Whether you’re planning a full-on Galentine’s weekend or just a quick girls’ night out, there’s something on the calendar for every friend-group vibe — from shopping and dancing to Taylor Swift thrills and taco-tea fun! Here’s your curated guide to the best events happening around Valentine’s week.
 

Galentine’s Shop Around 

When: Thursday, Feb. 5, 2026; 4:00–7:00 PM
Where: Downtown Valparaiso
Kick things off with a classic Galentine’s tradition — shop ’til you drop with your crew! Enjoy Valentine’s-themed treats, special promotions at local boutiques, and fun photo ops throughout downtown Valpo. This event is perfect for picking up cute gifts (or treating yourselves).

 

Red Revolution: The Taylor Swift Experience

When: Friday, Feb. 6, 2026; 7:00 PM
Where: Memorial Opera House, Valparaiso
Calling all Swifties! This high-energy tribute to Taylor Swift’s greatest hits — complete with era-inspired vibes — brings friends together for music, dancing, and nostalgia. Whether you’re there for “Shake It Off” or “Bejeweled,” it’s a perfect girls’ night out that’s pure Swiftie energy.


Galentine’s After Dark

When: Friday, Feb. 6, 2026; 5:30 PM-7:30 PM
Where: Antiques on Main, Crown Point
A night just for your squad! This special after-dark event happening in Crown Point brings a lively social atmosphere to kick off the Valentine’s week festivities. Expect themed fun, good vibes, and a chance to shop with your closest pals.


Galentine’s Tacos + Teacups

When: Saturday, Feb. 7, 2026 
Where: Beale Pottery, Westville
This whimsical combo that blends tasty tacos with painting a Valentine teacup — a quirky twist on brunch that’s as social as it is delicious. Perfect for foodies and art-lovers alike who want something a little unexpected.
 

Galentine’s DJ Brunch

When: Saturday, Feb. 7, 2026; 11:00 AM-2:00 PM
Where: Off Square Brewing, Crown Point
Brunch + DJ beats = the perfect Saturday. Gather your gals for good music and even better food! This is the vibe for catching up and dancing in your seats.
 

 

Annual Galentine’s Brunch

When: Saturday, Feb. 7, 2026; 10:00 AM-4:00 PM
Where: Leeds Public House, Michigan City
Get ready for brunch, cocktails, shopping, and lots of laughs, with a portion of proceeds benefiting the National Organization for Women: NWI Chapter.
 

Keith Sweat LIVE

When: Saturday, Feb. 7, 2026; 8:00 PM
Where: Horseshoe Casino, Hammond
For a sassy night out with soulful R&B vibes — dress up and enjoy an unforgettable concert experience.
 

Bombers Office Trivia

When: Saturday, Feb. 7, 2026; 6:00 PM to 8:00 PM
Where: Bombers BBQ, Crown Point
Show off your knowledge of The Office with your best friends! Test trivia skills while enjoying great BBQ and drinks — laughter guaranteed. 
 

Stand-Up Comedy Show

When: Saturday, Feb. 7, 2026; 7:30 PM
Where: Hobart Art Theater, Hobart
Grab the gals and join in a night of fun and high-octane laughter with some of Chicagoland’s best comedians.
 

Winter Artisan Market

When: Saturday, Feb. 7, 2026; 10:00 AM to 6:00 PM and Sunday, Feb. 8, 2026; 9:00 AM to 3:00 PM
Where: Journeyman - The American Factory, Valparaiso
Get inspired and support local makers! This expansive artisan market is a slightly more relaxed (but still social!) daytime outing — perfect for a brunch + browsing combo with friends.
 

Swiftie Brunch

When: Sunday, Feb 8, 2026; 10:00 AM to 2:00 PM
Where: Running Vines Winery, Valparaiso
Swifties unite for a brunch that pairs good food with great music! Wear your favorite era, sip a glass of wine, and sing along with your besties — brunch has never been so legendary.
 

Line Dancing with Mizz Coco

When: Every Thursday; 6:30-8:30 PM
Where: 18th Street Brewery, Gary
Not all Galentine’s events are pink — sometimes they’re line-dance themed! Get moving and laughing with friends at this fun brewery night — no experience needed, just good vibes and great company.
 

Galentine’s Day Swiftie Musical Bingo

When: Friday, Feb. 13, 2026; 5:30 to 8:00 PM
Where: Bellaboo's Play & Discovery Center, Lake Station
Mix music knowledge with friendly competition! Swiftie Musical Bingo pairs great hits with bingo cards — think prizes, pride, and playful rivalry with your besties. This is an after-hours event held at -- Kids are welcome, but not required for this all-ages evening!
 

Valentine’s Day Market

When: Friday, Feb. 13, 2026; 5:00 to 9:00 PM and Saturday, Feb. 14, 2026; 10:00 AM to 4:00 PM
Where: Lake County Fairgrounds, Crown Point
Shop local artisans, score handmade gifts, and celebrate the season of love (and friendship) at this festive market. Perfect for some retail therapy or finding that perfect Galentine’s Day present.
 

Weddings & Whiskey

When: Friday, Feb. 13, 2026; 6:00 PM
Where: Journeyman - The American Factory, Valparaiso
For a grown-up gathering with a twist, this event at Journeyman Distillery is all about inspiration, experience, and good spirits. Whether you’re engaged, planning a wedding with a friend, or just enjoying a fun night out, it’s a memorable way to celebrate.

 

Tips to Make the Most of Galentine’s

  • Create a mini itinerary — pick one daytime and one evening event for a full weekend vibe.
  • Dress the part — from Swiftie eras to shades of pink and red, coordinate with your crew!
  • Group photos — most events have fun photo ops — bring a camera or good phone battery.
  • RSVP ahead when required — some brunches or ticketed experiences fill up fast!

Share your Galentine’s Day experience with us by using #AlongtheSouthShore.
 

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