Southern Oregon Vacation Packages 2026 from $520

Southern Oregon flight + hotel vacation packages

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

Compass by Margaritaville in Medford

$520

per person

Feb 13 - Feb 16

found 21 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) 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.

McCall House Boutique Inn

Historic Downtown District

$597

per person

Feb 13 - Feb 16

found 21 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Medford (MFR)

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A business center, a garden, and a lobby fireplace are also on offer.

Oceanview Inn

$731

per person

Feb 19 - Feb 23

found 14 hours ago

Roundtrip non-stop flight included

Raleigh (RDU) to Crescent City (CEC)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and onsite conference center. A lobby fireplace, a computer station, and luggage storage are also on offer.

A Cowslip's Belle Inn

$522

per person

Feb 13 - Feb 16

found 21 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Medford (MFR)

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out.

Winchester Inn

Historic Downtown District

$689

per person

Feb 13 - Feb 16

found 21 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Medford (MFR)

A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A terrace, a garden, and dry cleaning 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

$95 nightly

$107 total

Jan 11 - Jan 12, 2026

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 perks like buffet breakfast and free self parking.

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

Free Cancellation

Reserve now, pay when you stay

$113 nightly

$126 total

Jan 1 - Jan 2, 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

Stratford Inn

555 Siskiyou Blvd Ashland OR

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$90 total

Dec 28 - Dec 29

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.

My Place Hotel-Medford OR

580 Airport Rd Medford OR

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$99 total

Jan 16 - Jan 17, 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

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.

Flagship Inn of Ashland

1193 Siskiyou Blvd Ashland OR

Free Cancellation

Reserve now, pay when you stay

$58 nightly

$65 total

Jan 4 - Jan 5, 2026

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.

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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 $520. 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.