Southern Oregon Holidays

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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

While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.

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A tree-lined street with a mountain backdrop.

Siskiyou-Hargadine Historic District

If you're spending some time in Siskiyou-Hargadine Historic District, Lithia Park and Ashland Library 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 Baldwin Hotel Museum or Upper Klamath Lake while you're exploring.

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A rusted metal bridge in a forested area.

Historic Railroad District

While Historic Railroad District isn't home to many top sights, Oregon Cabaret Theatre and Allen Elizabethan Theatre are some notable places to visit nearby.

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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

Historical sites, restaurants and shopping are some highlights of Jacksonville Historic District. Make a stop by Jacksonville Cemetery or Kharmic Creations while you're exploring.

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Top hotels in Southern Oregon

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
€160
12 Oct - 13 Oct
includes taxes & fees
9.6/10 Exceptional! (1,140 reviews)
"Great stay!! Our only issue is there isn't enough parking. We stayed on a Mon, Tue night and had to park in the far back and it looked like we got the only spot left. Th hotel is next to a casino and it seems the people are parking at the hotel as overflow. This is the only reason we might not be ..."

Reviewed on 23 Sept 2026

Compass by Margaritaville in Medford
Riverside Inn

Riverside Inn

986 S.W. 6th Grants Pass OR
Fully refundableReserve now, pay when you stay
€136
27 Sept - 28 Sept
includes taxes & fees
Riverside Inn
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
€95
26 Sept - 27 Sept
includes taxes & fees
8.6/10 Excellent! (3,257 reviews)
"The room stunk and we got put on the first floor which is pretty much the basement, WiFi didn’t work down there so the TV didn’t work. Shower had hair everywhere and the beds are blown out. I will not stay here again."

Reviewed on 23 Sept 2026

Red Lion Hotel Rogue Regency Medford Airport
See all 1,469 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 theatre 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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A wood duck standing on rocks with moss and greenery in the background.

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.
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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 visit to Klamath Falls. Stroll along the lakeside or discover the area's beautiful waterfalls.
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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.
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Frequently asked questions

How much does a Southern Oregon holiday 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 holiday 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 holiday?
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 travellers 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 holiday.
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 holiday you're planning, there's sure to be a package to suit your budget.
Can I choose my airline with a Southern Oregon Expedia holiday 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 holiday package?
We totally get it — life sometimes gets in the way of your plans. If you've booked a Southern Oregon holiday 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.