Skagway Vacation Packages

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Your Skagway Vacation

Our Skagway vacation packages let you customize your own adventure. Tailor your getaway to suit your needs and interests and make the most of your time in this exciting city. If your trip to Skagway includes some sightseeing, drop by renowned attractions like Klondike Gold Rush National Historical Park, Red Onion Saloon Brothel Museum and Grizzly Falls Ziplining Expedition. A couple of clicks is all it takes to craft a tailor-made Skagway vacation on Expedia.

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Skagway Hotel Deals

 Holland America Skagway Inn

Holland America Skagway Inn

2 out of 5
3rd And Spring St, Skagway, AK
The price is CA $234 per night from Sep 11 to Sep 12
CA $234
CA $253 total
Sep 11 - Sep 12
includes taxes & fees
8.2/10 Very Good! (552 reviews)
"A great stayvat a historic location."

Reviewed on Aug. 10, 2025

Holland America Skagway Inn
Pack Train Inn

Pack Train Inn

2 out of 5
306 Broadway, Skagway, AK
Fully refundableReserve now, pay when you stay
The price is CA $383 per night from Sep 12 to Sep 13
CA $383
CA $414 total
Sep 12 - Sep 13
includes taxes & fees
8.8/10 Excellent! (16 reviews)
Skagway
"We're on a two month road trip and I booked this place in February for an August visit. Pros: Sizeable room with a view of the main street in town (fun to people watch but dont be a creep). We had a small mini fridge and microwave as well. Think of this as more of a bed and breakfast than standard ..."

Reviewed on Aug. 11, 2025

Pack Train Inn
At the White House

At the White House

2.5 out of 5
475 8th Ave, Skagway, AK
The price is CA $286 per night from Aug 29 to Aug 30
CA $286
CA $309 total
Aug 29 - Aug 30
includes taxes & fees
9.6/10 Exceptional! (230 reviews)
"Chelsea was so responsive and accommodating as well as sweet and happy!! This place is just out of the way enough to be quiet but close enough to easily walk to most places. I would highly recommend it and will absolutely book again!"

Reviewed on Aug. 9, 2025

At the White House
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.

Discover the most popular places to visit in Skagway

What to do in Skagway

Frequently asked questions

How much does a Skagway vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Skagway costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Skagway?
Travel in the low or shoulder season and you're likely to score cheap Skagway vacation packages. Bear in mind that school vacation periods and major festivals and events can have an impact on prices, so do your research before you go.
How many days is enough for Skagway?
With a well-organized travel plan, you can easily visit the main Skagway sights in a few days. But if you'd like to discover hidden gems or take day trips, consider booking your Skagway vacation for longer.
Is it worth booking a vacation package to Skagway?
Skagway is a good vacation destination with attractions like Klondike Gold Rush National Historical Park among the many things to keep you entertained. Whether you're travelling with the family or getting away with friends, a Skagway vacation promises fun for everyone.
How to find the best Skagway package deals?
Start your search for a Skagway package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Skagway package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Skagway adventure underway.
Is it cheaper to book a Skagway vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and accommodations individually. Better still, you can customize your Skagway escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Skagway?
If you have your Skagway travel dates finalized, book as soon as you can to grab some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Skagway?

  1. Pick your dates: What you plan to do in Skagway and your preferred season will help you decide when to get away.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and meals to airfares and activities. Your accommodations will likely be the largest expense during your trip to Skagway.
  3. Decide how many days away: Start by compiling a list of the sights and activities you'd like to experience in Skagway. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodations and airfare: Once you've nailed down your trip dates and duration, book the perfect Skagway vacation package for you.

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