Anchorage Vacation Packages

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Top Holiday Package Deals in Anchorage

Price found within the past 48 hours. Click for updated prices.
Metro Points Hotel

Metro Points Hotel

3 out of 5
Price was CA $672, price is now CA $547 per person
CA $547
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
7.4/10 Good! (1,370 reviews)
I love this place, I'm able to eat my native meal that i've long for so long. I will come again.

Reviewed on Aug. 24, 2025

DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
Price was CA $999, price is now CA $679 per person
CA $679
per person
Nov 3 - Nov 8
found 7 hours ago
Roundtrip flight included
Montreal (YUL) to Baltimore (BWI)
8.2/10 Very Good! (1,006 reviews)
Convenient external room door made it easy walking my dog. Did not have to walk thru.obby.

Reviewed on Aug. 24, 2025

Canopy by Hilton Baltimore Harbor Point

Canopy by Hilton Baltimore Harbor Point

4 out of 5
Fells Point
Price was CA $1,464, price is now CA $1,197 per person
CA $1,197
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9/10 Wonderful! (1,002 reviews)
Stayed here with my sisters while visiting family in Baltimore. The Canopy was a great choice. Guest services were super friendly and answered any questions we had. The room was spotless & we loved the harbor view from our room. The area was peaceful and quiet and walkable to shops & restaurants. I would highly recommend this hotel.

Reviewed on Aug. 28, 2025

Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

3.5 out of 5
Inner Harbor
Price was CA $1,058, price is now CA $879 per person
CA $879
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
8.2/10 Very Good! (697 reviews)
Super convient location

Reviewed on Aug. 27, 2025

Hampton Inn & Suites Baltimore Inner Harbor

Hampton Inn & Suites Baltimore Inner Harbor

2.5 out of 5
Downtown Baltimore
Price was CA $1,037, price is now CA $864 per person
CA $864
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
8.6/10 Excellent! (1,001 reviews)
Great hotel in a convenient location. I highly recommend giving it a try.

Reviewed on Aug. 29, 2025

Where to stay in Anchorage

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

Historic District

1 out of top 10 points of interest in this area

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

Find hotels in Historic District

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
The price is CA $140 per night from Sep 7 to Sep 8
CA $140
CA $207 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (1,827 reviews)
"Fantastic!"

Reviewed on Aug. 25, 2025

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 CA $245 per night from Sep 2 to Sep 3
CA $245
CA $279 total
Sep 2 - Sep 3
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Very good"

Reviewed on Aug. 20, 2025

Graduate by Hilton Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Aug 31 to Sep 1
CA $137
CA $157 total
Aug 31 - Sep 1
includes taxes & fees
8.8/10 Excellent! (865 reviews)
Shared spaces cluttered with personal property
"I’ve noticed a decline in the property since we started staying there a few years ago. There is a lot more personal property sitting outside the longer-term residents’ doors — lots of bikes, strollers and assorted equipment hidden under stairways and next to doors. Garbage bags outside doors. It ..."

Reviewed on Aug. 25, 2025

Sonesta ES Suites Annapolis
See all 1,246 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.
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Frequently asked questions

How much does an Anchorage vacation package cost?
From as little as CA $547. 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 vacation 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 vacation?
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 vacation 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 vacation is only a few clicks away.
Can I choose my airline with an Anchorage Expedia vacation 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 vacation package?
Yes you can, and we're here to help. You may be able to change or cancel your Anchorage vacation 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 military items, interior views and heritage architecture

U.S. Naval Academy

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
Chesapeake Bay Bridge

Chesapeake Bay Bridge

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

Chesapeake Bay Bridge
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

Things to do

Food Tour Plate

Historic Annapolis Food Tour

CA $110
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

CA $36
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

CA $55
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.