A deer on a road with vegetation on the sides.

Find Romantic Hotels in Ashland, OR

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Ashland Romantic Hotels

Tonight
15 Sep - 16 Sep
Tomorrow
16 Sep - 17 Sep
This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

Our top choices for Ashland romantic hotels

Coffee and/or coffee maker
Iron/ironing board, WiFi (free), bed sheets
Interior
Coffee/tea maker, fridge, microwave, oven

1. 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.
AED 290
AED 574 total
includes taxes & fees
16 Sep - 17 Sep
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Smart TV, fireplace
Dining
Exterior
Terrace/patio

2. Historic Bradshaw House!

Historic Bradshaw House!
Jacksonville
United States
Linda J.
Historic Bradshaw House!
Exterior
TV, DVD player, offices
Terrace/patio
Coffee/tea maker, fridge, microwave, oven

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
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.
Exterior detail
Coffee/tea maker, fridge, microwave, oven
Property grounds
Exterior

4. 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
Karen W.
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.
View all properties

Top Ashland Hotel Reviews

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

10/10 Excellent
"The cafe was understaffed. Otherwise, another amazing stay."
Nikki 2-night trip
Posted 19 hours ago
Ashland Hills Hotel & Suites
Baymont by Wyndham

Baymont by Wyndham

8/10 Good
"The hotel is undergoing a transformation, for the better, so will be improved in the future, such as offering a hot breakfast and newer furniture, etc. But in general, the staff was excellent and friendly and helpful, and the location and price very good, ie. competitive. I hope the prices stay reasonable eve with the improvements."
Parry 1-night trip
Posted 1 day ago
Baymont by Wyndham
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

10/10 Excellent
"Great location, quiet area, loved being able to walk everywhere. Will go back again!"
Christina 2-night trip
Posted 5 days ago
Plaza Inn & Suites at Ashland Creek
Callahan's Mountain Lodge

Callahan's Mountain Lodge

10/10 Excellent
"Very friendly staff. Older but cozy and spacious rooms. A wonderfully quiet, relaxed atmosphere."
Lyle 1-night trip
Posted 5 days ago
Callahan's Mountain Lodge

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, Angus Bowmer Theatre, or Oregon Shakespeare Festival. 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.
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, Angus Bowmer Theatre, and Oregon Shakespeare Festival 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.

Explore a world of travel with Expedia