Holiday Cupcake Decorating Class
Dec
13

Holiday Cupcake Decorating Class

Come decorate cupcakes with us just in time for the holidays!

Each attendee will take home a half dozen cupcakes - decorated by you!
Tricia from TReats will walk you through some different decorating tips and tricks and will provide all the materials for you to create your very Santa hats, Christmas trees, poinsettias, snowflakes, snowmen, and much more!

All ages welcome.

Please specify chocolate or vanilla when you order. Gluten Free available.
If you would like to order a second half dozen, there is an option to do so for a discounted rate in the ticket link.

Tickets available here.

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Hannukah Dinner
Dec
16

Hannukah Dinner

Join us at Water Street Social Club on Tuesday, 12/16 for a special Hanukkah Dinner!

We’ll be serving latkes and matzo ball soup, made fresh and comforting for the holiday.

Trivia kicks off at 6:30 PM, so we highly recommend arriving early to grab a great table, enjoy dinner, and settle in before the crowd arrives.

Come celebrate, eat, and play with us—everyone is welcome!

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Trivia
Dec
16

Trivia

Join us at Water Street Social Club for trivia night!

Gather up your friends, family, neighbors, coworkers, strangers off the street, whoever you can to pull a team together - and come test your general trivia knowledge!

Grab a bite to eat, a signature craft cocktail, and join us for a fun night!

All ages welcome, and gift cards for the top 3 teams!

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Holiday Trivia
Dec
23

Holiday Trivia

Join us at Water Street Social Club for trivia night!


Gather up your friends, family, neighbors, coworkers, strangers off the street, whoever you can to pull a team together - and come test your holiday trivia knowledge!
Grab a bite to eat, a signature craft cocktail and join us for a fun night!


All ages welcome, and gift cards for the top 3 teams!

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NYE Party!
Dec
31
to Jan 1

NYE Party!

Ring in 2026 with great food, live music, and festive cheer. We’ll open at 5 PM with a special New Year’s Eve menu, featuring surf and turf alongside a variety of other delicious dishes crafted for the occasion.

Starting at 9 PM, enjoy live blues from Madison’s own Mannish Boys, bringing high-energy entertainment to carry us into the new year.

And of course, we’ll toast at midnight with free champagne for everyone in attendance.

More details coming soon — we can’t wait to celebrate with you!

Email us at waterstreetsc@gmail.com for a reservation.

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Mocktail Class
Jan
3

Mocktail Class

Come join us for a fun mocktail 101 class!

Our very own cocktail artist, Tricia, will walk you through a brief introduction, before showing you how to craft 4 of our signature mocktails!

Your ticket includes one of each of the 4 mocktails, and a recipe sheet so you can make your favorite mocktails at home!

This event will be held in the Rivertop Speakeasy at Water Street Social Club. This space is ADA accessible.

If you would like to order food during this event, please plan to arrive 15-20 minutes early to order food at the bar before the class begins.

For more information and tickets, click here.

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Brunch
Jan
4

Brunch

Stop in and join us for breakfast the first Sunday of every month! We’re looking forward to celebrating with you!

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Parents Night Out!
Jan
8

Parents Night Out!

Date Night is back!

Water Street Social Club is teaming up with C2 Juicery for a perfect evening out. Drop the kids at C2 for a cozy movie night—complete with hot chocolate, pizza, and snacks—while you enjoy a relaxing, chef-prepared date-night meal just across the street.

Our special menu will be announced soon. Stay tuned and make your plans!

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Couple's Pain & Sip
Feb
13

Couple's Pain & Sip

Bring your date, or a friend, or come on your own! All ages & skill levels welcome. Ticket includes all art supplies and step-by-step instruction by artist Jess from J Vod Creative. Drinks and food purchased separately through Water Street Social Club.

Ticket Link Here.

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Speakeasy Passport Holder Exclusive Party
Feb
20

Speakeasy Passport Holder Exclusive Party

Calling all Rivertop Speakeasy passport holders! Join us for an exclusive party for all our VIP speakeasy members with complimentary hors d’ouevres, drink specials, and a night to gather with friends!

All attendees are allowed a +1 to the event.

This event is for passport holders only. If you are interested in becoming a passport holder, please stop in to Water Street, or email us at waterstreetsc@gmail.com.

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Tequila Cocktial Class
May
2

Tequila Cocktial Class

Come join us for a fun cocktail 101 class featuring tequila!

Our very own cocktail artist, Tricia, will walk you through a brief introduction of tequila, before showing you how to craft 4 of our signature tequila cocktails!

Your ticket includes one of each of the 4 cocktails, and a recipe sheet so you can make your favorite cocktails at home!

This event will be held in the Rivertop Speakeasy at Water Street Social Club. This space is ADA accessible.

If you would like to order food during this event, please plan to arrive 15-20 minutes early to order food at the bar before the class begins.

Ticket link here.

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Dylan Doyle Band
Dec
11

Dylan Doyle Band

Get ready for an unforgettable night of Roots, Rock, Funk, R&B, & Americana original songs with New York Blues Hall of Famer Dylan Doyle!

Guitarist, vocalist, and songwriter Dylan Doyle makes his return to Water Street Social Club. Known for his fiery guitar work and soulful sound that blends roots, rock, and R&B, Dylan’s live performances are unforgettable.

$10 suggested donation at the door for the band

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Trivia
Dec
9

Trivia

Join us at Water Street Social Club for trivia night!

Gather up your friends, family, neighbors, coworkers, strangers off the street, whoever you can to pull a team together - and come test your general trivia knowledge!

Grab a bite to eat, a signature craft cocktail, and join us for a fun night!

All ages welcome, and gift cards for the top 3 teams!

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Snowy Nights Paint Class with Wildfire Photography
Dec
7

Snowy Nights Paint Class with Wildfire Photography

Grab your brushes and your besties — it’s time for a cozy night of creativity!
Join Wildfire Photography and Erica for a guided wintry scene painting class that’s all about relaxing, laughing, and letting your artistic side come out to play.

Your Ticket Includes:

All art supplies + a guided painting session with Erica
Light snacks and seasonal beverages
A winter masterpiece to take home
A cozy, welcoming space that’s beginner-friendly

No experience needed — just come ready to sip, snack, and paint something beautiful.

Limited spots available — grab your seat early before the snow settles!

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Brunch
Dec
7

Brunch

Stop in and join us for breakfast the first Sunday of every month! We’re looking forward to celebrating with you!

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Holiday Cocktail Class
Dec
6

Holiday Cocktail Class

Come join us for a fun cocktail 101 class for the holiday season!

Our very own cocktail artist, Tricia, will walk you through a brief introduction of the spirits we will be using before showing you how to craft 4 of our signature holiday themed cocktails!

Your ticket includes one of each of the 4 cocktails, and a recipe sheet so you can make your favorite cocktails at home!

This event will be held in the Rivertop Speakeasy at Water Street Social Club. This space is ADA accessible.

If you would like to order food during this event, please plan to arrive 15-20 minutes early to order food at the bar before the class begins.

For tickets and more information click here. Gratuity not included in ticket price.

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Holly Jolly Sauk Prairie
Dec
6

Holly Jolly Sauk Prairie

Holly Jolly Sauk Prairie: Gnome for the Holidays
Saturday, December 6, 2025

Get ready to feel the magic of the season at Sauk Prairie’s annual holiday celebration! This year’s theme, “Gnome for the Holidays,” brings a touch of whimsy and cheer to downtown as we gather to shop, celebrate, and make memories together.

Enjoy a full day of festive fun, including:

Downtown Shopping & Specials – Find the perfect holiday gifts while supporting local businesses.

Kids Activities & DIY Crafts – Creative fun for little ones to take home.

Food & Drinks – Warm up with holiday treats and seasonal sips.

Free Family Movie – A cozy holiday classic on the big screen.

Santa & Seasonal Surprises – Holiday characters and photo opportunities.

Whether you’re looking for family-friendly activities, festive shopping, or just a way to soak up the holiday spirit, Holly Jolly Sauk Prairie is the place to be.

Bundle up, bring your holiday cheer, and join us for a magical day of community, celebration, and GNOME-tastic fun!

Water Street Social Club will be hosting a Paint and Sip holiday gnome painting event on Friday night.

We will also be participating in the Gnome for the Win! Holiday lottery, the Gnome for the Holidays Scavenger Hunt, the Gnome for the Holidays beverage bash, and a Pin the Beard on the Gnome activity station!

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Holly Jolly Paint and Sip
Dec
5

Holly Jolly Paint and Sip

Paint a cute and festive Gnome for the holidays!


All ages & skill levels welcome. Ticket includes all art supplies and step-by-step instruction by artist Jess from J Vod Creative. Tickets can be purchased here.

Drinks and food purchased separately through Water Street Social Club.

This event will be held in our upstairs space, this space is not ADA accessible. We apologize for any inconvenience.

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Trivia
Dec
2

Trivia

Join us at Water Street Social Club for trivia night!

Gather up your friends, family, neighbors, coworkers, strangers off the street, whoever you can to pull a team together - and come test your general trivia knowledge!

Grab a bite to eat, a signature craft cocktail, and join us for a fun night!

All ages welcome, and gift cards for the top 3 teams!

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Trivia
Nov
25

Trivia

Join us at Water Street Social Club for trivia night!

Gather up your friends, family, neighbors, coworkers, strangers off the street, whoever you can to pull a team together - and come test your general trivia knowledge!

Grab a bite to eat, a signature craft cocktail, and join us for a fun night!

All ages welcome, and gift cards for the top 3 teams!

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Trivia
Nov
18

Trivia

Join us at Water Street Social Club for trivia night!

Gather up your friends, family, neighbors, coworkers, strangers off the street, whoever you can to pull a team together - and come test your general trivia knowledge!

Grab a bite to eat, a signature craft cocktail, and join us for a fun night!

All ages welcome, and gift cards for the top 3 teams!

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Family Style Meal - Benefit for Food Assistance Programs
Nov
16

Family Style Meal - Benefit for Food Assistance Programs

We’ll be gathering around the table for a warm, family-style meal — and everyone’s welcome. This is a pay-what-you-can event, with proceeds going to local food assistance programs that support neighbors in need. Times are tough for many, and we want to do our part to help.

Come share good food and good company with Tricia and Jesse at Water Street Social Club.

Cash is strongly preferred.

Please RSVP by emailing waterstreetsc@gmail.com

Please let us know how many people you'll have in your group so that we can plan enough food for everyone.

We can’t wait to see you at the table!

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Tiki Night
Nov
15

Tiki Night

Join us for our next Tiki Night at Water Street Social Club!
We had so much fun with you all the last time, that we can't wait to party again!

Appetizer specials, and drink specials (both NA and alcoholic), and a chance to hang out with owners, Jesse and Tricia.

Hawaiian shirts, hula skirts, lei necklaces, and straw hats recommended. We'll have the heaters on outside, and the tiki torches lit.

We hope to see you there for a fun night!

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Dinner With The Cider Farm
Nov
13

Dinner With The Cider Farm

Join us at Water Street Social Club for a dinner pairing event with our friends from The Cider Farm! Jason Cassidy from The Cider Farm will be joining us for an educational and delicious dinner. Learn all about their lovely ciders made from local and organically grown apples.

Please plan to arrive 15 minutes ahead of time so we can get you seated with your welcome drink before we start!

This event will take place in the Rivertop Speakeasy at Water Street Social Club. This room is ADA accessible.

Dinner and pairing menu to be posted soon!

Tickets available here.

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Lord of the Rings Trivia
Nov
11

Lord of the Rings Trivia

Join us at Water Street Social Club for a Lord of the Rings themed trivia night!


Gather up your friends, family, neighbors, coworkers, strangers off the street, whoever you can to pull a team together - and come test your LOTR trivia knowledge! We will be focusing on the movies. Themed trivia nights are limited to 6 players per team.
Grab a bite to eat, a signature craft cocktail and join us for a fun night!


All ages welcome, and gift cards for the top 3 teams!

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Trivia
Nov
4

Trivia

Join us at Water Street Social Club for trivia night!

Gather up your friends, family, neighbors, coworkers, strangers off the street, whoever you can to pull a team together - and come test your general trivia knowledge!

Grab a bite to eat, a signature craft cocktail, and join us for a fun night!

All ages welcome, and gift cards for the top 3 teams!

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Brunch
Nov
2

Brunch

Stop in and join us for breakfast the first Sunday of every month! We’re looking forward to celebrating with you!

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Gin Cocktail Class
Nov
1

Gin Cocktail Class

Come join us for a fun cocktail 101 class featuring gin!

Our very own cocktail artist, Tricia, will walk you through a brief introduction of gin, before showing you how to craft 4 of our signature gin cocktails!

Your ticket includes one of each of the 4 cocktails, and a recipe sheet so you can make your favorite cocktails at home!

This event will be held in the Rivertop Speakeasy at Water Street Social Club. This space is ADA accessible.

If you would like to order food during this event, please plan to arrive 15-20 minutes early to order food at the bar before the class begins.
Gratuity not included in ticket price.

Tickets available here.

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Roaring 20's Spooky Speakeasy Party
Oct
31

Roaring 20's Spooky Speakeasy Party

Come join us at the Water Street Social Club for a night of glitz, glamour, and ghouls! Get ready to step back in time to the era of flappers and gangsters, but with a spooky twist! Dress to impress in your best 1920's attire and spend your Halloween night at the best party in town!

Indulge in delicious themed cocktails, complimentary hors d'oeuvres, and enjoy a night filled with surprises and excitement. Don't forget to keep an eye out for our secret password to enter!

Door opens at 7:00PM, costume contest at 9:00PM.

Tickets available here.

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Trivia
Oct
28

Trivia

Join us at Water Street Social Club for trivia night!

Gather up your friends, family, neighbors, coworkers, strangers off the street, whoever you can to pull a team together - and come test your general trivia knowledge!

Grab a bite to eat, a signature craft cocktail, and join us for a fun night!

All ages welcome, and gift cards for the top 3 teams!

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Scream Queens HalloQueen Drag Show
Oct
25

Scream Queens HalloQueen Drag Show

Welcome to the Scream Queens HalloQueen Drag Show at Water Street Social Club! Get ready for a night of fierce performances, spooky glam, and fabulous drag queens. Join us for a wicked good time as our queens slay the stage in their best Halloween looks. Expect jaw-dropping lip-syncs, killer dance moves, and plenty of tricks and treats. Come dressed to impress in your most spooktacular outfit and prepare to scream with delight. This is an in-person event you won't want to miss! This is an 18+ event.

Tickets available here.

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Dogtown Duo
Oct
22

Dogtown Duo

JT & Tim of Dogtown Hollow host a “Dogtown Duo” show at Water Street Social Club in beautiful Prairie du Sac, WI, on Wed. Oct. 22, 6:30-8:30pm. No cover, tips encouraged.

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Library Benefit Trivia
Oct
21

Library Benefit Trivia

Come join us for a special trivia night partnered with Friends of the Ruth Culver Community Library!

It is $10 per person to play, with maximum team sizes of up to 8 people. All ticket proceeds will go towards our neighbors at the Ruth Culver Community Library!

Tickets may be purchased at Ruth Culver Community Library, or at Water Street Social Club.

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Seinfeld Trivia
Oct
14

Seinfeld Trivia

Join us at Water Street Social Club for a Seinfeld themed trivia night!


Gather up your friends, family, neighbors, coworkers, strangers off the street, whoever you can to pull a team together - and come test your Seinfeld trivia knowledge! Themed trivia nights are limited to 6 players per team.
Grab a bite to eat, a signature craft cocktail and join us for a fun night!


All ages welcome, and gift cards for the top 3 teams!

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Mannish Boys
Oct
11

Mannish Boys

The Madtown Mannish Boys bring a fresh, authentic energy to Blues and Soul. The band delivers music that’s at once raw and infectious. Known for their electrifying live performances and gritty sound, the band combines Chicago Blues influences with a modern twist, creating music that’s simultaneously nostalgic and novel. Their exuberance and driving rhythms make you want to boogie!

A $10 suggested donation can be paid at the door to help support the band.

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Speakeasy Passport Holder Party
Oct
11

Speakeasy Passport Holder Party

Calling all Rivertop Speakeasy passport holders! Join us for an exclusive party for all our VIP speakeasy members with complimentary hors d’ouevres, drink specials, and a night to gather with friends!

All attendees are allowed a +1 to the event.

This event is for passport holders only. If you are interested in becoming a passport holder, please stop in to Water Street, or email us at waterstreetsc@gmail.com.

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Trivia
Oct
7

Trivia

Join us at Water Street Social Club for trivia night!

Gather up your friends, family, neighbors, coworkers, strangers off the street, whoever you can to pull a team together - and come test your general trivia knowledge!

Grab a bite to eat, a signature craft cocktail, and join us for a fun night!

All ages welcome, and gift cards for the top 3 teams!

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Vodka Cocktail Class
Oct
4

Vodka Cocktail Class

Come join us for a fun cocktail 101 class featuring vodka!

Our very own cocktail artist, Tricia, will walk you through a brief introduction of vodka, before showing you how to craft 4 of our signature vodka cocktails!

Your ticket includes one of each of the 4 cocktails, and a recipe sheet so you can make your favorite cocktails at home!

This event will be held in the Rivertop Speakeasy at Water Street Social Club. This space is ADA accessible.

If you would like to order food during this event, please plan to arrive 15-20 minutes early to order food at the bar before the class begins.

Gratuity is not included in the ticket price.

Tickets available here.

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Karaoke
Sep
30

Karaoke

It's karaoke night at Water Street Social Club!

Bring our your inner diva, sing your heart out, and join us for a fun night of music!

Sign up will begin at 7:00.
All ages welcome.

*Please be aware that while this is an all ages event, we do not censor songs that our patrons choose to sing and there might be music that is inappropriate for young children.

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