Historic District Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Historic District Holiday

Uncover the best that Historic District offers with a Historic District holiday package. From its history to every other thing that sets it apart, this neighbourhood will delight you from beginning to end. When it's time to sightsee, you'll find loads of big-name attractions nearby including U.S. Naval Academy, Maryland State House and William Paca House. Tick off one, two or all during your trip to Historic District. Whatever your travel goals or budget, booking the ultimate Historic District holiday is a cinch with Expedia.

Our guide on where to stay in Historic District

Find the best Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Historic District
A marina with numerous sailboats docked, surrounded by residential houses and a backdrop of trees and a distant shoreline.

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

A cityscape with historic buildings, a river, and a bridge in the background.

Murray Hill

If you're spending some time in Murray Hill, Spa Creek and Ballet Theater of Maryland are top sights worth seeing.

A grassy area with two Adirondack chairs near a waterfront, a large tree, and a distant view of the sea.

Hillsmere

While visiting Hillsmere, you might make a stop by sights like Maryland Quiet Waters Park and Great Frogs Winery.

Default Image

Admiral Heights

If you're looking for some top things to see and do in Admiral Heights and surrounding area, you can visit Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts.

A suspension bridge over a body of water with a sunset in the background.

Cape Saint Claire

While visiting Cape Saint Claire, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.

Our pick of the best Historic District Hotel Deals

Historic Inns of Annapolis

Historic Inns of Annapolis

58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
AU$196
19 Aug - 20 Aug
includes taxes & fees
Historic Inns of Annapolis
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

80 Compromise St Annapolis MD
Fully refundableReserve now, pay when you stay
AU$334
23 Aug - 24 Aug
includes taxes & fees
8.8/10 Excellent! (967 reviews)
"When we checked in, on a humid 95 degree day, the staff lied to us and said that they were making a small adjustment and a/c was down but would be back up in an hour. Took our money, then, when we got to our room, a letter by the door said the a/c would not be fixed that day or night. Then, we found ..."

Reviewed on 9 Aug 2026

Annapolis Waterfront Hotel, Autograph Collection
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
AU$157
30 Aug - 31 Aug
includes taxes & fees
8.8/10 Excellent! (1,090 reviews)
"Hotel very clean but staff not friendly. I was overcharged for my staying. I was handed a receipt at check out. I just saw the overcharges on my account."

Reviewed on 12 Aug 2026

DoubleTree by Hilton Hotel Annapolis
See all 1,262 properties in Historic District
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 a Historic District holiday package cost?
Cross off another part of the world with our Historic District holiday packages, which start from only . Select the flights and hotels that suit your travel plans. Then, add on a few experiences or tours for an amazing adventure.
How do I get a cheap travel package to Historic District?
You'll save a ton of money if you combine your car rentals, hotels and flights into a Historic District holiday package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer over 550 partner airlines and 1 000 000 properties globally, which means you'll always have plenty of variety to choose from. Like to save even more? Add some exciting activities to your package deal to unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in Historic District?
A trip to Historic District isn't complete until you've seen U.S. Naval Academy and Maryland State House. Stay somewhere close by so you can easily access these fantastic sights.
What are the top hotels in Historic District?
Secure a room at Chic Condo With Balcony In The Heart Of Annapolis. It's one of the neighbourhood's most in-demand properties. Another highly rated option in Historic District is Downtown Annapolis Condo With Free Parking + Coffee.
How far in advance should I book my Historic District holiday?
Be rewarded with the biggest variety at the lowest prices by booking your Historic District holiday nice and early. Airlines usually sell flight tickets around 12 months in advance, so start your planning as soon as possible. Having said that, Expedia is constantly working to give you the best deals around, so it's never a bad time to book your dream holiday!
What does an Expedia Historic District travel package include?
From airfares and hotels to rental cars, Expedia can help you craft a Historic District package that fits you. Heading away for a week or two? Check out a rental car, hotel and flight bundle. If you're taking a short break, a hotel and flight deal could be what you're after. Activities can also be added after you've booked. Our holiday packages make it a cinch to plan and save.
What should I know before booking a Historic District travel package?
Our prices are already low. However, you'll snap up even better deals if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and loads of choice.
Can I choose my airline with a Historic District Expedia holiday package?
You can. We have more than 550 partner airlines worldwide, so pick the carrier that best fits your needs.
If I'm not able to travel, can I cancel my Historic District holiday package?
Whether it's your flight or hotel, yes, you can cancel or amend it. Booked your Historic District holiday package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings made more than 24 hours ago, you may be charged a fee by your hotel, airline or car rental company. For more information, look up our Customer Service Portal. We're here to help you each step of the way.

Stay near popular Historic District attractions

A statue on a pedestal labeled "DEKALB" in front of a brick building with a clock tower.

Maryland State House

9.0/10 (433 reviews)
Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use.
See properties
A white building with a dome, surrounded by lush greenery and a well-maintained garden with pathways and benches.

William Paca House

8.6/10 (24 reviews)
Learn about the life and explore the historic home of 18th-century lawyer and signer of the Declaration of Independence, William Paca.
See properties
A waterfront cityscape with a prominent clock tower, a marina with boats, and a mix of historic and modern buildings.

Ego Alley

Explore the waterfront in Annapolis with a trip to Ego Alley. While you're here, you can savour the top-notch restaurants.
See properties
A formal dining room with a long wooden table set for a meal, surrounded by chairs with red cushions.

Hammond-Harwood House

8.0/10 (1 review)
Explore the well-preserved interior of this 18th-century residence, which features antique furniture, period décor and prized paintings by Charles Willson Peale.
See properties
A coastal town with a marina, houses, and a bridge in the distance.

Spa Creek

Commune with nature and explore the great outdoors at Spa Creek during your travels in Annapolis.
See properties

Annapolis City Dock

9.4/10 (1,099 reviews)
You can enjoy retail therapy at Annapolis City Dock during your trip to Annapolis. Stroll along the area's waterfront or simply savour its top-notch restaurants.
See properties

St. John's College

9.2/10 (56 reviews)
Explore the campus of St. John's College during your trip to Annapolis. Stroll along the waterfront or attend a sporting event in the area.
See properties

The Colonial Players

9.0/10 (2 reviews)
Get tickets for a show at The Colonial Players, a popular theatre in Annapolis. While you're in the area, stroll along the waterfront.
See properties

Activities

Annapolis: Historical Treasures of the City with Self-Guided Audio Tour

Annapolis: Historical Treasures of the City with Self-Guided Audio Tour

AU$14
per traveller
80% of travellers recommend
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
Ashes and Apparitions of Annapolis Ghost Tour

Ashes and Apparitions of Annapolis Ghost Tour

AU$36
per adult
100% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
Historic Annapolis Food Tour

Historic Annapolis Food Tour

AU$115
per adult
Historic Annapolis Food 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.