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Find Romantic Hotels in Ashland, OR

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Check availability on Ashland Romantic Hotels

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

Our top choices for Ashland romantic hotels

1. The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
United States
Julie S.
AED 613
AED 1,065 total
includes taxes & fees
30 Aug - 31 Aug
The Ashland Cottage, walk to town

2. 1907 Charmer, Perfect Downtown Location, So Clean!

1907 Charmer, Perfect Downtown Location, So Clean!
Historic Downtown District
United States
Virginia I.
AED 1,159
AED 2,263 total
includes taxes & fees
27 Aug - 28 Aug
1907 Charmer, Perfect Downtown Location, So Clean!

3. 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 306
AED 592 total
includes taxes & fees
23 Aug - 24 Aug
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

4. 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
AED 524
AED 1,378 total
includes taxes & fees
26 Aug - 27 Aug
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.

5. Historic Bradshaw House!

Historic Bradshaw House!
Jacksonville
United States
Nancy L.
AED 558
AED 1,201 total
includes taxes & fees
24 Aug - 25 Aug
Historic Bradshaw House!

6. 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.
AED 2,036
AED 3,834 total
includes taxes & fees
23 Aug - 24 Aug
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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Top Ashland Hotel Reviews

Lithia Springs Resort

Lithia Springs Resort

8/10 Good
"Love the pool & hot tub. Just an fyi they now charge $5 per person for breakfast. We have stayed here 5 or 6 times and love the grounds. The older buildings are showing a bit of age, carpets need replaced etc."
Kenneth 2-night trip
Posted 16 hours ago
Lithia Springs Resort
Callahan's Mountain Lodge

Callahan's Mountain Lodge

8/10 Good
"Great place to stay. Friendly staff."
Dan 1-night trip
Posted 18 hours ago
Callahan's Mountain Lodge
Ashland Springs Hotel

Ashland Springs Hotel

8/10 Good
"Location is good"
William 1-night trip
Posted 19 hours ago
Ashland Springs Hotel
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

10/10 Excellent
"My husband enjoys the complimentary breakfast very much. We enjoy this dog friendly hotel in a warm wonderful town."
Debra 2-night trip
Posted 1 day ago
Plaza Inn & Suites at Ashland Creek

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.

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