Plan a romantic getaway Kimpton Gray. Valentine’s Day falls on a Friday in 2025, which is the perfect excuse for a long weekend getaway. Hotels all around Chicago are offering Valentine’s Day packages, featuring complimentary champagne, chocolates, and more — the perfect way to surprise your sweetheart. Love Luvv Bubbles & Brunch at Sophy Valentine’s Day Package: Upgrade to a Spectacular guest room and enjoy two complimentary glasses of champagne, a $100 certificate to the hotel’s restaurant, CURRENT, 20% off Bliss products and services, complimentary valet parking, and a late checkout at 2pm. Stay at the Publishing House-a Unique Boutique Hotel to Experince. It wouldn’t be Valentine’s Day in Chicago without a staycation! The Publishing House is located inside a 110-year-old historic building with 11 en-suite rooms that are the perfect escape into a romantic staycation. Situated inside an over-110-year-old historic building, the Publishing House is one of the most unique boutique hotels in Chicago. Choose from 11 different rooms, which vary in size from cozy to City Cruises, operator of Chicago’s year-round premier water experiences, is inviting Chicagoans to celebrate Valentine’s season by offering a selection of specialty brunch and dinner cruise packages aboard the Chicago River and Lake Michigan. With cruises available on Friday, February 14, and Saturday, February 15, guests can cruise the Spend a fun-filled Valentine’s weekend catching a film at Music Box Theater—a historic single-screen movie theater in Chicago’s Southport Corridor area known for showing cult classics, foreign and independent films. Following the flick, stop by one of the city’s most famous jazz clubs, Green Mill Cocktail Lounge. Make this Valentine’s Day unforgettable with a one-of-a-kind romantic getaway, courtesy of the new Hampton Inn & Suites Chicago Medical District UIC. The exclusive Epic Inclusive Package offers a Chicago experience like no other, available only on February 14th—the day of Justin Timberlake’s concert. The Gwen Hotel – Love in the Windy City. Has the ‘Love in The Windy City” package available until Feb 23rd, 2022. It includes Prosecco at Check-in, $50 Daily Dining Credit, and 4PM Late Check-Out. A Valentine’s Day Retreat at Hotel Chicago Our grand Marina City hotel in River North provides swoon-worthy accommodations via more than 300 guest rooms and suites. From our handsomely arrayed Superior and Studio King rooms to our lavish, 1,720-square-foot Penthouse Suite—serving up spectacular views of the Windy City skyline and the Take your Valentine’s Day to new heights at The Godfrey Hotel. The hotel is partnering up with Chicago Helicopter Experience, offering a champagne toast for two, and following after, a helicopter tour, starting at $349 per night. For those who prefer a Valentine’s Day getaway closer to home, the suburbs offer escapes filled with charming adventures—specifically, Roselle. Where to stay: Experience a luxurious stay at Lynfred Winery B&B in Roselle, where you can choose from four beautiful guest suites that set the mood for a cozy Valentine’s Day. Where to dine: Dining: Savor a four-course Valentine’s menu at Terrace 16, where breathtaking skyline views accompany dishes crafted with love. For a more intimate vibe, unwind at Rebar with expertly mixed cocktails. Spa Escapes: The Spa at Trump offers Valentine’s Day spa packages designed to rejuvenate mind and body, providing the perfect retreat for With Valentine’s Day just one week away, if you’re looking to get away we’re walking through a few last minute ideas that are within driving distance from Chicago. Travel expert, Celebrate Valentine’s Day with a romantic getaway at Casa Chi by Chef Richard Sandoval, where couples can enjoy a 3-course prix fixe menu for $130, complete with cocktail specials and live music by Siul Reynoso from 6 to 9 PM on Valentine’s weekend (Friday and Saturday). There will be a number of Valentine’s Day specials available. Nafsi: The new upscale restaurant, located inside the historic South Shore Cultural Center, is offering both Galentine’s Day and Valentine’s Day specials. Next: This Michelin-starred spot is known for its always-rotating menu. This February, it will pay homage to its sister Sure, we love flowers and heart-shaped boxes as much as you do, but they can’t compare with these hot travel deals for your hot-and-heavy Valentine's Day getaway. Baby, it’s cold outside, and we’re fantasizing about going on “love leave” this February to the coziest, quietest corners of the world. See All Savings Exclusive getaways, member offers Valentine's Day Treat for Two! London Hotels Chicago Hotels San Francisco Hotels Valentine's Day is coming up and if you don't want to be in the dog house this year, you should really start planning. Fortunately, some of the best Chicago restaurants still have open tables for Four Seasons Hotel Minneapolis is offering a cozy couples getaway for February. Four Seasons. Valentine’s Day is Friday, February 14. And lucky you, it’s a holiday weekend! A three-course Valentine’s Day dinner served from 5-9 p.m. includes salmon ceviche, surf & turf and a gift box full of sweets for $149 per couple. 702 W. Fulton Market, 312-850-5005
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