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Featured Ashland Adventure Sport Hotels

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
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
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

3 out of 5
98 Central Ave Ashland OR
$119 nightly
The price is $133 total per night
$133 total
Dec 11 - Dec 12
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.
Stratford Inn

Stratford Inn

2.5 out of 5
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
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
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.
Best Western Windsor Inn

Best Western Windsor Inn

2.5 out of 5
2520 Ashland St Ashland OR
$109 nightly
The price is $122 total per night
$122 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Best Western Windsor Inn in Ashland, you'll be within a 5-minute drive of Southern Oregon University and ScienceWorks Hands-On Museum.
Lithia Springs Resort

Lithia Springs Resort

3 out of 5
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.
Timbers INN and Suites

Timbers INN and Suites

2 out of 5
1450 Ashland Street Ashland OR
$79 nightly
The price is $88 total per night
$88 total
Dec 11 - Dec 12
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you a stay at Timbers INN and Suites in Ashland, you'll be in the historical district, within a 5-minute walk of Southern Oregon University and Schneider Museum of Art.
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd Ashland OR
$68 nightly
The price is $75 total per night
$75 total
Dec 12 - Dec 13
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.
Callahan's Mountain Lodge

Callahan's Mountain Lodge

3 out of 5
7100 Old Highway 99 South Ashland OR
$104 nightly
The price is $105 total per night
$105 total
Dec 11 - Dec 12
Total with taxes and fees
Located in Ashland, Callahan's Mountain Lodge is in the mountains, within a 15-minute drive of Emigrant Lake and Southern Oregon University.
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

2 out of 5
Siskiyou Blvd, 1801 Ashland OR
$100 nightly
The price is $111 total per night
$111 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Ashland, Cedarwood Inn of Ashland is within a 5-minute drive of Southern Oregon University and Schneider Museum of Art.
McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
153 Oak St Ashland OR
$164 nightly
The price is $183 total per night
$183 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
With a stay at McCall House Boutique Inn, you'll be centrally located in Ashland, steps from Lithia Park and within a 5-minute walk of Thomas Theatre.
Relax Inn At Ashland

Relax Inn At Ashland

1.5 out of 5
535 Clover Lane Ashland OR
$87 nightly
The price is $97 total per night
$97 total
Dec 17 - Dec 18
Total with taxes and fees
Free Cancellation
A stay at Relax Inn At Ashland places you in the heart of Ashland, within a 5-minute drive of Southern Oregon University and Weisinger Family Winery.
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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.

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Ashland hotels essential information

Accommodation
780 hotels
Lowest Price
$75
Highest Price
$183
Popular hotels
Ashland Hills Hotel & Suites, Plaza Inn & Suites at Ashland Creek, Stratford Inn, Ashland Springs Hotel, Best Western Windsor Inn, Lithia Springs Resort, Timbers INN and Suites, Flagship Inn of Ashland, Callahan's Mountain Lodge, Cedarwood Inn of Ashland, McCall House Boutique Inn, Relax Inn At Ashland

Most Recent Ashland Hotel Reviews

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

5 out of 5
Posted 16 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
Comfort Inn & Suites Ashland

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