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Makers events

Our Makers Trail Locations often host celebrations, live music, trivia and more. Check out the events below, and bring your passport to get a stamp while you’re there!

Thursday, 6:30pm - 8:30pm

09/ Oct

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

October 09, 2025
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 7:00pm - 11:00pm

09/ Oct

The Livery

Karaoke Night at The Livery

October 09, 2025
7:00pm - 11:00pm

https://www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery

Karaoke Night At The Livery! Every Thursday. Every voice welcomed. Every performance celebrated.

Admission: Free!

Thursday, 6:00pm - 8:00pm

09/ Oct

Chill Hill Winery

Plant Bingo

Plant Bingo

Play Plant Bingo at Chill Hill Winery! Win fun plant prizes, sip wine, and enjoy a cozy fall evening.

Admission: $20

Thursday, 7:00pm - 8:00pm

09/ Oct

The Livery

Karaoke Night at The Livery!

October 09, 2025
7:00pm - 8:00pm

www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery!

Karaoke!

Admission: Free!

Friday, 7:00pm - 10:00pm

10/ Oct

The Livery

Nashville Recording Artist: Dylan Raymond at The Livery

190 5th St.
Benton Harbor
(directions)

Nashville Recording Artist: Dylan Raymond at The Livery

Raised in Indiana, Dylan Raymond grew up on 90s country and began playing guitar at eight years old which set the stage for his musical ambitions.

Admission: $10

Saturday, 11:30am - 1:30am

11/ Oct

Filkins Vineyards

Paint & Sip Saturdays at Filkins Vineyards

October 11, 2025
11:30am - 1:30pm

https://filkinsvineyards.com/upcoming-events/

6991 Ryno Rd
Coloma
(directions)

Paint & Sip Saturdays at Filkins Vineyards

Welcome to Paint & Sip at Filkins Vineyards! Join us for a fun and relaxing afternoon of painting and sipping at the beautiful Filkins Vineyards. No prior painting experience is needed. Wine is a la carte. Ages 13 and Up!

Admission: $30

Saturday, 7:00pm - 11:00pm

11/ Oct

The Livery

Buffalo Galaxy live at The Livery!

190 5th St.
Benton Harbor
(directions)

Buffalo Galaxy live at The Livery!

Buffalo Galaxy is where heavy hitting psychedelia meets old timin’ bluegrass. Their songwriting, patience, and personalities prove they can go deeper than your typical bluegrass band.

Admission: $10

Sunday, 2:00pm - 4:00pm

12/ Oct

Solasta Winery

Solasta Setlist: Sally Stine

October 12, 2025
2:00pm - 4:00pm

https://www.solastawinery.com/wine-tasting

11945 Red Arrow Hwy
Sawyer
(directions)

Solasta Setlist: Sally Stine

Experience the smooth vocals of Sally Stine live at Solasta Winery!

Admission: Free Admission

Monday, 5:30pm - 7:30pm

13/ Oct

River Saint Joe

Music Mondays | May-Oct Live Music!

October 13, 2025
5:30pm - 7:30pm

https://www.riversaintjoe.com/happenings

15475 Walton Rd
Buchanan
(directions)

Music Mondays | May-Oct Live Music!

Free live outdoor music every Monday evening from May-Oct. in the beer garden at River Saint Joe!

Admission: Free

Thursday, 6:30pm - 8:30pm

16/ Oct

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

October 16, 2025
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 7:00pm - 11:00pm

16/ Oct

The Livery

Karaoke Night at The Livery

October 16, 2025
7:00pm - 11:00pm

https://www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery

Karaoke Night At The Livery! Every Thursday. Every voice welcomed. Every performance celebrated.

Admission: Free!

Thursday, 7:00pm - 8:00pm

16/ Oct

The Livery

Karaoke Night at The Livery!

October 16, 2025
7:00pm - 8:00pm

www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery!

Karaoke!

Admission: Free!

Friday, 11:00am - 7:00am

17/ Oct

Solasta Winery

Fall Harvest Weekend

October 17, 2025 - October 19, 2025

https://www.solastawinery.com/wine-tasting

11945 Red Arrow Hwy
Sawyer
(directions)

Fall Harvest Weekend

Experience the beauty of fall at Solasta Winery during our Fall Harvest Weekend!

Admission: Free admission

Saturday, 11:30am - 1:30am

18/ Oct

Filkins Vineyards

Paint & Sip Saturdays at Filkins Vineyards

October 18, 2025
11:30am - 1:30pm

https://filkinsvineyards.com/upcoming-events/

6991 Ryno Rd
Coloma
(directions)

Paint & Sip Saturdays at Filkins Vineyards

Welcome to Paint & Sip at Filkins Vineyards! Join us for a fun and relaxing afternoon of painting and sipping at the beautiful Filkins Vineyards. No prior painting experience is needed. Wine is a la carte. Ages 13 and Up!

Admission: $30

Saturday, 4:00pm - 6:00pm

18/ Oct

Filkins Vineyards

Beginner Line Dancing Lesson led by Sunset Coast Country Dancers

October 18, 2025
4:00pm - 6:00pm

https://filkinsvineyards.com/upcoming-events/

6991 Ryno Rd
Coloma
(directions)

Beginner Line Dancing Lesson led by Sunset Coast Country Dancers

Come Line Dance with Filkins Vineyards! This class is led by Sunset Coast Country Dancers.

Admission: Free

Saturday, 4:00pm - 6:00pm

18/ Oct

Chill Hill Winery

Harvest Party & Pumpkin Sangria Speciall

October 18, 2025
4:00pm - 6:00pm

https://chillhill.net/events-calendar

8986 First Street
Baroda
(directions)

Harvest Party & Pumpkin Sangria Speciall

Pumpkin Sangria is back—let’s party! Celebrate fall with music, drinks, and harvest vibes at Chill Hill!

Admission: Free

Saturday, 11:00am - 7:00am

18/ Oct

Round Barn Winery & Estate

Apple Fest

October 18, 2025
11:00am - 7:00pm

https://roundbarn.com/event/applefest

10983 Hills Road
Baroda
(directions)

Apple Fest

Celebrate the flavors of fall at Apple Fest at Round Barn Winery & Estate!

Admission: Cover Charge = $5 (21+)

Sunday, 2:00pm - 4:00pm

19/ Oct

Solasta Winery

Solasta Setlist: Brian McClure

October 19, 2025
2:00pm - 4:00pm

https://www.solastawinery.com/wine-tasting

11945 Red Arrow Hwy
Sawyer
(directions)

Solasta Setlist: Brian McClure

Feel the rhythm of fall with Brian McClure’s fiddle tunes— the perfect pairing of music and wine.

Admission: Free admission

Monday, 5:30pm - 7:30pm

20/ Oct

River Saint Joe

Music Mondays | May-Oct Live Music!

October 20, 2025
5:30pm - 7:30pm

https://www.riversaintjoe.com/happenings

15475 Walton Rd
Buchanan
(directions)

Music Mondays | May-Oct Live Music!

Free live outdoor music every Monday evening from May-Oct. in the beer garden at River Saint Joe!

Admission: Free

Thursday, 6:30pm - 8:30pm

23/ Oct

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

October 23, 2025
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 7:00pm - 11:00pm

23/ Oct

The Livery

Karaoke Night at The Livery

October 23, 2025
7:00pm - 11:00pm

https://www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery

Karaoke Night At The Livery! Every Thursday. Every voice welcomed. Every performance celebrated.

Admission: Free!

Thursday, 6:15pm - 7:45pm

23/ Oct

Lazy Ballerina Winery

Wine & Tarot 101

October 23, 2025
6:15pm - 7:45pm

https://lazyballerinawinery-108794.square.site/

321 State Street
St. Joseph
(directions)

Wine & Tarot 101

Come learn the fundamentals of reading tarot cards while enjoying an evening at Lazy Ballerina Winery!

Admission: $50

Thursday, 7:00pm - 8:00pm

23/ Oct

The Livery

Karaoke Night at The Livery!

October 23, 2025
7:00pm - 8:00pm

www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery!

Karaoke!

Admission: Free!

Friday, 5:00pm - 9:00pm

24/ Oct

Chill Hill Winery

Chill Hill-O-Ween Party & Costume Contest

Chill Hill-O-Ween Party & Costume Contest

Celebrate Halloween at Chill Hill-O-Ween—costumes, prizes, and spooky sips with friends in Baroda, MI!

Admission: $5 per person

Friday, 6:00pm - 8:00pm

24/ Oct

Chill Hill Winery

Autumn Nights Craft & Chill with Banana Knots

Autumn Nights Craft & Chill with Banana Knots

Craft terrariums, bath bombs & more—then party in costume at Chill Hill’s Autumn Nights Craft & Chill!

Admission: $30

Saturday, 11:30am - 1:30am

25/ Oct

Filkins Vineyards

Paint & Sip Saturdays at Filkins Vineyards

October 25, 2025
11:30am - 1:30pm

https://filkinsvineyards.com/upcoming-events/

6991 Ryno Rd
Coloma
(directions)

Paint & Sip Saturdays at Filkins Vineyards

Welcome to Paint & Sip at Filkins Vineyards! Join us for a fun and relaxing afternoon of painting and sipping at the beautiful Filkins Vineyards. No prior painting experience is needed. Wine is a la carte. Ages 13 and Up!

Admission: $30

Sunday, 1:00pm - 3:00pm

26/ Oct

Round Barn Brewery & Public House

Halloween Trivia

October 26, 2025
1:00pm - 3:00pm

https://roundbarn.com/event/halloween

9151 1st St
Baroda
(directions)

Halloween Trivia

Think you know your spooky stuff? Test your knowledge at Halloween Trivia Night at Round Barn Brewery & Public House!

Sunday, 2:00pm - 4:00pm

26/ Oct

Solasta Winery

Solasta Setlist: Morgan Ingle

October 26, 2025
2:00pm - 4:00pm

https://www.solastawinery.com/wine-tasting

11945 Red Arrow Hwy
Sawyer
(directions)

Solasta Setlist: Morgan Ingle

Join us for an afternoon of soulful music with the talented Morgan Ingle. Sip, relax, and soak in the sounds at Solasta Winery!

Admission: Free admission

Thursday, 6:30pm - 8:30pm

30/ Oct

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

October 30, 2025
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 7:00pm - 11:00pm

30/ Oct

The Livery

Karaoke Night at The Livery

October 30, 2025
7:00pm - 11:00pm

https://www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery

Karaoke Night At The Livery! Every Thursday. Every voice welcomed. Every performance celebrated.

Admission: Free!

Thursday, 6:00pm - 8:00pm

30/ Oct

Round Barn Brewery & Public House

Boos & Bingo at Round Barn Brewery & Public House

October 30, 2025
6:00pm - 8:00pm

https://roundbarn.com/event/halloween-bingo

9151 1st St.
Baroda
(directions)

Boos & Bingo at Round Barn Brewery & Public House

This October, bingo gets a spooky twist! Join us for Boos & Bingo, a night filled with festive fun, thrilling prizes, and plenty of seasonal spirits.

Thursday, 7:00pm - 8:00pm

30/ Oct

The Livery

Karaoke Night at The Livery!

October 30, 2025
7:00pm - 8:00pm

www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery!

Karaoke!

Admission: Free!

Saturday, 11:30am - 1:30am

01/ Nov

Filkins Vineyards

Paint & Sip Saturdays at Filkins Vineyards

November 01, 2025
11:30am - 1:30pm

https://filkinsvineyards.com/upcoming-events/

6991 Ryno Rd
Coloma
(directions)

Paint & Sip Saturdays at Filkins Vineyards

Welcome to Paint & Sip at Filkins Vineyards! Join us for a fun and relaxing afternoon of painting and sipping at the beautiful Filkins Vineyards. No prior painting experience is needed. Wine is a la carte. Ages 13 and Up!

Admission: $30

Saturday, 11:00am - 6:00am

01/ Nov

Round Barn Winery & Estate

Hallowine

November 01, 2025 - November 02, 2025

https://roundbarn.com/event/hallowine

10983 Hills Road
Baroda
(directions)

Hallowine

Celebrate spooky season in Southwest Michigan wine country with Hallowine at Round Barn Winery & Estate!

Admission: Saturday Cover Charge: $5 for 21+

Saturday, 7:00pm - 11:00pm

01/ Nov

Round Barn Winery & Estate

Halloween Dance Party at Round Barn Winery & Estate

November 01, 2025
7:00pm - 11:00pm

https://roundbarn.com/event/halloweenparty

10983 Hills Road
Baroda
(directions)

Halloween Dance Party at Round Barn Winery & Estate

This Halloween, the Round Barn transforms into the ultimate haunted dance floor! Join us for a night of spine-tingling fun, thrilling beats, and festive cocktails.

Thursday, 6:30pm - 8:30pm

06/ Nov

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

November 06, 2025
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 7:00pm - 11:00pm

06/ Nov

The Livery

Karaoke Night at The Livery

November 06, 2025
7:00pm - 11:00pm

https://www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery

Karaoke Night At The Livery! Every Thursday. Every voice welcomed. Every performance celebrated.

Admission: Free!

Thursday, 6:30pm - 8:00pm

06/ Nov

Chill Hill Winery

1970s Trivia Night

1970s Trivia Night

Test your ‘70s knowledge at Chill Hill Trivia Night! Prizes, drinks, and groovy fun await.

Admission: $20 per person

Thursday, 6:00pm - 8:00pm

06/ Nov

Chill Hill Winery

Ladies Night Out: Junk Journal Workshop

Ladies Night Out: Junk Journal Workshop

Get crafty with friends at Chill Hill! Join our Junk Journal workshop—supplies and welcome drink included.

Admission: $20 per person

Thursday, 7:00pm - 8:00pm

06/ Nov

The Livery

Karaoke Night at The Livery!

November 06, 2025
7:00pm - 8:00pm

www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery!

Karaoke!

Admission: Free!

Thursday, 6:30pm - 8:30pm

13/ Nov

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

November 13, 2025
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 7:00pm - 11:00pm

13/ Nov

The Livery

Karaoke Night at The Livery

November 13, 2025
7:00pm - 11:00pm

https://www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery

Karaoke Night At The Livery! Every Thursday. Every voice welcomed. Every performance celebrated.

Admission: Free!

Thursday, 7:00pm - 8:00pm

13/ Nov

The Livery

Karaoke Night at The Livery!

November 13, 2025
7:00pm - 8:00pm

www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery!

Karaoke!

Admission: Free!

Friday, 6:00pm - 8:00pm

14/ Nov

Chill Hill Winery

Night Sky Painting Class with JLN Studio

Night Sky Painting Class with JLN Studio

Grab a brush and a drink - create your own glowing night sky at Chill Hill!

Admission: $38 per person

Thursday, 6:30pm - 8:30pm

20/ Nov

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

November 20, 2025
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 7:00pm - 11:00pm

20/ Nov

The Livery

Karaoke Night at The Livery

November 20, 2025
7:00pm - 11:00pm

https://www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery

Karaoke Night At The Livery! Every Thursday. Every voice welcomed. Every performance celebrated.

Admission: Free!

Thursday, 7:00pm - 8:00pm

20/ Nov

The Livery

Karaoke Night at The Livery!

November 20, 2025
7:00pm - 8:00pm

www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery!

Karaoke!

Admission: Free!

Friday, 4:00pm - 9:00pm

21/ Nov

Tabor Hill Winery & Restaurant

Wild Game Weekend Dinner at Tabor Hill Winery & Restaurant

November 21, 2025 - November 22, 2025

https://taborhill.com/event/wildgame

185 Mt Tabor Rd
Buchana
(directions)

Wild Game Weekend Dinner at Tabor Hill Winery & Restaurant

Celebrate the flavors of Michigan with our annual Wild Game Weekend Dinner at Tabor Hill Winery & Restaurant.

Sunday, 1:00pm - 3:00pm

23/ Nov

Round Barn Brewery & Public House

Thanksgiving Trivia

November 23, 2025
1:00pm - 3:00pm

https://roundbarn.com/event/thanksgiving

9151 1st St.
Baroda
(directions)

Thanksgiving Trivia

Kick off the holiday season with a night of laughs, good food, and friendly competition at Thanksgiving Trivia Night at Round Barn Brewery & Public House!

Thursday, 6:30pm - 8:30pm

27/ Nov

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

November 27, 2025
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 7:00pm - 11:00pm

27/ Nov

The Livery

Karaoke Night at The Livery

November 27, 2025
7:00pm - 11:00pm

https://www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery

Karaoke Night At The Livery! Every Thursday. Every voice welcomed. Every performance celebrated.

Admission: Free!

Thursday, 7:00pm - 8:00pm

27/ Nov

The Livery

Karaoke Night at The Livery!

November 27, 2025
7:00pm - 8:00pm

www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery!

Karaoke!

Admission: Free!

Saturday, 12:00pm - 5:00pm

29/ Nov

Round Barn Winery & Estate

Small Business Saturday Market at Round Barn Winery & Estate

November 29, 2025
12:00pm - 5:00pm

https://roundbarn.com/event/smallmarket

10983 Hills Road
Baroda
(directions)

Small Business Saturday Market at Round Barn Winery & Estate

Celebrate and support local this holiday season at the Small Business Saturday Market at Round Barn Winery & Estate.

Thursday, 6:30pm - 8:30pm

04/ Dec

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

December 04, 2025
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 7:00pm - 11:00pm

04/ Dec

The Livery

Karaoke Night at The Livery

December 04, 2025
7:00pm - 11:00pm

https://www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery

Karaoke Night At The Livery! Every Thursday. Every voice welcomed. Every performance celebrated.

Admission: Free!

Thursday, 6:30pm - 8:00pm

04/ Dec

Chill Hill Winery

Christmas Trivia & Ugly Christmas Sweater Contest

Christmas Trivia & Ugly Christmas Sweater Contest

Test your holiday smarts and rock your ugliest sweater at Chill Hill’s Christmas Trivia Night!

Admission: $20 per person

Thursday, 7:00pm - 8:00pm

04/ Dec

The Livery

Karaoke Night at The Livery!

December 04, 2025
7:00pm - 8:00pm

www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery!

Karaoke!

Admission: Free!

Saturday, 11:00am - 4:00am

06/ Dec

Chill Hill Winery

Chill Hill Christmas Market

December 06, 2025
11:00am - 4:00pm

8986 First Street
Baroda
(directions)

Chill Hill Christmas Market

Find unique gifts and sip hot hard cider—Chill Hill Christmas Market is your holiday destination!

Admission: Free

Thursday, 6:30pm - 8:30pm

11/ Dec

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

December 11, 2025
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 7:00pm - 11:00pm

11/ Dec

The Livery

Karaoke Night at The Livery

December 11, 2025
7:00pm - 11:00pm

https://www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery

Karaoke Night At The Livery! Every Thursday. Every voice welcomed. Every performance celebrated.

Admission: Free!

Thursday, 6:00pm - 8:00pm

11/ Dec

Round Barn Brewery & Public House

Jingle Bingo at Round Barn Brewery & Public House

December 11, 2025
6:00pm - 8:00pm

https://roundbarn.com/event/christmas-bingo

9151 1st St.
Baroda
(directions)

Jingle Bingo at Round Barn Brewery & Public House

Bingo with a holiday twist! Gather your friends and join us for Jingle Bingo, a merry night of games, prizes, and seasonal cheer.

Thursday, 6:00pm - 8:00pm

11/ Dec

Chill Hill Winery

Grinch Gnome Painting Class with JLN Studio

Grinch Gnome Painting Class with JLN Studio

Make it a merry night! Join Chill Hill’s Grinch Gnome Painting Class and craft your holiday gnome.

Admission: $35 per person

Thursday, 7:00pm - 8:00pm

11/ Dec

The Livery

Karaoke Night at The Livery!

December 11, 2025
7:00pm - 8:00pm

www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery!

Karaoke!

Admission: Free!

Saturday, 12:00pm - 5:00pm

13/ Dec

Round Barn Winery & Estate

Holiday Market at Round Barn Winery & Estate

December 13, 2025
12:00pm - 5:00pm

https://roundbarn.com/event/wintermarket

10983 Hills Road
Baroda
(directions)

Holiday Market at Round Barn Winery & Estate

Get into the holiday spirit at our December Holiday Market, where the vineyard transforms into a festive winter marketplace.

Thursday, 6:30pm - 8:30pm

18/ Dec

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

December 18, 2025
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 7:00pm - 11:00pm

18/ Dec

The Livery

Karaoke Night at The Livery

December 18, 2025
7:00pm - 11:00pm

https://www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery

Karaoke Night At The Livery! Every Thursday. Every voice welcomed. Every performance celebrated.

Admission: Free!

Thursday, 7:00pm - 8:00pm

18/ Dec

The Livery

Karaoke Night at The Livery!

December 18, 2025
7:00pm - 8:00pm

www.liverybrew.com

190 5th St.
Benton Harbor
(directions)

Karaoke Night at The Livery!

Karaoke!

Admission: Free!

Saturday, 10:00am - 1:30am

20/ Dec

Tabor Hill Winery & Restaurant

Santa Brunch at Tabor Hill Winery & Restaurant

December 20, 2025
10:00am - 1:30pm

https://taborhill.com/event/santabrunch

185 Mt Tabor Rd
Buchana
(directions)

Santa Brunch at Tabor Hill Winery & Restaurant

Celebrate the magic of the season with our annual Santa Brunch at Tabor Hill!

Sunday, 1:00pm - 3:00pm

21/ Dec

Round Barn Brewery & Public House

Christmas Trivia at Round Barn Brewery & Public House

December 21, 2025
1:00pm - 3:00pm

https://roundbarn.com/event/trivia-christmas

9151 1st St.
Baroda
(directions)

Christmas Trivia at Round Barn Brewery & Public House

Test your holiday knowledge and celebrate the season with a festive night of Christmas Trivia!

Thursday, 6:30pm - 8:30pm

25/ Dec

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

December 25, 2025
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Wednesday, 4:00pm - 8:30pm

31/ Dec

Tabor Hill Winery & Restaurant

New Year's Eve Dinner at Tabor Hill Winery & Restaurant

December 31, 2025
4:00pm - 8:30pm

https://taborhill.com/event/newyearseve

185 Mt Tabor Rd
Buchanan
(directions)

New Year's Eve Dinner at Tabor Hill Winery & Restaurant

Close out the year in style at Tabor Hill Winery & Restaurant. Our annual New Year’s Eve Dinner features a special holiday-inspired menu.

Thursday, 6:30pm - 8:30pm

01/ Jan

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

January 01, 2026
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 6:30pm - 8:30pm

08/ Jan

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

January 08, 2026
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 6:30pm - 8:30pm

15/ Jan

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

January 15, 2026
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 6:30pm - 8:30pm

22/ Jan

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

January 22, 2026
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 6:30pm - 8:30pm

29/ Jan

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

January 29, 2026
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 6:30pm - 8:30pm

05/ Feb

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

February 05, 2026
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 6:30pm - 8:30pm

12/ Feb

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

February 12, 2026
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 6:30pm - 8:30pm

19/ Feb

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

February 19, 2026
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 6:30pm - 8:30pm

26/ Feb

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

February 26, 2026
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 6:30pm - 8:30pm

05/ Mar

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

March 05, 2026
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 6:30pm - 8:30pm

12/ Mar

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

March 12, 2026
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 6:30pm - 8:30pm

19/ Mar

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

March 19, 2026
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 6:30pm - 8:30pm

26/ Mar

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

March 26, 2026
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE

Thursday, 6:30pm - 8:30pm

02/ Apr

Sister Lakes Brewing Company

Trivia Night @ Sister Lakes Brewing Company

April 02, 2026
6:30pm - 8:30pm

https://www.facebook.com/sisterlakesbrew

92500 CR 690
Dowagiac
(directions)

Trivia Night @ Sister Lakes Brewing Company

Trivia Night

Admission: FREE