Skagway Holidays

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Top hotels in Skagway

Holland America Skagway Inn

Holland America Skagway Inn

2 out of 5
3rd And Spring St Skagway AK
The price is S$286 per night from 8 Jul to 9 Jul
S$286
8 Jul - 9 Jul
includes taxes & fees
8.4/10 Very good! (605 reviews)
"This is an older hotel but very well maintained, with a historic look--e.g. pressed tin ceilings. The staff were very friendly and helpful."

Reviewed on 28 Jun, 2026

Holland America Skagway Inn
Historic Skagway Inn

Historic Skagway Inn

3 out of 5
655 Broadway Skagway AK
The price is S$296 per night from 6 Jul to 7 Jul
S$296
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (14 reviews)
"Ian was great checking us in , our room was unfortunately hot , the walls are paper thin and the beds are sloped from people sitting on the sides of them . Once people stopped walking around in there rooms (yes you can hear them walking in the rooms next door so if their talking u can hear every ..."

Reviewed on 27 Jun, 2026

Historic Skagway Inn
At the White House

At the White House

2.5 out of 5
475 8th Ave Skagway AK
The price is S$290 per night from 16 Jul to 17 Jul
S$290
16 Jul - 17 Jul
includes taxes & fees
9.8/10 Exceptional! (263 reviews)
"Really wonderful stay overall. Despite the following comments we really enjoyed our stay, our room, the location and great service. Felt that the lack of air conditioning was a deficit especially in the soon to be warm weather. And the heat lamp/bathroom fan combo in the bathroom a little warm for ..."

Reviewed on 29 Jun, 2026

At the White House
See all 32 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.

Stay near popular Skagway attractions

Klondike Gold Rush National Historical Park

9.2/10 (28 reviews)
This preserved slice of gold rush history brings the 1897 Klondike stampede vividly to life. Explore restored buildings and follow ranger-led tours through Skagway's authentic frontier architecture.
See properties

What to do in Skagway

Yukon fireweed wildflowers

Skagway Shore Excursion: Half-Day Tour to the Yukon Border and Suspension Bridge

S$179
per adult
80% of travellers recommend
Skagway Shore Excursion: Half-Day Tour to the Yukon Border and Suspension Bridge
Skagway City and Summit Tour

Skagway City and Summit Tour

S$98
per adult
100% of travellers recommend
Skagway City and Summit Tour
Ocean Raft Alaska

Ocean Raft Alaska

S$245
per adult
100% of travellers recommend
Ocean Raft Alaska
See all activities in Skagway

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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.