Southern Oregon Adventure Vacations 2026

Top Adventure vacation packages in Southern Oregon

Price found within the past 48 hours. Click for updated prices.

McCall House Boutique Inn

Historic Downtown District

$696

per person

Dec 2 - Dec 5

found 1 day ago

Roundtrip non-stop flight included

Fort Myers (RSW) to Medford (MFR)

9.2/10 Wonderful! (613 reviews)

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3 Night Adventure vacations in Southern Oregon

Price found within the past 48 hours. Click for updated prices.

McCall House Boutique Inn

Historic Downtown District

$696

per person

Dec 2 - Dec 5

found 1 day ago

Roundtrip non-stop flight included

Fort Myers (RSW) to Medford (MFR)

9.2/10 Wonderful! (613 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Southern Oregon

View all trips

4 Night Adventure vacations in Southern Oregon

Price found within the past 48 hours. Click for updated prices.

Stratford Inn

Siskiyou-Hargadine Historic District

$554

per person

Dec 25 - Dec 29

found 1 day ago

Roundtrip flight included

San Diego (SAN) to Medford (MFR)

9.4/10 Exceptional! (1,798 reviews)

Room was clean. Front desk staff was great and helpfull. Wish it smells fresh when you enter the lobby.

Reviewed on Oct 1, 2026

Ashland Hills Hotel & Suites

$658

per person

Dec 25 - Dec 29

found 1 day ago

Roundtrip flight included

San Diego (SAN) to Medford (MFR)

8.8/10 Excellent! (1,537 reviews)

Overall we enjoyed the stay. Staff was friendly and bed was comfortable. Breakfast was not included which would have been nice.

Reviewed on Sep 30, 2026

Lithia Springs Resort

$558

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Medford (MFR)

9.4/10 Exceptional! (1,000 reviews)

Excellent stay at a beautiful property! The room was large and included a soaking tub with their famous mineral water, a sitting room, and a kitchenette. The property offers complimentary bicycles and laundry services, as well as afternoon tea with cookies from 3-5. I would definitely stay here again!

Reviewed on Oct 1, 2026

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See all available trips from Columbus to Southern Oregon

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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.

Top Adventure Southern Oregon Hotels

Running Y Resort

5500 Running Y Road Klamath Falls OR

2 hours drive from Crater Lake National Park

Book a stay at this spa lodge in Klamath Falls. Enjoy free parking, a full-service spa, and a marina. Our guests praise the helpful staff and the clean rooms ...

9/10 Wonderful! (1,000 reviews)

"Running Y Ranch Resort is located just outside Klamath Falls. The setting is peaceful and beautiful, and the resort has a relaxing atmosphere. Overall, we had a very comfortable stay."

Reviewed on Sep 29, 2026

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

2 hours drive from Crater Lake National Park

Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...

8.8/10 Excellent! (1,532 reviews)

"Overall we enjoyed the stay. Staff was friendly and bed was comfortable. Breakfast was not included which would have been nice."

Reviewed on Sep 30, 2026

Plaza Inn & Suites at Ashland Creek

98 Central Ave Ashland OR

2 hours drive from Crater Lake National Park

Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

9/10 Wonderful! (1,010 reviews)

"If you are attending an Oregon Shakespeare Festival play, this property is beautifully located about a 10-minute walk from the festival grounds, various restaurants, and Lithia Park. My assigned room wasn't one of the best rooms as it had no balcony or view of the river, but it worked very well for ..."

Reviewed on Sep 29, 2026

See all 1,443 properties in Southern Oregon

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.