Beginning of main content

Winery Hotels in Ashland

Search Flights

Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Ashland Hotels

Search Flight + Hotel

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 Winery Hotels

See all 107 Hotels in Ashland
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

2525 Ashland St, Ashland
3.0 out of 5.0
4.5 out of 5 (420 reviews)
Nice relaxing stayStayed one night, convenient location, nice beds and shower, breakfast so so.
  Jul 21, 2017

$134

$134
Best Western Bard's Inn

Best Western Bard's Inn

132 N Main St, Ashland
2.5 out of 5.0
4.2 out of 5 (133 reviews)
Nice hotel, clean, good location This is our second stay in this hotel. The configuration is a bit of a hassle because some rooms are across the street from the rest of hotel. The room we stayed on was clean. The toiletries are nice. Over all a nicer BW. We had a little sitting area outside our door. Location is superb. Everything ...
  Jul 5, 2017

$175

$175
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 (286 reviews)
Immaculate and comfortable hotelPlaza Inn & Suites in superb location, with an excellent spa/salon conveniently next door. There are lovely outdoor spaces in which to relax, eat a complementary breakfast, or await an appointment at Blue Giraffe Spa, which I was lucky to secure the same day.
  Jul 12, 2017

$187

$187
Manor Motel & Helman House

Manor Motel & Helman House

476 N. Main Street, Ashland
2.0 out of 5.0
3.2 out of 5 (49 reviews)
Nice, spacious hotel a 5 minute drive from OSFThe staff was very nice and helpful. I loved the room, it was very spacious and felt cool on a hot day. It had a kitchen and table as well as a little yard.
  Jul 11, 2017

$78

$78
Lithia Springs Resort

Lithia Springs Resort

2165 W Jackson Rd, Ashland
3.0 out of 5.0
4.7 out of 5 (201 reviews)
This is an excellent place To go and relax. It is a hidden gem
  Jul 19, 2017

$179

$179
Comfort Inn & Suites

Comfort Inn & Suites

434 S. Valley View Rd., Ashland
2.5 out of 5.0
4.1 out of 5 (231 reviews)
Nice hotelThis hotel was well worth the money spent. The premises were nice and clean. The staff friendly and helpful. The room clean and updated. Too bad it was a short stay.
  Jul 20, 2017

$112

$112
Green Springs Inn & Cabins

Green Springs Inn & Cabins

11470 Highway 66, Ashland
3.0 out of 5.0
4.5 out of 5 (105 reviews)
Quiet, spacious and cleanOnly there one night so can't add much but will definitely return to get the full experience of the beautiful mountain setting
  Jul 15, 2017

$89

$89
Flagship Inn of Ashland

Flagship Inn of Ashland

1193 Siskiyou Blvd, Ashland
2.5 out of 5.0
4.0 out of 5 (376 reviews)
Great location in AshlandThe manager was very kind and got us a different room with an extra queen bed although it was my mistake when booking. We were greeted with freshly baked chocolate cookies daily. The room was updated and very clean. The location is great - less than 5 minutes to downtown Ashland. I would stay here ...
  Jul 24, 2017

$97

$97
Ashland Springs Hotel

Ashland Springs Hotel

212 E Main St, Ashland
3.0 out of 5.0
4.4 out of 5 (248 reviews)
Great experienceExcellent, customer service, location close to theater. Breakfast, snacks and afternoon tea very good. Private parking included.
  Jul 14, 2017

$149

$149
Econo Lodge

Econo Lodge

50 Lowe Rd, Ashland
2.0 out of 5.0
3.3 out of 5 (59 reviews)
Clean comfortable hotelOf note is that the hotel is family-managed. Due to heavy traffic and a long journey, I arrived very, very late for check-in. I had to ring the doorbell of the office, as it was the middle of the night and closed. The manager awoke after several rings of the door bell. If it had been warmer out and ...
  Oct 13, 2016
Map

Recently booked Ashland hotels

Ashland Hills Hotel & Suites
3.0 out of 5.0
Last booking: 12 minutes ago
Best Western Windsor Inn
2.5 out of 5.0
Last booking: 1 hour ago
Comfort Inn & Suites
2.5 out of 5.0
Last booking: 3 hours ago
Rodeway Inn
2.0 out of 5.0
Last booking: 3 hours ago
Plaza Inn & Suites at Ashland Creek
3.0 out of 5.0
Last booking: 3 hours ago
Holiday Inn Express & Suites Ashland
2.5 out of 5.0
Last booking: 3 hours ago
Stratford Inn
2.5 out of 5.0
Last booking: 4 hours ago
Green Springs Inn & Cabins
3.0 out of 5.0
Last booking: 6 hours ago
Callahan's Mountain Lodge
3.0 out of 5.0
Last booking: 7 hours ago

Pocket Guide: Winery 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