Find Romantic Hotels in Southern Oregon, OR from $103

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Check availability on Southern Oregon Romantic Hotels

Our top choices for Southern Oregon romantic hotels

Callahan's Mountain Lodge

3.0 star property
Ashland
8.8 out of 10, Excellent, (1172)
"Beautiful place to stay "
United States
Daniel
$115 nightly
The price is $117
Jan 8 - Jan 9, 2026
Total with taxes and fees
Callahan's Mountain Lodge

Crater Lake Resort

3.0 star property
Chiloquin
8.4 out of 10, Very Good, (518)
"Great place near crater lake "
United States
Lori
$251 nightly
The price is $275
Dec 10 - Dec 11
Total with taxes and fees
Crater Lake Resort

Weasku Inn

3.0 star property
Grants Pass
9.8 out of 10, Exceptional, (1002)
"The room was spotless and staff nice and friendly."
United States
Chongming
$129 nightly
The price is $131
Dec 15 - Dec 16
Total with taxes and fees
Weasku Inn

Hilton Garden Inn Medford, OR 

3.0 star property
Medford
9.0 out of 10, Wonderful, (1003)
"We've stayed here several times, and always pleasant."
United States
Joseph
$92 nightly
The price is $103
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hilton Garden Inn Medford, OR 

Ashland Springs Hotel

3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1006)
"Charming historic hotel in downtown Ashland! Beautifully decorated, comfortable and well located. Restaurants and shopping galore. Theaters and playhouses all within a few blocks. We loved it!"
United States
Holly
$110 nightly
The price is $123
Dec 17 - Dec 18
Total with taxes and fees
Ashland Springs Hotel

Lithia Springs Resort

3.0 star property
Ashland
9.4 out of 10, Exceptional, (1003)
"Our stay was magical!"
United States
Maryah
$124 nightly
The price is $126
Dec 10 - Dec 11
Total with taxes and fees
Lithia Springs Resort

Rogue Regency Inn Medford Airport

3.0 star property
Medford
9.0 out of 10, Wonderful, (2674)
"I really enjoyed this Hotel and stay."
United States
Okesa
$99 nightly
The price is $111
Dec 10 - Dec 11
Total with taxes and fees
Rogue Regency Inn Medford Airport

Resort at Eagle Point

3.5 star property
Eagle Point
9.4 out of 10, Exceptional, (265)
"Great place to stay! "
United States
Jeneen
$193 nightly
The price is $205
Dec 10 - Dec 11
Total with taxes and fees
Resort at Eagle Point

Country Willows Inn and Estate

4.0 star property
Ashland
9.8 out of 10, Exceptional, (33)
"Beautiful setting close to downtown. Pool is marvelous!"
United States
Carol
$183 nightly
The price is $186
Dec 10 - Dec 11
Total with taxes and fees
Country Willows Inn and Estate

Running Y Resort

3.5 star property
Klamath Falls
9.0 out of 10, Wonderful, (1004)
"Very nice overnight "
United States
Mark
$185 nightly
The price is $202
Jan 9 - Jan 10, 2026
Total with taxes and fees
Running Y Resort
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.

Find out more about Southern Oregon

Southern Oregon attractions for couples

Southern Oregon is a paradise for adventurous families eager to explore a blend of nature and culture. Start your journey in Ashland, home to the renowned Oregon Shakespeare Festival, where you can catch world-class performances in a charming town filled with art galleries and cozy cafes. Just a short drive away, the breathtaking landscapes of Crater Lake National Park await, offering stunning views of the deepest lake in the U.S., perfect for hiking, photography, or simply soaking in the awe-inspiring beauty. Families can enjoy a day at the Rogue River, where white-water rafting and scenic float trips promise thrilling adventures suitable for all ages. Don’t miss the opportunity to visit the Oregon Caves National Monument, where you can take guided tours through fascinating marble caves and learn about their unique geological formations. Lastly, the picturesque town of Jacksonville, with its historic buildings and local wineries, is ideal for leisurely strolls and tastings. When it comes to accommodations, consider staying in the heart of Ashland, where you’ll find boutique hotels that offer personalized service and convenient access to the town’s attractions. After a day full of exploration, unwind in these quality establishments that cater to families, ensuring a comfortable and memorable experience.

Top Southern Oregon Hotel Reviews

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