Shop, Dine & Celebrate Valentine’s Day in the Neighborhood

Valentine’s Day is Tuesday, 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!


Ascione Bistro

1500 E. 55th Street

Ascione Bistro is celebrating Valentine’s Day from Friday, February 10 through Tuesday, February 14 – offering a prix fixe dinner for two priced at $139. Couples may choose one appetizer (arancini, meatballs, or crab cakes), one entree per person (chicken parmigiana, squid ink risotto with scallops, double cut Colorado lamb chops, or Gnocchi alla Gamberi) 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.



Cornell Florist

1645 E. 55th Street

Cornell Florist’s Instagram post mentions “Flowers are moving quickly this year so don’t wait to reserve a bouquet if you haven’t.” Give them a call to place your order at 773-324-1651.



Gilda Designer Thrift Boutique

1553 E. Hyde Park Boulevard

If you’re looking for something special for your one-of-a-kind Valentine, stop by Gilda Designer Thrift Boutique and have owner Gilda Norris help you find the perfect gift at her high-end thrift boutique. We love her ruby-red goblets perfect for sipping Champagne on Valentine’s Day!




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. Click here to order sweets for your sweetie.



Mesler / SOPHY Hotel

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 Veuve Cliquot Champagne, one box of SOPHY signature truffles, one $100 credit to Mesler for brunch, and outdoor skating for two at Midway Plaisance Park with rentals. Chef Alejandro’s Valentine’s specials will be served in Mesler on Friday and Saturday, February 10-11 from 5-10 p.m.; Sunday, February 12 from 4-6 p.m.; and Tuesday, February 14 from 5-10 p.m. Don’t miss live entertainment on Saturday (Syers Sisters Violin Duet) and Sunday (Flowers for the Living). Click here to make reservations.



Nella Pizza e Pasta

1125 E. 55th Street

Nella is offering a special Valentine’s Day couples’ menu for $120. The three-course meal includes your choice of appetizer, entree, and dessert.



The Promontory

5311 S. Lake Park Avenue West

The Promontory is hosting great love and romance-themed shows from Wednesday, February 8 through Tuesday, February 14. Learn more and get tickets here.



The Quadrangle Club

1155 E. 57th Street

This century-old restaurant on the University of Chicago campus in Hyde Park will offer a four-course Valentine’s Day dinner that starts off with a glass of Champagne followed by choices of Maine lobster bisque, Black Angus ribeye steak, slow-roasted duck breast, chocolate pot de crème, and more. Click here for reservations.


The Silver Room

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!



Stan’s Donuts & Coffee

5225 S. Harper Court

Who wouldn’t want a heart-shaped box of Stan’s donuts for Valentine’s Day? Reserve your box of 12 mini dipped donuts (six chocolate and six Devil’s food), by clicking here. Available for pick up February 10-14 at the Hyde Park location in Harper Court.



Suuri Design

5225 S. Harper Court

Suuri Design, the mother/daughter-owned jewelry boutique located at 5225 S. Harper Court, is offering a special promo from February 1st -14th. Customers who spend $75+ will receive a complimentary Suuri Valentine’s candy box with their purchase.



Truth Be Told

1227 E. 60th Street

Celebrate Valentine’s Day at Truth Be Told from Saturday, February 11 through Wednesday, February 14 with an intimate fireside ambiance and special dishes sure to inspire romance. Options include Chorizo & Chickpea Baked Calamari, Pasta Carbonara with Shaved Truffle, 14oz Bone-in Ribeye, and more. Click here to make your reservations online.




1462 E. 53rd Street

Chef/owner Erick Williams’ restaurant is consistently recognized as one of the most romantic dining spots in the city, and limited reservations are still available for Valentine’s Day. Make your reservations here.