a staycation
"Lovely people, dog friendly, valet parking, close to everything. Will definitely be staying here again."

Reviewed on 2 Nov 2024

Historic Inns of Annapolis
Crowne Plaza Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Fully refundable
The price is HK$785 per night from 25 Nov to 26 Nov
HK$785
HK$895 total
includes taxes & fees
25 Nov - 26 Nov
8.6/10 Excellent! (1,012 reviews)
"Helpful at check in"

Reviewed on 1 Nov 2024

Crowne Plaza Annapolis, an IHG Hotel
See all 553 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 holiday package. It’s that simple! From hotels and flights to rental cars and activities, Expedia makes travelling 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 neighbourhood? 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?
Travellers journeying to Annapolis often stay in Historic District. Graduate Annapolis and Historic Inns of Annapolis are well-known options in this neighbourhood. 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 holiday?
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 holiday 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.

Popular places to visit

Image for William Paca House

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.

William Paca House
Image for Westfield Annapolis Mall

Westfield Annapolis Mall

During your trip to Parole, you can do some window-shopping at Westfield Annapolis Mall. Amble around the area's waterfront or attend a sporting event.

Westfield Annapolis Mall
Image for Maryland Hall for Creative Arts

Maryland Hall for Creative Arts

Rich with history, Maryland Hall for Creative Arts is a cultural attraction worth visiting in Annapolis. Amble around the area's waterfront or attend a sporting event.

Maryland Hall for Creative Arts

What to do in Annapolis

Image for Annapolis: Crabtown Boos and Booze Haunted Pub Crawl

Annapolis: Crabtown Boos and Booze Haunted Pub Crawl

HK$218
Per adult
Annapolis: Crabtown Boos and Booze Haunted Pub Crawl
Image for Historic Annapolis Food Tour

Historic Annapolis Food Tour

HK$591
Per adult
Historic Annapolis Food Tour
Image for Phantoms of Annapolis Ghost Walking Tour

Phantoms of Annapolis Ghost Walking Tour

HK$194
Per adult
Phantoms of Annapolis Ghost Walking Tour
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.