Looking for some fun downtown this Valentine’s Day? Grab your lover, friends, or family and celebrate the season with any one of these plans for the perfect holiday in downtown Springfield!

Blind Date with a Book

Now through Saturday, February 25

Springfield Art Association

Stop by the Springfield Art Association for a Blind Date with a Book until Saturday, February 25. For $12 for members and $15 for non-members, you can pick your book based on clues of the genre and the first line of the first chapter paired with customized milk or dark chocolates from Cocoa Blue.

Boudoir & Valentine’s Mini Photo Sessions

Booking now | Ready by February 14

Kristi Mitchell Photography

Kristi Mitchell is offering white sheet and Valentine’s mini photo sessions with 1 or 2 outfits. Booking into this week so they will be ready for Valentine’s Day! Contact Kristi for pricing and to book your session now.

Beelzebunz Valentine’s Specials

Pre-orders open now | Pickup February 11-14


Pre-orders are open now for Beelzebunz’ Valentine’s specials! Orders for chocolate covered strawberries – beautiful long-stem strawberries dipped in house semi-sweet ganache and a white chocolate drizzle are open – $20 for 6 and $38 for 12. Fan favorite “Coy or Crude” Conversation Heart Cookies are available too – an assortment of sentiments hand iced on heart shaped sugar cookies ranging from romantic to rude. Call (904) 540-9254 or email beelzebunz29@gmail.com to order.

Sugar Cookie Decorating Workshop

Friday, February 3 | 5-7 pm

Wildly Rooted Boutique

Join Golden Hour Bake House at Wildly Rooted Boutique to decorate your own Valentine sugar cookies. 10 pre-baked cookies and buttercream included – all ages welcome. Tickets required.

Parents Night Out: Valentine’s Edition

Friday, February 10 | 5:30-8 pm


Drop off the kids for free play, a craft, and a movie while you go out for the night! Dinner for the kiddos is provided. Spots are limited and registration is required.

Galentine’s Weekend: Vendor Pop-Up Shops

Saturday, February 11 | 12-4 pm; Sunday February 12 | 12-3 pm

Ad Astra Wine Bar & Market

Pop-up shops from Lily + Ivy, Avenue 261, Spartan Valley Olive Oil, and Cocoa & Coffee Picnics will feature self-care items such as lotions, bath bombs, roller balls, accessories, and more on Saturday, February 11. Show yourself some love and support local businesses this Valentine’s season! Then, make your way back on Sunday, February 12 for a pop-up by Velvet & Rosemary celebrating their 1 year anniversary. Ad Astra is offering food and drink specials all weekend!

Valentine’s Day Weekend Dinner Special

Saturday, February 11 | 4-9 pm

Loukinen’s on 4th

Make reservations now for Loukinen’s Valentine’s Day Weekend dinner special. $125 per person includes a fixed menu of an appetizer for two, soup or salad, choice of entree, shareable side dish, and the Chef’s Valentine dessert.

The Dinner Detective Valentine’s Show

Saturday, February 11 | 5-8 pm

Maldaner’s Restaurant & Catering

Solve a hilarious mystery while you feast on a fantastic dinner. Just beware! The culprit is hiding in plain sight somewhere in the room, and you may find yourself as a Prime Suspect before you know it! Tickets required.

Valentine Dinner, From Susan with Love

Saturday, February 11 | 6-9 pm


Join the Dana-Thomas House Foundation for dinner and entertainment at Arlington’s… from Susan, with love. Susan knew how to throw a fabulous party and we know you will enjoy this one too. Tickets include dinner, dessert, music, and entertaining surprises. Wine with dinner and a cash bar will also be available. 

Galentine’s Day Party

Monday, February 13 | 6-9 pm

Pasfield House

Celebrate love with your galentines at the Pasfield House! Food provided by Arlington’s, themed photo props and backdrops with a photographer, and a movie night. Tickets are $25 per person and RSVPs can be sent to Elizabeth Verzo at (708) 738-2972.

What’s your Valentine’s Day tradition in downtown Springfield? Don’t forget to tag us in your Valentine’s Day adventures to be featured on our social media and website!