Romantic Hotels in Ashland, Oregon

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Check availability on Ashland Romantic Hotels

Top Ashland Romantic Hotels

Callahan's Mountain Lodge
Terrace/patio

Callahan's Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (1152)
"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
Garden

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
Front of property

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
Coffee service

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 P14,127
P15,752 total
includes taxes & fees
Jul 26 - Jul 27
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
Lithia Springs Resort
Front of property

Lithia Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (1010)
"Loved coming here because it is pet friendly. "
Lithia Springs Resort
Winchester Inn
Bar (on property)

Winchester Inn

3.5 star property
9.6 out of 10, Exceptional, (248)
"Beautiful property, really comfortable bed, pillows and sheets! "
The price is P12,278
P14,443 total
includes taxes & fees
Jul 21 - Jul 22
Winchester Inn
Plaza Inn & Suites at Ashland Creek
Outdoor dining

Plaza Inn & Suites at Ashland Creek

3.0 star property
8.6 out of 10, Excellent, (1014)
"Very clean, quiet, great location, good breakfast"
Plaza Inn & Suites at Ashland Creek
Ashland Hills Hotel & Suites
Lobby sitting area

Ashland Hills Hotel & Suites

3.0 star property
9.0 out of 10, Wonderful, (1464)
The price is P7,922
P9,405 total
includes taxes & fees
Jul 22 - Jul 23
Ashland Hills Hotel & Suites
Flagship Inn of Ashland
Desk, blackout drapes, iron/ironing board, WiFi

Flagship Inn of Ashland

2.5 star property
9.0 out of 10, Wonderful, (1005)
"The price, accommodations, and amenities were great! "
The price is P5,094
P5,680 total
includes taxes & fees
Jul 20 - Jul 21
Flagship Inn of Ashland
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.

Frequently asked questions

Searching for romantic hotels in Ashland?
If you and your partner need some romantic time away, we've got just the ticket. Our guests also love Ashland for its popular theater scene, array of dining options, and picturesque gardens. If you want to explore the area, you might head to Allen Elizabethan Theatre, Oregon Shakespeare Festival, or Oregon Cabaret Theatre. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
What's the best hotel for a romantic getaway to Ashland?
Callahan's Mountain Lodge is a favorite lodge for couples, and features an alfresco restaurant and wedding services. Other good options for a romantic stay include Lithia Springs Resort and Ashland Springs Hotel.
How many romantic hotels will we find in Ashland?
Expedia has 12 romantic Ashland hotels for you both to enjoy.
When is the best time of year for a romantic getaway to Ashland?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Ashland: The hottest months are usually August and July with an average temp of 65°F, while the coldest months are December and January with an average of 37°F. Average annual precipitation for Ashland is 33 inches.
What is there to do in Ashland?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all that Ashland has to offer. Couples looking for a little of everything will enjoy Ashland for its theater scene, hiking, and gardens. Allen Elizabethan Theatre, Oregon Shakespeare Festival, and Oregon Cabaret Theatre are worth a stop when you're out and about.
What's the best way to get to Ashland and around town during my romantic getaway?
These transportation options in Ashland might help your romantic getaway go off without a hitch: The closest major airport is Rogue Valley Intl. Airport (MFR), located 14.4 mi (23.3 km) from the city center. If you'd like to explore around the area, you may want a rental car for your journey.