Historic District Holidays

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    Save up to €185 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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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

Top hotels in Historic District

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
8.8/10 Excellent! (1,811 reviews)
"This property is perfectly located within short walking distance of the USNA, downtown shopping/dining and the State House. It could not be in a better location. The property is historic, beautiful and well maintained. The room was spacious, clean and did not feel tired or in need of a refresh. We ..."

Reviewed on 23 Jul 2025

Historic Inns of Annapolis
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is €213 per night from 17 Aug to 18 Aug
€213
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (841 reviews)
"The hotel offers a breathtaking view of the water. The room was clean, spacious, and comfortable. I found the staff to be attentive, friendly, and knowledgeable. They provided information regarding great places to eat and things to do. There is a wonderful yacht cruise that departs directly behind ..."

Reviewed on 9 Jul 2025

Annapolis Waterfront Hotel, Autograph Collection
86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel

2 out of 5
86 State Cir, Annapolis, MD
The price is €286 per night from 28 Jul to 29 Jul
€286
28 Jul - 29 Jul
includes taxes & fees
86 State Circle - Luxury Boutique Hotel
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.

Popular places to visit

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.