Elysian The Valentine’s Day package ($1,900) at this luxurious Gold Coast hotel is a no-brainer—literally. Everything is taken care of. A car and driver will pick you up and bring you to a premier Gold Coast suite in the hotel, where a bouquet of flowers will be waiting for you. You’ll also be treated to a four-course dinner at Ria, after-drinks at Bernard’s, massages at the fabulous spa and then breakfast in bed the next morning. 11 E Walton St (312-646-1300, elysianhotels.com). El: Red to Chicago. Bus: 36, 146, 147, 151.
Four Seasons Champagne is usually the drink of choice on this lovers’ holiday. And it pays to drink bubbly at this posh Gold Coast hotel. Enjoy a bottle of Dom Pérignon ($425) at the hotel’s Seasons Lounge or Seasons Bar, and you’ll get a free stay in one of the executive suites for Monday 14 or a later date. 120 E Delaware Pl (312-280-8800, fourseasons.com/chicagofs). El: Red to Chicago. Bus: 3, X4, 10, 26, 66, 125, 143, 144, 145, 146, 147, 151.
Hotel Allegro Having a tough time deciding what to wear on Valentine’s Day? This Loop hotel offers a comfy solution: Book a room under the “robe-mance” package (starting at $269), and you’ll get two animal-print bathrobes to take home. The deal includes a $25 dining credit. You’ll also find the package, available throughout February, at other Kimpton hotels, such as Hotel Burnham, Hotel Palomar and Hotel Monaco. 171 W Randolph St (312-236-0123, allegrochicago.com). El: Brown, Green, Orange, Pink, Purple (rush hrs) to Washington/Wells. Bus: 22, 36, 156.
Palmer House Hilton This historic hotel in the Loop offers one of the most romantic lobbies in the city, and the V-Day vibes don’t end there. Book the Romance package (starting at $225), and you’ll be treated to in-room sparkling wine or cider upon arrival, free in-room breakfast the next morning and access to the hotel’s health club, pool and whirlpool spa. 17 E Monroe St (312-726-7500, hilton.com/ThePalmerHouse). El: Red to Monroe; Brown, Green, Orange, Pink, Purple (rush hrs) to Madison/Wabash. Bus: 2, 29, 151.
Trump International Hotel & Tower You can’t beat the views at the Donald’s classy hotel, so think of the amenities featured in the Be Mine package (starting at $575) as bonus perks to your fabulous stay. The deal (available Saturday 12 through Tuesday 15) includes one night’s accommodation in a deluxe city king guest room, a bottle of Veuve Clicquot Champagne, matching Champagne flutes to keep, housemade truffles, an aromatic candle, a red rose and in-room breakfast for two. An upgrade to a one-bedroom suite starts at $775. 401 N Wabash Ave (312-588-8030, trumpchicagohotel.com). El: Red to Grand. Bus: 22, 36, 65.