Chickaloon Holidays

Photo by John Zitzman
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Chickaloon Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Voyager Inn

The Voyager Inn

Downtown Anchorage
S$1,437
per person
20 Nov - 25 Nov
found 1 day ago
Return direct flight included
San Francisco (SFO) to Anchorage (ANC)
8.2/10 Very good! (149 reviews)
The Voyager Inn is an older hotel with plenty of character and a welcoming atmosphere. The front desk staff were friendly and helpful, offering excellent recommendations for local restaurants and things to see and do around Anchorage. Housekeeping also did a great job keeping the room clean and well-stocked. Although there’s no breakfast provided, the room’s kitchenette was a nice bonus, complete with a toaster oven, microwave, and refrigerator. The room was a little too warm for my liking, and there was some renovation work in progress during my stay. Also, there’s no parking at the hotel. Park on the street. Overall, I enjoyed my stay. With its helpful staff, comfortable amenities, and character, The Voyager Inn makes a good base for exploring Anchorage!

Reviewed on 13 Oct, 2026

The Wildbirch Hotel - JDV by Hyatt

The Wildbirch Hotel - JDV by Hyatt

Downtown Anchorage
S$1,442
per person
20 Nov - 25 Nov
found 1 day ago
Return direct flight included
San Francisco (SFO) to Anchorage (ANC)
9/10 Wonderful! (1,240 reviews)
Little House on E Street

Little House on E Street

South Addition
S$1,801
per person
20 Nov - 25 Nov
found 1 day ago
Return direct flight included
San Francisco (SFO) to Anchorage (ANC)
8.4/10 Very good! (10 reviews)
Great location. Cute house that is quite roomy and very comfortable.

Reviewed on 28 Sept, 2026

Dimond Center Hotel

Dimond Center Hotel

Bayshore - Klatt
S$1,717
per person
20 Nov - 25 Nov
found 1 day ago
Return direct flight included
San Francisco (SFO) to Anchorage (ANC)
8.8/10 Excellent! (1,004 reviews)
Everything went well from checking in to checking out

Reviewed on 12 Oct, 2026

Historic Anchorage Hotel

Historic Anchorage Hotel

Downtown Anchorage
S$1,820
per person
20 Nov - 25 Nov
found 1 day ago
Return direct flight included
San Francisco (SFO) to Anchorage (ANC)
8.6/10 Excellent! (648 reviews)
Beautiful historic hotel, and loved the old-fashioned feel.

Reviewed on 3 Oct, 2026

Top hotels in Chickaloon

The Pioneer Motel

The Pioneer Motel

124 W Arctic Ave Palmer AK
S$169
26 Oct - 27 Oct
includes taxes & fees
The Pioneer Motel
Colony Suites

Colony Suites

380 S Colony Way Palmer AK
Fully refundableReserve now, pay when you stay
S$263
21 Oct - 22 Oct
includes taxes & fees
10/10 Exceptional! (122 reviews)
"The unit we stayed in was beautiful! The decor was outstanding and the couch and bed were comfortable."

Reviewed on 12 Oct, 2026

Colony Suites
Eagle Hotel

Eagle Hotel

918 S Colony Way Palmer AK
Fully refundableReserve now, pay when you stay
S$220
15 Oct - 16 Oct
includes taxes & fees
Eagle Hotel
See all 179 properties in Chickaloon
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.

What to do in Chickaloon

Matanuska Glacier Guided Hike from Anchorage with Gear Included

Matanuska Glacier Guided Hike from Anchorage with Gear Included

S$420
per adult
Matanuska Glacier Guided Hike from Anchorage with Gear Included
Doing some exploring

Hike Matanuska Glacier w/Alaska Local Honey, Wine Tasting

S$402
per adult
96% of travellers recommend
Hike Matanuska Glacier w/Alaska Local Honey, Wine Tasting
The bluest blue of Matanuska Glacier

Matanuska Glacier Hike Day Tour

S$417
per adult
100% of travellers recommend
Matanuska Glacier Hike Day Tour
See all activities in Chickaloon

Frequently asked questions

How much does a Chickaloon holiday package cost?
You can snap up a holiday package to this top destination from S$1,437 on Expedia. But how much your holiday to Chickaloon costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Chickaloon?
Plan your getaway for the low or shoulder season and you're likely to get cheap Chickaloon holiday packages. Bear in mind that public holidays and major local events can have an impact on prices, so do some research before you go.
How many days is enough for Chickaloon?
The ideal length for your Chickaloon holiday depends on what you'd like to do. Usually, a few days to a week will give you plenty of time to visit all the main sights and explore some hidden spots along the way.
How to find the best Chickaloon package deals?
Start your search for a Chickaloon package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," 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 ideal Chickaloon package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Chickaloon adventure off to a flying start.
Is it cheaper to book a Chickaloon holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking stays and flights individually. Better still, you can tailor your Chickaloon escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Chickaloon?
If you've got your Chickaloon travel dates locked in, book as soon as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Chickaloon?
  1. Pick your travel dates: What you want to do in Chickaloon and your favourite season will help you decide when to go.
  2. Set a budget: Consider expenses such as flights, transportation and food when calculating how much to save for your trip to Chickaloon. Then, pick a property that works with your budget, whether that's an economical option or a swankier getaway.
  3. Decide how long to go for: Now that you know more about Chickaloon, you can figure out the perfect length of your holiday. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Chickaloon holiday package that brings all your bookings together.

* 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.