Historic District Holidays

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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
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Eastport

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

Find hotels in Eastport

Our pick of the best Historic District Hotel Deals

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
8.8/10 Excellent! (1,830 reviews)
Cozy and Convenient Stay
"Friendly and accommodating staff! Room was bright, comfortable, cozy, and clean! Nice amenities like a small fridge and single cup coffee maker in the room. Be careful stepping into the shower, as it's a little slippery. Perhaps some "non-skid" strips or a mat of some sort on the bottom of the tub. ..."

Reviewed on 26 Aug. 2025

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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 NZ$462 per night from 2 Sept to 3 Sept
NZ$462
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (856 reviews)
"The handicap accommodation suite was nice. The walk in shower and bench made our stay very comfortable. Our suite had a great view of luxury yachts and boats! Also, ordering breakfast from Choptank by using the QR code was convenient. Received breakfast in 15-20 minutes. We were impressed! See you ..."

Reviewed on 18 Aug. 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 NZ$514 per night from 2 Sept to 3 Sept
NZ$514
2 Sept - 3 Sept
includes taxes & fees
86 State Circle - Luxury Boutique Hotel
See all 1,274 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.

Discover the most popular places to visit in Historic District

Ellen O. Moyer Nature Park at Back Creek

Explore the great outdoors at Ellen O. Moyer Nature Park at Back Creek, a lovely green space in Annapolis. While you're in the area, stroll along the waterfront.

Ellen O. Moyer Nature Park at Back Creek

Activities

Food Tour Plate

Historic Annapolis Food Tour

NZ$134
per adult
Historic Annapolis Food Tour
Step into the shadows and discover the haunting tales of our city's past.

Haunted Annapolis: Ghosts of the Harbor & Old Town Tour

NZ$44
per adult
100% of travellers recommend
Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

NZ$50
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
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.