1. Enjoy a Fall Friday Night Bonfire, each Friday through Halloween, at Kenosha Beach House on Simmons Island. FREE admission

2. Stroll through the iconic hand-painted pumpkin displays at Jerry Smith Farm. FREE; fee for additional activities

3. When you visit Thompson Farm on a Wednesday, Thursday, or Friday, admission is FREE. Pay only for what pumpkins you pick; prices start at $1.

4. September is the month for Oktoberfest events; view the list here. FREE admission

5. The Fall Wheel Ride is September 27. Join a group bicycle ride from Kemper Center to the Petrifying Springs Biergarten. FREE

6. A fun event for all ages, enjoy Fall Fest at the Kenosha YMCA on September 27. FREE admission

7. Go fly a kite! The Time to Fly Kite Fest is September 27 at Lincoln Park. FREE

8. If you’re brave, take the Rhode Center for the Arts Ghost Tour. This is offered October 2, 3, 10, and 11. $10

9. Using your flashlight, watch dinosaurs “come alive” at the Dinosaur Discovery Museum. Dinos In The Dark takes place on Friday evenings, October 3-24. $8-$10

10. Each Saturday evening in October, plus October 31, enter the Haunted House at Kemper Center. This year’s theme is Night at the Funhouse. $5-$10

11. October 3-4 is the Port of Fear Film Festival at Kemper Center. FREE to browse the festival’s Spooky Market. Single Block Film Tickets $10 each

12. October 4 is Flannel Fest – with a Beard Contest and Paul Bunyan Lumberjack Shows – at the Petrifying Springs Biergarten. FREE admission

13. The Fall Into Fun Festival is October 18 at Veterans Memorial Park. Included is a costume contest for adults, teens, kids, and dogs. FREE

14. Pringle Nature Center presents the Candlelight Halloween Hike at Bristol Woods Park on October 24. $10

15. October 25 is Halloween Movie Night at Petrifying Springs Park. FREE

16. Get your 10,000 steps in and enjoy the beautiful fall colors at the same time! Find some suggested routes at VisitKenosha.com/Steps. Most of the routes are FREE to access

17. Take a scenic fall drive, hike, or bike ride through Petrifying Springs Park. FREE

18. There are more than 150 miles of dedicated bike lanes and signed routes in Kenosha County, including the Kenosha County Bike Trail, the Pike Bike Trail, and mountain bike trails at Silver Lake Park! FREE

19. This fall, explore a 12-acre arboretum, the woodlands of the Pike River Valley, prairies, gardens, and more at Hawthorn Hollow Nature Sanctuary and Arboretum. FREE

20. Play disc golf at Fox River Park, Lincoln Park, or Silver Lake Park. FREE; bring your own disc

21. Everyone can play at Kenosha’s inclusive, 100% accessible playground: the Dream Playground at Petzke Park. FREE

22. Play with your dog in the leaves (or snow) at one of our four off-leash dog parks. FREE to $5 depending on park

23. New for the City of Kenosha Christmas Tree Lighting Ceremony on November 28: a spectacular drone light show! FREE

24. Lightin’ Up Downtown follows the tree lighting on November 28 and features family activities, live entertainment, and special promotions at Downtown businesses. FREE activities; offers at businesses vary

25. Browse the winter art display at HarborPark, as part of the Lightin’ Up festivities in Downtown Kenosha on November 28. FREE

26. Santa will be making his way through Kenosha. Go to VisitKenosha.com/Santa to keep up with his busy schedule. FREE

27. Always fun to see, the Holiday Train Display – with model trains and holiday houses – is at the Kenosha Public Museum, November 28-January 4. FREE

28. The Ceremonial Christmas Tree Lighting at Petrifying Springs Biergarten takes place on November 29 with family activities. FREE

29. Shop for special deals and giveaways at participating businesses during Small Business Saturday on November 29. Shop Small! Shop Local! Prices vary

30. Enjoy the Magic at Muni Holiday Lights Display on select dates at Washington Park Municipal Golf Course. FREE admission

31. Lemon Street Gallery hosts its annual Artistree Giftable Art Show November 29-December 24. As part of this, Café, Crafting, & Christmas happens on December 13 with FREE crafting workshops and more.

32. Enjoy Christmas at the Museums on December 6. The Kenosha Public Museum and Civil War Museum will have musical performances, family activities, and more. FREE

33. Take photos as you go on the Holiday Gnome Hunt between December 1 and December 31 at Bristol Woods Park / Pringle Nature Center. FREE

34. Experience Christmas at Kemper this holiday season. The Gallery of Trees and Historic Durkee Mansion Holiday Display are FREE to visit.

35. As part of Christmas at Kemper, enjoy the Holiday Music at Twilight Concert Featuring Ivy Ford on December 13. FREE general admission

36. The Merry & Bright Holiday Market is December 6-7 at Kemper Center. FREE admission

37. A Holiday Light Parade and Tree Lighting are part of Growing with Bristol's Annual Light Up the Town Event at Hansen Park on December 6. FREE

38. Enjoy A Kenosha Pops Christmas Concert on December 13 in the beautiful A. F. Siebert Chapel on the Carthage College campus. FREE

39. The Kenosha Holiday Winter HarborMarket is December 13 at The Stella Hotel & Ballroom. FREE admission

40. Have fun ice skating on the ice rink set up in Veterans Memorial Park near the harbor. FREE

41. Let’s go sledding! Petrifying Springs Park and Fox River Park are popular county parks for that. FREE

42. Alford Park and Washington Park are among the City of Kenosha parks with sledding hills. FREE

43. Go Fish! For FREE! No fishing licenses are needed January 17-18 in Wisconsin during Free Fishing Weekend.

44. Take a brisk walk along the lakefront. FREE

45. You can rent snowshoes to use at Bristol Woods Park from the park’s Pringle Nature Center during designated hours. There are more than four miles of trails. $6 rental for general public

46. Check out the Snow Daze Festival in Downtown Kenosha on January 31. There will be dozens of ice sculptures to enjoy! FREE

47. Enjoy the cross-country ski trails at Brighton Dale Park, Fox River Park, and Petrifying Springs Park. You can also snowshoe! FREE

48. Silver Lake Park has more than 2.5 miles of groomed cross-country trails and over 10 miles of single track trails. Also enjoy mountain bike trails year-round. FREE

49. October 4 is the third annual Southport Literary Fair, a celebration of literature for all ages and interests. FREE admission

50. Learn about local shipwrecks in Lake Michigan at the seasonal Southport Light Station Museum (open May through October). FREE

51. The Fat Daddy’s Sports Presents Vintage Sports Memorabilia Card Show is October 5 at the Kenosha Public Museum. FREE admission

52. Through October 12, see the Southport Quilters Guild Quilt Show at Anderson Arts Center. FREE

53. Walk through the two fiber art exhibitions by award-winning artist and master weaver Mary Burns at the Kenosha Public Museum through November 30. FREE

54. Housed in a stunning building, visit the Pritzker Military Museum & Library and go behind the stories that created history. $5 & under

55. Get creative! KPL Kids @ Uptown Lofts Library offers play-based STEM and craft activities in a vibrant, family-friendly environment. FREE

56. See the Civil War Innovation & Technology Exhibit at the Civil War Museum. It continues into March. FREE

57. On the third Tuesday of every month, Senior Day is presented by Hospice Alliance at the Kenosha YMCA. Seniors (ages 60 & over) enjoy the facility FREE of charge.

58. Pick your supplies for a fun and creative day of building and imagination at Bricks & Minifigs Kenosha. Many products $10 & under

59. Explore Kenosha’s extensive AMC history and more at the Kenosha History Center. FREE

60. Get your hands dirty at The Clay Studio inside Lemon Street Gallery & Artspace. The cost is $6 per two pounds of clay, which includes both firing and glazing. 

61. The Annual Winter Juried Show is on display at the Anderson Arts Center, November 16-January 4. FREE

62. Kids love the interactive exhibit Little Clint: The Story of a Baby Dinosaur at the Dinosaur Discovery Museum. FREE

63. Visit a new firefighter-themed bar in Downtown Kenosha. At Station on 6th, don’t miss the fire hydrant pub tables. Drink prices vary

64. Check out the coffee shop inside Olafson & Porter Vintage Goods. Prices vary

65. A gift shop and art gallery in one, view the works of award-winning local artists at Pollard Gallery & Gifts. FREE to browse

66. Kenosha is the home of Wisconsin’s oldest Harley-Davidson® dealership. Stop by Uke's Harley-Davidson to see their on-site museum of Uke’s history. FREE to browse

67. Get a taste of Italy at Tenuta’s Delicatessen. Ask for a homemade Cannoli; you have your pick of size, shell, and filling. Prices vary

68. Bring the kids to the Resource Center inside the Civil War Museum. There’s a kid size cabin made out of giant Lincoln Logs and many more fun activities. FREE

69. Stop by Brat Stop’s Cheese Mart for cheese curds and more Wisconsin treats. Prices vary

70. Carthage Fine Arts invites the public to a variety of art exhibits throughout the school year in the H. F. Johnson Gallery of Art on the Carthage College campus. FREE

71. At Maggie Mae Creations – a boutique shop in a she-shed – browse locally made arts and crafts. Some items such as keychains start as low as $5 each.

72. Low-priced gifts at The Lettering Machine include Kenosha Stickers (under $2 each), Kenosha/Wisconsin/holiday earrings ($8 each pair), and ornaments (under $10).

73. At Southport Smoothies, all-natural, fresh-made smoothies are among the delicious menu items. Smoothies start at $5.75

74. Enjoy Third Thursdays in Downtown Kenosha! On the Third Thursday of each month, find special activities, deals, and more at participating businesses in Downtown Kenosha. Offers vary

75. Fizzy Bizz: putting a twist on your favorite soda! The shop is now located on 52nd Street – and features a drive-thru window! Prices start at $4

76. Get your preschoolers excited about science and the world around them at Museum Munchkins, every Wednesday morning at the Kenosha Public Museum. Stop by the Field Station, too. FREE

77. Also at the Kenosha Public Museum, Family Shark Day is January 17. FREE

78. The 2026 Kenosha Expo Health & Home Show, presented by the Kenosha Area Chamber of Commerce, is March 7-8. $2 & under

79. Take a pic of one of Kenosha’s most recognized landmarks: the North Pier Lighthouse. FREE

80. Visiting Wisconsin for the first time? Take a picture with the “Welcome to Wisconsin” sign at our Wisconsin Welcome Center - Kenosha. Then go inside for another fun photo op! FREE

81. Visiting Kenosha for the first time? Ride an authentic Electric Streetcar to restaurants, shops, museums, historic districts, and more in Downtown Kenosha. $1 & under

82. Come see our castle! Enjoy one-of-a-kind FREE photo spots and samples at Mars Cheese Castle.

83. Walk, bike, or drive through Kenosha’s four historic districts. Explore and appreciate the architecture and history of the buildings. FREE

84. In the Library Park Historic District, view a plaque that notes the birthplace of acclaimed actor, writer, director, and producer Orson Welles. FREE

85. There’s so much public art to enjoy in Kenosha – including the Sculpture Walk – HarborPark. Stroll through the outdoor “art gallery”. FREE

86. There are new outdoor murals to enjoy in Downtown Kenosha: Kenosha Kraken on the west wall of Modern Apothecary, Place of the Pike at 625 57th Street, and Proudly Made in Kenosha at 6th Avenue and 60th Street. FREE

87. Visit the sculpture that commemorates the second stop on the Winter Dance Party Tour (Buddy Holly, Ritchie Valens, The Big Bopper, and Dion and the Belmonts). The concert took place in Kenosha on January 24, 1959. FREE

88. Kenosha to Cosenza: Sister Cities Mural is a new mural on the side of the Italian American Supper Club. This collaborative mural celebrates the vibrant cultural connection between Kenosha and one of its sister cities: Cosenza, Italy. FREE

89. Get your picture taken with the Greetings From Kenosha mural by artist Kelly Witte in Downtown Kenosha. FREE

90. At the Kenosha harbor, take time to stop and reflect at the Veterans Memorial Fountain and Lone Soldier Memorial at Veterans Memorial Park. FREE

91. West of I-94, stop by the Kenosha County Veterans Memorial Park Honor Plaza, which serves as a tribute to veterans. FREE

92. Check out the Starry Night over Kenosha mural by artist Eric Houghton on the side of DeBerge’s Framing & Gallery in the Uptown neighborhood. FREE

93. Kenosha is a Wisconsin Harbor Town! Relax and watch the sun rise over Lake Michigan. No matter the season, the sun still rises! FREE

94. Cheer on the Firebirds! Carthage College is a NCAA Division III program. Sports include football, cross country, basketball, volleyball, wrestling, soccer, and more. Ticket prices vary

95. Shop at Kenosha HarborMarket on Saturdays. It’s outdoors at 2nd Avenue and 56th Street through October. Then it’s inside the Woman’s Club of Kenosha, November 8 through April (excluding December 13 & 27). FREE to browse

96. On Saturdays, shop at Kenosha Public Market. It’s outdoors near Veterans Memorial Park through October, then inside the Kemper Center Simmons Auditorium through April (closed January 3). FREE to browse

97. Meet the makers at the Kenosha Art Market in the Union Park Arts District on October 19. FREE to browse

98. October is the last month of the year to climb the 1866 Southport Lighthouse tower for an amazing view (must be 8 or older)! The seasonal attraction re-opens in May. $10 & under

99. Wilmot Flea Market happens at the Kenosha County Fairgrounds on Sundays through October 12. $2 & under admission

100. Find fresh greens in the middle of winter at Grow Space Vertical Farms. Order your fresh, local, clean produce online and pick up in person. $3 and up

101. Watch for this annual sign that winter is coming to an end: Big Star Drive-In re-opens around March 1. Prices vary