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  • Holiday Hurrah

    Oleanders 800 LaSalle St., OTTAWA, IL, United States

    Holiday Hurrah at Oleanders! It’s officially time to kick off the holiday season at Oleanders! Join us at BOTH locations for our Holiday Hurrah! Think holiday open house meets our first Christmas collection of the season! Be the first to shop our holiday arrivals, get a sneak peek at all the festive things coming to […]

  • Holiday Minis

    Jeremiah Joe Coffee-Downtown Ottawa 807 La Salle St, Ottawa, IL, United States

    SANTA SESSIONS: Time slots are from 10 A-11:40 A - $200 REGULAR MINIS begin at 12 p - $180 Each session is 15 minutes long and come with a complimentary 16oz drink and thumbprint from Jeremiah Joe!

  • Midnight Shopping

    Fresh Prints 112 W. Main Street, Ottawa, IL, United States

    Stay up late for a little holiday shopping magic! Selected downtown shops will reopen late for Midnight Shopping, a festive night of twinkling lights, local charm, and merry shopping. Bundle up and come out to find the perfect gifts, and enjoy exclusive in-store specials all night long. The first 50 guests to check in at […]

  • Chris Kringle Market

    Jackson Street 100 W Jackson Street, Ottawa, IL, United States

    Holiday Traditions Start Here! Step into the magic of the season at the 2026 Ottawa Chris Kringle Market, where historic downtown Ottawa transforms into a charming European-style Christmas village—this year entirely along Jackson Street for a more cohesive, festive experience. Stroll beneath twinkling lights and discover rows of cozy wooden huts filled with handcrafted gifts, […]

  • Wreath-Making Workshop-Fri Nov. 27

    Ottawa Chris Kringle Market 101 E. Jackson Street, Ottawa, IL, United States

    Fresh greenery, Christmas music, and a wreath you made yourself. What could be better? We’re excited to partner with Starved Rock Trees for two wreath-making workshops this Christmas! These are some of the first holiday experiences our friends at Starved Rock Trees are offering, and they can’t wait to share them with you. Join us […]

  • 2nd Annual Santa Shuffle 5k

    270-298 Albin Stevens Dr 270-298 Albin Stevens Dr., Ottawa, IL, United States

    Lace up for the 2nd Annual Santa Shuffle 5k 🎅🏃‍♀️ Kick off the holiday season with a festive fun run in downtown Ottawa! Join us on Saturday, Nov. 28 for the Second Annual Santa Shuffle, a spirited event for runners, walkers, families, and friends of all ages. Start Time: 9:30 AM (Check-in begins at 7:00 […]

  • Wreath-Making Workshop-Sat. Nov. 28

    Ottawa Chris Kringle Market 101 E. Jackson Street, Ottawa, IL, United States

    Fresh greenery, Christmas music, and a wreath you made yourself. What could be better? We’re excited to partner with Starved Rock Trees for two wreath-making workshops this Christmas! These are some of the first holiday experiences our friends at Starved Rock Trees are offering, and they can’t wait to share them with you. Join us […]

  • Small Business Saturday Make + Take Market

    Open Space Art Gallery & Studio 722 LaSalle Street, Ottawa, Illinois

    Shop small, get creative, and make something special! Join us for a hands-on Make + Take Market featuring local artists ready to guide you through a variety of fun crafts and creative projects. From handmade gifts to unique pieces of home decor, you’ll have the chance to try something new, support local makers, and leave […]

  • Chris Kringle Market

    Jackson Street 100 W Jackson Street, Ottawa, IL, United States

    Holiday Traditions Start Here! Step into the magic of the season at the 2026 Ottawa Chris Kringle Market, where historic downtown Ottawa transforms into a charming European-style Christmas village—this year entirely along Jackson Street for a more cohesive, festive experience. Stroll beneath twinkling lights and discover rows of cozy wooden huts filled with handcrafted gifts, […]

  • Merry Everything Holiday Home Tour 2026

    MAES Cafeteria 1110 La Salle Street, Ottawa, IL, United States

    The Merry Everything Holiday Home Tour invites you to experience the magic of the season with visits to four beautifully decorated homes in and around Ottawa, along with the fabulously festive pop-up Christmas tent at Berta's. Tickets are $25 for this self-guided tour and go on sale November 1. You must check in at the […]