Southern Oregon Vacation Packages 2025/2026 from $370

Southern Oregon flight + hotel vacation packages

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

Super 8 by Wyndham Crescent City

$370

per person

Jan 14 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Crescent City (CEC)

This motel features a coffee shop, laundry facilities, and free self parking. Enjoy a meal in one of the 3 restaurants and free perks like continental breakfast and WiFi in public areas. Luggage storage is provided and the front desk is staffed around-the-clock.

Oceanview Inn

$447

per person

Jan 14 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Luxurious Oceanfront Cabin 7 Getaway w Hot Tub

$1,178

per person

Jan 14 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Crescent City (CEC)

Free WiFi in public areas and a garden are available at this apartment.

Oceanview Cabin 27 w Jacuzzi Enjoyable Views

$969

per person

Jan 14 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Crescent City (CEC)

Free WiFi in public areas and a garden are available at this apartment.

Oceanfront Cabin 10 Jacuzzi Breathtaking Views

$1,206

per person

Jan 14 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Crescent City (CEC)

Free WiFi in public areas is available at this apartment.

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

$106 total

Nov 13 - Nov 14

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

$101 nightly

$111 total

Dec 9 - Dec 10

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

$114 nightly

$130 total

Nov 13 - Nov 14

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

$53 nightly

$60 total

Nov 13 - Nov 14

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

Free Cancellation

Reserve now, pay when you stay

$96 nightly

$108 total

Nov 26 - Nov 27

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 Hills Hotel & Suites

2525 Ashland St, Ashland, OR

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$132 total

Nov 16 - Nov 17

Total with 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

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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 $370. 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.