Southern Oregon Vacations from $364
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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.
Super 8 by Wyndham Crescent City
Price was $445, price is now $364 per person
$364
per person
Sep 20 - Sep 25
found 4 hours ago
Roundtrip flight included
Dallas (DFW) to Crescent City (CEC)
6.4/10 (1,005 reviews)
Just a basic motel. Nothing fancy. There was a lot of damage to the room. Luckily we were only there to sleep. lol. The breakfast they served was terrible. Don't recommend but wasn't expecting it to be great.
Reviewed on Aug 16, 2025
McCall House Boutique Inn
Historic Downtown District
Price was $786, price is now $564 per person
$564
per person
Oct 6 - Oct 9
found 12 hours ago
Roundtrip non-stop flight included
San Luis Obispo (SBP) to Medford (MFR)
9.2/10 Wonderful! (566 reviews)
Very welcoming and hospitable staff. The breakfasts are delish, especially the fritata. Their attention to details are very strong.
Reviewed on Aug 15, 2025
Ashland Hills Hotel & Suites
Price was $583, price is now $462 per person
$462
per person
Oct 24 - Oct 31
found 5 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9/10 Wonderful! (1,476 reviews)
Air conditioner was necessary because of the warm weather but every time it turned on vibrated so loud that it woke both of us up over and over again all night long.
Reviewed on Aug 19, 2025
The Orth House Inn by Remotion
Price was $612, price is now $507 per person
$507
per person
Oct 6 - Oct 9
found 12 hours ago
Roundtrip non-stop flight included
San Luis Obispo (SBP) to Medford (MFR)
9.2/10 Wonderful! (15 reviews)
This was a WONDERFUL place to stay. We were in town for the Australian Pink Floyd show at the Britt. We loved the Orth House so much, it is a beautiful house, it and the staff was so wonderful and accommodating. Felicity was very helpfull with the entire visit, she emailed us instructions on our entry, and getting settled in. She was AMAZING and a total help for us. She was so attentive to our needs and she deserves a truck load of accolades.
Thank you so much.
Jesse, Moorea and Cali (The Dog). :)
Reviewed on Aug 16, 2025
Don't see what you're looking for?
See all available trips from Dallas to Southern Oregon
View all tripsWhere to stay in Southern Oregon
Find the best Southern Oregon areas and neighborhoods for the activities you enjoy most. Learn more about Southern Oregon
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.
Discover the most popular places to visit in Southern Oregon
Crater Lake National Park
5/5(100 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.
Oregon Shakespeare Festival
4.5/5(265 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.
Crater Lake
5/5(60 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.
What to do in Southern Oregon
Southern Oregon Hotel Deals
Rogue Regency Inn and Suites
2300 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $122 total per night from Aug 20 to Aug 21
$122 total
Aug 20 - Aug 21
Total includes taxes and fees
8.8/10 Excellent! (2,269 reviews)
"Great room- roomt amd quiet. Comfortable bed."
Reviewed on Aug 17, 2025
Quality Inn & Suites Medford Airport
1950 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $91 total per night from Sep 8 to Sep 9
$91 total
Sep 8 - Sep 9
Total includes taxes and fees
8.4/10 Very Good! (1,007 reviews)
"Clean room, bad water and water pressure, nice service"
Reviewed on Aug 16, 2025
Flagship Inn of Ashland
1193 Siskiyou Blvd, Ashland, OR
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $83 total per night from Sep 2 to Sep 3
$83 total
Sep 2 - Sep 3
Total includes taxes and fees
8.8/10 Excellent! (1,006 reviews)
"Friendly and helpful staff. Excellent value for comfortable stay!"
Reviewed on Aug 15, 2025
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.
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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.