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

$780

per person

Dec 20 - Dec 24

found 1 day ago

Roundtrip flight included

Los Angeles (QLA) to Medford (MFR)

9.2/10 Wonderful! (572 reviews)

Location was very convenient to walking everywhere. Breakfast was fresh and delicious.

Reviewed on Oct 12, 2025

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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

$514

per person

Dec 25 - Dec 28

found 17 hours ago

Roundtrip flight included

Seattle (SEA) to Medford (MFR)

9.2/10 Wonderful! (572 reviews)

Location was very convenient to walking everywhere. Breakfast was fresh and delicious.

Reviewed on Oct 12, 2025

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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.

Ashland Hills Hotel & Suites

$489

per person

Dec 20 - Dec 24

found 1 day ago

Roundtrip flight included

Los Angeles (QLA) to Medford (MFR)

9/10 Wonderful! (1,466 reviews)

Staff was very accommodating

Reviewed on Oct 16, 2025

McCall House Boutique Inn

Historic Downtown District

$780

per person

Dec 20 - Dec 24

found 1 day ago

Roundtrip flight included

Los Angeles (QLA) to Medford (MFR)

9.2/10 Wonderful! (572 reviews)

Location was very convenient to walking everywhere. Breakfast was fresh and delicious.

Reviewed on Oct 12, 2025

Ashland Springs Hotel

Historic Downtown District

$621

per person

Dec 20 - Dec 24

found 1 day ago

Roundtrip flight included

Los Angeles (QLA) to Medford (MFR)

9.2/10 Wonderful! (1,004 reviews)

It would be so charming to sit in the hotel lobby and have a cocktail by the beautiful fireplace except the fireplace hasn’t been used in years and there’s no bar

Reviewed on Oct 9, 2025

Don't see what you're looking for?

See all available trips from Columbus to Southern Oregon

View all trips

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

Stay at this 3.5-star 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 ...

8.8/10 Excellent! (1,006 reviews)

"No dining near this area. Nice property but nothing around there for shopping or much of anything"

Reviewed on Oct 13, 2025

Ashland Hills Hotel & Suites

2525 Ashland St, Ashland, OR

2 hours drive from Crater Lake National Park

Stay at this 3-star ski hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...

8.8/10 Excellent! (1,482 reviews)

"The hotel is nice and the quality is almost always the same, reliable, nice amenities. The beds are comfortable. Beautiful Ashland views. There are ebbs and flows with the staff…small town, some are great and fast some are good and slow. There are roaches by the hot tub beware, only saw them ..."

Reviewed on Oct 13, 2025

Plaza Inn & Suites at Ashland Creek

98 Central Ave, Ashland, OR

2 hours drive from Crater Lake National Park

Stay at this 3-star business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

8.6/10 Excellent! (1,008 reviews)

"Charming hotel"

Reviewed on Oct 13, 2025

See all 1,363 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.