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Staycation Destinations

A "staycation" mean less time spent traveling and more time to do what you actually want. Whether that means a relaxing stay or time spent on excursions with friends and family, be sure to experience The Magnificent Mile the way you’ve always wanted. Here are the top five recommnedations for your itinerary. Try something new and different in your hometown!

  • Absolutely Chicago Segway Tours

    238 E. Monroe Street

    So you think you know your way around Downtown Chicago? Kickoff your staycation by driving deeper into Chicago’s top attractions with Absolutely Chicago Segway Tours. Explore an insider's recommendation on the the Fireworks Tour, highlighting a secret spot to view the city’s show. Ride on the sinister side with the Chicago Gangster Tour to visit speakeasies and old crime scenes. Segway tours are a fun way to glide through the city with a certified tour guide for an effortless and exciting view.

  • The Peninsula Spa

    108 E. Superior Street

    Continue your holiday at The Peninsula Spa. The 19th and 20th floors of the hotel are dedicated to your revitalization and will have you feeling on top of the world in more ways than one. The Spa has an extensive menu of Asian-inspired treatments which includes a range of modern and timeless treatments. Try the Khushali Himalayan Crystal Salt Scrub for a strong exfoliation therapy with rare essential oils. Spa Journeys are tailored for the Mother-to-Be, Bride-to-Be and the couple seeking Time Together. Indulge your sense and take time to relax and rejuvenate.

  • Tails in the City

    1 E. Delaware Place

    Don’t feel guilty about leaving your pup at home: pamper your pooch at Tails in the City! A favorite of locals and celebrities, the luxury pet boutique is known for signature gourmet treats and designer dog toys. Keep your dog in the latest trendy fashion with crystal collars, travel bags and more.

  • Newberry Library

    60 W. Walton Street

    The Newberry is a local treasure, Chicago’s independent research library since 1887. The Newberry is home to collections of rare books, maps and manuscripts, and is open to the public without charge. The rotating exhibitions cover many evocative themes with no reservations required. The staff provides excellent service and has a quirky bookstore filled with novelties such as cards, books and buttons that feature unique collection items. For some family fun time, the research library offers free tours and a free genealogy orientation to help you discover your ancestry. 

  • Pinstripes

    435 E. Illinois Street

    Top off your staycation at Pinstripes with a unique combination of dining and entertainment. This venue includes a bistro with exceptional cuisine and wine, bocce and bowling. You can also join them for weekly events like their Pintastic Brunch, Family Day or Happy Hour. Pinstripes features a year-round outdoor patio and fire pit with a striking view of the Chicago River and is a great place to go with friends and family to enjoy time spent in a comfortable and sophisticated atmosphere.



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