Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 321,000 hotels worldwide.

Get the price guarantee available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Ashland Romantic Hotels

See all 108 Hotels in Ashland
McCall House Bed and Breakfast

McCall House Bed and Breakfast

153 Oak St, Ashland
4.0 out of 5.0
4.9 out of 5 (11 reviews)
Perfect locationWonderful ambience, great breakfast. Best location for going to plays.
  Aug 31, 2017

$235

$235
Lithia Springs Resort

Lithia Springs Resort

2165 W Jackson Rd, Ashland
3.0 out of 5.0
4.7 out of 5 (206 reviews)
Great resort in middle of nowherePerfect intimate resort. Beautiful. Only Minor quibble was low shower water pressure
  Aug 31, 2017

$169

$169
Flagship Inn of Ashland

Flagship Inn of Ashland

1193 Siskiyou Blvd, Ashland
2.5 out of 5.0
4.0 out of 5 (396 reviews)
Better than our last stay at a Red Lion InnClean, stylish and a great breakfast! Check in was easy and they gave excellent recommendations for restaurant.
  Sep 24, 2017

$80

$80
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

2525 Ashland St, Ashland
3.0 out of 5.0
4.6 out of 5 (473 reviews)
Welcoming...like coming home!It exceeded expectations from the moment we walked in the lobby. Charlene greeted us and accommodated our room requests. The friendliness of staff made us feel so welcome and created a great first impression. The room and decor were retro but done very tastefully and not over the top. Overall, it ...
  Sep 19, 2017

$114

$114
Rodeway Inn

Rodeway Inn

2359 Ashland St., Ashland
2.0 out of 5.0
3.5 out of 5 (77 reviews)
nice hotelenjoyed the stay, staff very friendly and accommodating, room was clean and well cared for,
  Sep 5, 2017

$80

$80
Green Springs Inn & Cabins

Green Springs Inn & Cabins

11470 Highway 66, Ashland
3.0 out of 5.0
4.5 out of 5 (108 reviews)
Eclipse timeWe loved the surroundings, restaurant , and cabin. Housekeeping missed changing the loft bed - pillows slept on and covers thrown back. The rest of the cabin was great.
  Aug 26, 2017

$89

$89
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

98 Central Ave, Ashland
3.0 out of 5.0
4.5 out of 5 (299 reviews)
Nice place to stay in Ashland. Walk to Shakespeare festival. Pleasant, quiet well cared for rooms. Good complimentary breakfast. Parking adequate. We have stayed three times this year and found it met our needs really well.
  Sep 23, 2017

$149

$149
Winchester Inn

Winchester Inn

35 S. 2nd St., Ashland
3.5 out of 5.0
5.0 out of 5 (11 reviews)
victorian inn, close to theatre, and shops.I was looking for "quaint & charming" And this was definitely it. the Staff was friendly, restaurant excellent, and the park and plays a quick walk away. Good coffee in the morning was a bonus. I will return.
  Aug 26, 2017

$205

$205
Map

Recently booked Romantic Hotels in Ashland

Ashland Hills Hotel & Suites
3.0 out of 5.0
Last booking: 13 minutes ago
Holiday Inn Express & Suites Ashland
2.5 out of 5.0
Last booking: 51 minutes ago
Super 8 Ashland, OR
2.0 out of 5.0
Last booking: 54 minutes ago
Timbers Motel
2.0 out of 5.0
Last booking: 1 hour ago
Plaza Inn & Suites at Ashland Creek
3.0 out of 5.0
Last booking: 2 hours ago
Callahan's Mountain Lodge
3.0 out of 5.0
Last booking: 5 hours ago
Stratford Inn
2.5 out of 5.0
Last booking: 6 hours ago
Rodeway Inn
2.0 out of 5.0
Last booking: 6 hours ago
Green Springs Inn & Cabins
3.0 out of 5.0
Last booking: 8 hours ago

Pocket Guide: Romantic Hotels in Ashland

Search for hotels in Ashland on Expedia. You can easily find your hotels in Ashland using one of the methods below:

  • View our selection of featured hotels in Ashland
  • Use the map to find hotels in the Ashland neighborhood you prefer
  • Use the filters to see hotels in a specific area of Ashland, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Ashland
  • Enter your travel dates to view the best deals on hotels in Ashland - while they last