Southern Oregon Vacations
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Where to stay in Southern Oregon
Find the best Southern Oregon areas and neighborhoods for the activities you enjoy most. Learn more about Southern Oregon
Historic Downtown District
1 out of top 10 points of interest in this area
If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Angus Bowmer Theatre are top sights worth seeing.
Siskiyou-Hargadine Historic District
While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.
Downtown Klamath Falls
Waterfalls, breweries, and lake views are some highlights of Downtown Klamath Falls. Make a stop by Baldwin Hotel Museum or Upper Klamath Lake while you're exploring.
Historic Railroad District
Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out.
City Center Medford
Travelers come to City Center Medford for its abundant dining options, and you can see top attractions like Medford Central Library and Medford Carnegie Library while you're in town.
Find the Best Southern Oregon Vacation Packages
Southern Oregon Hotel Deals
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
₩211,252
₩254,326 total
Oct 12 - Oct 13
includes taxes & fees
9.6/10 Exceptional! (1,133 reviews)
"We were only here for 1 brief evening. Check in was good despite being very busy. Room comfortable clean and bright. We ate at the outside pool area fir dinner. Quick service and good quality food for the price. Breakfast buffet was good, but could have used a little more attention. Had to wait for ..."
Reviewed on Sep 21, 2026
Riverside Inn
986 S.W. 6th Grants Pass OR
Fully refundableReserve now, pay when you stay
₩190,127
₩215,794 total
Sep 24 - Sep 25
includes taxes & fees
Red Lion Hotel Rogue Regency Medford Airport
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
₩122,195
₩144,418 total
Sep 22 - Sep 23
includes taxes & fees
8.6/10 Excellent! (3,261 reviews)
"The property is dated and needs to be upgraded. While we were there we noticed the one staff member trying to check in over 50 guests no one to help him people were waiting over an hour and a half to get checked in that's ridiculous."
Reviewed on Sep 21, 2026
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.
Stay near popular Southern Oregon attractions
Crater Lake National Park
9.8/10 (578 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.
Photo by Patrick Glassford
Oregon Shakespeare Festival
9.2/10 (620 reviews)
At OSF, America's oldest repertory theater presents Shakespearean classics and bold new works across three venues. Reserve seats for evening performances and arrive early for the free outdoor Green Show entertainment.
Crater Lake
9.8/10 (286 reviews)
This ancient volcanic caldera holds America's deepest lake, famous for its intense sapphire-blue waters. Take a summer boat tour to Wizard Island or drive the scenic 33-mile rim for unforgettable mountain views.
Oregon Caves National Monument
9.4/10 (43 reviews)
Descend into the "Marble Halls of Oregon" with a guided tour through this intricate cave system. Bring a jacket for the cool 44°F interior as you marvel at ancient stalactites and flowstone formations.
Lithia Park
9.6/10 (1,250 reviews)
Stroll through Lithia Park's 93 acres of landscaped beauty alongside Ashland Creek. Discover Japanese gardens, duck ponds, and seasonal foliage while enjoying the serenity of this historic green space.
Lithia & Driveway Fields
8.4/10 (91 reviews)
Catch an event at Lithia & Driveway Fields during your trip to Medford. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Oregon Institute of Technology - Residential Campus
8.8/10 (138 reviews)
Explore the campus of Oregon Institute of Technology - Residential Campus during your stay in Klamath Falls. Stroll along the lakeside or discover the area's beautiful waterfalls.
Running Y Ranch Golf Course
8.4/10 (140 reviews)
Oregon's only Arnold Palmer-designed course blends natural beauty with strategic challenges. Enjoy well-maintained fairways while taking in scenic views of meadows, woodlands, and wetlands throughout your round.
Frequently asked questions
How much does a Southern Oregon vacation package cost?
Get your credit card ready, because a getaway to Southern Oregon starts from a tempting . When you combine your flights, hotels and car rentals into a travel package, you'll pick up great deals.
How do I get a cheap travel package to Southern Oregon?
Browse and lock in everything in the one place with our Southern Oregon vacation packages. You'll find bargains on hotels, flights, tours and more that'll keep your credit card happy and your adventurous spirit busy. And, with more than 550 airlines and 1,000,000 hotels around the globe to select from, you have countless opportunities to mix and match as you like.
What are the top hotels in Southern Oregon?
When it comes to properties in Ashland, Ashland Hills Hotel & Suites and Stratford Inn are two popular options. If you're also spending time in Grants Pass, Red Lion Inn & Suites Grants Pass and La Quinta Inn & Suites by Wyndham Grants Pass will make you feel at home.
How far in advance should I book my Southern Oregon vacation?
It depends on the airline, but you can generally browse through international fares on Expedia nearly a year in advance. While it's generally a good idea to book ahead of time, lucky travelers occasionally nab a cheaper ticket only weeks before departure dates.
What does an Expedia Southern Oregon travel package include?
Car rentals, flights and hotels — we bring you the very best bargains. All you'll have to do is select your preferred combination. Once you've made your booking, you can add on the fun stuff like activities and tours. Our travel packages make it simple to create an awesome Southern Oregon vacation.
What should I know before booking a Southern Oregon travel package?
A travel package can be easier on the credit card than separately booking everything you need for your getaway. For example, combine your hotels, flights and rental cars and save a pretty penny. Whatever kind of vacation you're planning, there's sure to be a package to suit your budget.
Can I choose my airline with a Southern Oregon Expedia vacation package?
Yes — that's the beauty of an Expedia package. You get to choose. We have access to more than 550 airline partners across the globe, so you have options galore when putting together your Southern Oregon adventure.
If I'm not able to travel, can I cancel my Southern Oregon vacation package?
We totally get it — life sometimes gets in the way of your plans. If you've booked a Southern Oregon vacation package and need to cancel or amend it, we're here to help. We recommend looking up our Customer Service Portal first for information. But in general, if you've booked your package in the last 24 hours, you may be able to cancel or amend your itinerary for free. If it's been longer than 24 hours, your airline, hotel or car rental company may charge a fee.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
