Southern Oregon Adventure Vacations 2026

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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

$795

per person

Nov 24 - Nov 28

found 2 hours ago

Roundtrip flight included

Orange County (SNA) to Medford (MFR)

9.2/10 Wonderful! (616 reviews)

Our favorite hotel In Ashland. It is probably the most beautiful building in Ashland and the rooms and the amenities are first class. We recommend this place to everyone.

Reviewed on Oct 13, 2026

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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

$650

per person

Nov 26 - Nov 29

found 4 hours ago

Roundtrip flight included

San Francisco (SFO) to Medford (MFR)

9.2/10 Wonderful! (616 reviews)

Our favorite hotel In Ashland. It is probably the most beautiful building in Ashland and the rooms and the amenities are first class. We recommend this place to everyone.

Reviewed on Oct 13, 2026

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See all available trips from Columbus to Southern Oregon

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4 Night Adventure vacations in Southern Oregon

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

Red Lion Hotel Rogue Regency Medford Airport

$541

per person

Dec 26 - Dec 30

found 21 hours ago

Roundtrip flight included

Los Angeles (LAX) to Medford (MFR)

8.6/10 Excellent! (3,269 reviews)

It was good for the price

Reviewed on Oct 20, 2026

Ashland Hills Hotel & Suites

$551

per person

Dec 26 - Dec 30

found 21 hours ago

Roundtrip flight included

Los Angeles (LAX) to Medford (MFR)

8.8/10 Excellent! (1,541 reviews)

Stratford Inn

Siskiyou-Hargadine Historic District

$570

per person

Dec 26 - Dec 30

found 21 hours ago

Roundtrip flight included

Los Angeles (LAX) to Medford (MFR)

9.4/10 Exceptional! (1,796 reviews)

Super cute, roomy and comfortable beds. Nice friendly happy staff. Close to town.

Reviewed on Oct 21, 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 ...

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 ...

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! (1,003 reviews)

"There was not enough easily accessible parking and a lot of it was for compact cars. As senior citizens, we found the lower level to be a challenge."

Reviewed on Oct 19, 2026

See all 1,432 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.