Skip to main content
A road with a car driving on it, surrounded by green and yellow fields and mountains in the background.

Prairie County Vacations & Trips from $481

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

    Plan, book, and manage your trip all in one place

Top destinations in Prairie County

A golden wheat field with rolling hills and a clear sky in the background.
FlightsHotels

Terry

Terry
Fallon
FlightsHotels

Fallon

Fallon

The Latest Prairie County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Aug 20 - Aug 24

    The Kempton Hotel + Flight

    Terry
    4 nights
    2.0 star property
    8.6/10 - Excellent (256 reviews)
    "The place is haunted and a train comes by every hour or so blowing its horn (My cousin Vinny) all night long. Impossible to sleep. No refund offered. Left after 3 hours. Went 35 minutes to the road to stay"
    Reviewed June 6, 2026
    Roundtrip • Chicago (CHI) - Glendive (GDV)
    ORD - XWA • 1 stop XWA - ORD • 1 stop
    $530
    $481
    per traveler
    found 6 hours ago
    The Kempton Hotel
  • Indoor pool
    Aug 20 - Aug 24

    FairBridge Inn & Suites Glendive + Flight

    Glendive
    4 nights
    3.5 star property
    8.8/10 - Excellent (1,007 reviews)
    "This place may be as good as it gets in Glendive, but it’s far from an exceptional experience. The room was clean, but very ordinary. The dispensers in the shower were too close to the shower head and difficult to use. The breakfast options were mediocre. The eggs were pre-made flat things. I don’t recall any fresh fruit. The lady in charge though was very pleasant and helpful. Best advice, try to stay somewhere besides Glendive."
    Reviewed July 19, 2026
    Roundtrip • Chicago (CHI) - Glendive (GDV)
    ORD - XWA • 1 stop XWA - ORD • 1 stop
    $640
    $599
    per traveler
    found 6 hours ago
    FairBridge Inn & Suites Glendive
  • Free daily continental breakfast
    Aug 20 - Aug 24

    Glendive Lodge + Flight

    Glendive
    4 nights
    3.0 star property
    8.0/10 - Very Good (529 reviews)
    "Nice staff and solid for the price."
    Reviewed July 20, 2026
    Roundtrip • Chicago (CHI) - Glendive (GDV)
    ORD - XWA • 1 stop XWA - ORD • 1 stop
    $588
    $550
    per traveler
    found 6 hours ago
    Glendive Lodge
  • Free daily continental breakfast
    Aug 20 - Aug 24

    Spark by Hilton Glendive + Flight

    Glendive
    4 nights
    3.0 star property
    8.8/10 - Excellent (170 reviews)
    Roundtrip • Chicago (CHI) - Glendive (GDV)
    ORD - XWA • 1 stop XWA - ORD • 1 stop
    $558
    $534
    per traveler
    found 6 hours ago
    Spark by Hilton Glendive
  • Exterior
    Aug 20 - Aug 24

    Holiday Inn Express & Suites Glendive by IHG + Flight

    Glendive
    4 nights
    2.5 star property
    9.0/10 - Wonderful (709 reviews)
    "Good breakfast. Nice room and staff"
    Reviewed July 6, 2026
    Roundtrip • Chicago (CHI) - Glendive (GDV)
    ORD - XWA • 1 stop XWA - ORD • 1 stop
    $732
    $708
    per traveler
    found 6 hours ago
    Holiday Inn Express & Suites Glendive by IHG

Prairie County Hotel Deals

Lobby

The Kempton Hotel

The Kempton Hotel
2.0 star property
5.6 mi from Prairie County
8.6 out of 10, Excellent, (256 reviews)
"The place is haunted and a train comes by every hour or so blowing its horn (My cousin Vinny) all night long. Impossible to sleep. No refund offered. Left after 3 hours. Went 35 minutes to the road to stay"
$65 nightly
The price is $70
Jul 21 - Jul 22
Total with taxes and fees
The Kempton Hotel
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 Prairie County