Oct 9 Walking Winery Tour and Tasting at Filkins Vineyards 1:00 pm – 2:30 pm Filkins Vineyards Ryno Road, Coloma Event Details Get Directions
Oct 9 Brave New World 7:30 pm Twin City Players 600 West Glenlord Road, St. Joseph Event Details Get Directions
Oct 9 The Temptations and The Four Tops 8:00 pm – 9:00 pm Silver Creek Event Center at Four Winds Casino 1111 Wilson, New Buffalo Event Details Get Directions
Oct 9 Kylee Phillips “Before I Am Invisible” Album Release Show w/ Lauren Blackford at The Acorn 8:00 pm – 11:00 pm Acorn Theater 107 Generations Drive (off N. Elm St.), Three Oaks Event Details Get Directions
Oct 9 JR Clark 8:30 pm – 11:00 pm The Livery 190 5th street, Benton Harbor Event Details Get Directions
Oct 10 2026 Where’s the Witch All Day St. Joe Welcome Center 301 State Street, Saint Joseph Event Details Get Directions
Oct 10 Fit 4 Fall 5k 2026 9:00 am – 10:00 am Fit 4 Fall 5K 200 Broad Street, St. Joseph Event Details Get Directions
Oct 10 2026 St. Joe Farmers Market 9:00 am – 2:00 pm Lake Bluff Park 400 Lake Blvd, St. Joseph Event Details Get Directions
Oct 10 Lavender Adventurers: Social Hike 10:00 am – 12:00 pm Sugar Wood Forest Preserve 6855 Elm Valley Rd,, Three Oaks Event Details Get Directions
Oct 10 Under the Harvest Moon Festival 10:00 am – 5:00 pm Greater Dowagiac Chamber of Commerce 200 Depot Dr, Dowagiac Event Details Get Directions
Oct 10 Paint & Sip by the Mural Artist at Filkins Vineyards 11:30 am Filkins Vineyards Ryno Road, Coloma Event Details Get Directions
Oct 10 Noon Dance Showing 12:00 pm – 1:00 pm Citadel Dance & Music Center 91 Hinkley St, Benton Harbor Event Details Get Directions
Oct 10 Gravity Winery live music on deck 12:00 pm – 3:00 pm Gravity Winery 10220 Lauer Rd., Baroda Event Details Get Directions
Oct 10 5th Annual Hop Harvest Festival 12:00 pm – 4:00 pm River Saint Joe 15475 Walton Road,, Buchanan Event Details Get Directions
Oct 10 9th Annual Barrel-Aged Brewfest 12:00 pm – 5:00 pm Journeyman Distillery 109 Generations Drive, Three Oaks Event Details Get Directions
Oct 10 L’BRI Pop UP 1:00 pm – 3:00 pm Contessa Wine Cellars 3235 Friday Road, Coloma Event Details Get Directions
Oct 10 SISTER LAKES BREWING – FAMILY FALL FEST 1:00 pm – 5:00 pm Sister Lakes Brewing Company 92500 CR 690, Dowagiac Event Details Get Directions
Oct 10 Open House at Hightower Art House 1:00 pm – 7:00 pm Hightower Art House 155 W. Main St., Benton Harbor Event Details Get Directions
Oct 10 Lakuna Links Permanent Jewelry at Filkins Vineyards 2:00 pm – 6:00 pm Filkins Vineyards Ryno Road, Coloma Event Details Get Directions
Oct 10 Live Music With My Weekend Crush 3:00 pm – 6:00 pm Filkins Vineyards Ryno Road, Coloma Event Details Get Directions
Oct 10 Live Music at Local Pour 4:00 pm – 5:00 pm Local Pour 12857 Red Arrow Hwy, Sawyer Event Details Get Directions
Oct 10 5th Annual Halloween Boo Bash 5:00 pm – 8:00 pm Shadowland on Silver Beach 333 Broad Street, St. Joseph Event Details Get Directions
Oct 10 Brave New World 7:30 pm Twin City Players 600 West Glenlord Road, St. Joseph Event Details Get Directions
Oct 10 Southern California’s Hotel California “A Salute to the Eagles” 7:30 pm – 9:00 pm The Mendel Center Mainstage at Jenkins Theater 2755 E. Napier Ave, Benton Harbor Event Details Get Directions
Oct 10 Second Hand News: A Tribute to Fleetwood Mac at The Acorn 8:00 pm – 11:00 pm Acorn Theater 107 Generations Drive (off N. Elm St.), Three Oaks Event Details Get Directions
Oct 10 Chicken Wire Empire 8:30 pm – 11:00 pm The Livery 190 5th street, Benton Harbor Event Details Get Directions
Oct 11 2026 Where’s the Witch All Day St. Joe Welcome Center 301 State Street, Saint Joseph Event Details Get Directions
Oct 11 Hallo-Queen Drag Brunch 10:30 am – 12:00 pm Silver Creek Event Center at Four Winds Casino 1111 Wilson, New Buffalo Event Details Get Directions
Oct 11 Drinks & Linked Permanent Jewelry with Wine Knot at Lazy Ballerina Winery 1:00 pm – 4:00 pm Lazy Ballerina Winery 315 State Street, St. Joseph Event Details Get Directions
Oct 11 Tree Hike 2:00 pm – 3:30 pm Sarett Nature Center 2300 N Benton Center Rd, Benton Harbor Event Details Get Directions
Oct 11 Gravity Winery live music on deck 2:00 pm – 5:00 pm Gravity Winery 10220 Lauer Rd., Baroda Event Details Get Directions
Oct 11 Bernstein, Brahms, & Barber 3:00 pm – 4:30 pm Visit Southwest Michigan 321 Main St., St. Joseph Event Details Get Directions
Oct 11 Hallo-Queen Drag Dinner 5:30 pm – 7:00 pm Silver Creek Event Center at Four Winds Casino 1111 Wilson, New Buffalo Event Details Get Directions
Oct 11 Gregg Allman: The Music of My Soul at The Acorn 7:00 pm – 10:00 pm Acorn Theater 107 Generations Drive (off N. Elm St.), Three Oaks Event Details Get Directions
Oct 11 Brave New World 7:30 pm Twin City Players 600 West Glenlord Road, St. Joseph Event Details Get Directions
Oct 12 2026 Where’s the Witch All Day St. Joe Welcome Center 301 State Street, Saint Joseph Event Details Get Directions
Oct 12 Swear Word Coloring 1:00 pm – 4:00 pm Lazy Ballerina Winery 315 State Street, St. Joseph Event Details Get Directions
Oct 12 Book Signing with Wade Rouse 7:00 pm – 8:30 pm Forever Books 312 State St., Saint Joseph Event Details Get Directions
Oct 13 2026 Where’s the Witch All Day St. Joe Welcome Center 301 State Street, Saint Joseph Event Details Get Directions
Oct 13 DIY Fall Candle Making 1:00 pm – 4:00 pm Lazy Ballerina Winery 315 State Street, St. Joseph Event Details Get Directions
Oct 13 Bad Art Night Redux: Ghoulish Self-Portraits 6:00 pm – 7:00 pm St. Joseph/Maud Preston Palenske Memorial Library 500 Market St., St. Joseph Event Details Get Directions
Oct 13 It’s Elementary: Train Your Brain Games! 6:00 pm – 7:00 pm St. Joseph/Maud Preston Palenske Memorial Library 500 Market St., St. Joseph Event Details Get Directions
Oct 14 2026 Where’s the Witch All Day St. Joe Welcome Center 301 State Street, Saint Joseph Event Details Get Directions
Oct 14 Moms Club 10:00 am – 12:00 pm Pathway Church 2950 Lakeview Ave., St. Joseph Event Details Get Directions
Oct 14 Fall Storytime at the Library! 10:30 am – 11:30 am St. Joseph/Maud Preston Palenske Memorial Library 500 Market St., St. Joseph Event Details Get Directions
Oct 14 Wine & Roses Vocal Concert 7:00 pm – 8:30 pm The Mendel Center Mainstage at Jenkins Theater 2755 E. Napier Ave, Benton Harbor Event Details Get Directions
Oct 14 Karaoke at Sandbar & Grille 9:00 pm Sandbar & Grille 2701 Lakeshore Dr, St. Joseph Event Details Get Directions
Oct 15 2026 Where’s the Witch All Day St. Joe Welcome Center 301 State Street, Saint Joseph Event Details Get Directions
Oct 15 FALL, THEATRE & A VIP GETAWAY IN SOUTHWEST MICHIGAN October 15 – October 17 Ghostlight Theatre 101 Hinkley Street, Benton Harbor Event Details Get Directions
Oct 15 Spanish Music & Movement Class 10:00 am – 10:30 am The Little Things Play Cafe 1332 Hilltop Road, Saint Joseph Event Details Get Directions
Oct 15 Walking Winery Tour and Tasting at Filkins Vineyards 1:00 pm – 2:30 pm Filkins Vineyards Ryno Road, Coloma Event Details Get Directions
Oct 15 Paint Your Person: Guided Portrait Painting Workshop 1:00 pm – 4:00 pm Hightower Art House 155 W. Main St., Benton Harbor Event Details Get Directions
Oct 15 “Well Red” Free Book Swap 4:00 pm – 6:00 pm Lazy Ballerina Winery 315 State Street, St. Joseph Event Details Get Directions
Oct 15 Pages & Paws 4:30 pm – 5:30 pm St. Joseph/Maud Preston Palenske Memorial Library 500 Market St., St. Joseph Event Details Get Directions
Oct 15 Jazz Evenings at Plank’s 5:00 pm – 8:00 pm Plank's Tavern on the Water 800 Whitwam Drive, Benton Harbor Event Details Get Directions
Oct 15 What To Know To Survive “THE CHANGE” 6:00 pm – 7:00 pm St. Joseph/Maud Preston Palenske Memorial Library 500 Market St., St. Joseph Event Details Get Directions
Oct 15 Halloween Henna & Blind Date with a Book 6:00 pm – 8:00 pm Evermore Juice Bar 319 State St., St. Joseph Event Details Get Directions
Oct 15 Bookish Bingo 6:00 pm – 8:00 pm Lazy Ballerina Winery 315 State Street, St. Joseph Event Details Get Directions
Oct 15 One Party Consent 7:30 pm – 9:00 pm Ghostlight Theatre 101 Hinkley Street, Benton Harbor Event Details Get Directions
Oct 15 North Mississippi Allstars 8:00 pm – 11:00 pm Acorn Theater 107 Generations Drive (off N. Elm St.), Three Oaks Event Details Get Directions
Oct 16 2026 Where’s the Witch All Day St. Joe Welcome Center 301 State Street, Saint Joseph Event Details Get Directions
Oct 16 Bond By The Beach: A Bond Vehicle Showcase All Day Shadowland on Silver Beach 333 Broad Street, St. Joseph Event Details Get Directions
Oct 16 Harvest Festival 9:30 am – 5:30 pm Jollay Orchards 1850 Friday Road, Coloma Event Details Get Directions
Oct 16 Story & Craft Time at Art Matters Kids Studio! 10:30 am – 11:30 am Art Matters Kids Studio 2935 DIvision Street, St. Joseph Event Details Get Directions
Oct 16 Walking Winery Tour and Tasting at Filkins Vineyards 1:00 pm – 2:30 pm Filkins Vineyards Ryno Road, Coloma Event Details Get Directions
Oct 16 Drinks & Linked Permanent Jewelry with Wine Knot at Lazy Ballerina Winery 3:00 pm – 5:30 pm Lazy Ballerina Winery 315 State Street, St. Joseph Event Details Get Directions
Oct 16 Sip Like A Spy: Cocktail Crawl 3:00 pm – 10:00 pm Shadowland on Silver Beach 333 Broad Street, St. Joseph Event Details Get Directions
Oct 16 “Well Red” Free Book Swap 4:00 pm – 6:00 pm Lazy Ballerina Winery 315 State Street, St. Joseph Event Details Get Directions
Oct 16 Benton Harbor in the 1920s Historical Walking Tour 6:00 pm – 7:30 pm Morton House Museum 501 Territorial Road, Benton Harbor Event Details Get Directions
Oct 16 Fall ArtJam at The Box Factory 6:00 pm – 8:00 pm Box Factory for the Arts 1101 Broad Street, St. Joseph Event Details Get Directions
Oct 16 Paint Your Pet: Guided Pet Portrait Painting Workshop 6:00 pm – 9:00 pm Hightower Art House 155 W. Main St., Benton Harbor Event Details Get Directions
Oct 16 VIP Martini Hour 6:00 pm – 9:00 pm Shadowland on Silver Beach 333 Broad Street, St. Joseph Event Details Get Directions
Oct 16 Karaoke at Local Pour 6:30 pm – 8:30 pm Local Pour 12857 Red Arrow Hwy, Sawyer Event Details Get Directions
Oct 16 Brave New World 7:30 pm Twin City Players 600 West Glenlord Road, St. Joseph Event Details Get Directions
Oct 16 One Party Consent 7:30 pm – 9:00 pm Ghostlight Theatre 101 Hinkley Street, Benton Harbor Event Details Get Directions
Oct 16 Movie in the Park: Goldfinger (1964) 7:30 pm – 9:30 pm Fit 4 Fall 5K 200 Broad Street, St. Joseph Event Details Get Directions
Oct 16 Duke Tumatoe & The Power Trio 8:00 pm – 11:00 pm Acorn Theater 107 Generations Drive (off N. Elm St.), Three Oaks Event Details Get Directions
Oct 16 Pajamas 8:30 pm – 11:00 pm The Livery 190 5th street, Benton Harbor Event Details Get Directions
Oct 16 Kenny Wayne Shepherd 9:00 pm – 10:00 pm Silver Creek Event Center at Four Winds Casino 1111 Wilson, New Buffalo Event Details Get Directions
Oct 17 2026 Where’s the Witch All Day St. Joe Welcome Center 301 State Street, Saint Joseph Event Details Get Directions
Oct 17 Fall Flight 8:00 am – 11:00 am Sarett Nature Center 2300 N Benton Center Rd, Benton Harbor Event Details Get Directions
Oct 17 World’s Best Putter + Match Play Tournament Double Header at Welter’s Folly 10:30 am – 3:00 pm Journeyman Distillery 109 Generations Drive, Three Oaks Event Details Get Directions
Oct 17 Drinks & Linked Permanent Jewelry with Wine Knot at Lazy Ballerina Winery 11:00 am – 2:00 pm Lazy Ballerina Winery 315 State Street, St. Joseph Event Details Get Directions
Oct 17 2026 Spooky Lighthouse Tours 11:00 am – 4:00 pm Tiscornia Beach 80 Ridgeway, St. Joseph Event Details Get Directions
Oct 17 2026 Spooktacular Market 11:00 am – 4:00 pm St. Joe Welcome Center 301 State Street, Saint Joseph Event Details Get Directions
Oct 17 2026 Downtown Spooktacular 11:00 am – 4:00 pm St. Joe Welcome Center 301 State Street, Saint Joseph Event Details Get Directions
Oct 17 Apple Fest at Round Barn Winery & Estate 11:00 am – 6:00 pm Round Barn Winery & Estate 10983 Hills Rd, Baroda Event Details Get Directions
Oct 17 Paint a Fall Decorative Sign with The Mural Artist at Filkins Vineyards 11:30 am – 1:30 pm Filkins Vineyards Ryno Road, Coloma Event Details Get Directions
Oct 17 2026 Spooktacular Costume Parade 12:00 pm – 12:30 pm Downtown St. Joseph Michigan 301 State Street, Saint Joseph Event Details Get Directions
Oct 17 Gravity Winery live music on deck 12:00 pm – 3:00 pm Gravity Winery 10220 Lauer Rd., Baroda Event Details Get Directions
Oct 17 Paint Your Person: Guided Portrait Painting Workshop 1:00 pm – 4:00 pm Hightower Art House 155 W. Main St., Benton Harbor Event Details Get Directions
Oct 17 6th Annual Halloween Makers Market 1:00 pm – 7:00 pm Peat's Cider Social 6201 Red Arrow Highway, Stevensville Event Details Get Directions
Oct 17 SISTER LAKES BREWING – BRICKS & BREWS 2:00 pm – 5:00 pm Sister Lakes Brewing Company 92500 CR 690, Dowagiac Event Details Get Directions
Oct 17 Art Matters Kids Studio Grand Opening and Ribbon Cutting 2:00 pm – 6:00 pm Art Matters Kids Studio 2935 DIvision Street, St. Joseph Event Details Get Directions
Oct 17 Live Music With Nashville Electric Company 3:00 pm – 6:00 pm Filkins Vineyards Ryno Road, Coloma Event Details Get Directions
Oct 17 Live Music at Local Pour 4:00 pm – 5:00 pm Local Pour 12857 Red Arrow Hwy, Sawyer Event Details Get Directions
Oct 17 Pages & Paws 4:30 pm – 5:30 pm St. Joseph/Maud Preston Palenske Memorial Library 500 Market St., St. Joseph Event Details Get Directions
Oct 17 Bond By The Beach: Black Tie Gala 5:00 pm – 11:00 pm Shadowland on Silver Beach 333 Broad Street, St. Joseph Event Details Get Directions
Oct 17 Brave New World 7:30 pm Twin City Players 600 West Glenlord Road, St. Joseph Event Details Get Directions
Oct 17 One Party Consent 7:30 pm – 9:00 pm Ghostlight Theatre 101 Hinkley Street, Benton Harbor Event Details Get Directions
