Southern Oregon Vacation Packages 2026 from $285

Southern Oregon flight + hotel vacation packages

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

Rogue Regency Inn and Suites

$285

per person

Feb 7 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Boise (BOI) to Medford (MFR)

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 perks like buffet breakfast and free self parking.

Hummingbird Estate Wine & Suites

$317

per person

Feb 7 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Boise (BOI) 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.

Compass by Margaritaville in Medford

$320

per person

Feb 7 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Boise (BOI) to Medford (MFR)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

Paschal Winery

$296

per person

Feb 7 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Boise (BOI) 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.

The Orth House Inn by Remotion

$343

per person

Feb 7 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Boise (BOI) to Medford (MFR)

This inn doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-in are also on offer.

Top Southern Oregon hotels deals

Rogue Regency Inn and Suites

2300 Biddle Rd Medford OR

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$98 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

Pool

Hot Tub

Stratford Inn

555 Siskiyou Blvd Ashland OR

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$90 total

Jan 2 - Jan 3, 2026

Total with taxes and fees

This hotel features an indoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a terrace, and a library are also on offer.

Pool

Hot Tub

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$128 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

This smoke-free hotel features 2 outdoor tennis courts, an outdoor pool, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Hot Tub

Ashland Springs Hotel

212 E Main St Ashland OR

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$123 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and perks like free self parking.

Spa

Pet friendly

Motel 6 Medford, OR - North

2400 Biddle Rd Medford OR

Free Cancellation

Reserve now, pay when you stay

$43 nightly

$48 total

Jan 15 - Jan 16, 2026

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

Pet friendly

Parking included

My Place Hotel-Medford OR

580 Airport Rd Medford OR

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$99 total

Jan 21 - Jan 22, 2026

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

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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 $285. 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.