Olive Vacations from $364

Book a Hotel + Flight or Car together to unlock savings

The Latest Olive Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A hotel lobby with a reception desk, a blue carpet, and a staircase.
    Jan 25 - Jan 28

    Western Executive Inn + Flight

    West End
    3 nights
    2.5 star property
    8.2/10 - Very good (638 reviews)
    Roundtrip • Seattle (SEA) - Billings (BIL)
    SEA - BIL • 1 stop BIL - SEA • Nonstop
    $418
    $364
    per traveler
    found 1 day ago
    Western Executive Inn
  • A modern hotel lobby with a spacious layout, multiple seating areas, and a prominent reception desk.
    Jan 25 - Jan 28

    Billings Hotel and Convention Center + Flight

    Southwest Corridor
    3 nights
    3.0 star property
    8.2/10 - Very good (1,907 reviews)
    Roundtrip • Seattle (SEA) - Billings (BIL)
    SEA - BIL • 1 stop BIL - SEA • Nonstop
    $830
    $495
    per traveler
    found 1 day ago
    Billings Hotel and Convention Center
  • A modern lounge area with sofas, a coffee table, and a fireplace.
    Dec 11 - Dec 14

    Northern Hotel + Flight

    Downtown Billings
    3 nights
    4.0 star property
    9.6/10 - Exceptional (1,329 reviews)
    Roundtrip • Seattle (SEA) - Billings (BIL)
    SEA - BIL • Nonstop BIL - SEA • Nonstop
    $590
    $488
    per traveler
    found 15 hours ago
    Northern Hotel
  • A living room with a fireplace, a staircase, and a clock on the wall.
    Jan 25 - Jan 28

    Country Inn & Suites by Radisson, Billings, MT + Flight

    Billings Heights
    3 nights
    3.0 star property
    8.4/10 - Very good (1,001 reviews)
    Roundtrip • Seattle (SEA) - Billings (BIL)
    SEA - BIL • 1 stop BIL - SEA • Nonstop
    $536
    $472
    per traveler
    found 1 day ago
    Country Inn & Suites by Radisson, Billings, MT
  • A modern hotel with a prominent red accent on the corner, a covered outdoor seating area, and a clear sky.
    Jan 25 - Jan 28

    avid Hotels Billings West by IHG + Flight

    Shiloh
    3 nights
    2.5 star property
    9.4/10 - Exceptional (598 reviews)
    Roundtrip • Seattle (SEA) - Billings (BIL)
    SEA - BIL • 1 stop BIL - SEA • Nonstop
    $485
    $434
    per traveler
    found 1 day ago
    avid Hotels Billings West by IHG

Where to stay near Olive

Outdoor enthusiasts and families will love the charm of Olive, Montana. Discover the region's breathtaking landscapes while hiking local trails or enjoying recreational activities. Nearby adventures await with opportunities for fishing, exploring scenic vistas, and immersing yourself in the area's natural beauty.
A stormy sky over a grassy field with a distant house.

Broadus

Discover Broadus, a welcoming destination perfectly suited for nature enthusiasts and budget travelers who will appreciate its stunning outdoor scenery and adventure opportunities. With attractions like the Powder River Historical Museum and nearby national parks, Broadus offers a blend of history and recreation. The area is easily accessible, being about an 18 miles drive from Olive. Broadus stands out as a smart choice for your next hotel booking, ensuring a memorable getaway in Montana.

Powderville

Experience the charm of Powderville, an excellent hub for travelers with an affinity for nature, family, and adventure who want to explore the breathtaking landscapes of Montana. Enjoy nearby attractions like the stunning natural parks, abundant trails for hiking, and family-friendly outdoor activities that make every visit memorable. Located about 15 miles from Olive, Powderville offers a welcoming atmosphere that makes it a smart choice for your stay, providing easy access to all the adventures that await.

Volborg

If you are a nature enthusiast or a family traveler, look no further than Volborg, which features stunning outdoor spaces like the Custer National Forest and recreational opportunities at local parks and lakes. This charming city offers a budget-friendly stay and a chance to explore the Powder River Historical Museum, enriching your visit with both nature and culture. Located about 18 miles from Olive, Volborg is an ideal choice for a memorable vacation experience.

Olive Hotel Deals

A wooden building with a porch and a small garden area.

Sagebrush Inn and Suites

Sagebrush Inn and Suites
2.5 star property
14.7 mi from Olive
9.4 out of 10, Exceptional, (324 reviews)
"It was just ok for one night passing through. Breakfast was expired yogurt and old granola bars! Coffee pot was empty😡😡"
$82 nightly
The price is $89
Dec 2 - Dec 3
Total with taxes and fees
Sagebrush Inn and Suites
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 Olive

Frequently Asked Questions

How to find the best Olive package deals?

Landing a cheap Olive package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Olive package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.

When to book a vacation package to Olive?

If you're planning a spur-of-the-moment Olive getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.

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