Love, friendship, and even a pinch of anti-Cupid are swirling through the air this Valentine’s season in St. Charles, MO. Get ready for special romantic dinners, memorable Galentine’s get-togethers, engaging family events, and more. Whether you’re a couple deep in love, a tight-knit group of friends, or a joyous family, there’s something for everyone to ensure that your Valentine’s (or Galentine’s) Day in St. Charles is nothing short of sweet.


Once Upon A Valentine


1. Once Upon a Valentine™ on Historic Main Street

Experience the enchantment of Once Upon a Valentine™: Stories for the Loved & Loveless on February 10th and 11th from noon to 3 PM. A full lineup of characters and activities celebrate a unique blend of traditional and unconventional Valentine’s Day elements. Mingle with and collect postcards from characters like Cupid, Romeo & Juliet, the Queen of Hearts, and more. The grand finale of the event is a spectacular vow renewal ceremony set against the backdrop of Historic Main Street St. Charles. Join the festivities at the inaugural Once Upon a Valentine™ where love and heartbreak take center stage in the most exhilarating way this Valentine’s season.


2. Enjoy a Valentine’s Inspired Pop-Up Event at Magpies

Located on the 900 block of South Main Street, Magpies is the place to be with your gals or your honey this February. Valentine’s dinner and cocktail specials are available at Magpie’s on February 9th, 10th, 14th, 16th, and 17th including delicious dishes like beef medallions and lemon artichoke chicken and tantalizing treats like chocolate martinis and Cupid’s bellinis. Savor a special meal with your person at Magpies this February.


The Soda Museum


3. Valentine's Celebration with The Soda Museum, Main Street Arcade, Candle Fusion, and Tony's on Main

Multiple businesses on Historic Main Street are coming together to host an unforgettable Valentine's Day celebration that you don't want to miss! This event is located at The Soda Museum and Main Street Arcade where you and your loved one can walk around and admire soda memorabilia and play arcade games together. The Candle Fusion Studio will be on-site for you two to make your own signature scent to bring a piece of this celebration home with you. Dinner and dessert is catered by another popular Main Street business: Tony's on Main Street. Enjoy a Valentine's celebration with many businesses of Main Street all in one place! This event is on February 10th from 3 PM to 7 PM (with live music by Riley Holtz) and on February 14th from 5 PM to 8 PM (with live music by Clayton Jones). Advanced registration is recommended, call 636-795-8066 to make your reservations.


4. Participate in a Valentine's Day Mystery Dinner Event at Chicken N Pickle

Break out your finest evening attire and your magnifying glass and go to Chicken N Pickle to solve the mystery. Guests discover that the Stomach of the Ocean Diamond was stolen and couples must become detectives to find and restore the diamond. This is an unforgettable date night full of thrill and suspense. Will you be able to solve the mystery? This event takes place on February 14th from 6 PM to 9 PM. Reserve your spot to save the day here.


Bella Vino Cocktail


5. Galentine’s Brunch at Bella Vino Wine Bar & Tapas

Grab your besties and head to Bella Vino Wine Bar & Tapas on the 300 block of South Main Street on February 11th for a Galentine’s brunch. Sip on specialty cocktails that redefine indulgence - from cotton candy champagne to fresh berry mimosas and strawberry white chocolate martinis - while enjoying a meal from their breakfast and limited traditional menu. This dreamy ambiance sets the stage for a celebration of friendship. Call Bella Vino Wine Bar & Tapas at 636-724-3434 to make your reservation for a brunch full of good friends and tasty treats.


6. Valentine’s Events at the Foundry Art Centre

Shop at Heart Mart at the Foundry Art Center on February 2nd. The grand hall will be filled with makers and live music from Polly & the Pocket during this First Friday event. But that’s not all - seize the moment and get a flash tattoo on-site from Frenchtown Tattoo Company. The Foundry Art Centre also has a Valentine’s themed art class on February 10th from 11 AM to noon for the little artists in your life. Enroll your young Picasso in the “I’m Stuck on You!” class where they can unleash their creativity and paint an adorable Valentine’s Day cactus masterpiece. Registration is required.


The Wine Café


7. A Romantic Dinner at The Wine Café

The Wine Café on the 700 block of South Main Street is hosting a romantic dinner for two on February 14th. This Valentine’s Day dinner includes a 3-course meal complete with a bottle of fine wine, live music from Sofia Call, and a sweet touch of chocolate-covered strawberries. Make a reservation for one of their two time slots (5 PM to 7 PM and 7:30 PM to 9:30 PM) to ensure that you and your special someone have a memorable romantic evening.


8. Galentine’s at the Cat Zen Café & Lounge

Best friends “fur-ever” can’t pass up the chance to celebrate Galentine’s at the Cat Zen Café & Lounge. Located on the 300 block of North Main Street, the café is throwing a Galentine’s celebration with wine, all-you-can-eat chocolate, and of course, cats! There’s nothing sweeter than spending time with friends while surrounded by the charm of furry feline companions. Check out the fun on February 10th from 6 PM to 7:30 PM. Purchase tickets  for an evening of friendship, felines, and fabulous fun.


Chandler Hill Vineyards


9. Romantic Valentine’s Day Dinners in Historic Missouri Wine Country

Find romantic fine dining experiences this Valentine’s Day in the rolling hills of Historic Missouri Wine Country. Elevate your dining experience with a lavish Valentine’s Farmhouse Dinner at Defiance Ridge Vineyards, expertly curated by their executive chef. Indulge in a 5-course tasting menu with the option to add a tantalizing wine flight. This dinner is on February 14th from 6 PM to 9 PM, secure your spot for this romantic evening and make your reservation here.


Chandler Hill Vineyards has a Galentine’s Day Experience on February 11th at 11 AM featuring a Sunday brunch buffet, a complimentary mimosa, a rom-com viewing, and vendors to make it a perfect girls’ day out. The event is sold out, but keep an eye out for it next year. You won’t want to miss it!


Valentine's Cookies at SugarBot Sweet Shop


The opportunities are endless for celebrating Valentine’s Day in St. Charles. Don’t forget to explore the shops on Historic Main Street while you’re here. You might just find the perfect gift (or sweet treat) for your Valentine while in town! But why stop there? Elevate your celebration by planning a romantic getaway to St. Charles with your special someone. With scenic views at Frontier Park and in Historic Missouri Wine Country, restaurants with delectable options, and festivals all year round, St. Charles is the place to make new memories with loved ones. Book a stay at a local guest house or bed & breakfast to make St. Charles you and your sweetheart’s new home-away-from-home.


Header photo credit to Sophie Axie Mae Photography