May Events

May Events

Below you will find most of our May events, though always be sure to check the full Events Calendar for a full list of our events, including regular events such as morning lap swims for adults and our Friday Fish Fry. We also have a printable Summer Events Highlights calendar, and a printable May events calendar, which you can download by clicking the buttons below.

 

Summer Events
May Events

Casual Corks: Brown Bag Blind Wine Tasting

 

Thursday, May 1

Join us for a fun, flavor-packed evening of mystery and mingling as we blind taste 6 hand-selected wines, each perfectly paired with delicious gourmet bites. From bold reds to crisp whites, can you guess the varietal before the reveal?

Just in time for summer sipping—discover new favorites and surprise your senses.

Tasting Menu Highlights:
• Artisan Grazing Board: Pickled Veggies, Cheeses & Breads
• Savory Romesco Meatballs
• Melt-in-Your-Mouth Stuffed Cheese Mushrooms
• Tender Terres Major Crostini

Learn More

Run for the Roses

Saturday, May 3

Join us for our very own Run for the Roses — a glamorous Kentucky Derby celebration filled with southern flair, high fashion, and the thrill of the most exciting two minutes in sports!

Dress in your Derby best and enjoy an afternoon of style, sips, and spirited fun on the shores of Lake Mendota.

Event Highlights:
Live DJ by Capital Sounds
Best Dressed Contests 
Cast your votes for:
 • Best Dressed Man
 • Best Dressed Woman
 • Best Dressed Couple
 • Best Headwear

Bourbon & Bubbly Bar featuring classic Mint Juleps and Lily Cocktails
Passed Hors d’Oeuvres with southern-inspired flavors
Horse Betting Fun – Bring cash, pick your pony, and cheer them on! Winners split the pot.

Learn More

Tuesday Night Music: Jeff Rohlwing

Tuesday, May 6

Enjoy live music while you dine!

Reservations

Golf: Men’s Day Opener

Wednesday, May 7

  • Noon complimentary grill items
  • 1 PM shotgun start
  • After golf dinner in the Lakeside Dining Room
Learn More

Pickleball: Dinko de Mayo

Friday, May 9

Join us for an epic night of Social Pickleball where the games are fast, the vibes are fun, and partners rotate after each match – so you’ll meet new faces and keep the energy high!

After we hit the courts, it’s Fiesta Time with margaritas!

Learn More

Golf: Men’s Founders Cup Mixer

Saturday, May 10

Our first men’s Player of the Year point paying event. The golf shop will make the pairings so you will sign up as an individual. 

Shotgun Start at 8:30 AM with included lunch following play.

 

Player of the Year points will be awarded based on the team result.

Learn More

Mother’s Day Brunch

Sunday, May 11

Treat the special moms in your life to a delicious brunch overlooking the stunning views of Bishops Bay. Enjoy an elegant spread of chef-crafted favorites, indulgent stations, and seasonal delights.

Seating Times: 9:30 AM – 2:00 PM
Reservations: First come, first served
Reserve your spot: Email Sarah

Learn More

Golf Course Closed

Monday, May 12

The golf course will be closed for scheduled aerification. To learn a little bit more about course aerification, check out the video below from last fall.

Golf Course Closed + Tuesday Night Live Music with Ron Denson 

Tuesday, May 13

The golf course will be closed for scheduled aerification, but come and join us for dinner with live music from Ron Denson. 

Reservations

Golf: Callaway Club Fitting Day

Wednesday, May 14

Join us from 11:00 AM to 3:00 PM for an exclusive Callaway Fitting Experience!

Whether you’re dialing in your driver or upgrading your irons, the Callaway team will be on-site with the latest technology to help you optimize your game and find the perfect fit.

 

Learn More

Middleton Prom Dinner + Euchre Tournament

Saturday, May 17

Kick off the night with stunning photos on the scenic shores of Lake Mendota — the perfect backdrop for prom photos that will last a lifetime.

Then head inside for a delicious buffet-style dinner.

And for all of our Euchre Players, we’re hosting our next Euchre Tournament. Partner sign-up, double elimination tournament until final 8 teams, then single elimination bracket. For more information, check the Happenings Hub or click here to register.

 

Clubhouse closing at 5 PM

Sunday, May 18

We will be closing the Clubouse at 5 PM to host our all-staff meeting.

 

Tuesday Night Live Music with Noah Hittner

Tuesday, May 20

Come and have dinner with us and enjoy some live music from Noah Hittner.

 

Reservations

Women’s Opener

Thursday, May 22

Come out for the season opener for women’s sports! Visit the event page on the Events Calendar to register for individual events.

  • 10 AM – Pickleball Mixer
  • 11 AM – Complimentary Food Truck (open until 1pm) 
  • 1 PM – Golf Shotgun Start
  • 4 PM – Tennis Drill
  • 5:30 PM – Shopping and Appetizers in Lakeside Pavilion

 

DJ Swim Party

Saturday, May 24

Help us open the pool with a splash and celebrate the start of summer in style!

Event Highlights:

  • Food Truck Opens at noon – Serving up tasty poolside favorites for purchase, including walking tacos, chicken nachos, and pulled pork sandwiches
  • Live DJ & Games at 1 PM – DJ Erin Crowley will be spinning fun summer tunes and leading games for the kids

No registration required—just bring your swimsuit, your appetite, and your summer spirit. We’ll see you poolside!

Memorial Day Activities

Monday, May 26

9 AM – Tennis: Join us for this complimentary tennis event — open to all skill levels. The racquets team puts together fun games to play, no partner needed! Register on the Events Calendar.

11:30 AM – Cookout and DJ Swim Party

  • Cookout Buffet at 11:30 AM – Serving up classic cookout favorites 
  • Live DJ & Games at 1:00 PM – DJ Erin Crowley will be spinning fun summer tunes and leading games for the kids

 

Golf: Six and Sips + Tuesday Night Live Music with Vince Sweeney

Tuesday, May 27

Play 6 holes and have dinner and beverages after golf.  All twosomes of adults are welcome to play.  Event fee includes dinner.

And while you’re dining, enjoy live music from Vince Sweeney. 

 

Learn More

Golf: Women’s Get Golf Ready + Family Night with Balloon Twisters

Thursday, May 29

This is a new lesson opportunity for our women members who rarely go out on the course or have been afraid to try.

Cost is $15 per Golf Member and $30 per Lifestyle Member

Lesson lasts from 10:00 to 11:15. During the lesson time you will also experience on-course play with a pro assisting you from tee to green.

Come out and play on the course with other golf members who want to try the game in a fun and relaxed environment. We welcome you to stay for lunch afterwards (not included).

Eligibility: Full Golf and Lifestyle Women

Click here to register

And later that night is Family Night with Neil the Real Deal twisting balloons for the kids! Make your reservations under the Dining Tab.

 

Men’s Member-Member

Friday, May 30 + Saturday, May 31

Men’s Member Member Golf Event – Open to full golf members only

 

Friday, May 30 schedule:

7 AM – Breakfast and Range open 
9 AM – First round starts 

Heavy Appetizers and Complimentary Coors Light on Patio to following golf in the evening.

 

Learn More

Upcoming Events

Below are a few upcoming events to be aware of, but always check the events calendar and departmental pages for a full list of Club events and activities.

Sunday, April 5

    • Formal Easter Brunch
    • Join us for our formal Easter Brunch. Enjoy fresh made omelettes, carved prime rib and ham, a seafood display, breakfast and lunch items and a decadent dessert display.

Thursday, April 23

    • Cupcake Bouquet Class

    • Join us for a sweet and creative evening with Mai Lara’s Bouqcakes, a Madison-based baker and decorator known for transforming cupcakes into stunning floral bouquets. In this hands-on class, guests will learn the basics of floral piping while decorating four cupcakes and building foundational skills to create their own cupcake bouquet.

      Mai Lara’s Bouqcakes is owned by Idah, who takes pride in creating handcrafted treats made without preservatives. What began as a personal creative outlet has grown into a meaningful passion project, one that not only brings joy to others but also helps support young women in Zimbabwe through the business’s charitable giving efforts.

Saturday, May 2

    • Run for the Roses

    • Experience the most exciting two minutes in sports at Bishops Bay—Derby style. Dress to impress in your best hats, bow ties, and bold looks for an afternoon of southern charm, cocktails, and friendly competition.

      Enjoy passed hors d’oeuvres, a bourbon & bubbly bar featuring mint juleps and Lily cocktails, and music from Capital Sounds DJ as we celebrate race day in style. Cast your vote in our Best Dressed contests—Best Dressed Man, Best Dressed Woman, Best Dressed Couple, and Best Headwear—and see who takes home the bragging rights.

Tuesday, May 5

    • Tuesday Night Live Music Begins

    • Join us in the Clubhouse for dinner and live music every Tuesday evening. Enjoy a relaxed night out with great food, great company, and rotating local favorites performing throughout the dining hours.

      How to attend: Simply make a dining reservation for Tuesday night—live music is included with your reservation.

      Full Lineup:

      May

      • May 5 — Jeff Rohlwing & Ron Denson

      • May 12 — Deanna Heise & Jeff Rawley Rohlwing

      • May 19 — Noah James Hittner

      • May 21 (Ladies Opener, 5–7 PM) — Shekinah

      • May 26 — Shekinah