Hillsdale Trips (flight + hotel)

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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
The price is P5,916 per night from Aug 3 to Aug 4
P5,916
P6,685 total
Aug 3 - Aug 4
includes taxes & fees
7.4/10 Good! (1,028 reviews)
"Loved the restaurant lounge."

Reviewed on Jul 13, 2025

Red Lion Hotel & Conference Center Cheyenne
Little America Cheyenne

Little America Cheyenne

3.5 out of 5
2800 W Lincolnway, Cheyenne, WY
The price is P6,324 per night from Aug 3 to Aug 4
P6,324
P7,145 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (1,124 reviews)
"Clean and spacious! Beautiful grounds and pool!"

Reviewed on Jul 15, 2025

Little America Cheyenne
Days Inn by Wyndham Cheyenne

Days Inn by Wyndham Cheyenne

2 out of 5
2360 W Lincolnway, Cheyenne, WY
The price is P6,021 per night from Aug 10 to Aug 11
P6,021
P6,803 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (1,012 reviews)
"The staff was very friendly and helpful! The only thing that was unsafe was that the back door was open so people off the street could just walk in."

Reviewed on Jul 14, 2025

Days Inn by Wyndham Cheyenne
See all 209 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 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?
January, February and April are the best times to look for cheap Hillsdale vacation packages. Opting to travel in less busy months means you can usually find reduced prices on flights and accommodations.
How many days is enough for Hillsdale?
The ideal length for your Hillsdale vacation 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 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.
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 personalized Hillsdale vacation package.

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