Hillsdale Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Hillsdale

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 S$139 per night from 24 Aug to 25 Aug
S$139
24 Aug - 25 Aug
includes taxes & fees
7.4/10 Good! (1,046 reviews)
"Decent place to stay for Frontier Days. Lots of parking and easy to get to the fairgrounds."

Reviewed on 28 Jul, 2025

Red Lion Hotel & Conference Center Cheyenne
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 S$157 per night from 24 Aug to 25 Aug
S$157
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (1,156 reviews)
"Very nice and love that they take dogs."

Reviewed on 28 Jul, 2025

Little America Cheyenne
Days Inn by Wyndham Cheyenne

Days Inn by Wyndham Cheyenne

2 out of 5
2360 W Lincolnway, Cheyenne, WY
Fully refundableReserve now, pay when you stay
The price is S$154 per night from 24 Aug to 25 Aug
S$154
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,023 reviews)
"A well-kept motel within a few minutes drive of downtown. Great staff and a good breakfast buffet,"

Reviewed on 25 Jul, 2025

Days Inn by Wyndham Cheyenne
See all 228 properties in Hillsdale
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. 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.