Southern Oregon Vacation Packages 2025/2026 from $497

Southern Oregon flight + hotel vacation packages

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

Travelodge by Wyndham Grants Pass

$497

per person

Dec 10 - Dec 15

found 12 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Medford (MFR)

A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A safe deposit box is provided and the front desk is staffed around-the-clock.

Hummingbird Estate Wine & Suites

$690

per person

Dec 10 - Dec 15

found 12 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Medford (MFR)

A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.

Super 8 by Wyndham Central Pt Medford

$499

per person

Dec 10 - Dec 15

found 12 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Medford (MFR)

This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like continental breakfast and free self parking.

Lanka Rose House by WanderLodges

$795

per person

Dec 10 - Dec 15

found 12 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Medford (MFR)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the playground and onsite laundry facilities. A garden, a picnic area, and a virtual front desk are also on offer.

Paschal Winery

$650

per person

Dec 10 - Dec 15

found 12 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Medford (MFR)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.

Top Southern Oregon hotels deals

Rogue Regency Inn and Suites

2300 Biddle Rd, Medford, OR

$108 nightly

$122 total

Sep 30 - Oct 1

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and free continental breakfast each morning.

Pool

Hot Tub

Ashland Hills Hotel & Suites

2525 Ashland St, Ashland, OR

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$154 total

Oct 20 - Oct 21

Total with taxes and fees

2 outdoor tennis courts, an outdoor pool, and a hot tub are all featured at this smoke-free hotel. There's a free ski shuttle, and ski passes and ski storage are available on site. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.

Pool

Hot Tub

Quality Inn & Suites Medford Airport

1950 Biddle Rd, Medford, OR

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$94 total

Oct 28 - Oct 29

Total with taxes and fees

A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Enjoy the gym and free perks like continental breakfast and free self parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and laundry facilities.

Pool

Hot Tub

My Place Hotel-Medford OR

580 Airport Rd, Medford, OR

Free Cancellation

Reserve now, pay when you stay

$113 nightly

$127 total

Oct 12 - Oct 13

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. A snack bar/deli, a picnic area, and a computer station are also on offer.

Pet friendly

Parking included

Flagship Inn of Ashland

1193 Siskiyou Blvd, Ashland, OR

$77 nightly

$85 total

Sep 30 - Oct 1

Total with taxes and fees

A restaurant and a seasonal outdoor pool are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Pool

Breakfast included

Motel 6 Grants Pass, OR

1800 Ne 7th St, Grants Pass, OR

Free Cancellation

Reserve now, pay when you stay

$47 nightly

$53 total

Sep 30 - Oct 1

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. A snack bar/deli and a picnic area are also provided.

Pool

Pet friendly

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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.

Popular places to visit

Crater Lake National Park

5/5(100 reviews)

Come at least once to see the pristine blue water, snowy bluffs and alpine splendor of this park. Return again to immerse yourself in its beauty.

Oregon Shakespeare Festival

4.5/5(265 reviews)

You can make plans for a show at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Crater Lake

5/5(60 reviews)

Commune with nature and explore the great outdoors at Crater Lake during your travels in Crater Lake. Stroll along the lakeside or discover the area's volcano viewpoints.

Frequently asked questions

How much are vacation packages to Southern Oregon?

Get ready to be surprised — you could find yourself in Southern Oregon for as little as $497. Let Travelocity save you time and money with our amazing vacation packages. With flights, hotels and experiences all ready to go, why wait any longer?

Where can I get the best vacation package deals for Southern Oregon?

Check out Travelocity. With access to 400 airlines and a massive 1,000,000 properties across the globe, selecting the ultimate Southern Oregon package deal couldn't be simpler.

Why should I book my Southern Oregon vacation package with Travelocity?

Fantastic savings, countless inspiring destinations and 24/7 customer service you can rely on — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always score the best possible deal with Travelocity.

Will I save money on my Southern Oregon car rental if I combine it with hotels and flights?

You can with our Southern Oregon vacation packages. With one of these, there are loads of ways to make your travel budget go further. Combine any two or more car, hotel, flight and tour bookings and see the savings start to grow. With your own set of wheels, all the key sights in and around Southern Oregon are within your reach.

Which airport is best for Southern Oregon?

Southern Oregon is serviced by two main airports — Rogue Valley Intl. Airport (MFR) and Klamath Falls Intl. Airport (LMT).

What is there to do in Southern Oregon?

Southern Oregon is brimming with terrific things to see and do, however Oregon Shakespeare Festival and Crater Lake are right up there with the very best.