A town nestled in a valley with a prominent building in the foreground and hills in the background.

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Check availability on Southern Oregon Romantic Hotels

Tonight
Aug 20 - Aug 21
Tomorrow
Aug 21 - Aug 22
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Southern Oregon romantic hotels

1. Cozy Cottage Close to Crater Lake

Cozy Cottage Close to Crater Lake
Fort Klamath
United States
Jonathan K.
¥21,361
¥35,692 total
includes taxes & fees
Aug 31 - Sep 1
Cozy Cottage Close to Crater Lake

2. Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Central Point
United States
Chris A.
¥13,181
¥25,509 total
includes taxes & fees
Aug 26 - Aug 27
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

3. Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.

Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.
Jacksonville Historic District
United States
Richard
¥22,200
¥58,922 total
includes taxes & fees
Aug 24 - Aug 25
Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.

4. Cottage with gated driveway near downtown & river

Cottage with gated driveway near downtown & river
Grants Pass
United States
Greg S.
¥17,722
¥36,458 total
includes taxes & fees
Sep 13 - Sep 14
Cottage with gated driveway near downtown & river

5. Historic Bradshaw House!

Historic Bradshaw House!
Jacksonville
United States
Nancy L.
¥22,564
¥49,473 total
includes taxes & fees
Aug 25 - Aug 26
Historic Bradshaw House!

6. The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
United States
Julie S.
¥26,650
¥46,264 total
includes taxes & fees
Aug 30 - Aug 31
The Ashland Cottage, walk to town

7. Home with gated driveway near River & Downtown

Home with gated driveway near River & Downtown
Grants Pass
United States
Ester
¥19,779
¥43,102 total
includes taxes & fees
Aug 27 - Aug 28
Home with gated driveway near River & Downtown

8. Cozy Historic Cabin Near Hiking

Cozy Historic Cabin Near Hiking
Wolf Creek
United States
Heather W.
¥24,921
¥36,056 total
includes taxes & fees
Aug 24 - Aug 25
Cozy Historic Cabin Near Hiking

9. 1907 Charmer, Perfect Downtown Location, So Clean!

1907 Charmer, Perfect Downtown Location, So Clean!
Historic Downtown District
United States
Virginia I.
¥50,371
¥98,320 total
includes taxes & fees
Aug 27 - Aug 28
1907 Charmer, Perfect Downtown Location, So Clean!

10. Luxury mountain-top retreat with private pool, hot tub, breathtaking views, and total privacy. Sleeps 17 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.

Luxury mountain-top retreat with private pool, hot tub, breathtaking views, and total privacy. Sleeps 17 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.
Jacksonville
United States
Dana C.
¥87,707
¥165,180 total
includes taxes & fees
Aug 23 - Aug 24
Luxury mountain-top retreat with private pool, hot tub, breathtaking views, and total privacy. Sleeps 17 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.
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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

Union Creek Resort

Union Creek Resort

10/10 Excellent
"The checkin lady was wonderful,having lived in the area her whole life she said; made her very helpful and knowledgeable ,giving us great places to see in the area, a map, clear explanation and was very pleasant. Our room upstairs in the lodge was cozy and clean with the river outside our window,Room 201, the best room! Be ready for a little noise possibly or traffic but it wasn’t bad. The shared bathrooms was even ok.We loved the food at Beckie’s Restaurant just across the street and staff there great as well."
Kathryn 1-night trip
Posted 11 hours ago
Union Creek Resort
Prospero's Flagship Inn

Prospero's Flagship Inn

8/10 Good
"Clean property with clean outdoor pool and generally nice accommodations. No noise when we stayed and seemed to be a popular choice for travelers and groups. Would recommend"
Theresa 1-night trip
Posted 1 day ago
Prospero's Flagship Inn

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