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.

Top Southern Oregon Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Ocean Front Cabin 12 Jacuzzi Spectacular Views

Ocean Front Cabin 12 Jacuzzi Spectacular Views

2 out of 5
Price was CA $1,290, price is now CA $1,186 per person
CA $1,186
per person
Oct 10 - Oct 13
found 23 hours ago
Roundtrip flight included
Edmonton (YEG) to Crescent City (CEC)
No reviews
Oceanview Inn

Oceanview Inn

2.5 out of 5
Price was CA $1,589, price is now CA $1,336 per person
CA $1,336
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Crescent City (CEC)
9/10 Wonderful! (2,425 reviews)
Great base for Redwood Forest trails. Clean hotel with friendly staff. All the things you'll need. The fog horn is barely noticeable. Sounds like the end of Pink Floyd's "Young Lust." Stay here. You'll be fine.

Reviewed on Aug. 30, 2025

The Historic Requa Inn

The Historic Requa Inn

3 out of 5
Price was CA $1,911, price is now CA $1,669 per person
CA $1,669
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Crescent City (CEC)
9.6/10 Exceptional! (202 reviews)
Clean, well run historic hotel with a beautiful view of the Klamath River. Excellent breakfast. Serene. Right in the middle of the best parks.

Reviewed on Aug. 26, 2025

Oceanview Cabin 23 w Jacuzzi Remarkable Views

Oceanview Cabin 23 w Jacuzzi Remarkable Views

2 out of 5
Price was CA $1,337, price is now CA $1,226 per person
CA $1,226
per person
Oct 10 - Oct 13
found 23 hours ago
Roundtrip flight included
Edmonton (YEG) to Crescent City (CEC)
No reviews
Redwood Meadows RV Resort and Cabins

Redwood Meadows RV Resort and Cabins

2 out of 5
Price was CA $1,796, price is now CA $1,651 per person
CA $1,651
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Crescent City (CEC)
7.4/10 Good! (13 reviews)

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
4.5/5(2 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

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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 CA $132 per night from Sep 1 to Sep 2
CA $132
CA $148 total
Sep 1 - Sep 2
includes taxes & fees
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 CA $169 per night from Oct 1 to Oct 2
CA $169
CA $192 total
Oct 1 - Oct 2
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 CA $99 per night from Sep 1 to Sep 2
CA $99
CA $110 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Southern Oregon

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

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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.