Hillsdale Holidays

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Hillsdale Holiday

Hillsdale Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Cheyenne Regional Airport (CYS)
Max Temp Winter
2ºC
Max Temp Summer
27ºC

Our pick of the best Hillsdale Hotel Deals

Little America Cheyenne

Little America Cheyenne

3.5 out of 5
2800 W Lincolnway, Cheyenne, WY
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 1 Sept to 2 Sept
AU$151
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (1,155 reviews)
"Loved it here!! The rooms are classic and lovely all around a great resort in the middle of nowhere!"

Reviewed on 5 Aug. 2025

Little America Cheyenne
Red Lion Hotel & Conference Center Cheyenne

Red Lion Hotel & Conference Center Cheyenne

3 out of 5
204 W Fox Farm Rd, Cheyenne, WY
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 7 Sept to 8 Sept
AU$181
7 Sept - 8 Sept
includes taxes & fees
7.4/10 Good! (1,015 reviews)
"The hotel is currently being renovated, therefore some parts are a little bit of a mess but for the price it’s a decent place to sleep. We parked around back that had easy access to our room. We scanned the parking lot and found/picked up a few screws,nails in the lot. The room was recently remodeled ..."

Reviewed on 3 Aug. 2025

Red Lion Hotel & Conference Center Cheyenne
Cheyenne Guest Inn

Cheyenne Guest Inn

2.5 out of 5
2512 W Lincolnway, Cheyenne, WY
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,958 reviews)
Nice place to stay
"Staff was very nice. Nice breakfast food and drink choices. Very clean. Would book again with this hotel."

Reviewed on 3 Aug. 2025

Cheyenne Guest Inn
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.

Frequently asked questions

How much does a Hillsdale holiday package cost?
You can snap up a holiday package to this destination on Expedia. But how much your holiday to Hillsdale costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Hillsdale?
January, February and April are the best times to look for cheap Hillsdale holiday packages. Opting to travel in less busy months means you can usually find reduced prices on flights and accommodation.
How many days is enough for Hillsdale?
The ideal length for your Hillsdale holiday depends on what you'd like to see and do. Generally, a handful of days to a week will give you time to tick off all the major sights and discover some hidden gems along the way.
How to find the best Hillsdale package deals?
Use Expedia's filter tool to help you find some of the best Hillsdale package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Hillsdale package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your holiday package as soon as possible.
Is it cheaper to book a Hillsdale holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging stays and flights separately. Better still, you can personalise your Hillsdale escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Hillsdale?
If you've got your Hillsdale travel dates confirmed, book as soon as you can to score some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Hillsdale?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Hillsdale.
  2. Plan your budget wisely: On top of the price of your hotel, you should consider other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that could arise during your trip to Hillsdale.
  3. Decide how many days away: Start by making a list of all the sights and activities you'd like to experience in Hillsdale. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalised Hillsdale holiday package.

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