Southern Oregon Vacation Packages 2025/2026 from $488

Southern Oregon flight + hotel vacation packages

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

Wine Country Inn

per person

Nov 5 - Nov 9

just found

Roundtrip non-stop flight included

Tucson (TUS) to Medford (MFR)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A garden, a picnic area, and express check-out are also on offer.

Ashland Springs Hotel

Historic Downtown District

per person

Nov 5 - Nov 9

just found

Roundtrip non-stop flight included

Tucson (TUS) to Medford (MFR)

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.

Compass by Margaritaville in Medford

per person

Nov 5 - Nov 9

just found

Roundtrip non-stop flight included

Tucson (TUS) 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 gym and free perks like buffet breakfast and free self parking.

Medford Home and 2 Condos With Pool

Save 100% on your flight

per person

Nov 5 - Nov 9

just found

Roundtrip non-stop flight included

Tucson (TUS) to Medford (MFR)

This vacation home includes free WiFi in public areas and barbecue grills.

Hummingbird Estate Wine & Suites

per person

Nov 5 - Nov 9

just found

Roundtrip non-stop flight included

Tucson (TUS) 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.

Top Southern Oregon hotels deals

Rogue Regency Inn and Suites

2300 Biddle Rd, Medford, OR

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$122 total

Aug 12 - Aug 13

Total includes 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

Flagship Inn of Ashland

1193 Siskiyou Blvd, Ashland, OR

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$80 total

Aug 26 - Aug 27

Total includes 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

Cerulean Hotel

100 Main St, Klamath Falls, OR

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$130 total

Aug 31 - Sep 1

Total includes taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking and express check-out are also offered on site.

Pool

Pet friendly

Ashland Hills Hotel & Suites

2525 Ashland St, Ashland, OR

Free Cancellation

Reserve now, pay when you stay

$148 nightly

$165 total

Sep 1 - Sep 2

Total includes 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

La Quinta Inn & Suites by Wyndham Central Point - Medford

1777 La Rue Dr, Central Point, OR

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$120 total

Aug 17 - Aug 18

Total includes taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like self-serve breakfast and free self parking.

Pool

Hot Tub

Comfort Inn & Suites Ashland

434 S. Valley View Rd., Ashland, OR

Free Cancellation

$110 nightly

$112 total

Sep 7 - Sep 8

Total includes taxes and fees

This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Southern Oregon

View all properties

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 $488. 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.