Valentine's Events in Springfield: Where the City Is Actually Going Out This Year

If you’re trying to figure out what to do for Valentine’s Day in Springfield, the good news is people are very much outside this year — and not just for one kind of night. With around 450 people already circling or committing to plans, the energy is less "one big fancy dinner" and more a choose-your-own-adventure of Valentine’s events in Springfield. You’ve got classic romance covered with things like Candlelight: Valentine’s Day Special | Springfield and Rooted in Love — the kind of intimate, atmospheric evenings that work well for couples who’ve done a few February 14ths together and want something that feels intentional without being overproduced. On the other end of the spectrum, EOB Presents: Anti-Valentine's and the Annual Anti-Valentine’s Extravaganza are clearly soaking up everyone who’s allergic to heart-shaped anything but still wants a fun, high-energy night out with friends or a low-pressure date. Bayanihan’s Valentine’s Party and Silly Love Songs – An evening with The Tinkers sit in that middle lane: social, a bit chaotic in the best way, ideal if you’re in the early stages of seeing someone and don’t want the mood to feel too serious. The venues tell you a lot, too — Nyxie’s Whimsies™ for the crafty, offbeat crowd, Nathan Bill's Bar & Restaurant for the "let’s just grab drinks and see where it goes" people, and the Sheraton Springfield Monarch Place Hotel for couples leaning into a more polished, dressed-up night. If you’re looking for romantic things to do in Springfield, follow the candlelight concerts and themed hotel nights; if you’re more in an Anti-Valentine’s mood, follow the parties and bar events. The real move this year is to pick a vibe — cozy, playful, or unapologetically un-romantic — and let Springfield’s mix of parties, concerts, and gatherings do the heavy lifting for you.