BARK POINT VENTURES · YOUR LOCAL WEEKEND GUIDE

This Weekend on the South Shore

October 23–25, 2026

All times Central · Port Wing to Ashland, with good things along the way.

Halloween is approaching, and the South Shore is getting into the spirit. This weekend we’ve got live music, local art, a good old-fashioned square dance, Halloween celebrations, and even an opportunity to learn about the fascinating world of fungi.

BPV Picks

Our picks this weekend: a Halloween square dance in Cornucopia, a community picnic in Port Wing, and two bands in Herbster.

CORNUCOPIA

Halloween Square Dance, Jam & Potluck

Cornucopia Community Center

Saturday, October 24 · 6–9 PM

Costumes encouraged! No partner or experience needed. Joining the potluck? Bring a dish plus your own plate and utensils.

COSTUMES ENCOURAGED

Suggested donation $10–$15 · Pay what you can.

PORT WING

Community Appreciation Picnic

Port Wing Pavilion

Saturday, October 24 · 11 AM–3 PM

Gather at the town pavilion for Port Wing’s Community Appreciation Picnic.

COMMUNITY

Price and food details not listed. Check with the town before heading out.

HERBSTER

Double-Band Night

Elsie Blue & The Timberrr Bar

Saturday, October 24 · Time not posted

Strange Brew takes the stage first, followed by Brett and the Little Big Show. Two bands in one evening!

LIVE MUSIC

Time and price not posted. Check the venue’s updates before making plans.

Friday

October 23 · All times Central

RED CLIFF

Mino Bimaadiziiwin Friday Farm Stand

Mino Bimaadiziiwin Tribal Farm · 36735 Aiken Rd.

Friday, October 23 · 10 AM–4 PM

The Red Cliff farm’s weekly stand is open to all and operates on a pay-what-you-can contribution system. A lovely stop for locally grown food and a chance to support Red Cliff food sovereignty work.

FOOD + DRINK

Open to all; pay what you can.

BAYFIELD

Book Club with MPR’s Kerri Miller

Honest Dog Books · 40 S. Second Street, Bayfield

Friday, October 23 · 3–4 PM

Calling all book lovers! MPR’s Kerri Miller leads a discussion of Leif Enger’s Peace Like a River, celebrating its 25th anniversary. The public is invited.

FREE

Free · Open to the public.

Saturday

October 24 · All times Central

ASHLAND

Makers for Music Fall Craft Fair

Ashland High School · 1900 Beaser Avenue

Saturday, October 24 · 9 AM–1 PM

Local crafts, baked goods, concessions, and performances by Ashland High School music students. A little holiday shopping, a little music, and a good cause.

Admission price not listed. Check organizer details before heading out.

NEAR ASHLAND

The Fantastic World of Fungi

Northern Great Lakes Visitor Center · 29270 County Highway G

Saturday, October 24 · 10 AM–2 PM

Mushrooms are having their moment. Drop in to explore a special fungi display and talk with Ranger Kestrel about the remarkable organisms beneath our feet.

Admission price not listed. Check the Visitor Center’s program details before heading out.

PORT WING

Community Appreciation Picnic

Port Wing Pavilion

Saturday, October 24 · 11 AM–3 PM

Port Wing is hosting a Community Appreciation Picnic at the town pavilion. A nice opportunity to experience one of the smaller communities along Lake Superior’s South Shore.

COMMUNITY

Price not listed. Check with the town for food and other event details.

HERBSTER

Double-Band Night

Elsie Blue & The Timberrr Bar · 14770 Highway 13

Saturday, October 24 · Time not posted

Herbster gets two bands in one evening! Strange Brew takes the stage first, followed by Brett and the Little Big Show. Check the venue’s updates for performance times.

LIVE MUSIC

Time and price not posted. Confirm details with the venue before making plans.

ASHLAND

Boo Bash

Chequamegon Food Co-op · 700 Main Street W.

Saturday, October 24 · 3–5 PM

A free, family-friendly Halloween celebration at the co-op. Join the fun, rain or shine!

FREE FAMILY-FRIENDLY

Free and family-friendly.

CORNUCOPIA

Halloween Square Dance, Jam & Potluck

Cornucopia Community Center · Hwy C and Erie Avenue

Saturday, October 24 · 6–9 PM

No partner? No experience? No problem. Callers Laura Idle and Sarah York guide the dances with fiddle music from Devin Thunhorst. Costumes encouraged! Potluck attendees should bring a dish to share plus their own plate and utensils.

LIVE MUSIC COSTUMES ENCOURAGED

Suggested donation $10–$15 · Pay what you can. No partner or experience needed.

BAYFIELD

The Older Guys Live

Honest Dog Books · 40 S. Second Street

Saturday, October 24 · 7–9 PM

Enjoy an evening of acoustic rock, rhythm, and reggae with The Older Guys at Honest Dog Books.

LIVE MUSIC

Admission price not listed. Check with the venue for details.

WASHBURN

Lone Gone Live

South Shore Brewery Taphouse · 532 W. Bayfield Street

Saturday, October 24 · 7–9 PM

Catch Lone Gone live at the South Shore Brewery Taphouse in Washburn.

LIVE MUSIC

Admission price not listed. Check with the venue for details.

WASHBURN

Northland College Memorial Drag Show

The Club · 3 W. Bayfield Street

Saturday, October 24 · Costume & dance party 6:30 PM · Drag show 8:30 PM

Chequamegon Pride presents the second annual Northland College Memorial Drag Show. Come for the costume and dance party, then stay for the show.

COSTUME PARTY

Admission price not listed. Check with the venue for details.

Sunday

October 25 · All times Central

WASHBURN

Raq On! Belly Dance Fitness

The Club · 3 W. Bayfield Street

Sunday, October 25 · 11–11:30 AM

Join instructor Adara Din for belly dance fitness. All levels are welcome.

ALL LEVELS

$15.

ASHLAND

Our Lady of the Lake Trunk or Treat

Our Lady of the Lake church parking lot · 201 Lake Shore Drive E.

Sunday, October 25 · 4–5 PM

Bring the family for a free Trunk or Treat celebration in the church parking lot.

FREE FAMILY-FRIENDLY

Free and family-friendly.

All Weekend

October 23–25 · All times Central

WASHBURN

Matchless: An Original Musical

StageNorth · 123 W. Omaha Street, Washburn

Friday, October 23 & Saturday, October 24 · 7:30 PM
Sunday, October 25 · 2 PM

A locally created musical about love, fortune, and spectacular reversals of fate, inspired by Baby Doe Tabor and Colorado’s legendary Matchless Mine.

$25 · Advance tickets recommended. Contains adult language and content.

WASHBURN

The Gathering: Members Art Show

Washburn Cultural Center · 1 E. Bayfield St.

Friday–Sunday, October 23–25 · 11 AM–4 PM

Explore painting, photography, sculpture, ceramics, fiber art, and more from artists around the Chequamegon Bay region. An especially good option when you want something creative and unhurried.

Admission price not listed.