Anchorage Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to AU$703 when you book a flight and hotel together*
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    Find the right fit

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

Your Anchorage Holiday

Planning your next exciting getaway just got a whole lot easier with a holiday package to Anchorage. Experience all this neighbourhood has to offer while creating nice memories that will last forever. Some nearby attractions to check out during your trip to Anchorage include U.S. Naval Academy, Maryland State House and William Paca House. Stop daydreaming and start doing. When it's time to lock in your ideal holiday to Anchorage, Expedia is here to help.

Our guide on where to stay in Anchorage

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

Historic District

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

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

Find hotels in Historic District

Our pick of the best Anchorage 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
8.8/10 Excellent! (1,795 reviews)
THE INN PLACE TO BE
"A quick overnight to celebrate July 4th in Annapolis. The Inn was perfectly placed to take it all in. Easy valet parking; warm, welcoming front desk staff; and, a clean, comfy, well-appointed room made for a memorable holiday."

Reviewed on 5 Jul. 2025

Get rates
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 AU$268 per night from 3 Aug to 4 Aug
AU$268
3 Aug - 4 Aug
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
"Very nice property the rooms were great as was he service!"

Reviewed on 7 Jul. 2025

Graduate by Hilton Annapolis
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4 out of 5
210 Holiday Court, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 3 Aug to 4 Aug
AU$177
3 Aug - 4 Aug
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"It was very convenient for a stop over for our trip to Ocean City. The hotel was clean and the staff was great."

Reviewed on 7 Jul. 2025

DoubleTree by Hilton Hotel Annapolis
See all 1,225 properties in Anchorage
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does an Anchorage holiday package cost?
From as little as . Yes, you read that correctly. Our Anchorage packages are the easiest way to stretch your budget. Combine your hotels, flights and car rentals and get to know this popular destination.
How do I get a cheap travel package to Anchorage?
Our Anchorage holiday packages offer plenty of savings for the savvy wanderer. For the best deals, simply bundle your hotel, flights and activities into one neat package. But bargain prices are only the start of your next epic adventure. When you book with Expedia, and you'll have over 550 airlines and 1 000 000 hotel options all over the world to choose from. No matter your budget or style, there's a package here just for you.
Where should I stay in Anchorage?
Most people who travel to Anchorage include both U.S. Naval Academy and Maryland State House on their itineraries. Why not book a hotel that's close to these iconic attractions?
How far in advance should I book my Anchorage holiday?
Your best bet is to book early. Air carriers typically advertise flights nearly 12 months ahead of departure, and this is an ideal opportunity to score some rock-bottom prices. Just been told you need to take some holiday time next month? That's fine too --- Expedia are never short on fantastic bargains to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Anchorage travel package include?
That depends on you. You can pick from a variety of Anchorage packages, such as a hotel, flight and rental car. You can also book a flight and a hotel, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like activities and experiences. Whatever your perfect Anchorage trip looks like, you'll save!
What should I know before booking an Anchorage travel package?
You can save a tidy sum by bundling your hotels, airfares and rental cars. Once you've made your booking, you can add on things like tours and activities. Your next unforgettable holiday is only a few clicks away.
Can I choose my airline with an Anchorage Expedia holiday package?
Expedia has access to more than 550 airline partners globally, so you sure can! Simply choose the carrier you want and put together the perfect Anchorage escape.
If I'm not able to travel, can I cancel my Anchorage holiday package?
Yes you can, and we're here to help. You may be able to change or cancel your Anchorage holiday package at no cost within 24 hours of booking. But you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If your circumstances suddenly change, look up our Customer Service Portal for further information.

Discover the most popular places to visit in Anchorage

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

U.S. Naval Academy

4/5(3 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
Sandy Point State Park

Sandy Point State Park

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

Activities

Food Tour Plate

Historic Annapolis Food Tour

AU$124
per adult
Historic Annapolis Food Tour
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour

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

AU$15
per traveller
80% of travellers recommend
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
Annapolis: Ghosts of the Harbor & Old Town Tour

Annapolis: Ghosts of the Harbor & Old Town Tour

AU$42
per adult
Annapolis: Ghosts of the Harbor & Old Town 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.