Ashland Inns

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Inns in Ashland

Winchester Inn

Winchester Inn

3.5 out of 5
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
The Orth House Inn by Remotion

The Orth House Inn by Remotion

3.5 out of 5
105 W Main St Jacksonville OR
$194 nightly
The price is $209 total per night
$209 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at The Orth House Inn by Remotion places you in the heart of Jacksonville, steps from Kharmic Creations and 3 minutes by foot from Quady North.
Pet friendly
Parking included
McCully House Inn

McCully House Inn

3.5 out of 5
240 E California St Jacksonville OR
$273 nightly
The price is $302 total per night
$302 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at McCully House Inn places you in the heart of Jacksonville, a 1-minute drive from Britt Pavilion and 13 minutes from The Expo.
Pet friendly
Parking included
Inn at the Commons

Inn at the Commons

4 out of 5
200 N Riverside Ave Medford OR
With a stay at Inn at the Commons in Medford (City Center Medford), you'll be within a 5-minute drive of Medford City Hall and Rogue Valley Mall.
Pool
Breakfast included
Jacksonville Inn

Jacksonville Inn

3 out of 5
175 E California St Jacksonville OR
With a stay at Jacksonville Inn in Jacksonville (Jacksonville Historic District), you'll be steps from Kharmic Creations and Quady North.
Breakfast included
Parking 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.

Ashland Inns essential information

Accommodation
5 Inns
Lowest Price
$209
Highest Price
$302
Popular accommodation
Winchester Inn, The Orth House Inn by Remotion, McCully House Inn, Inn at the Commons, Jacksonville Inn

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