Southern Oregon Vacation Packages 2026 from $503

Southern Oregon flight + hotel vacation packages

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

Crater Lake Gateway - Highway 140

$503

per person

Jun 24 - Jun 29

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Klamath Falls (LMT)

Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.

WorldMark Running Y Resort

$843

per person

Jun 24 - Jun 29

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Klamath Falls (LMT)

A golf course and an indoor pool are featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and families will appreciate the convenience store. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.

Crater Lake Resort

$680

per person

Jun 24 - Jun 29

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Klamath Falls (LMT)

This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A terrace, a garden, and a snack bar/deli are also on offer.

Cerulean Hotel

Downtown Klamath Falls

$523

per person

Jun 24 - Jun 29

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Klamath Falls (LMT)

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.

Hummingbird Estate Wine & Suites

$1,005

per person

Jun 18 - Jun 21

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) 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 Medford Airport

2300 Biddle Rd Medford OR

Free Cancellation

Reserve now, pay when you stay

$83 nightly

$94 total

May 7 - May 8

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

$124 nightly

$138 total

Apr 26 - Apr 27

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

The Bard's Inn, BW Signature Collection by Best Western

132 N Main Street Ashland OR

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$103 total

May 17 - May 18

Total with taxes and fees

A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A 24-hour business center, a garden, and luggage storage are also on offer.

Cerulean Hotel

100 Main St Klamath Falls OR

Free Cancellation

Reserve now, pay when you stay

$78 nightly

$86 total

Apr 26 - Apr 27

Total with taxes and fees

Pool

Pet friendly

Riverside Inn

986 S.W. 6th Grants Pass OR

Free Cancellation

Reserve now, pay when you stay

$121 nightly

$137 total

Apr 29 - Apr 30

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Compass by Margaritaville in Medford

2399 S Pacific Hwy Medford OR

Free Cancellation

Reserve now, pay when you stay

$146 nightly

$163 total

Apr 28 - Apr 29

Total with taxes and fees

A casino, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the outdoor pool and free perks like buffet 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

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

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

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 $503. 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.