Southern Oregon Vacation Packages

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Your Southern Oregon Vacation

With a Southern Oregon vacation package, you can forget about the stress of planning and focus on experiencing what this exciting destination has to offer. A trip to Southern Oregon wouldn't be complete without getting to some of its most well-known cities, starting with Medford. Two of the top attractions here include Britt Pavilion and Lithia & Driveway Fields. Grants Pass should also be on the itineraries of all Southern Oregon travellers. Visitors to this exciting destination enjoy Rogue River and Grants Pass and Josephine County Chamber of Commerce. If you're ready to stop dreaming and start packing, Expedia will help turn your Southern Oregon vacation into a reality.

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 Thomas Theatre are top sights worth seeing.

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 Klamath County Museum or Upper Klamath Lake while you're exploring.

An aerial view of a town with a river, surrounded by mountains and autumn-colored trees.

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 City Hall while you're in town.

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.

A rusted metal bridge in a forested area.

Historic Railroad District

Historic Railroad District might not have many top sights, but Allen Elizabethan Theatre and Thomas Theatre are two attractions nearby that you can check out.

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Southern Oregon Hotel Deals

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
CA $219
CA $264 total
Aug 19 - Aug 20
includes taxes & fees
9.6/10 Exceptional! (1,068 reviews)
"What a treat! We had such a fun stay at this Margaritaville-themed hotel! The beach-inspired décor created a relaxing vacation atmosphere from the moment we arrived. The lobby wonderful coconut scent really put us in vacation mode.Every staff member we encountered was friendly, welcoming, and eager ..."

Reviewed on Aug 10, 2026

Compass by Margaritaville in Medford
Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
CA $135
CA $159 total
Sep 6 - Sep 7
includes taxes & fees
8.8/10 Excellent! (3,214 reviews)
"Clean room, pet friendly, staf was great"

Reviewed on Aug 10, 2026

Rogue Regency Inn Medford Airport
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

434 S. Valley View Rd. Ashland OR
Fully refundable
CA $158
CA $160 total
Sep 10 - Sep 11
includes taxes & fees
8.8/10 Excellent! (1,029 reviews)
"We have stayed here before, and are always comfortable. Staff are friendly. We were given a room on the lower floor which was probably an upgrade from what we booked. In addition to the king size bed, it had a pullout couch, and a second bathroom with a Jacuzzi tub. We didn't use either. What it ..."

Reviewed on Aug 10, 2026

Comfort Inn & Suites Ashland
See all 1,433 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)
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.
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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)
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.
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A lake surrounded by mountains and dense forests.

Crater Lake

9.8/10 (286 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.
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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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Rogue Valley Mall

8.2/10 (554 reviews)
You can search for that perfect souvenir at Rogue Valley Mall during your visit to Medford. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
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Britt Pavilion

9.6/10 (43 reviews)
Get tickets for a show at Britt Pavilion, a storied theater in Jacksonville. While you're here, you can savor the top-notch restaurants.
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Crater Lake Zipline

8.8/10 (128 reviews)
You can take time to visit Crater Lake Zipline during your travels to Klamath Falls. Stroll along the area's lakeside, or simply savor its top-notch restaurants.
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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.