Hillsdale Vacations

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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
$62 nightly
The price is $71 total per night from Jan 2 to Jan 3
$71 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
9.2/10 Wonderful! (1,582 reviews)
Great staff!

Reviewed on Dec 3, 2025

Little America Cheyenne
Cheyenne Guest Inn

Cheyenne Guest Inn

2.5 out of 5
2512 W Lincolnway Cheyenne WY
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $66 total per night from Dec 15 to Dec 16
$66 total
Dec 15 - Dec 16
Total with taxes and fees
8.6/10 Excellent! (2,133 reviews)
The beds were comfortable, the staff were very friendly, but best of all, they don't charge for ESA animals.

Reviewed on Dec 3, 2025

Cheyenne Guest Inn
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
$72 nightly
The price is $81 total per night from Jan 4 to Jan 5
$81 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
7.6/10 Good! (1,017 reviews)
Pool heater was broke. Pool room was freezing at 58 degrees when it was 20 degrees outside.

Reviewed on Dec 2, 2025

Red Lion Hotel & Conference Center Cheyenne
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.

Find the Best Hillsdale Vacation Packages

Hillsdale Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Hillsdale vacation package cost?
You can snap up a vacation package to this destination on Expedia. But how much your vacation to Hillsdale costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Hillsdale?
You can generally find lower prices and greater availability in November, December and January. Check out our cheap Hillsdale vacation packages and you could land some great off-season discounts.
How many days is enough for Hillsdale?
The ideal duration of your Hillsdale vacation depends on what you'd like to see. Usually, a few days to a week will give you time to visit all the top attractions and explore 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 vacation package as soon as possible.
Is it cheaper to book a Hillsdale vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights separately. Better still, you can personalize 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 vacation 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 traveling on a whim.
Does Expedia offer Book Now, Pay Later Hillsdale vacation packages?
Set off on your dream trip to Hillsdale with our Book Now, Pay Later vacations. No need to save up or wait for your next payday — we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stick to your budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.