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 NT$3,302 per night from Sep 2 to Sep 3
NT$3,302
NT$3,714 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (2,165 reviews)
"Only thing was the lobby and elevator were super hot. Room temp was great though"

Reviewed on 2025/8/29

Rogue Regency Inn and Suites
Riverside Inn

Riverside Inn

2.5 out of 5
986 S.W. 6th, Grants Pass, OR
Fully refundableReserve now, pay when you stay
The price is NT$4,555 per night from Sep 2 to Sep 3
NT$4,555
NT$5,170 total
Sep 2 - Sep 3
includes taxes & fees
Riverside Inn
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 NT$2,201 per night from Sep 1 to Sep 2
NT$2,201
NT$2,454 total
Sep 1 - Sep 2
includes taxes & fees
Flagship Inn of Ashland
See all 1,334 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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.