: Jacksonville by Jak Wonderly / Travel Southern Oregon

Give the Gift of Southern Oregon

November 19, 2020 (Updated November 8, 2022)

Creativity is in the DNA of growers and makers all over Southern Oregon: For generations, farmers have tilled the region’s soils for some of the world’s most sought-after pears, while vintners have grown award-winning wine grapes in its fertile valleys. Away from the fields and orchards, scores of innovators have brought to life some of Shakespeare’s most beloved plays and taken visitors onto the raging Rogue River for heart-pumping adventure.

This holiday season, consider giving the gift of Southern Oregon — a gift that supports local businesses and imbues each glass, meal and journey with a sense of this special place.

A bench overlooks a pond in Lithia Park.
Ashland's Lithia Park is in the heart of downtown, surrounded by dozens of charming boutiques.

Shopping Districts in Southern Oregon

More than individual districts, Southern Oregon is known for charming communities that cater to discerning shoppers. Jacksonville is home to a historic downtown core packed with tasting rooms, boutiques and adorable lodgings. In the heart of the Umpqua Valley, Roseburg teems with a small-town mix of antique shops, boutiques and expansive shopping centers. Medford, flanked by rolling hillsides in the Rogue Valley, treats culinary-minded travelers with popular wines and small-batch cheeses and chocolates. The chic community of Ashland enchants with a walkable downtown core brimming with restaurants, shops and other community gathering spaces. Many businesses offer online shopping and gift certificates, too, if you’d prefer to shop from home.

Home Gifts in Southern Oregon

Whether your friends and family live in the kitchen or strive for comfort, Southern Oregon has ’em covered. You’ll find plenty of home decor items, including repurposed furniture, at Farmhouse Decor in Roseburg, while bookworms adore the nearby While Away Books, which houses more than 60,000 used titles alongside a full espresso bar. In the heart of Klamath Falls, Blonde Pineapple features classic farmhouse decor, unique gifts and a DIY workspace. For your most nostalgic friends, find all of your childhood favorites served up with a modern flare at The RetroWormhole in Medford. Pico’s Worldwide in Jacksonville is full of eco-friendly, fair-trade housewares, from towels and oven mitts to air diffusers and adorable food-storage solutions. The fun accents from Paddington Station in Ashland are a great way to liven any space in a home.

Boutique retail shop displaying clothing, jewelry and accessories with multicolored lanterns hanging from ceiling.
Shops like The Cotton Broker in historic downtown Jacksonville welcome customers looking for the perfect gift, in person or online. (Photo by The Cotton Broker)

Clothes and Designs in Southern Oregon

Local brands and fashionable labels come together at small-town boutiques throughout Southern Oregon. In Ashland, stroll the friendly downtown stores that stock a variety of local and national outdoor brands — including the Ashland-based Flow Factory NW, which produces a mix of colorful, stylish, and durable trucker hats. Farther north, Tierra del Sol specializes in clothing, fabrics, jewelry and more from women designers in Grants Pass. The Cotton Broker, meanwhile, showcases natural fibers and garments made in the United States (including scarves, sweaters, jewelry, accessories and more) in downtown Jacksonville. And in Klamath Falls, Bloom & Flourish Boutique curates a selection of cozy tops, flowy dresses and enviable athleisure wear.

Glass of pinot noir being poured with three bottles of wine gift wrapped festively in background.
Let your loved one savor world-class wine at Irvine & Roberts Vineyards while supporting Rogue Valley Wine Country Cares. (Photo by Irvine & Roberts)

Food and Drink in Southern Oregon

Fertile farmland has given way to growers all over Southern Oregon: pear orchards in the Rogue Valley, olives growing along the Umpqua River and esteemed wineries in both the Rogue and Umpqua regions as well as the Applegate Valley. But even when the goods aren’t grown here, creative chefs all over the region have earned acclaim for crafting memorable recipes.

If giving the gift of quality cooking ingredients, River Ranch Oregon Olive Oil specializes in estate-grown extra-virgin olive oil. In Ashland, a crowd-pleasing gift certificate option is Northwest Pizza, which has earned raves for its creative pies and chicken wings slathered in the extra-spicy “Angry Sauce.” Medford’s Harry & David shares the many flavors of the Rogue Valley including gourmet food, fine wine and its Moose Munch premium popcorn — all of which can be wrapped into a custom gift basket. For the person who has everything, give a gift card for a bucket-list dinner at the audacious Cowboy Dinner Tree in the Oregon Outback. The Old West-inspired restaurant’s preset menu centers around a massive top sirloin steak or whole roasted chicken, served with all the hearty fixins.

For wine aficionados, check out the newest releases from Southern Oregon wine country’s Rogue Valley.

Blue jetboat crusing up the Rogue River flanked by rocky cliffs and mountain behind it.
Thrill-seekers can explore the mighty Rogue River on an exciting jetboat tour. (Photo by Hellgate Jetboat Excursions)

Experiences in Southern Oregon

Southern Oregon is known for its experiences, both manmade and natural, and getting a gift certificate for these memory-making excursions is a crowd-pleaser. Plus, it goes a long way toward supporting the region’s local businesses. Tickets to the world-renowned Oregon Shakespeare Festival, with its regal outdoor Allen Elizabethan Theatre, is sure to be an unforgettable gift. Check the 2023 lineup for upcoming performances.

The Wild and Scenic Rogue River is another marquee attraction, and two companies explore its churning depths via jet-boat rides. Tours on Rogue Jet Boat Adventures include wildlife viewing and up-close views of the Table Rocks, while Hellgate Jetboat Excursions boasts scenic and whitewater trips in the heart of Hellgate Canyon. For a paddle-powered thrill ride, face the Rogue River’s legendary rapids with a rafting trip from Orange Torpedo Trips in Merlin, which offers everything from half-day outings to four-day adventures. Adrenaline junkies on your list will love a future trip to Crater Lake ZipLine, which offers nine zip lines, two sky bridges and two controlled rappels up to 100 feet off the ground. For a more laid-back experience, consider a gift certificate to Summer Lake Hot Springs, whose healing mineral springs have been flowing for thousands of years.

Expansive lodge on situated on beautifully manicured lawn and foothills behind it.
Your loved one deserves a future vacation at Running Y Ranch Resort, boasting 300 days of sunshine in Klamath Falls. (Photo by Running Y Ranch)

Hotels in Southern Oregon

Everyone loves getting the gift of a good night’s sleep, so consider a gift certificate to one of Southern Oregon’s local lodgings. The pet-friendly Riverfront Inn in Roseburg hosts a seasonal outdoor pool — a calm respite after a day of chasing waterfalls along the Rogue-Umpqua Scenic Byway. In Grants Pass, most rooms at The Lodge at Riverside include private patios or balconies alongside the Rogue River. Mere steps from Ashland’s shops and cultural stops, the 70-room Ashland Springs Hotel is a historic downtown landmark — a must for stylish travelers enchanted by near-century-old lodgings. For the avid bird-watcher, the Lodge at Summer Lake offers rooms and cabins along the Pacific Flyway migratory bird route. History buffs, meanwhile, love the exposed-brick walls of the Jacksonville Inn, constructed in 1861 at the height of Jacksonville’s gold-rush boom. And in Klamath Falls, golfers adore the Running Y Ranch Resort, home to the only Arnold Palmer Signature golf course in Oregon. For a summer vacation near Crater Lake, consider a stay at the charmingly rustic Union Creek Resort. Find great hotel deals in Oregon at Expedia and Travel Southern Oregon.

About The

Matt Wastradowski
Matt Wastradowski is a travel and outdoors writer living in Portland, Oregon. He’s written about the outdoors, craft beer, history, and more for the likes of Outside, Portland Monthly, and Northwest Travel & Life—and has written three Oregon-centric guidebooks for Moon Travel Guides.

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