Compare Winery Hotels in Ashland
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Featured Ashland Winery Hotels
Lithia Springs Resort
2165 W Jackson Rd Ashland OR
$124 nightly
The price is $126 total per night
$126 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Lithia Springs Resort in Ashland, you'll be within a 10-minute drive of Ashland Creek and Talent Library.
Pool
Hot Tub
Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
$79 nightly
The price is $80 total per night
$80 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Free Cancellation
Located in Ashland, Comfort Inn & Suites Ashland is a 5-minute drive from Talent Library and 5 minutes from Ashland Creek.
Pool
Hot Tub
Plaza Inn & Suites at Ashland Creek
98 Central Ave Ashland OR
$119 nightly
The price is $133 total per night
$133 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Plaza Inn & Suites at Ashland Creek in Ashland, you'll be in a shopping district, within a 10-minute walk of Lithia Park and Oregon Shakespeare Festival.
Breakfast included
Pet friendly
Ashland Springs Hotel
212 E Main St Ashland OR
$110 nightly
The price is $123 total per night
$123 total
Dec 17 - Dec 18
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Ashland Springs Hotel places you in the heart of Ashland, steps from Oregon Cabaret Theatre and Allen Elizabethan Theatre.
Spa
Pet friendly
Flagship Inn of Ashland
1193 Siskiyou Blvd Ashland OR
$68 nightly
The price is $75 total per night
$75 total
Dec 13 - Dec 14
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Flagship Inn of Ashland in Ashland, you'll be a 1-minute walk from Southern Oregon University and 5 minutes by foot from Schneider Museum of Art.
Pool
Breakfast included
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
$113 nightly
The price is $126 total per night
$126 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Ashland Hills Hotel & Suites in Ashland, you'll be near ski lifts, within a 5-minute drive of Southern Oregon University and Weisinger Family Winery.
Pool
Hot Tub
Holiday Inn Express & Suites Ashland by IHG
565 Clover Lane Ashland OR
$104 nightly
The price is $116 total per night
$116 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
Free Cancellation
Located in Ashland, Holiday Inn Express & Suites Ashland by IHG is within a 5-minute drive of Southern Oregon University and Schneider Museum of Art.
Pool
Hot Tub
The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street Ashland OR
$105 nightly
The price is $117 total per night
$117 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
The Bard's Inn, BW Signature Collection by Best Western is centrally located in Ashland, a 4-minute walk from Lithia Park and 6 minutes by foot from Oregon Shakespeare Festival.
Pool
Breakfast included
Winchester Inn
35 S. 2nd St. Ashland OR
$190 nightly
The price is $211 total per night
$211 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A stay at Winchester Inn places you in the heart of Ashland, steps from Oregon Cabaret Theatre and 3 minutes by foot from Ashland Library.
Breakfast included
Parking included
Stratford Inn
555 Siskiyou Blvd Ashland OR
$90 nightly
The price is $100 total per night
$100 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Located in Ashland (Siskiyou-Hargadine Historic District), Stratford Inn is a 4-minute walk from Ashland Library and 9 minutes by foot from Oregon Cabaret Theatre.
Pool
Hot Tub
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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Ashland hotels essential information
Accommodation | 780 hotels |
|---|---|
Lowest Price | $75 |
Highest Price | $211 |
Popular hotels | Lithia Springs Resort, Comfort Inn & Suites Ashland, Plaza Inn & Suites at Ashland Creek, Ashland Springs Hotel, Flagship Inn of Ashland, Ashland Hills Hotel & Suites, Holiday Inn Express & Suites Ashland by IHG, The Bard's Inn, BW Signature Collection by Best Western, Winchester Inn, Stratford Inn |
Most Recent Ashland Hotel Reviews
Comfort Inn & Suites Ashland
5 out of 5
Posted 21 hours ago
CheapTickets Verified Review
"Staff was excellent and very nice and room was clean and location is good Town is very cool 👍"
A verified traveler stayed at Comfort Inn & Suites Ashland
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