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
A historic building with a classical facade, a person standing on the steps, and a wheelchair-accessible sign.

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 Oregon Shakespeare Festival are top sights worth seeing.

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A mountainous landscape with a large lake, snow-capped peaks, and coniferous trees.

Downtown Klamath Falls

Waterfalls, breweries, and lake views are some highlights of Downtown Klamath Falls. Make a stop by Upper Klamath Lake or Klamath County Museum while you're exploring.

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A tree-lined street with a mountain backdrop.

Siskiyou-Hargadine Historic District

While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.

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A rusted metal bridge in a forested area.

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.

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A brick building labeled "City Hall" with a white door and windows, a bench outside, and a tree nearby.

Jacksonville Historic District

Historic sites, restaurants, and shopping highlight some of the noteworthy features of Jacksonville Historic District. Make a stop by Jacksonville Cemetery or Kharmic Creations while you're exploring the neighborhood.

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Find the Best Southern Oregon Vacation Packages

Southern Oregon Hotel Deals

Red Lion Hotel Rogue Regency Medford Airport

Red Lion Hotel Rogue Regency Medford Airport

2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
￥14,667
￥17,292 total
Oct 12 - Oct 13
includes taxes & fees
8.6/10 Excellent! (3,290 reviews)
"Front desk staff were very helpful and check in was easy. Close to airport so convenient. Van drivers were great."

Reviewed on Oct 11, 2026

Red Lion Hotel Rogue Regency Medford Airport
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
￥21,233
￥25,787 total
Nov 1 - Nov 2
includes taxes & fees
Compass by Margaritaville in Medford
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
￥15,260
￥18,599 total
Nov 2 - Nov 3
includes taxes & fees
8.8/10 Excellent! (1,546 reviews)
"“Suite” had no coffee supplies or even cups. Pillows were like bags with socks stuffed inside. Room was never serviced even tho I asked when I checked in. Place needs some attention."

Reviewed on Oct 10, 2026

Ashland Hills Hotel & Suites
See all 1,426 properties in Southern Oregon
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

A rocky outcrop with a tree stump in the foreground and a calm lake with mountains in the background.

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.
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A statue of a person in a brown outfit with a hat and sunglasses, holding a pipe and a book, standing on a pedestal in a park with green bushes and trees.
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.
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A lake surrounded by mountains and dense forests.

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.
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A moss-covered rock formation with a staircase leading up and a metal grate at the bottom.

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.
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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.
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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.
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The Expo

8.0/10 (122 reviews)
Southern Oregon's premier event venue hosts everything from trade shows to the beloved Jackson County Fair. Explore seven buildings across 180,000 square feet of dynamic community entertainment.
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Rogue Valley Mall

8.2/10 (554 reviews)
Southern Oregon's largest indoor shopping center offers over 100 specialty stores and major retailers. Browse diverse shops and recharge at the food court during your Medford retail adventure.
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What to do in Southern Oregon

An Audio Tour Through the Heart of Ashland, Oregon

The Cultural Heart of Ashland: A Self-Guided Audio Tour

￥1,567
per adult
The Cultural Heart of Ashland: A Self-Guided Audio Tour
See all activities in Southern Oregon

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.