33 upcoming listings — live music, theater, markets, drag, comedy and more, each with a time, a venue and a street address.
What's coming up
Rogue Valley Growers & Crafters Market — Ashland Tuesday Tue 4 Aug 2026, 8:30 AM — Market Rogue Valley Growers & Crafters Market (E Main St) · 1500 E Main St, Ashland, OR 97520 · Free entry
Rogue Valley Growers & Crafters Market — Ashland Saturday Sat 8 Aug 2026, 8:30 AM — Market Rogue Valley Growers & Crafters Market (Oak Street) · 100 Oak St, Ashland, OR 97520 · Free entry
First Friday Art Walk — Downtown Ashland Fri 4 Sep 2026, 5:00 PM — Art show Downtown Ashland galleries · 100 Oak St, Ashland, OR 97520 · Free
Green Show: Salsa Brava Sat 5 Sep 2026, 6:30 PM — Live music Courtyard Stage, The Bricks — Oregon Shakespeare Festival · 15 S Pioneer St, Ashland, OR 97520 · Free
Summer Rebellion Comedy w/ Nathan Hart Sat 5 Sep 2026, 7:30 PM — Comedy Resistance Wine Company · 322 N Pioneer St, Ashland, OR 97520 · $25 · 21+
Green Show: The ANAM Gaelic Choir Sat 12 Sep 2026, 6:30 PM — Live music Courtyard Stage, The Bricks — Oregon Shakespeare Festival · 15 S Pioneer St, Ashland, OR 97520 · Free
Backyard Blues & BBQ: The Fret Drifters Sat 12 Sep 2026, 7:00 PM — Live music Resistance Wine Company · 322 N Pioneer St, Ashland, OR 97520 · Ticketed · 21+
Green Show: Mariachi Joya de Oro Wed 16 Sep 2026, 6:30 PM — Live music Courtyard Stage, The Bricks — Oregon Shakespeare Festival · 15 S Pioneer St, Ashland, OR 97520 · Free
Third Thursday Comedy Show by Bisky Pop Productions Thu 17 Sep 2026, 8:00 PM — Comedy Liquid Lounge · 370 East Main Street, Ashland, OR 97520
Green Show: OSF Company Talent Show (season finale) Sat 26 Sep 2026, 6:00 PM — Live music Courtyard Stage, The Bricks — Oregon Shakespeare Festival · 15 S Pioneer St, Ashland, OR 97520 · Free
Fall Rebellion Comedy w/ Eleanore Ryan Sat 3 Oct 2026, 7:30 PM — Comedy Resistance Wine Company · 322 North Pioneer Street, Ashland, OR 97520
2026 Ashland Mystery Fest Thu 8 Oct 2026, 10:00 AM — Festival Ashland · Ashland, Ashland, OR 97520
Camp Django presents Paulus Schäfer & Tim Kliphuis Fri 9 Oct 2026, 7:00 PM — Live music Grizzly Peak Winery · 1600 E Nevada St, Ashland, OR 97520 · Ticketed · 21+
Peter Asher: Songs & Stories Mon 12 Oct 2026, 7:00 PM — Live music Southern Oregon University Music Recital Hall · 450 S Mountain Ave, Ashland, OR 97520 · $60.54
World Famous Comedy: Marc Yaffee Fri 16 Oct 2026, 7:30 PM — Comedy Ashland Hills Hotel & Suites and Convention Center · 2525 Ashland Street, Ashland, OR 97520
QUEERUPHORIA at the Historic Ashland Armory Fri 16 Oct 2026, 8:00 PM — Pride Historic Ashland Armory · 208 Oak St, Ashland, OR 97520 · $18.91 · 21+
18th Annual Monster Dash Sat 24 Oct 2026, 9:00 AM — Spooky Lithia Park / Guanajuato Way · 59 Winburn Way, Ashland, OR 97520 · Free
World Famous Comedy: Monica Nevi Fri 20 Nov 2026, 7:30 PM — Comedy Ashland Hills Hotel & Suites and Convention Center · 2525 Ashland Street, Ashland, OR 97520
Ashland Sarcasm Festival @ Angus Bowmer Theatre - Aparna Nancherla - Early Fri 4 Dec 2026, 5:00 PM — Comedy Angus Bowmer Theatre (see Oregon Shakespeare Festival) · 20 East Main Street, Ashland, OR 97520
ASF! Presents: Standup Comedy @ Resistance Wine Fri 4 Dec 2026, 6:30 PM — Comedy Resistance Wine Company · 322 North Pioneer Street, Ashland, OR 97520
Horse Feathers with Guest Two Runner presented by the AFC Fri 4 Dec 2026, 7:00 PM — Theater The Story · 318 B Street, Ashland, OR 97520
ASF! Presents: Evolution of a Kiss @ White Rabbit Fri 4 Dec 2026, 8:00 PM — Comedy White Rabbit Clubhouse · 5 North Main Street #Suite 2, Ashland, OR 97520
Ashland Sarcasm Festival @ Angus Bowmer Theatre - Aparna Nancherla - Late Fri 4 Dec 2026, 8:30 PM — Comedy Angus Bowmer Theatre (see Oregon Shakespeare Festival) · 20 East Main Street, Ashland, OR 97520
ASF! Presents: WRONG! A F*cked Up Game Show @ Resistance Wine Fri 4 Dec 2026, 9:00 PM — Comedy Resistance Wine Company · 322 North Pioneer Street, Ashland, OR 97520
ASF! Presents: Standup Comedy @ Local 31 Fri 4 Dec 2026, 10:00 PM — Comedy Dangerous Lee's Local 31 Pub · 31 Water Street ##2, Ashland, OR 97520
Ashland Sarcasm Festival @ Angus Bowmer Theatre - Beth Stelling - Early Sat 5 Dec 2026, 5:00 PM — Comedy Angus Bowmer Theatre (see Oregon Shakespeare Festival) · 20 East Main Street, Ashland, OR 97520
ASF! Presents: The Hamazons @ Resistance Wine Sat 5 Dec 2026, 6:30 PM — Comedy Resistance Wine Company · 322 North Pioneer Street, Ashland, OR 97520
ASF! Presents: Bake Stuff with Lindsay @ White Rabbit Sat 5 Dec 2026, 7:30 PM — Comedy White Rabbit Clubhouse · 5 North Main Street #Suite 2, Ashland, OR 97520
ASF! Presents: Carl Lee's Starting Lineup @ Local 31 Sat 5 Dec 2026, 7:30 PM — Comedy Dangerous Lee's Local 31 Pub · 31 Water Street ##2, Ashland, OR 97520
Ashland Sarcasm Festival @ Angus Bowmer Theatre - Beth Stelling - Late Sat 5 Dec 2026, 8:30 PM — Comedy Angus Bowmer Theatre (see Oregon Shakespeare Festival) · 20 East Main Street, Ashland, OR 97520
ASF! Presents: Comedy Showcase @ Liquid Lounge Sat 5 Dec 2026, 9:00 PM — Comedy Liquid Lounge · 370 East Main Street, Ashland, OR 97520
ASF! Presents: Couplet @ Brickroom Sat 5 Dec 2026, 9:30 PM — Comedy Brickroom · 35 North Main Street, Ashland, OR 97520
ASF! Presents: Fictional Roast @ Brickroom Sun 6 Dec 2026, 5:30 PM — Comedy Brickroom · 35 North Main Street, Ashland, OR 97520
Listings are seeded from venue and organiser calendars. See them on the map.