Find Romantic Hotels in Ashland, OR

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Pick from 26 Ashland Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

The Ashland Cottage, walk to town
TV, fireplace, DVD player, books
The Ashland Cottage, walk to town
10.0 out of 10, Exceptional, (180)
"The Ashland Cottage was superb--full of charm and warmth, just like its owners, Margaret and Mark. We loved the cottage itself--artsy and homey, tucked into the woods of Ashland, with a private deck and gorgeous views of hills. Margaret goes above and beyond, supplying visitors with every comfort of home (plus fresh eggs for our breakfast!). And the location is so peaceful and quiet--nothing but the occasional soft sound of the hens--yet it's walking distance to amazing restaurants, the OSF...
The price is ￥26,676
￥45,841 total
includes taxes & fees
Jun 11 - Jun 12
The Ashland Cottage, walk to town
Oak Hill Bed & Breakfast
Hypo-allergenic bedding, individually decorated, individually furnished
Oak Hill Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (55)
"Great place and the hosts are lovely!"
The price is ￥35,083
￥39,117 total
includes taxes & fees
Jun 7 - Jun 8
Oak Hill Bed & Breakfast
Winchester Inn
Front of property
Winchester Inn
3.5 star property
9.8 out of 10, Exceptional, (203)
"The service was delightful"
The price is ￥31,378
￥34,987 total
includes taxes & fees
Jun 2 - Jun 3
Winchester Inn
The Maple Apartment at Tudor House Vacation Rentals
Property grounds
The Maple Apartment at Tudor House Vacation Rentals
9.6 out of 10, Exceptional, (128)
"Cute apartment located convenient to downtown Ashland. The neighborhood is quiet and scenic, with many vintage homes with beautiful flowers and trees to admire on walks. The courtyard at the apartment is shady and inviting to sit and relax after a day exploring."
The Maple Apartment at Tudor House Vacation Rentals
Ashland Springs Hotel
Garden
Ashland Springs Hotel
3.0 star property
9.4 out of 10, Exceptional, (1000)
"It is an extremely lovely and exceptionally well maintained hotel. Our room was small, but we did get the most reasonably priced room! The room had a nice modern bathroom. Everything was perfectly clean. They have a secure parking garage. "
The price is ￥36,661
￥40,877 total
includes taxes & fees
Jun 2 - Jun 3
Ashland Springs Hotel
Oak Street Cottages
Cottage, Private Bathroom (Oak Hideaway) | 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, (1002)
"In-room Bath products could use an upgrade. Conditioner dispenser in shower was broken. No body wash…"
The price is ￥26,745
￥27,146 total
includes taxes & fees
Jun 11 - Jun 12
Lithia Springs Resort
McCall House Boutique Inn
Front of property
McCall House Boutique Inn
4.0 star property
9.2 out of 10, Wonderful, (534)
"Nice place, well located, great staff, delightful breakfast. Like many older inns, room was pretty small and the electrical system would benefit from some modernizing to accommodate needs of 2020+ info tech. However, they did offer EV charging, which was a real plus. "
The price is ￥37,691
￥42,026 total
includes taxes & fees
Jun 2 - Jun 3
McCall House Boutique Inn
Ashland Hills Hotel & Suites
Lobby
Ashland Hills Hotel & Suites
3.0 star property
9.0 out of 10, Wonderful, (1528)
"Great property is very large and our five couple group was spread out. Front desk would not connect us to other rooms unless we knew their room numbers. If we knew that we would have called them directly! "
The price is ￥24,767
￥27,614 total
includes taxes & fees
Jun 24 - Jun 25
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, (1001)
"Very helpful"
The price is ￥17,798
￥19,845 total
includes taxes & fees
Jun 1 - Jun 2
Flagship Inn of Ashland
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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.

Ashland Romantic Hotels information

 

Romantic Hotels in Ashland

26

Highest price
￥37,691
Cheapest price
￥20,518
Number of guest reviews
2,439
Total number of hotels in Ashland
685

 

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.
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 to visit 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.

Recent reviews of Ashland hotels
Expedia verified reviews

Ashland Springs Hotel

Ashland Springs Hotel

5/5 Excellent
"It is an extremely lovely and exceptionally well maintained hotel. Our room was small, but we did get the most reasonably priced room! The room had a nice modern bathroom. Everything was perfectly clean. They have a secure parking garage. "
A verified traveler from Austin stayed at Ashland Springs Hotel
Posted 2 days ago
Ashland Springs Hotel