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May
Tim Cigelske
April 30, 2025
May might be my second favorite month* of the year.
It’s the calendar’s happy-hour Thursday—a taste of summer before the real weekend of June, July and August kicks in. All the anticipation of summer without the sunburn or schedule overload.
The jackets are finally optional, the lake breeze is friendly, and the event list is filling up just fast enough to feel exciting, not exhausting. Think of it as that easy-going patio session. Here’s your first May preview!
*You’ll have to keep reading these newsletters to reveal my favorite month. What’s yours? Hit reply and let me know!
Shorewood
Estabrook Beer Garden Opening Weekend – Friday to Sunday, May 2–4 at 4600 Estabrook Drive
Celebrate the official kickoff of the 2025 Estabrook Beer Garden season with three full days of beer, music food, and festivities in the park. The fun begins Friday, May 2 at 6 pm with an opening ceremony, keg tapping, and live music. On Sunday starting at noon, join Third Space Brewing to tap a keg of their Happy Place Midwest Pale Ale—complete with free beer (while it lasts), live music from The Squeezettes, and stein-holding contests. Find more beer garden schedules here.
Whitefish Bay
Run the Bay & Green Day in the Bay, Sat, 8 am start
Dash the 5K starting at Klode Park, drop your old electronics at the recycling station, then stick around Klode Park for eco-crafts, food trucks, and live tunes. We’re just getting started - this kicks off family fun runs all summer.
Whitefish Bay Public Library Book Sale – Saturday, May 3 (9:30 am–3 pm) & Sunday, May 4 (12–3 pm) at 5420 N. Marlborough Drive
The Friends of the Whitefish Bay Public Library host their popular semi-annual book sale the first weekend in May, featuring a wide selection of gently-used books, DVDs, and CDs. On Friday, May 2 from 5–7 pm, Friends members get early access (join at the door for just $15). Saturday offers full browsing hours, and Sunday wraps up with the $7 bag sale—fill a provided bag with as many items as you can! Proceeds support library programs, technology, and community events. All purchases welcome by card, check, or cash. A treasure hunt for readers of all ages!
Bayside
Art + Photo Sale – Saturday, May 3 from 9 am to 7 pm at 9065 N. Rexleigh Drive, Bayside. Enjoy 50% off all art and photography during this spring cleaning sale in Bayside. While you shop, grab fresh-baked cookies from Good Land Cookie Bakery between 10 am and noon. Make it a full day—just a block away, the Bayside Beer Garden will be open from 3:30 to 9 pm for a perfect end to your local adventure.
Fox Point
Doctors Park Weed-Out (Sat, 9 am – noon)
Gloves on, garlic mustard out. Join Friends of Doctors Park for a lake-view volunteer morning; snacks and good karma included. And if you’re sensing a theme, it’s near another Fox Point Beer Garden.
Chinook season is just 30 days away
Mequon
Kick off baseball season early at the Lakeshore Chinooks Community Block Party on Sunday, May 4, from 11 am–1 pm at Kohler Credit Union, 11357 N. Port Washington Rd. Come for free lunch (while supplies last), meet mascot Gill, enjoy games and giveaways, and be among the first 100 guests to score a free 2025 ticket voucher plus a mystery bobblehead. It’s also the first opportunity for Gill’s Minnows Kids Club members to pick up their season packets.
More adventures!
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Weekend Checklist
Sunscreen (note to self - not great at this)
Your favorite stein for beer gardens opening weekends
Garden gloves if you’re joining the weed-out
May’s warming up, but she’s still breezy and reasonable. Pick your spots, soak it in, and let me know which stop becomes the highlight of your “happy-hour Thursday” weekend. Find more May events here.
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