Summer in Southeastern WI | Festivals, Parks & More
Apartments with lake views, summer events, and seasonal outdoor perks—Southeastern Wisconsin is a dream this time of year. Whether you're living in Kenosha, Milwaukee, Union Grove, or Burlington, summer is when this region shines. With fresh produce at weekend farmers markets, fireworks on the lakefront, and unforgettable music festivals, this season invites you to explore your community in full bloom.
📍Use our interactive map below to discover what’s happening near you!
Street Fairs & Summer Markets
There’s nothing like strolling through a summer market with a lemonade in hand. These seasonal pop-ups bring communities together and showcase the best of local makers:
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Kenosha HarborMarketList Item 1
Every Saturday on 2nd Avenue through October. Packed with produce, handmade goods, and live entertainment.
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Milwaukee Night MarketList Item 3
Taking over Wisconsin Avenue on select Wednesdays with street performers, unique vendors, and food galore.
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Pleasant Prairie Farmers MarketList Item 2
Saturdays at Prairie Springs Park. Fresh produce, flowers, and fun.
Sweet Stops & Kid-Friendly Fun
Whether it’s an after-dinner cone or a spontaneous day out, these local gems offer something for every age:
- Petrifying Springs Park, Kenosha – A green escape with walking trails, shaded playgrounds, and the Biergarten for casual bites.
- Milwaukee County Zoo – A summer tradition with exhibits, events, and plenty of space to explore.
- Tenuta’s Deli, Kenosha – Grab a gelato and enjoy the charm of this beloved grocery landmark.
- Pine Acres General Store, Union Grove – A must after dining out downtown—this spot is small-town summer at its best.
Local Festivals & Fireworks
Bring your lawn chair and a sense of adventure—these summer staples are worth the hype:
- Taste of Wisconsin – July 25–27, 2025, on the Kenosha lakefront. Over 50 food vendors, live acts, and activities for all ages.
- Fourth of July Fireworks – Don’t miss shows in Kenosha, Milwaukee, Pleasant Prairie, and beyond.
Tip: scope out your spot early! - HarborPark Jazz & Blues Festival – Mid-August in Kenosha. Smooth sounds, food trucks, and Lake Michigan views.
Outdoor Trails & Natural Escapes
From spontaneous strolls to planned hikes, these trails and parks help you take it all in:
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Oak Leaf Trail, MilwaukeeList Item 2
135+ miles of scenic paved paths—perfect for weekend rides or after-work walks.
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Old Settlers ParkList Item 1
Popular for gatherings, gentle trails, and local events in Union Grove, WI.
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Chiwaukee Prairie & TrailsList Item 3
Coastal charm and rare ecosystems make this a scenic must-visit in Pleasant Prairie.
Summer Vibes at Home
Some of the best summer memories start right at home. Bear Property Management communities often host resident events, outdoor movie nights, and patio socials. Many properties also feature reservable community rooms—ideal for your summer get-togethers. Whether it’s a grill-out with friends or a quiet sunset from your balcony, make this summer yours.
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