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Inns in Ashland

Bar (on property)
Winchester Inn
Winchester Inn
3.5 star property
9.8 out of 10, Exceptional, (255)
"Super comfortable room, great location to Main Street, excellent check in with friendly staff, would definitely stay here again!"
United States
Laura
$181 nightly
The price is $202
Oct 27 - Oct 28
Total with taxes and fees
Winchester Inn
Front of property
The Orth House Inn by Remotion
The Orth House Inn by Remotion
3.5 star property
9.4 out of 10, Exceptional, (21)
"It was a lovely stay! "
United States
Julie
$194 nightly
The price is $209
Nov 19 - Nov 20
Total with taxes and fees
The Orth House Inn by Remotion
Property entrance
McCully House Inn
McCully House Inn
3.5 star property
9.2 out of 10, Wonderful, (193)
"We really enjoyed our stay at this property. Highly recommend if you’re in the area. "
United States
Kim C
$273 nightly
The price is $302
Oct 22 - Oct 23
Total with taxes and fees
McCully House Inn
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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Top Ashland Hotel Reviews

Flagship Inn of Ashland

Flagship Inn of Ashland

10/10 Excellent
"Great room and great service. I'd asked for a scent-neutral room and the Flagship staff came through wonderfully. Comfortable, convenient, everything I needed. I'll be back for sure!"
Sarah 2-night trip
Posted 10 hours ago
Flagship Inn of Ashland

Find out more about Ashland

Ashland Inns information

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Frequently asked questions

How much do inns in Ashland cost?
You can expect to pay between and per night for inns located in Ashland. Whatever your budget, a superb stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly inns located in Ashland?
If you're planning a visit to Ashland and need a family-friendly inn, check the crew in to Winchester Inn. Complimentary breakfast and pillow top mattresses are two of the conveniences at this 3.5-star favorite. Ashland has no shortage of family-friendly attractions to check out when you need to keep the kids busy. ScienceWorks Hands-On Museum and Mount Ashland Ski Area guarantee a fun day out for travelers of all ages.
Why book your Ashland inn with Expedia?
With Expedia, you'll have no trouble finding your ideal inn in Ashland. If you have a budget, select how much you're happy to spend and the star rating of your hotel. Or make the most of our filters to search for retreats with perks like a pool or free Wi-FI. We'll help you lock in a suitable stay whatever your plans or bank balance.
How can I find cheap Ashland inns?
Find cheap Ashland inns on Expedia by putting your destination and dates into the search box. Then, refine your search by star rating, amenities and budget. You can also sort your results by price so that the cheapest inns appear first.
What is there to do in Ashland around my inn?
Whatever your tastes or interests, Ashland has lots of things to keep you on the go. Oregon Shakespeare Festival, Mount Ashland Ski Area and Allen Elizabethan Theatre are on many travelers' sightseeing itineraries. Don't head home without exploring Oregon Cabaret Theatre, Thomas Theatre and Angus Bowmer Theatre either. With Expedia's hotel deals in Ashland, you can discover more terrific attractions like these with the cash you save.

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