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Check availability on Ashland Romantic Hotels

Next weekend
10 Jul - 12 Jul
In two weeks
17 Jul - 19 Jul

Our top choices for Ashland romantic hotels

Property grounds

The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (225 reviews)
"Great spot, close to town, cozy and comfortable!"
United States
Carey C.
The price is AED 613
AED 1,065 total
includes taxes & fees
13 Jul - 14 Jul
The Ashland Cottage, walk to town
Living area

1907 Charmer, Perfect Downtown Location, So Clean!

1907 Charmer, Perfect Downtown Location, So Clean!
Historic Downtown District
9.4 out of 10, Exceptional, (131 reviews)
"Great stay!"
United States
Bettina T.
1907 Charmer, Perfect Downtown Location, So Clean!
Coffee and/or coffee maker

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Central Point
9.8 out of 10, Exceptional, (118 reviews)
"We had such an amazing relaxing weekend at this little hidden jewel, tucked away in Central Point. "
United States
Chris A.
The price is AED 360
AED 653 total
includes taxes & fees
6 Jul - 7 Jul
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Exterior

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
9.8 out of 10, Exceptional, (82 reviews)
"The host was very helpful and responsive to questions. The location was wonderful, and the property was clean and warm. A very nice place to stay!"
United States
Sarah F.
The price is AED 636
AED 1,460 total
includes taxes & fees
7 Jul - 8 Jul
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.
Smart TV, fireplace

Historic Bradshaw House!

Historic Bradshaw House!
Jacksonville
10.0 out of 10, Exceptional, (68 reviews)
"Creatively decorated and cozy. Bed a bit lumpy but overall a lovely little cottage perfectly located next to Main Street."
United States
Nancy L.
The price is AED 628
AED 1,239 total
includes taxes & fees
28 Jul - 29 Jul
Historic Bradshaw House!
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.
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Top Ashland Hotel Reviews

Ashland Street Inn

Ashland Street Inn

10/10 Excellent
"This hotel is nothing fancy. It is clean and easy and the best price in town. Staff was very friendly!"
Bradley 1-night trip
Posted 1 hour ago
Ashland Street Inn

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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.