Jacksonville Weekender

applegatewinetastingSmall town aficionados, I sincerely hope Jacksonville (OR, not FL!) is on your regular weekend getaway rounds.

It has everything you could ever want—copious wine tasting, great eats, cute not-touristy shops, and the Britt Fest, which reveals its 51st summer lineup next week. I’m crossing my fingers that Arrival From Sweden will be returning.

The Britt pulls in some super acts, so make sure you get your tickets early. One thing that’s particularly splendid about the Britt is that you are encouraged to bring your own picnic, and for most concerts, you can bring your own wine and beer in as well. They’ve got a beautiful, grassy hillside for you to spread your blanket on, and Southern Oregon is blessed with long, warm summer nights, a heavenly combo.


For general Southern Oregon dining, sipping and sightseeing advice, check out my write-ups in the Southern Oregon issue of Mix. Everything in there is still around, with the exception of Boulton & Son in Ashland.

And here is a quick Jacksonville Cheat Sheet, with a few of my top picks, to help jump start your southern summer sojourn planning.

Hotel: If you want to stay in the heart of downtown, the elegant TouVelle House or perfectly quaint Magnolia Inn. For a more countrified experience a mile or so from town, the Bybee Historic Inn.

Coffee: Stim serves Stumptown in a chic environment, while rustic, cozy GoodBean is the local hangout.


Breakfast: It ain’t fancy, but the Mustard Seed Cafe is just so cute.

Brunch: For a glamorous Wild West throwback, try the Jacksonville Inn (take a turn around the adjoining wine shop too)

Lunch: I like lunching on the Thai House patio, or get picnic provisions at Jacksonville Mercantile and walk down the street to Doc Griffin Park and cool off in the spray fountain.

Dinner: Burgers and wild game bolognese at C Street Bistro.


In-Town Tasting: If you can’t hit all three downtown tasting rooms, at least go to South Stage Cellars, they’ve always got fun specials and live music, plus a big shady patio.

Out-of-Town Tasting: Jacksonville’s right at the base of the gorgeous, under-the-radar Applegate Valley wine trail and you need to take advantage of that. If time’s tight, at least hit Red Lily Vineyards, and take a picnic–you can spread a blanket on their expansive front lawn, or at a table along their private stretch of riverfront (they’ll kindly pour your wine flight into test tubes for easy transport from the tasting room to the beach). If you have more time, get the Applegate Valley Passport, for sale at Jacksonville Mercantile.


Nightcap: J’ville Tavern if you want authentic dive bar digs, Adit Public House for beer lovers, Bella Union for local wine and local color.

I get down to Jacksonville every other month or so to visit family, so I know pretty much every nook and cranny by  now. And maybe I’m biased, but I don’t know of too many other two-block-long towns that have quite so much to offer. I’ve distilled everything into a comprehensive Weekender guide, which lays out a complete weekend for you, from farm stand pit stops en route to my top Applegate Valley wineries, plus fun tips and helpful maps and extra credit activities. My last visit was last weekend, so this is the freshest of fresh travel intel.

Get the entire Jacksonville Weekender Guide here>>

Follow Jen’s stomach on TwitterInstagram, and Facebook.