Most Romantic Overnight Packages at Milwaukee Hotels

Visit Milwaukee

Mid-February in Milwaukee (cue Valentine's Day!) might be chilly outdoors, but several hotels can help you and your sweetie turn up the heat indoors with several special packages. Whether your style as a couple is more “Downton Abbey” (think Victorian, romantic and historic) or has an edgy, artsy flair, there is a hotel just for you.

This darling little nine room inn is attached to a café and located a block from Lake Michigan in Cudahy, a 20-minute drive south of downtown Milwaukee. Each room is named for a different wine region and has a fireplace and a soaking tub with jets. With the “Romance Escape Package,” couples receive rose petals artfully arranged on the bed, a $30 gift card for the local Mistral restaurant, sparkling wine, and Sheridan’s signature lavender and coconut cookies delivered to the room. The package can be booked with just one night’s stay.

If you’re there on a Saturday night, don’t miss the decadent Sunday brunch with $5 Mimosas and Bloody Marys.

Considered the Grand Dame of all Milwaukee hotels, this is the place where many famous musicians and U.S. presidents have stayed. Dating back to 1893, the hotel includes a top-floor bar and live-music spot called Blu, afternoon tea in the lobby, a glam meal of steaks and cocktails at Mason Street Grill, WELL Spa + Salon for massages and other treatments, and one of the world’s largest collections of Victorian art. Included in the “Romantic Retreat” package is a $50 gift card to use on food and drink at Café Pfister or the Lobby Lounge, overnight parking, and champagne and chocolate-covered strawberries in your room.

A few years ago, the hotel launched an Artist-in-Residence program; as a result, the artist’s studio and gallery on the first floor is on display for all to see.

Experiencing this Art Deco hotel—on Milwaukee Street, which is lined with trendy bars and restaurants—is akin to stepping back nearly a century. The hotel is a member of the Historic Hotels of America and dates back to the 1930s. Parked out front is a vintage black car that helps shuttle guests around town so you don’t have to brave the cold. You can sip martinis and share dishes like grilled tiger shrimp skewered with Hawaiian pineapple or twin petit filets sautéed in Kahlua cream in Metro Restaurant & Lounge on the hotel’s street level.

With the Valentine’s Day package, guests are treated to handcrafted chocolates, a bottle of champagne and free overnight valet parking. Some rooms have whirlpool suites.

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