Mar 06 Friday
Here's whats going on
First Friday is basically our way of saying: you survived the week — now come drink wine about it.
Join us each First Friday for good pours, live music, great food and the kind of vibes that make you forget what day it is (except that it’s Friday… and that part matters).
We’ll be pouring your favorite Resistance wines, cranking up the good energy, and welcoming you in like family.
Here's the rundown for January
2:00pm-8:00pm: Empanada Throwdown
Wine tastings, bottles, all the local, homemade CABA empanadas you can dream of! Come hungry!
6:00pm- 8:00pm- Tres Palomas Performs
Tres Palomas - Three Doves- is comprised of Mari, Sean & Jason. They are a soulful blend of tender bossa nova, nostalgic jazz and dramatic ballads in French, Spanish and Portuguese.
Come for “just one glass.” Stay for three. No judgment here.
Reservations appreciated- Walk-ins are always welcome.
Mar 21 Saturday
We're changing the Speakeasy game.
This spectacular event will be the finale of our Winter of Rebellion Jazz + Comedy nights.
Step back in time for a night of prohibition-era revelry, where jazz rules the airwaves, the drinks are flowing, and the past comes alive.
This isn't just an event - it's a secret world hidden in the middle of Ashland, where the night belongs to those who dare to dress the part.
Here's The Deal
March 21st6:00pm-9:00pm
Live music performance by the Bathtub Gin Serenaders. This band will get you dancing like nobody is watching.
Great local, small batch Resistance wines & wine based cocktails inspired by our 2020 Rosé.
Light bites to keep you dancing all night!
A special, secret guest performance that will blow you away. You seriously won't want to miss this one.
Dress Code - Roaring '20s & '30s attire required - think flapper dresses, fedoras, and vintage glam.
A $10 cover will be charged at the door to support our local artists
Please no children for this event. 21+ only.
Apr 03 Friday
May 01 Friday
May 02 Saturday
Experience the beauty of the Upper Rogue Valley while enjoying award-winning wines and delicious appetizers at six participating wineries: Bayer Family Estate, Cliff Creek Cellars, Del Rio Vineyard, Kriselle Cellars, Sams Creek Cellars, and The Punch House.
Tickets are $49 and include a commemorative Riedel wine glass, two wines, and paired appetizers at each winery. Designated Driver tickets are $15 and include appetizers and non-alcoholic beverages.
Transportation services and local hotel discounts are available. Don’t wait - tickets will sell out quickly!
🎟️ Purchase tickets: upperroguewine.com/product/roam-the-rogue-2026
May 03 Sunday
Recently highlighted by Forbes as “the charming, wine-soaked cousin of the big cities,” join the Jacksonville Wine Cruise on Sunday, May 3rd, and enjoy a day exploring the Rogue Valley’s beautiful wine country!
Cruise tickets ($69) include a commemorative glass, 2 wine samples, and a paired appetizer at each of the seven wineries.
Transportation: Shuttles run every 20 minutes between participating wineries from 12:20 PM – 6:00 PM.
Ages: 21 and over only.
For questions about your order, please get in touch with the winery you have chosen as your starting point.
Participating wineries include:- Daisy Creek - DANCIN- Dos Mariposas- Hummingbird Estate- Rellik- Remotion- South Stage Cellars
Jun 05 Friday