Live music in Freeland / South Whidbey, WA

9 upcoming shows at 18 venues in Freeland / South Whidbey, WA from Fri, Nov 6, 2026 to Sun, Dec 20, 2026.

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In Freeland / South Whidbey, WA: Live music tonight · This weekend · This month

The red barn, pasture and vineyard at Dancing Fish Vineyards in Freeland, home to Friday Night Music on South Whidbey

Upcoming shows

— The Experience at Aurora Borealis - Borealis Event Center Shoreline
— Nick Mardon Trio at Ott & Hunter Winery Tasting Room
— An American in Paris: Young Artists Concert (Whidbey Island Music Festival) at St. Augustine's in-the-Woods
— Cythara VIII: Andre Feriante & Troy Chapman at Whidbey Island Center for the Arts
— Gaëlle Solal in Concert at Whidbey Island Center for the Arts
— Michele D'Amour and the Love Dealers at TOP Restaurant and Lounge at TOP Restaurant and Lounge
— Best 80s Party Ever! (So Far) Nite Wave w/ False Sense of Security at Aurora Borealis - Borealis Event Center Shoreline
— A Celtic Christmas with the Beggar Boys at St. Augustine's in-the-Woods
— A Celtic Christmas with the Beggar Boys at St. Augustine's in-the-Woods

Weekly series

Friday — Friday Night Music at Dancing Fish Vineyards
5:30 PM · Live music every Friday 5:30–7:30 PM in the barn/tasting room, per Dancing Fish's own site (Friday Night Music, reservation required); the winery says the series runs every week through the fall and winter. Oct 23 edition: The Buckets.
Monday — Monday Bites at Dancing Fish Vineyards
5:00 PM · Monday Bites food-and-music nights Mondays 5–7 PM, per Dancing Fish's own site and the Langley Chamber calendar; Oct 26 pairs paella with live music by Jeannie Rak. Acts rotate and are named close to the date.
Sunday — Sunday Music at Comforts of Whidbey Winery
3:00 PM · Sunday Music Sundays 3–5 PM 'when musicians are in town', per Comforts of Whidbey's official Sunday Music page — island musicians, no cover, tips for the band.
Saturday — Saturday Night Live Music at Leo & Leto's Winery and Bistro
Evening · Live music every Saturday night, per Leo & Leto's official site ('join us every Saturday night — the bistro comes alive with a variety of talented musicians'); the bistro does not publish a set start time. Acts rotate.
Wednesday — Jazz at the Top at The Top on Whidbey
5:00 PM · Jazz at the Top runs the SECOND Wednesday of each month (not weekly), per the Windermere Whidbey events guide; rotating jazz acts, names announced close to the date.

Venues in Freeland / South Whidbey, WA

Bailey's Corner Store
Clinton · Venue · 0 upcoming shows
Bayview Farm & Garden
Langley · Venue · 0 upcoming shows
Bayview Community Hall
Langley · Venue · 0 upcoming shows
Comforts of Whidbey Winery
Langley · Venue · 0 upcoming shows
Dancing Fish Vineyards
Freeland · Venue · 0 upcoming shows
Double Bluff Brewing
Langley · Venue · 0 upcoming shows
Freeland · Venue · 0 upcoming shows
Leo & Leto's Winery and Bistro
Freeland · Venue · 0 upcoming shows
Ott & Hunter Winery Tasting Room
Langley · Venue · 1 upcoming show
St. Augustine's in-the-Woods
Freeland · Venue · 3 upcoming shows
Taproom at Bayview Corner
Langley · Venue · 0 upcoming shows
Thirsty Crab Brewery
Clinton · Venue · 0 upcoming shows
The Top on Whidbey
Clinton · Restaurant · 0 upcoming shows
Trinity Lutheran Church
Freeland · Venue · 0 upcoming shows
Whidbey Island Center for the Arts
Langley · Venue · 2 upcoming shows
TOP Restaurant and Lounge
· Venue · 1 upcoming show
· Venue · 0 upcoming shows
Aurora Borealis - Borealis Event Center Shoreline
· Venue · 2 upcoming shows