Skagway Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Skagway

Holland America Skagway Inn

Holland America Skagway Inn

2 out of 5
3rd And Spring St, Skagway, AK
8.2/10 Very Good! (555 reviews)
"It was off the main street so it was quiet. Nice restaurant with awesome breakfast burritos. Staff very helpful."

Reviewed on 14 Aug 2025

Get rates
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 7.737.629 ₫ per night from 18 Aug to 19 Aug
7.737.629 ₫
8.356.597 ₫ total
18 Aug - 19 Aug
includes taxes & fees
8.8/10 Excellent! (17 reviews)
"The beds were comfortable. Only had one pillow per bed and I like two for myself. I asked the woman who served breakfast for more pillows and she was happy to get them and bring them to us. Shower fan is loud and rattling. I like the woodwork. There are no screens on the windows and no way to circulate ..."

Reviewed on 16 Aug 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 5.461.949 ₫ per night from 29 Aug to 30 Aug
5.461.949 ₫
5.898.852 ₫ total
29 Aug - 30 Aug
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 9 Aug 2025

At the White House
See all 35 properties in Skagway
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.

Popular places to visit

Red Onion Saloon Brothel Museum

You can study the exhibits at Red Onion Saloon Brothel Museum, a museum with a storied past, during your trip to Skagway. Stroll along the waterfront or discover the area's mountain views.

Red Onion Saloon Brothel Museum

Captain William Moore Cabin

Find out about the history of Skagway with a stop at Captain William Moore Cabin. Wander the gardens and waterfront while you're in the area.

Captain William Moore Cabin

Upper Dewey Lake

You can take time to visit Upper Dewey Lake during your travels to Skagway. Wander the gardens or discover the area's mountain views.

Upper Dewey Lake

Frequently asked questions

How much does a Skagway holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Skagway costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Skagway?
Travel in the low or shoulder season and you're likely to score cheap Skagway holiday packages. Bear in mind that public holidays 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?
Typically, a handful of days is enough to check out the major sights during your Skagway holiday. However, if you want to have some time to kick back or take day trips, consider extending your trip.
Is it worth booking a holiday package to Skagway?
Skagway is a good holiday destination with attractions like Klondike Gold Rush National Historical Park among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Skagway holiday promises fun for everyone.
How to find the best Skagway package deals?
Bagging a cheap Skagway package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a few filters and browse what's available. You can personalise your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Skagway package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Skagway holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalised Skagway holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Skagway?
If you've got your Skagway holiday dates finalized, book as early as you can to snap up some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Skagway?

  1. Choose when to travel: Check your diary and get your bags packed. Your favourite time of year and the type of activities available will also help you decide when to escape to Skagway.
  2. Set your budget: Consider expenses like food, flights and transportation when working out how much to save for your trip to Skagway. Then, select a hotel that suits your budget, whether that's an affordable option or a more luxurious getaway.
  3. Decide how long to go for: Now that you're more familiar with Skagway, you can work out the ideal length of your break. Put together a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick a Skagway holiday package that brings all your bookings together.