Anchorage Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Anchorage

Find the best Anchorage areas and neighborhoods for the activities you enjoy most. Learn more about Anchorage
An aerial view of a coastal town with a prominent church, dense residential area, and a marina with boats.

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 hotels in Historic District

Top hotels in Anchorage

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 2.506.521 ₫ per night from 5 Jul to 6 Jul
2.506.521 ₫
2.857.487 ₫ total
5 Jul - 6 Jul
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Staff- The staff was mostly kind and helpful. I called the front desk to ask for a refill for the shower gel that was empty, and I was told, “No, we don’t have any.” No explanation, no apology, no alternative options, no . . . hospitality. Amenities-The toiletries (Crabtree & Evelyn) had a nice scent ..."

Reviewed on 23 Jun 2026

DoubleTree by Hilton Hotel 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 2.373.371 ₫ per night from 21 Jul to 22 Jul
2.373.371 ₫
3.605.890 ₫ total
21 Jul - 22 Jul
includes taxes & fees
9/10 Wonderful! (1,855 reviews)
"Very cute historic place to stay!"

Reviewed on 24 Jun 2026

Historic Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Fully refundable
The price is 2.896.190 ₫ per night from 5 Jul to 6 Jul
2.896.190 ₫
3.301.657 ₫ total
5 Jul - 6 Jul
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"The property could use better maintenance. The ceiling in the bath needed work. Also, the breakfast was not very good. The eggs did not taste right and nothing was really appetizing"

Reviewed on 23 Jun 2026

Crowne Plaza Annapolis by IHG
See all 1,224 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.

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 1null000null000 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.

Popular places to visit

Sandy Point State Park

Sandy Point State Park

Enjoy a trip to Sandy Point State Park and popular activities such as boating in Annapolis. Stroll along the area's waterfront or simply savour its top-notch restaurants.

Sandy Point State Park
Maryland State House

Maryland State House

After visiting Maryland State House, make a plan to see the other sights and activities in Annapolis. While you're in the area, stroll along the waterfront.

Maryland State House
Hammond-Harwood House

Hammond-Harwood House

You can browse the exhibits at Hammond-Harwood House, a museum with a story of its own, during your travels to Annapolis. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

Hammond-Harwood House