Retro Vibes, Small-Town Charm & Big Adventures
Fall in Love with Ashland
Planning a fall getaway? Ashland is one of the best small towns in the Pacific Northwest to experience autumn. With brilliant foliage, wine country in harvest, cozy dining, and outdoor adventures, this is the season to escape.
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Enjoy 15% OFF and stay in the heart of it all at Ashland Hills.
(Book by October 15, stay September 15 - November 15, 2026)
Fall Adventure Guide
Where to See Fall Foliage
From Lithia Park to Mt. Ashland’s panoramic views and the Cascade-Siskiyou National Monument, Ashland’s autumn invites you to capture golden-hour along Ashland Creek.​
#1 Wine Region in Harvest
Fall “crush” season means scenic drives, intimate tastings, and harvest flavors in Rogue Valley Wine Country, named #1 by USA Today
Outdoor Adventure & Downtown Charm
Hike Grizzly Peak or Table Rocks, take a day trip to Crater Lake—then unwind downtown with boutique shopping, bookstores, galleries, theaters, and seasonal flavors.
Fall Fun for Families
Bring the whole family — pumpkin patches with cider at Pheasant Fields Farm, pear-picking at Valley View Orchard, and bike rides along Bear Creek. Enjoy pet-friendly hotel stays.
Your Cozy Fall Stay at Ashland Hills
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Park-like setting framed by the stunning Cascade Siskiyou Mountains
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Outdoor hot tub for evening soaks under the stars
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Fresh eats at Luna Cafe: groovy bar
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Outdoor firepit
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Tennis & pickleball courts
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Spacious rooms & suites: retro vibes & modern amenities
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Pet approved
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Save 15% OFF and stay in the heart of it all.
(Book by October 15, stay September 15 - November 15, 2026)