We’re all familiar with the traditional Valentine’s Day drill: buying gifts, chocolate, cards, and flowers for your significant other, and making special date plans. But if the same old thing is wearing a little thin, there are plenty of fresh ways to have a good time on February 14th —  regardless of your relationship status. If you live in the Houston, Texas metro area, the options are virtually endless. Valentine’s Day falls on a Wednesday in 2024, so you can explore festive events both before and during the holiday:  

• Fun run. Burn off those Valentine’s Day sweets at the Valentine’s Cupid Run on Saturday, February 10, at 7:30 a.m. at Eleanor Tinsley Park​​. Sign up for a 5k, 10k, or half marathon race.

• Baking class. Skip the hard work and learn all about sugar cookie decorating at the Valentines Sugar Cookie Decorating Class on Saturday, February 10, at 10:00 a.m. at Thistle Draftshop​​. 

• Valentine’s party. The eighth annual “All You Need Is Love” Valentine’s Gala & Poetry show will be held on Saturday, February 10, at 7:00 p.m. at Myster’s Red Room​​.

• Dinner and a show. Enjoy live music, spoken word poetry, stand up comedy, and a three-course meal at the Romantic Love Comedy Dinner and Show on Wednesday, February 14 at 6:00 p.m. at the Southside Sporting Club​​

• Brunch. Get your Sunday Funday on at the Cupid & Cocktails Brunch at 10 a.m. on Sunday, February 11, at Myster’s Red Room​​.

• Speed dating. If you’re ready to get out there, don’t waste time: head to the Be My Valentine Bash by Houston Speed Dating on Wednesday, February 14, at 7:00 p.m. at the Cambria Hotel. 

• Shake Russell concert. Enjoy a love song concert by folk rock artist, songwriter, and award-winning Texas music legend Shake Russell at Main Street Crossing on February 14 at 8:00 p.m. Click here to purchase tickets.

Make a Date at Main Street Crossing on Valentine’s Day — and Beyond

Main Street Crossing in Tomball, Texas is one of the best small music venues in the Houston metro area. This unique nonprofit in a historical venue hosts country, Americana, folk, blues, and other types of music artists in an intimate setting: the furthest seat is only 45 feet from the stage. MSC also offers food, beverages, table service, and community seating, making it easier to interact with fellow concertgoers and even performing artists. Parking is convenient and stress-free.