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Plan a romantic date night in the Loop


Posted  3 months ago  in  Trending, Eat & Drink, Arts and Culture

2 MIN READ – Love is always in the air downtown in the Loop, whether it’s Valentine’s Day or any other time of year. If you’re looking to plan a romantic date, there’s no better place. Whether you want to keep things casual or treat your partner to a special night they won’t forget, we’ve got just the romantic date idea for you.


Imagine this: luxurious accommodations, dinner under the stars, breathtaking views of Chicago, and just the two of you. Discover romance at the Renaissance Chicago Downtown Hotel. From the moment you step into the uniquely modern lobby, you’ll be provided with all you need for a memorable stay. Elevate your date night at Chicago’s sexiest rooftop bar, Raised. Get cozy in a private winter greenhouse (or brave the elements at a completely open-air table) and enjoy exceptional cocktails and shareable plates, all while surrounded by the stunning downtown cityscape. Learn more and make reservations online. When you’re ready to retreat to your room for the evening, simply take the elevator up. All of their guest rooms and suites boast modern amenities, including flat-screen TVs, high-speed Wi-Fi, plush bedding, and more. Learn more.

Or book now at the Godfrey Hotel Chicago for February 12-15 and add on a PHS Dessert Bar Celebration Box, featuring assorted cake jars, French chocolate macaroons, chocolate chip cookies, bottle of Prosecco, and stemless champagne flutes. Plus, if you show your Godfrey Hotel room key one block away at Fogo de Chao, you'll receive a complimentary dessert.

Another option is to take advantage of a romantic deal from the Kimpton Gray. Their "Bloom Just for You" deal (February 11-15) will wow your valentine with an over-the-top floral experience that includes: a suite filled with flowers from Flower Firm, a floral drawn bath, and two concierge cocktails. Act now—you must book five days in advance for this package! Or check out their "You're So Cute, I Could Bottle You Up!" package features a cocktail tasting with their Director of Concierge Services and six personally-designed labeled and made-from-scratch bottled cocktails to-go. Or if you want to keep it to a simple dinner and overnight stay, you're in luck because Boleo is back! Your favorite rooftop lounge is open starting February 12. You can book this package to secure your reservation and get two cocktails on the house. This is available Thursday-Saturday nights and Valentine's Day Sunday.

Check out other hotels in the Loop for more staycation options here.



There are many restaurants in the Loop open for limited indoor and outdoor dining with heated patios to keep you nice and cozy. Check out your options here. And if you’re staying home, consider ordering carry-out or delivery from a Loop restaurant. Find your options here. Whether you're planning a night out or in, consider Ocean Prime to make your valentine feel the love. Make a reservation online here, or consider their Valentine's Day Dinner for Two in a Box. Each package includes chef-prepared ingredients and step-by-step instructions to cook and finish a complete Surf & Turf dinner for two in your own home. Complete your evening with chocolate fondue and strawberries and an Ocean Prime signature candle for a romantic touch. The Valentine's Day Dinner for Two in a Box is available for carryout only. Orders must be placed 72 hours in advance. Learn more, and order your box here.

Ocean Prime 02

Get sweet at home

Support a local, woman-owned small Loop business from the comfort of your home by purchasing Sugar Bliss’ Romantic Date Night Package – romantic sweets for two for just $40. The package includes a red velvet and milk chocolate cupcake, a box of six French macarons (chocolate strawberry, dark chocolate, salted caramel, lemon, raspberry, and milk chocolate), a double chocolate brownie and OMG Cookie (potato chips, pretzels, Cap’n Crunch, chocolate chips, and oats), and hot chocolate bombs (white chocolate and chocolate). This package is sweet enough for the sweetest valentine. Call 312-845-9669 to order this special offer. If you’re interested in options specific to Valentine’s Day, check out Sugar Bliss’ Valentine’s Day offerings here. There’s surely something to tickle everyone’s fancy.

Sugar Bliss romantic pkg

‘Wow, you’re so cultured!’

Impress your date by showing them your artistic side. Bundle up and take them on a walking tour of the Loop’s public art. Check out a museum or other Loop attraction (be sure to make a reservation in advance if required!). Or if you’re staying home, stream a movie from the Gene Siskel Film Center, or watch a virtual theatre performance. While theatre venues are closed due to the COVID-19 pandemic, Chicago theatre companies are working tirelessly to stay connected to their audiences, and several are presenting their work virtually. Visit HotTix.org for a wide selection of virtual shows and classes, both paid and free (and even catch a few half-price performances!).

credit Dael Orlandersmith Playwright and Performer in Until the Flood