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Featured Ashland Hotels with Air Conditioning

Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd Ashland OR
$75 nightly
The price is $84 total per night
$84 total
Dec 6 - Dec 7
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
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 6 - Dec 7
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.
Pool
Pet friendly
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
$129 nightly
The price is $144 total per night
$144 total
Jan 2 - Jan 3, 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
The Dogwood Suite at Tudor House Vacation Rentals

The Dogwood Suite at Tudor House Vacation Rentals

Ashland OR
With a stay at this apartment in Ashland (Siskiyou-Hargadine Historic District), you'll be within a 15-minute walk of Southern Oregon University and Ashland Library.
Kitchen
Washer
Scottish Inn

Scottish Inn

2.5 out of 5
2359 Ashland Street Ashland OR
Free Cancellation
Reserve now, pay when you stay
With a stay at Scottish Inn in Ashland, you'll be within a 5-minute drive of Southern Oregon University and Schneider Museum of Art.
Parking included
Free WiFi
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
Dec 10 - Dec 11
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.
Pool
Hot Tub
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 7 - Dec 8
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.
Pool
Parking included
Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

2.5 out of 5
2350 Ashland St Ashland OR
A stay at Super 8 by Wyndham Ashland places you in the heart of Ashland, a 2-minute drive from Southern Oregon University and 6 minutes from North Mountain Park.
Pool
Parking included
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 out of 5
434 S. Valley View Rd. Ashland OR
$79 nightly
The price is $81 total per night
$81 total
Jan 4 - Jan 5, 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
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.
Spa
Pet friendly
The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western

2.5 out of 5
132 N Main Street Ashland OR
$105 nightly
The price is $117 total per night
$117 total
Dec 10 - Dec 11
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
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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
779 hotels
Lowest Price
$81
Highest Price
$144
Popular hotels
Flagship Inn of Ashland, Timbers INN and Suites, Ashland Hills Hotel & Suites, The Dogwood Suite at Tudor House Vacation Rentals, Scottish Inn, Best Western Windsor Inn, Cedarwood Inn of Ashland, Super 8 by Wyndham Ashland, Comfort Inn & Suites Ashland, Ashland Springs Hotel, The Bard's Inn, BW Signature Collection by Best Western

Most Recent Ashland Hotel Reviews

Ashland Springs Hotel

Ashland Springs Hotel

5 out of 5
Posted 13 hours ago
CheapTickets Verified Review
"We had a great stay here. Very courteous staff, beautiful hotel, and a gated parking lot right behind the hotel. You can walk straight to the lot from the third floor. There's a lovely wrap-around balcony area overlooking the hotel lobby. Perfect place to relax and sip a beverage. Downtown Ashland is a great place to walk, shop, see the theater, and there's a nice holiday parade and celebration the day after Thanksgiving. "
A verified traveler stayed at Ashland Springs Hotel
Ashland Springs Hotel

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