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
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Historic Downtown District

1 out of top 10 points of interest in this area
5/5(133 area reviews)

If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Oregon Shakespeare Festival are top sights worth seeing.

Find hotels in Historic Downtown District

Find the Best Southern Oregon Vacation Packages

Southern Oregon Hotel Deals

Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is ￥15,903 per night from Aug 19 to Aug 20
￥15,903
￥17,891 total
Aug 19 - Aug 20
includes taxes & fees
8.8/10 Excellent! (2,247 reviews)
"All great"

Reviewed on Aug 12, 2025

Rogue Regency Inn and Suites
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is ￥12,457 per night from Aug 19 to Aug 20
￥12,457
￥13,890 total
Aug 19 - Aug 20
includes taxes & fees
8.8/10 Excellent! (1,021 reviews)
"We stayed here and our expectations were exceeded. Clean, stylish, great staff. Would promote anytime"

Reviewed on Aug 12, 2025

Flagship Inn of Ashland
Cerulean Hotel

Cerulean Hotel

2.5 out of 5
100 Main St, Klamath Falls, OR
Fully refundableReserve now, pay when you stay
The price is ￥15,197 per night from Aug 17 to Aug 18
￥15,197
￥16,640 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (350 reviews)
"Newly renovated. Spacious, sparsely-furnished rooms. No hair dryer. No soap shelf in shower. These deficiencies would be simple to fix."

Reviewed on Aug 14, 2025

Cerulean Hotel
See all 1,341 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.

Discover the most popular places to visit in Southern Oregon

Crater Lake National Park featuring a lake or waterhole, landscape views and mountains

Crater Lake National Park

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.

Crater Lake National Park
Ashland is probably best known for the Tony Award-winning Oregon Shakespeare Festival, which I highly recommend checking out if you're in to Shakespeare plays. The statue in the photo is actually a guy in a Shakespearean costume collecting contributions toward a permanent statue of the Bard in Ashland. #WeekendGetaway

Oregon Shakespeare Festival

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.

Oregon Shakespeare Festival
Great hiking trails #caves #oregon #pretty #forest

Oregon Caves National Monument

Commune with nature and explore the great outdoors at Oregon Caves National Monument during your travels in Cave Junction. Wander the forest or discover the area's waterfalls.

Oregon Caves National Monument

What to do in Southern Oregon

Salem Puzzling Adventure

Ashland Puzzling Adventure

￥5,162
per traveler
Ashland Puzzling Adventure
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.