Romantic Hotels in Southern Oregon, Oregon

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Southern Oregon Romantic Hotels

Top Southern Oregon Romantic Hotels

Callahan's Mountain Lodge
Enjoy a serene outdoor space with a spacious deck, bench, and dining table overlooking a lush landscape.

Callahan's Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (1153)
"We really enjoyed our stay!"
The price is P9,335
P9,475 total
includes taxes & fees
Jul 20 - Jul 21
Callahan's Mountain Lodge
Ashland Springs Hotel
Relax in a serene outdoor space surrounded by lush greenery and warm lighting.

Ashland Springs Hotel

3.0 star property
9.4 out of 10, Exceptional, (1001)
"Great place to stay when attending a show at the OSF."
The price is P15,029
P17,044 total
includes taxes & fees
Aug 14 - Aug 15
Ashland Springs Hotel
McCall House Boutique Inn
Stately Victorian-style building with ornate detailing and a grand entrance, set amidst beautifully maintained gardens.

McCall House Boutique Inn

4.0 star property
9.2 out of 10, Wonderful, (565)
"What a phenomenal experience! Our stay was lovely, the staff was so kind and friendly, everything was in walking distance and the Shakespeare experience was incredible. We can’t wait to come back. Thank you for a wonderful stay at the Inn. "
McCall House Boutique Inn
Oak Hill Bed & Breakfast
Enjoy a serene space with a large window, wooden dresser, and coffee station.

Oak Hill Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (63)
"We booked last minute..loved the room it was clean and comfy. The owners were fabulous and the breakfast was heavenly. "
The price is P14,174
P15,804 total
includes taxes & fees
Jul 21 - Jul 22
Oak Hill Bed & Breakfast
Oak Street Cottages
Terrace/patio

Oak Street Cottages

3.0 star property
9.4 out of 10, Exceptional, (3)
"Right in the heart of Ashland and only a block from the Oregon Shakespeare Festival this place is a gem. We stayed in the Oak Tower suite, a two story, could sleep 8 accommodation. Not only was it immaculate but it was sweetly appointed with fresh flowers, contemporary magazines, fresh fruit, Martinelli's Cider and popcorn. Master bedroom and second bedroom, large second bedroom and huge bathroom with Jacuzzi tub on the entrance level. Large living room, dining room, second bathroom and full...
Oak Street Cottages
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.