Calysta Cheyenne: Live Jazz at Resistance Wine Co.
Calysta Cheyenne: Live Jazz at Resistance Wine Co. is on Saturday, October 17, 2026 from 6:00 PM to 8:00 PM at Resistance Wine Company, 322 N Pioneer St, Ashland in Medford, OR. Free to attend.
- When
- Saturday, October 17, 2026, 6:00 PM – 8:00 PM
- Where
- Resistance Wine Company, 322 N Pioneer St, Ashland
- Cost
- Free
Jazz standards from the Great American Songbook (Ella Fitzgerald, Julie London, Peggy Lee, Billie Holiday), sung among the barrels. Calysta trained for nearly two decades with Ashland vocal coach Ken Orsow and studied vocal jazz at Berklee. No cover; walk in, or reserve to be sure of a seat. All ages until 9 PM, 21+ to drink. Pizza from The Allium until 8.
More events at Resistance Wine Company →
Also on Saturday
- 7:00 AM World Famous Comedy – Marc YaffeeAshland Hills Hotel · 2525 Ashland Street, AshlandDates: Friday, October 16 & Saturday, October 17, 2026 Doors: 6:30 PM Show: 7:30 PM Venue: The Stardust Lounge at Ashland Hills Hotel & Suites Address: 2525 Ashland St., Ashland, OR Tickets: $25 Age: 21+ Food & Drinks: Luna Cafe Additional: Limited VIP Meet & Greet and weekend hotel packages available.
- Spotlight 8:00 AM 16th annual SO PrideAshlandThree days of Pride celebrations in Ashland with parades, parties, performances, and community events marking the 16th anniversary. Activities for all ages throughout the weekend.
- 8:00 AM Hometown Harvest at Grange Co-op Medford2531 S Pacific HwyCelebrate local fall produce, vendors and community activities at the co‑op. Expect seasonal foods, samples and family-friendly happenings.
- 8:30 AM – 1:00 PM Ashland Saturday MarketOak Street, downtown Ashland · 100 block of Oak St, AshlandRogue Valley Growers & Crafters Saturday market between Main St and Lithia Way.
- Spotlight 12:00 PM – 5:00 PM Bales & Ales at Common BlockCommon Block Brewing Co. · 315 E 5th StPumpkin carving and live music on the patio, with a free pumpkin with purchase.
- Spotlight 3:00 PM – 5:00 PM The Tommy Dorsey Orchestra with Hayden Grove: Tribute to Frank SinatraCraterian Theater at The Collier Center · 23 S Central Ave, MedfordEnjoy a swinging big‑band tribute to Frank Sinatra performed by the Tommy Dorsey Orchestra with guest vocalist Hayden Grove.
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