Valentine’s Day is Wednesday, February 14, and it’s time to get rolling on all your romantic plans. Hyde Park area businesses are offering hotel packages, special dining menus, shopping events, and more. If you learn of any other local options, please message us to add to this list. Happy Valentine’s Day!
1500 E. 55th Street
Ascione Bistro is celebrating Valentine’s Day from Friday, February 19 through Wednesday, February 14 – offering a prix fixe dinner for two priced at $139. Couples may choose one appetizer (arancini, meatballs, or fried calamari), one entree per person (filet mignon Oscar Style, squid ink linguine with lobster and scallops in a spicy Cognac sauce, lobster ravioli, or chicken parmigiana with pasta marinara) and one dessert for the table (tiramisu, limoncello mascarpone cake, or cioccolato cake). Your favorites from the regular menu are available as well. The restaurant is taking reservations and pickup pre-orders at 773-363-8161.
1201 E. 60th Streeet
Join us in the dining room and prepare to enjoy a romantic, four-course experience with your special someone for $75 per person. Guests will receive a complimentary glass of rosé bubbles, in addition to a house-made selection of mignardises to take home at the end of the evening. Menu selections include items like Hamachi Crudo, Scallops, Valbreso Tagine, and more! This special menu will be available during lunch or dinner service, beginning on Wednesday, February 14 through Friday, February 16. Click HERE to reserve.
1518 E. Harper Court
“Bob’s has a FREE Valentine’s Day sweet treat just for you! All dine-in, carryout & delivery orders on Wednesday, February 14 will receive one FREE special Valentine’s Day-themed oatmeal cream pie with their order.”
1013 1/2 E. 53rd Street
Hyde Park’s Busted Bra Shop carries bras in band sizes from 28-56 in A-P cups as well as lingerie in sizes XXS-10XL. Their expert staff is trained in measuring you for the perfect fit. Gift cards also available.
5500 S. Shore Drive
The restaurant is offering a special menu for two people from February 9-18 with a starter, entree, and dessert for $110 total. Starter options include Six-Piece Hush Puppies or Brussel Sprouts, entree options include 1.5 lb Snowcrab and 1.5 lb Shrimp or two Lobster Tails and 1.5 lb Shrimp, with beignets for dessert. Click HERE for reservations.
1509 E. 53rd Street
Celebrate Valentine’s Day at Chant with all-day drink specials and live music from 5-8 p.m. with Blended Soul. No cover charge, and reservations are not required, but there’s limited capacity so arrive early.
1451 E. 53rd Street
Connect Gallery is partnering with Reformed School to present the “Shop in the Name of Love Market” on Saturday, February 10 and Sunday, February 11 from 11 a.m – 7 p.m.
1645 E. 55th Street
Cornell Florist is encouraging customers to pre-order for Valentine’s Day. Shop their selection online HERE or call to order at 773-324-1651.
5226 S. Harper Avenue
Nothing says “I love you like the gift of chocolate-covered strawberries, truffles, chocolate-dipped Oreos, decorated caramel apples, and more. Use promo code VERYSWEET for 10% off pre-orders placed before February 10. Click HERE to order sweets for your sweetie.
1411 E. 53rd Street
Hyde Park’s SOPHY Hotel is offering several staycation options, including the “SO – In Love” package, with a two-night stay in one of their spacious guest rooms, one bottle of Champagne, one box of Vosges chocholate, one $100 credit to Mesler for brunch, and gift certificate for outdoor skating for two at Midway Plaisance Park with rentals.
5311 S. Lake Park Avenue West
The Promontory is hosting Bernard Crump’s Mecca Monday’s presents “Pre-Valentine’s Day Love Jam” with Dr. Sax James Perkins and BJ on Monday, February 12, from 7-10 p.m. Doors open at 6 p.m. Learn more and get tickets HERE.
1155 E. 57th Street
This century-old restaurant on the University of Chicago campus in Hyde Park will offer a romantic dinner and live violinist duo (sisters Teja and Tierra Syers) this Valentine’s Day. Guests will dine on a specialty Valentine’s Day prix fixe dinner & cocktail menu. Following the meal, a decadent sweets table will be available for all guests. Ticket price per person is $75 Member / $95 Non-Member. Reserve your table today.
1506 E. 53rd Street
The Silver Room has lots of great gift options for your Valentine, as well as some much-needed self-love and wellness items too! Don’t miss the “Lovestruck” photobooth pop-up event on Sunday, February 11 from 12-5 p.m. – $45 for three photos. “@ddesigns_ is back for another Photo Booth pop-up in front of a hand-painted backdrop by @treylegit! Curated for you and the loves of your life, come in your freshest V-Day-inspired look.” Also – Thursday, February 15 from 6-8 p.m. don’t miss the SPECIAL LOVE EDITION of Grown Folks Stories. This month has a theme – LOVE STORIES! The good, the bad, the unbelievable. We want to hear them all! @grownfolksstories happens every 3rd Thursday of the month at @promontorychicago!
5241 S. Harper Avenue
If your honey’s love language is a new pair of sneakers, you’ve got to stop into Sneakerville 88, owned by father and daughter James and Jayme Denman.
5225 S. Harper Court
Love (and sugar) is in the air! Whether you’re celebrating Galentines Day on February 13th with your friends, Valentine’s Day on February 14th with your honey, or just soaking up the rosy atmosphere, Stan’s Donuts & Coffee has the goods to help you enjoy the season.
This month we’re offering several specials, including lovely boxes of a dozen mini donuts, limited edition turtle cake donuts, and specialty heart-shaped donuts topped with decorative, Valentine sprinkles. Stan’s Donuts is offering this special to customers until February 14th. Pre-orders begin on February 7th, but boxes will be offered in-store from the 10th to the 14th. Click HERE to order.
5221 S. Harper Court
Quinton McNair at Strugglebeard Bakery in Harper Court is hosting a “Love & Libations Valentine’s Day Bake & Sip” event on February 10 from 5-8 p.m. Admission includes hands-on baking class, Champagne welcome, games, and complimentary cocktails. Click HERE for tickets. The bakery is also offering the “You Make It Better” Valentine’s Day gift box with red velvet cookies, red velvet macarons, chocolate dipped cookies, chocolate dipped pretzels, and a decorative box and card. Click HERE to order now.
5225 S. Harper Court
Suuri Design, the mother/daughter-owned jewelry boutique located at 5225 S. Harper Court, is featuring candles with customizable labels for you and your sweetie in addition to their great selection of unique jewelry.
1227 E. 60th Street
Truth Be Told is serving a $75 four-course menu with a $30 optional wine pairing from 4-10 p.m. on February 14 and February 16-17. Menu options include oysters Rockefeller, fried calamari, butter lettuce salad, surf and turf, and raspberry and lemon sorbetto with fresh berries. Click HERE for reservations.
1462 E. 53rd Street
Chef/owner Erick Williams’ restaurant is consistently recognized as one of the most romantic dining spots in the city, and this year they are celebrating Valentine’s Day on Tuesday, February 13, and Wednesday, February 14. Make your reservations HERE.