Southern Oregon Vacation Packages 2025/2026 from $260

Southern Oregon flight + hotel vacation packages

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

Lighthouse Inn

$260

per person

Dec 24 - Dec 26

found 10 hours ago

Roundtrip flight included

Chicago (ORD) to Crescent City (CEC)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A fireplace in the lobby and a computer station are also provided.

Oceanview Inn

$315

per person

Feb 4 - Feb 6

found 10 hours ago

Roundtrip non-stop flight included

Chicago (ORD) 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.

Out 'N' About Treehouse Treesort

$521

per person

Jan 1 - Jan 4

found 17 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Medford (MFR)

Chinook Rv Resort

$289

per person

Dec 24 - Dec 26

found 10 hours ago

Roundtrip flight included

Chicago (ORD) to Crescent City (CEC)

This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and laundry facilities are also provided.

The Historic Requa Inn

$354

per person

Dec 24 - Dec 26

found 10 hours ago

Roundtrip flight included

Chicago (ORD) to Crescent City (CEC)

This inn doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant and a fireplace in the lobby are also provided.

Top Southern Oregon hotels deals

Rogue Regency Inn and Suites

2300 Biddle Rd Medford OR

Free Cancellation

Reserve now, pay when you stay

$91 nightly

$102 total

Nov 17 - Nov 18

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

Shilo Inn Suites Hotel - Klamath Falls

2500 Almond St Klamath Falls OR

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$117 total

Nov 17 - Nov 18

Total with taxes and fees

This hotel features an indoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A safe deposit box is provided and the front desk is staffed around-the-clock.

Pool

Pet friendly

Riverside Inn

986 S.W. 6th Grants Pass OR

Free Cancellation

Reserve now, pay when you stay

$112 nightly

$128 total

Nov 18 - Nov 19

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.

Pool

Breakfast included

Flagship Inn of Ashland

1193 Siskiyou Blvd Ashland OR

Free Cancellation

Reserve now, pay when you stay

$64 nightly

$71 total

Nov 30 - Dec 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

My Place Hotel-Medford OR

580 Airport Rd Medford OR

$96 nightly

$108 total

Nov 30 - Dec 1

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

Motel 6 Medford, OR - North

2400 Biddle Rd Medford OR

Free Cancellation

$40 nightly

$46 total

Nov 23 - Nov 24

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

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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 $260. 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.