Located in southern Oregon, the beautiful town of Ashland is endlessly charming, and it’s a perfect place to experience the changing of the seasons. On the colorful, tree-lined streets of Ashland you’ll find historic buildings, delicious restaurants, local markets, art galleries, theaters, the beautiful Lithia Park, and more.

With a population of around 20,000, this charming city is not too small or too large.

flickr/ Al Case

The tree-lined streets are absolutely enchanting this time of year.

flickr/ Susie Wyshak

Be sure to see what’s on at the legendary Oregon Shakespeare Festival. Every year, around a dozen incredible plays (modern and old) take place from February through November.

flickr/ Clyde Adams III

One of the most incredible things to do while visiting Ashland in autumn is to explore the incredible Lithia Park. This 93-acre park includes a Japanese garden, miles of hiking trails, a play structure, ponds, a fountain, scenic vistas, and more.

flickr/ Ron Lute

It’s especially spectacular in Fall, when the trees are leaves are vibrant shades of orange, red, yellow, and purple.

flickr/ Kevin.Stokes

There’s plenty to do downtown, from catching a flick at the Varsity Theater to shopping at the Rogue Valley Growers & Crafters Market.

flickr/ Jasperdo

You’ll want to try some of the incredible restaurants here as well. Here’s a photo of a unique dish served at Alchemy Restaurant and Bar.

facebook/ Alchemy Restaurant and Bar

For an unforgettable afternoon excursion, take a short drive to the outskirts of town to check out some of southern Oregon’s incredible vineyards. Fall is harvest time, so there’s no better time to visit.

flickr/ Joe Calhoun

To make a weekend trip out of it, spend the night at one of Ashland’s wonderful hotels or B&Bs. Here’s a photo of the courtyard at the historic Ashland Springs Hotel.

flickr/ ryan harvey

This charming little city in southern Oregon is a perfect destination for your next fall getaway.

flickr/ Al Case

Check out our ultimate Oregon fall foliage road trip here.

flickr/ Al Case

flickr/ Susie Wyshak

flickr/ Clyde Adams III

flickr/ Ron Lute

flickr/ Kevin.Stokes

flickr/ Jasperdo

facebook/ Alchemy Restaurant and Bar

flickr/ Joe Calhoun

flickr/ ryan harvey

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