Find Romantic Hotels in Ashland, OR

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Ashland Romantic Hotels

Compare Ashland Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Callahan's Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (1140)
"Great room, good service. Went to the restaurant and had a great dinner and wine. Waitress was great. Will be coming back."
The price is AED 437
AED 444 total
includes taxes & fees
13 Mar - 14 Mar
Callahan's Mountain Lodge

Ashland Springs Hotel

3.0 star property
9.4 out of 10, Exceptional, (1001)
"Lovely accommodation and staff. "
The price is AED 534
AED 614 total
includes taxes & fees
13 Mar - 14 Mar
Ashland Springs Hotel

The Ashland Cottage, walk to town

10.0 out of 10, Exceptional, (191)
"We'll be back!"
The price is AED 624
AED 1,077 total
includes taxes & fees
16 Mar - 17 Mar
The Ashland Cottage, walk to town

McCall House Boutique Inn

4.0 star property
9.2 out of 10, Wonderful, (558)
"The McCall House is a charming, well-kept BnB. The staff is friendly and helpful. The cooked breakfasts were varied and delicious. "
The price is AED 661
AED 737 total
includes taxes & fees
13 Mar - 14 Mar
McCall House Boutique Inn

Oak Hill Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (62)
"We booked last minute..loved the room it was clean and comfy. The owners were fabulous and the breakfast was heavenly. "
The price is AED 788
AED 878 total
includes taxes & fees
13 Mar - 14 Mar
Oak Hill Bed & Breakfast

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

3.0 star property
9.4 out of 10, Exceptional, (1001)
"Clean."
The price is AED 484
AED 547 total
includes taxes & fees
24 Mar - 25 Mar
Lithia Springs Resort

The Maple Apartment at Tudor House Vacation Rentals

9.6 out of 10, Exceptional, (139)
"It was a nice place. Easy walk to town, cute courtyard the only downside was that you could hear the neighbor doing business on the phone in the living room. A little music muffled that out quickly."
The Maple Apartment at Tudor House Vacation Rentals

Winchester Inn

3.5 star property
9.6 out of 10, Exceptional, (240)
"Comfortable rooms with many amenities. Their sister restaurant across the street, Chateaubriand, is amazing!!!"
The price is AED 717
AED 843 total
includes taxes & fees
24 Mar - 25 Mar
Winchester Inn

Plaza Inn & Suites at Ashland Creek

3.0 star property
8.6 out of 10, Excellent, (1002)
"All was good except the noise of running water from the flor above in the bathroom"
The price is AED 474
AED 528 total
includes taxes & fees
13 Mar - 14 Mar
Plaza Inn & Suites at Ashland Creek
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.
Don't see what you're looking for?
See all available properties in Ashland

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.
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.