Southern Oregon Vacation Packages 2026 from $550

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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 travelers. 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.

The Latest Southern Oregon vacation packages

Price found within the past 48 hours. Click for updated prices.

Studio 6 Suites – Yreka, Ca

$550

per person

Sep 16 - Sep 23

found 1 day ago

Roundtrip flight included

Denver (DEN) to Medford (MFR)

10/10 Exceptional! (1 review)

Basic, no frills but clean lodging at an affordable price. Surprisingly quiet when I was there. Right next to the Black Bear Diner

Reviewed on Aug 14, 2026

Winchester Inn

Historic Downtown District

$1,269

per person

Sep 20 - Sep 24

found 1 day ago

Roundtrip flight included

Denver (DEN) to Medford (MFR)

9.6/10 Exceptional! (282 reviews)

Everything was perfect

Reviewed on Aug 6, 2026

Wine Country Inn

$827

per person

Sep 16 - Sep 23

found 1 day ago

Roundtrip flight included

Denver (DEN) to Medford (MFR)

9.4/10 Exceptional! (1,008 reviews)

McCall House Boutique Inn

Historic Downtown District

$837

per person

Sep 17 - Sep 20

found 1 day ago

Roundtrip flight included

Denver (DEN) to Medford (MFR)

9.2/10 Wonderful! (603 reviews)

Relax Inn At Ashland

$550

per person

Sep 16 - Sep 23

found 1 day ago

Roundtrip flight included

Denver (DEN) to Medford (MFR)

7/10 Good! (542 reviews)

The motel was conveniently located, reasonably priced, and the staff was friendly. However, the room was extremely small, and cleanliness was a major concern. There was trash left in the bin, hair stuck to the washcloth, and the towels were very old and heavily discolored. The TV was also very small and outdated. The air conditioner worked but was extremely outdated, and the temperature control was broken, making it difficult to adjust the room temperature. Overall, the property would benefit from significant improvements in cleanliness, linens, furnishings, and maintenance.

Reviewed on Aug 16, 2026

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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.

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.

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.

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.

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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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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Britt Pavilion

9.6/10 (43 reviews)

This hillside amphitheater hosts the renowned Britt Music & Arts Festival amid towering ponderosa pines. Bring a blanket for lawn seating and enjoy world-class performances under starlit Oregon skies.

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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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Southern Oregon Hotel Deals

Compass by Margaritaville in Medford

2399 S Pacific Hwy Medford OR

Fully refundableReserve now, pay when you stay

$173 nightly

$193 total

Sep 6 - Sep 7

Total with taxes and fees

Rogue Regency Inn Medford Airport

2300 Biddle Rd Medford OR

Fully refundableReserve now, pay when you stay

$112 nightly

$127 total

Sep 6 - Sep 7

Total with taxes and fees

Cimarron Inn Klamath Falls

3060 S 6th St Klamath Falls OR

Fully refundableReserve now, pay when you stay

$84 nightly

$91 total

Aug 19 - Aug 20

Total with taxes and fees

8.4/10 Very Good! (1,287 reviews)

"Good road trip stop."

Reviewed on Aug 17, 2026

See all 1,442 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.