A town nestled in a valley with a prominent building in the foreground and hills in the background.

Southern Oregon Adventure Vacations

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Top Adventure vacation packages in Southern Oregon

Price found within the past 48 hours. Click for updated prices.
  • Oct 15 - Oct 19

    Stratford Inn + Flight

    Siskiyou-Hargadine Historic District
    4 nights
    2.5 star property
    9.4/10 - Exceptional (1,805 reviews)
    Roundtrip Los Angeles (LAX) - Medford (MFR)
    LAX - MFRNonstop MFR - LAXNonstop
    $493
    $446
    per traveler
    found 2 days ago
    Stratford Inn
  • Sep 10 - Sep 14

    Wine Country Inn + Flight

    Jacksonville
    4 nights
    3.0 star property
    9.4/10 - Exceptional (1,010 reviews)
    Roundtrip Denver (DEN) - Medford (MFR)
    DEN - MFRNonstop MFR - DENNonstop
    $658
    $567
    per traveler
    found 17 hours ago
    Wine Country Inn
  • Sep 10 - Sep 14

    Compass by Margaritaville in Medford + Flight

    Medford
    4 nights
    4.0 star property
    9.6/10 - Exceptional (1,051 reviews)
    "Overall nice place to stay. Fresh food for breakfast. Beds and pillows great. Pool very nice. All in all great stay"
    Reviewed August 5, 2026
    Roundtrip Denver (DEN) - Medford (MFR)
    DEN - MFRNonstop MFR - DENNonstop
    $764
    $695
    per traveler
    found 17 hours ago
    Compass by Margaritaville in Medford
  • Sep 10 - Sep 14

    Rogue Regency Inn Medford Airport + Flight

    Medford
    4 nights
    3.0 star property
    8.8/10 - Excellent (3,191 reviews)
    "This hotel was pleasant. You can tell it was very nice back in the day and it was very clean, but it hasn’t been updated in quite some time. It was charming and the staff were very friendly and welcoming. We didn’t get the opportunity to use the pool or gym, but the included buffet breakfast spread was nice. We went back to Chadwick’s, the on site restaurant, for a late dinner and our food was tasty (and we were grateful they were open until 10 pm on a Sunday). Checking in and out was a breeze..."
    Reviewed August 4, 2026
    Roundtrip Denver (DEN) - Medford (MFR)
    DEN - MFRNonstop MFR - DENNonstop
    $555
    $505
    per traveler
    found 17 hours ago
    Rogue Regency Inn Medford Airport
  • Oct 30 - Nov 2

    Riverside Inn + Flight

    Grants Pass
    3 nights
    2.5 star property
    9.6/10 - Exceptional (2,136 reviews)
    Roundtrip Ontario (ONT) - Medford (MFR)
    ONT - MFR1 stop MFR - ONT1 stop
    $634
    $587
    per traveler
    found 1 day ago
    Riverside Inn

Discover the most popular places to visit in Southern Oregon

Top Adventure Southern Oregon Hotels

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.

Find awesome Southern Oregon adventure vacations

How can I book the best Southern Oregon adventure trips?

Choose your own adventure in Southern Oregon, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.

How can I plan the perfect Southern Oregon family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Southern Oregon. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.

Can I book all-inclusive Southern Oregon adventure vacation packages?

By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.

Why should I book a Southern Oregon adventure vacation for couples?

Book a Southern Oregon couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.

How can I find the best deals on adventure packages in Southern Oregon?

It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.

Can I book an adventure vacation package in Southern Oregon with free cancellation and/or flexible dates?

Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.

Why should I book a Southern Oregon adventure trip with Expedia?

Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.

What types of mountain accommodations are available in Southern Oregon?

5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Southern Oregon. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.