Hillsdale Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

  • Hillsdale Hotel Deals

    Best Western Plus Frontier Inn

    A spacious lobby with a reception desk, seating area, and a chandelier.
    • Address: 8101 Hutchins Dr, Cheyenne, WY, 82007, US
    • Location: 13 mi from Hillsdale
    • Star rating: 2.5/5
    • Guest rating: 9/10 (Wonderful, 1003 reviews)
    • Price: £86, includes taxes & fees, 6 Dec - 7 Dec
    • Review: Excellent all the way around. Convenient location, and very clean & quiet.

    Comfort Suites Cheyenne

    A spacious restaurant with high ceilings, recessed lighting, and a mix of seating options including booths and tables.
    • Address: 5401 Walker Rd, Cheyenne, WY, 82009, US
    • Location: 19 mi from Hillsdale
    • Star rating: 2.5/5
    • Guest rating: 8.6/10 (Excellent, 1002 reviews)
    • Price: £87, includes taxes & fees, 15 Nov - 16 Nov

    Fairfield Inn & Suites Cheyenne

    Lobby
    • Address: 1415 Stillwater Ave, Cheyenne, WY, 82001, US
    • Location: 17.5 mi from Hillsdale
    • Star rating: 3/5
    • Guest rating: 8.8/10 (Excellent, 747 reviews)
    • Price: £85, includes taxes & fees, 27 Nov - 28 Nov

    Microtel Inn & Suites by Wyndham Cheyenne

    A building with a covered entrance, multiple windows, and a sign indicating property responsibility.
    • Address: 1400 W Lincolnway, Cheyenne, WY, 82001, US
    • Location: 19.2 mi from Hillsdale
    • Star rating: 2/5
    • Guest rating: 8.2/10 (Very good, 1002 reviews)
    • Price: £58, includes taxes & fees, 6 Dec - 7 Dec

    Comfort Inn & Suites

    An outdoor patio with a stone fire pit, grilling station, and seating area under a pergola.
    • Address: 201 West Fox Farm Road, Cheyenne, WY, 82007, US
    • Location: 18.3 mi from Hillsdale
    • Star rating: 2.5/5
    • Guest rating: 9.4/10 (Exceptional, 1001 reviews)
    • Price: £78, includes taxes & fees, 6 Dec - 7 Dec
    • Review: The staff were very friendly, welcoming and all around genuine people.

    Cheyenne Guest Inn

    A hotel lobby with a green wall, a large potted plant, and a fireplace.
    • Address: 2512 W Lincolnway, Cheyenne, WY, 82001, US
    • Location: 20.4 mi from Hillsdale
    • Star rating: 2.5/5
    • Guest rating: 8.8/10 (Excellent, 2360 reviews)
    • Price: £49, includes taxes & fees, 15 Nov - 16 Nov
    • Review: Everything

    Rodeway Inn Cheyenne I-80 East

    A hotel reception area with a wooden reception desk, a waiting area with a sofa and armchairs, and a kitchenette visible through the glass.
    • Address: 12500 I-80 East, Cheyenne, WY, 82009, US
    • Location: 10.3 mi from Hillsdale
    • Star rating: 2/5
    • Guest rating: 5/10 (406 reviews)
    • Price: £50, includes taxes & fees, 5 Dec - 6 Dec
    • Review: The room was far cleaner than the lobby and hallways. The A/C worked very well, the fridge was freezing everything, even when turn way down. No maid service in five days. Not good. Terrible towels and no soap. Provided my own soap and shampoo. Great parking and location. No noise which was excellent. Location can use a face lift.

    Cheyenne RV Resort

    An RV park with multiple parking areas, a swimming pool, and several small buildings.
    • Address: 8800 Hutchins Dr, Cheyenne, WY, 82007, US
    • Location: 12.5 mi from Hillsdale
    • Star rating: 2/5
    • Guest rating: 8/10 (Very good, 4 reviews)
    • Price: £71, includes taxes & fees, 22 Nov - 23 Nov
    • Review: Booking was incredibly easy, the staff were so so helpful giving clear directions and expectations for the stay and amenities and they were so kind. The cabin lodges were so cute, cozy, and clean. They have fan access and a heater which kept us warm all night during a bit more chilly evening. The place was quiet and felt safe! Would definitely stay here again along our travels and recommend others to stay here.

    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.

    See all properties in Hillsdale

    Frequently Asked Questions

    Why should I book my Hillsdale holiday with Expedia?

    With exceptional-value airfares, accommodation and car hire options all in one convenient place, Expedia makes planning your Hillsdale adventure easy. Plus, we can help you bundle your bookings into a package holiday so you can get even more savings. Choose from amazing stays, add your flights and/or a hire car (and maybe even some exciting activities!) and score unbeatable prices. Need to cancel? Expedia offers a flexible cancellation policy for many bookings. To discover more, check out our Customer Service Portal link.

    When is the best time of year to holiday in Hillsdale?

    To enjoy the energy of peak season, pack your bags for March, May and June. November, December and January are generally quieter and a good idea if you'd rather escape the crowds. Plan your escape to Hillsdale according to what style of holiday you want. January is the coolest time of year, when average daytime temperatures are -2ºC. In July, the warmest month, you can expect averages of 21ºC during the day.

    What is the top hotel for my holiday in Hillsdale?

    Offering many of the conveniences and comforts of home, Parkway Inn of Jackson Hole will make the ideal base for your Hillsdale trip.

    How do I get a cheap holiday to Hillsdale?

    Bundle your bookings with Expedia to save on your next adventure. With more than 400 partner airlines and 321,000 properties worldwide, your Hillsdale holiday can be customised exactly to suit your travel style. With all that extra money, why not include some fun tours and experiences? It's an easy way to unlock even more discounts. That dream holiday to Hillsdale is much closer than you thought! Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.

    Do I need a visa for my Hillsdale holiday?

    Official government websites will have all the information you need on visa requirements, application procedures and necessary documentation. Your nationality and reason for visiting, whether it be for tourism or business, will determine if you'll need a visa for Hillsdale. Be sure that your passport is up to date and has a minimum of six months validity remaining beyond your intended return date. Finalise all your travel planning well ahead of time to avoid any nasty last-minute surprises.

    What should I wear on my Hillsdale holiday?

    Think about the sorts of activities you have planned during your trip to Hillsdale and choose versatile pieces that can be mixed and matched. For fashion inspiration or information on any dress codes, look up style blogs or social media accounts. Daytime temperatures during January, Hillsdale's coolest month, average -2ºC. July marks this city's warmest month when the average temperature reaches 21ºC. Our top tip? Take the guesswork out of what to pack and check the local weather forecast.

    What does an Expedia Hillsdale holiday include?

    Hotels, hire cars and flights — we've got them covered. With Expedia, you can create your Hillsdale package the way you want. All you have to do is work out exactly what you need. Once you've made your booking, why not add fun things like tours and activities? The more you bundle, the greater your savings! Expedia gives you the freedom and flexibility to tailor-make the holiday you've always dreamed of, your way.

    Does Expedia offer Book Now, Pay Later Hillsdale holidays?

    Expedia has joined forces with online lender Klarna to make booking your next getaway easier on your budget. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more money to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find one that falls within your budget. Take a look at these flexible payment options:

    • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna can help. Paying in multiple instalments will make your getaway dreams come true.
    • No-deposit holidays: Hitting the "book now" button is easier with this payment plan. With no deposit required for your holiday, you can Book Now, Pay Later and start working on your travel plans.

    Can I choose my airline with a Hillsdale Expedia holiday?

    Most definitely. Expedia has more than 400 airline partners to choose from all over the world. With so many choices, finding the ideal carrier to take you to Hillsdale will be easy.

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