Into the Woods

Stephen Sondheim and James Lapine’s Tony® Award-winning masterpiece Into the Woods brings together everyone’s favorite fairy-tale characters in a darkly funny, heartfelt adventure. A baker and his wife, desperate to break a witch’s curse, set off into the woods where th......More

Stephen Sondheim and James Lapine’s Tony® Award-winning masterpiece Into the Woods brings together everyone’s favorite fairy-tale characters in a darkly funny, heartfelt adventure. A baker and his wife, desperate to break a witch’s curse, set off into the woods where they cross paths with Cinderella, Little Red Riding Hood, Jack, Rapunzel, and more. What begins as a quest for happily-ever-after quickly unravels into unexpected consequences. With its unforgettable score and witty twists, Into the Woods reminds us to be careful what we wish for.

Bombshell Studio Theatre, 19700 W Bluemound Rd, Suite 6, Brookfield, WI 53045

Zachariah's Acres Plant Sale Fundraiser

Vegetables, annuals, herbs and hanging baskets grown by our guests with special needs. The sale is open to the community Friday 9 AM -5 PM and Saturday 9 AM - 12 PM.

Zachariah's Acres N74W35911 Servants' Way Oconomowoc, WI 53006

Learn about pickleball from the Lake Country Pickleball Club!! Free introduction to a great game!!

Everyone's talking about it so why not learn why Pickleball is so popular!  The Lake Country Pickleball Club is holding introductory sessions so you can learn what the game is all about and how to play!  We'll have paddles available for everyone!  If possible, please si......More

Everyone's talking about it so why not learn why Pickleball is so popular!  The Lake Country Pickleball Club is holding introductory sessions so you can learn what the game is all about and how to play!  We'll have paddles available for everyone!  If possible, please sign up HERE but if you forget, join us anyway!!

NE Park is located behind Meadowview School! NE Park

Summer Farmers' Market

The Oconomowoc Summer Farmers’ Market has been a Saturday community tradition for over 40 years!  It is managed by the Oconomowoc Area Chamber of Commerce and runs weekly from the first Saturday in May to the last Saturday in October, except for the last weekend in July......More

The Oconomowoc Summer Farmers’ Market has been a Saturday community tradition for over 40 years!  It is managed by the Oconomowoc Area Chamber of Commerce and runs weekly from the first Saturday in May to the last Saturday in October, except for the last weekend in July – in which a special Friday Night Farmers’ Market is held on the Village Green. Market-goers can find a variety of goods including seasonal produce, spices, herbs, soups, handmade arts and crafts, baked goods, plants, honey, cheeses, jams, canned goods, maple syrup, breads, and farm fresh eggs and meats.   Each week, visitors can find familiar favorites as well as exciting new additions. To find the list of vendors attending in the current week, visit the Oconomowoc Summer Farmers’ Market page.

Bank Five Nine Campus Lot 155 W Wisconsin Ave Oconomowoc, WI 53066

Glory, Story, or Sorry: An Appraisal Fair

Presented with support by Oconomowoc Realty, our beloved appraisal fair returns! This program will offer participants the opportunity to gain insight into their items’ significance. Some objects carry notable market value, others are treasured for the stories and connec......More

Presented with support by Oconomowoc Realty, our beloved appraisal fair returns! This program will offer participants the opportunity to gain insight into their items’ significance. Some objects carry notable market value, others are treasured for the stories and connections they embody, and occasionally an item’s worth is more modest than expected. Yet each holds a place in someone’s history. This year’s appraisers bring expertise many areas including specialization in architecture, art, military artifacts, furniture, porcelain, and American Indian artifacts. If an item is too large or heavy to bring to the museum, appraisers can evaluate it from photographs. This event offers informal, verbal appraisals by expert appraisers. No written appraisals will be provided, and valuations are for informational purposes only.

Oconomowoc Historical Society 103 W Jefferson St Oconomowoc, WI 53066

Music in the Drawing Room

Her Songs. Her Stories: Icons of the Stage explores the legacies of those heroic women whose mythic talents commanded audiences, while balancing obstacles all-too real: single motherhood, racial intolerance, marital infidelity and mental health, substance abuse, global ......More

Her Songs. Her Stories: Icons of the Stage explores the legacies of those heroic women whose mythic talents commanded audiences, while balancing obstacles all-too real: single motherhood, racial intolerance, marital infidelity and mental health, substance abuse, global war and a fickle public. They triumphed from pretty young thing to middle-aged powerhouse, from girl singer to businesswoman, from songwriter offstage to star center stage. Their songs, their stories. Lena Horne, Rosemary Clooney, Josephine Baker, Gertrude Lawrence, Carly Simon, and the ultimate mother/daughter show business tale, Judy Garland and Liza Minnelli.

Ten Chimneys S43W31575 Depot Road, Genesee Depot, WI

Book Talk with Daniel Goldin, Lisa, and Ken at Books & Company

Join us for a lovely afternoon with Lisa Baudoin and Ken Favell from Books & Company, and Daniel Goldin from Boswell Books......More

Join us for a lovely afternoon with Lisa Baudoin and Ken Favell from Books & Company, and Daniel Goldin from Boswell Books! They’ll be recommending & discussing their favorite books released this season. With these three, you’ll get all the best book recommendations! Please register for this free event.

Books & Company 1039 Summit Ave. Oconomowoc, WI 53066

Business After Hours with Lake Country Connections

Oconomowoc Area Chamber of Commerce, along with our neighboring chambers of Hartland, Delafield, and Mukwonago invite you to an exceptional networking event on Wednesday, May 12, 2026. Connect with area professionals, share insights, and enjoy an evening filled with ca......More

Oconomowoc Area Chamber of Commerce, along with our neighboring chambers of Hartland, Delafield, and Mukwonago invite you to an exceptional networking event on Wednesday, May 12, 2026. Connect with area professionals, share insights, and enjoy an evening filled with camaraderie, delicious food and drink. Our thanks to Broadlands Golf Club for hosting this multi-chamber event!  Don't miss out on this opportunity to connect with fellow professionals in a relaxed and enjoyable atmosphere! REGISTRATION IS REQUIRED!    

Broadlands Golf Club 18 Augusta Way North Prairie, WI 53153

Microsoft Excel – PivotTables

This workshop is for individuals who are experienced Excel users looking to advance their data analysis capabilities by using PivotTables. Learn functions that will allow you to summarize data for you to analyze and organize it in a way that can be meaningfully presente......More

This workshop is for individuals who are experienced Excel users looking to advance their data analysis capabilities by using PivotTables. Learn functions that will allow you to summarize data for you to analyze and organize it in a way that can be meaningfully presented to others.  Topics Covered: Prepare data for PivotTable reporting and create PivotTables from various data sources Analyze Data Using PivotTables Work with PivotCharts

WCTC | Corporate Training Center 800 W Main St, Building Q Pewaukee, WI 53072

Transformational Leadership Development

Please note that this is a nine day session meeting: Wednesdays, 3/18, 3/25,  4/1, 4/8, 4/15, 4/22, 4/29, 5/6 and 5/13/26, from 9:00am - 12:00pm. Transformational leaders empower others, encourage growth, and are committed to the success of every member of their tea......More

Please note that this is a nine day session meeting: Wednesdays, 3/18, 3/25,  4/1, 4/8, 4/15, 4/22, 4/29, 5/6 and 5/13/26, from 9:00am - 12:00pm. Transformational leaders empower others, encourage growth, and are committed to the success of every member of their team. This training builds upon your foundational leadership skills to help you better inspire, develop, and support growth in your team. It covers topics that are central to making your team feel valued and respected. Giving you the tools to lead from a place of influence and inspiration. Which ultimately supports innovation, boosts morale and workplace integrity, improves productivity, and retention. Identify tactics and techniques for being an effective leader. Discover Your DiSC™ Style to deepen your understanding of yourself and others.  Describe the characteristics and purpose of a servant leader and how to apply them to your work.  Discuss six dimensions critical to building an effective workplace culture that will positively impact your organization. Identify strategies that support a psychologically safe environment that cultivates an atmosphere where employees feel valued, safe, able speak openly, and respected. Recognize effective strategies to develop a strong coaching mindset.  Discover valuable techniques to resolve workplace conflicts and how to facilitate critical conversations that result in a more positive and productive workplace environment. Set up clear expectations and ensure accountability of others. Explore sustainable leadership practices. Create a customized plan that is personalized to your situation and leadership goals. 

WCTC Corporate Training Center 800 Main St, Building Q ?Pewaukee, WI 53072

Grilling for Gals - Benefitting Thrive Together

Join us for Gal's Institute's annual fundraising event Grilling for Gals benefitting Thrive Together. Come for a hot dog/brat, chips, water, and a dessert - all for just $5! We are celebrating Mental Health Awareness Month in May - please join us!

At Gals Institute on the lawn - 383 Williamstowne - Suite 101, Delafield

Author Claire Swinarski in conversation with Amy E. Reichert at Books & Company

Join us with authors Claire Swinarski in conversation with Amy E. Reichert, for Swinarski’s new book, The Supper Club Saints, a dynamic, honest, and beautifully written novel about a young mother who returns to her sm......More

Join us with authors Claire Swinarski in conversation with Amy E. Reichert, for Swinarski’s new book, The Supper Club Saints, a dynamic, honest, and beautifully written novel about a young mother who returns to her small-town Wisconsin home after living in a cult-like "Mommune," and what happens with the other women in her family as they each navigate the constraints, complexities, and joys of modern motherhood. Book signing to follow. Please register for this free event. Both authors’ books are available from Books & Company! About the book: Cass Simon never expected to return to small-town Wisconsin; not after escaping life inside a cult-like “Mommune” and falling under the spell of an online mom-fluencer. But with nowhere left to turn, she finds herself back under her family’s roof, carrying more questions than answers about what it means to be a mother. Waiting for Cass is her own mother, Remy, the hardworking matriarch of the Baumhaus supper club. Remy’s love for her children is fierce but tangled with old grief and the fear of letting go, especially as she prepares to say goodbye to the family business that has anchored them for generations. Beside them stands Hilary, Cass’s older sister, an artist and devoted mother whose divorce has shaken her belief in herself; and Erin, a Simon by marriage, who is quietly battling heartbreak as she struggles to find gratitude for a pregnancy that both terrifies and redeems her. Each of the Simon women pursues her own vision of motherhood: Cass’s instinct for protection after trauma, Remy’s hope to be a harbor her daughters can always return to, and her sisters’ hard-won wisdom about letting go of perfection. Set against the backdrop of a vibrant, sometimes claustrophobic Wisconsin town, this dynamic and beautifully honest novel explores forgiveness, the bonds—and boundaries—of family, and the deeply personal journey of discovering what it truly means to be a “good mother”. About the authors: Claire Swinarski was born and raised in Wisconsin, where she still lives with her family and writes stories for readers of all ages. What Happens Next was her debut middle grade novel and was followed by The Kate in Between and What Happened to Rachel Riley, which was an ALA Notable Children’s Book, a YALSA Best Fiction for Young Adults title, a Cybils Award nominee, and an Edgar Award nominee. These were followed by Take It from the Top and Each and Every Spark. Claire believes wandering around a library can solve 95 percent of life’s problems. Amy E. Reichert is an author, wife, mom, Wisconsinite, amateur chef, and cider enthusiast. She earned her MA in English Literature and serves on her library's board of directors. She is a member of Tall Poppy Writers.

Books & Company 1039 Summit Ave. Oconomowoc, WI 53066

Oconomowoc Auxiliary Style Show

Oconomowoc Memorial Auxiliary's annual style show and raffle to be held at the Golden Mast Inn, Okauchee, WI

The Golden Mast Inn Okauchee, WI

Faces of the Past: A Historical Caricature Workshop with Anjl Rodee

Join the Oconomowoc Area Historical Society & Museum and artist, author, and speaker Anjl Rodee for a special caricature class that brings history to life in a fun and creative way! During this guided session, participants will create caricatures of historic figures, bo......More

Join the Oconomowoc Area Historical Society & Museum and artist, author, and speaker Anjl Rodee for a special caricature class that brings history to life in a fun and creative way! During this guided session, participants will create caricatures of historic figures, both national and local. No prior drawing experience is required. Anjl will provide step-by-step instruction to help you create a unique and meaningful piece inspired by the past.

Oconomowoc Historical Society 103 W Jefferson St Oconomowoc, WI 53066

Develop Your Export Compliance Program (ONLINE)

A comprehensive Export Compliance Program (ECP) ensures that your organization has a road map for employees to follow and provides the basis for your compliance training program. The ECP should include step-by-step procedures to ensure employees know what to do and whe......More

A comprehensive Export Compliance Program (ECP) ensures that your organization has a road map for employees to follow and provides the basis for your compliance training program. The ECP should include step-by-step procedures to ensure employees know what to do and where to turn for guidance through the complex process of complying with US export regulations. This workshop is ideally suited for organizations that are currently exporting and want to do it more effectively. Create the framework for an effective ECP that is widely shared, understood and practiced within your organization. Identify the eight key elements of an Export Compliance Program. Determine the risks of violating export controls. Benchmark your current Export Compliance Program with best practices.

This workshop will be an instructor facilitated, synchronous (live) session. It will be conducted through Zoom, a browser-based web conferencing platform that allows communication through a virtual space. High speed internet access as well as a compu

Rogers Behavioral Health Foundation - Community in Bloom: A Spring Social

Oconomowoc is where our story began - and where our mission continues to take root. Join us on Friday, May 15 for Community in Bloom, a new spring gathering celebrating the people and partners that help mental health and wellness flourish across Lake Country. Childr......More

Oconomowoc is where our story began - and where our mission continues to take root. Join us on Friday, May 15 for Community in Bloom, a new spring gathering celebrating the people and partners that help mental health and wellness flourish across Lake Country. Children are also welcome at this special event honoring our community. Enjoy an evening of heavy appetizers, music from a live DJ, and meaningful connection with neighbors and local leaders – all while learning more about the mission of Rogers Behavioral Health. Honoring Our Award Recipients: Community Impact Award: Bank Five Nine Hope in Action Award: Jessie Puzach, Birch & Banyan This evening is about recognizing the community that makes expanded access to care, innovation, and hope possible. Together, we are investing in stronger families and a healthier future.

The Valerie 1281 Blue Ribbon Drive, Suite 200 Oconomowoc, WI 53066

Conservation Chase - Run, Walk, Ruck

Join Tall Pines for the inaugural Conservation Chase, a walk, run, or ruck event hosted at Lapham Peak State Park on Saturday, May 16 and professionally managed by Silver Circle Sports. The event celebrates the protection of the nearby K. Redmond Family Preserve, a con......More

Join Tall Pines for the inaugural Conservation Chase, a walk, run, or ruck event hosted at Lapham Peak State Park on Saturday, May 16 and professionally managed by Silver Circle Sports. The event celebrates the protection of the nearby K. Redmond Family Preserve, a conserved landscape of oak woodlands and meadow along the Ice Age Trail near Scuppernong Creek. Open to all ages and abilities, the Conservation Chase invites participants to enjoy Lapham Peak's trails while supporting local land conservation.

Lapham Peak, Delafield

Learn about pickleball from the Lake Country Pickleball Club!! Free introduction to a great game!!

Everyone's talking about it so why not learn why Pickleball is so popular!  The Lake Country Pickleball Club is holding introductory sessions so you can learn what the game is all about and how to play!  We'll have paddles available for everyone!  If possible, please si......More

Everyone's talking about it so why not learn why Pickleball is so popular!  The Lake Country Pickleball Club is holding introductory sessions so you can learn what the game is all about and how to play!  We'll have paddles available for everyone!  If possible, please sign up HERE but if you forget, join us anyway!!

NE Park is located behind Meadowview School! NE Park

Summer Farmers' Market

The Oconomowoc Summer Farmers’ Market has been a Saturday community tradition for over 40 years!  It is managed by the Oconomowoc Area Chamber of Commerce and runs weekly from the first Saturday in May to the last Saturday in October, except for the last weekend in July......More

The Oconomowoc Summer Farmers’ Market has been a Saturday community tradition for over 40 years!  It is managed by the Oconomowoc Area Chamber of Commerce and runs weekly from the first Saturday in May to the last Saturday in October, except for the last weekend in July – in which a special Friday Night Farmers’ Market is held on the Village Green. Market-goers can find a variety of goods including seasonal produce, spices, herbs, soups, handmade arts and crafts, baked goods, plants, honey, cheeses, jams, canned goods, maple syrup, breads, and farm fresh eggs and meats.   Each week, visitors can find familiar favorites as well as exciting new additions. To find the list of vendors attending in the current week, visit the Oconomowoc Summer Farmers’ Market page.

Bank Five Nine Campus Lot 155 W Wisconsin Ave Oconomowoc, WI 53066

Historical Society Fundraiser Night with the DockHounds

We’re thrilled to be part of the Lake Country DockHounds’ HoundsCare Initiative – Pay it Fur-ward. The historical society will earn $10 for every ticket sold to the May 16 home game against the RailCats using the link in this event. Buy your tickets, cheer on the DockHo......More

We’re thrilled to be part of the Lake Country DockHounds’ HoundsCare Initiative – Pay it Fur-ward. The historical society will earn $10 for every ticket sold to the May 16 home game against the RailCats using the link in this event. Buy your tickets, cheer on the DockHounds, and help support the historical society, all while celebrating the return of baseball season! Thank you for your support! Gates open at 5:35 PM, so come early and soak in the pre-game atmosphere.

Wisconsin Brewing Company Park 1011 Blue Ribbon Cir N Oconomowoc, WI 53066

Luca Stricagnoli With Special Guest Meg Pfeiffer

OAC Main Stage Series | 7 PM Saturday, May 16, 2026   Born and raised in Italy, Luca Stricagnoli is an acoustic guitarist known for his unique style and innovative playing techniques. Using up to five guitars in the same piece, modified capos, and self-conceived strat......More

OAC Main Stage Series | 7 PM Saturday, May 16, 2026   Born and raised in Italy, Luca Stricagnoli is an acoustic guitarist known for his unique style and innovative playing techniques. Using up to five guitars in the same piece, modified capos, and self-conceived stratagems, Luca brings an enthusiastic energy to the OAC’s Main Stage. Joining him is singer-songwriter Meg Pfeiffer. The Nashville-based duo are multi-award-winning musicians and producers who have achieved international success performing all around the globe, and just happen to be married too! TICKETS: $39 Regular | $34 Senior (60 & Older) | $34 Military Personnel (with ID) | $33 Group (10 or More) | $18 Youth (19 & Younger)

Oconomowoc Arts Center 641 E Forest St Oconomowoc, WI 53066

The Distinguished Gentleman’s Ride

The Distinguished Gentleman’s Ride is a global motorcycle ride to bring awareness to men’s mental health and prostate cancer. Imagine Mad Men meets motorcycles! Never Ending Cycles of Oconomowoc is excited to host this event for the 3rd year. To learn more visit https:/......More

The Distinguished Gentleman’s Ride is a global motorcycle ride to bring awareness to men’s mental health and prostate cancer. Imagine Mad Men meets motorcycles! Never Ending Cycles of Oconomowoc is excited to host this event for the 3rd year. To learn more visit https://gentlemansride.com/events/united-states/oconomowoc No need to ride to participate! Come enjoy the community, live music and refreshments!

Never Ending Cycles N58 W39800 Industrial Rd. Oconomowoc

WooWoo Women - a networking collaborative

WooWoo Women is a gathering place for women who believe wellness is more than a routine, it’s a way of living. Rooted in holistic and integrated wellbeing (mind, body, spirit, home, work, relationships), we meet to reconnect with what’s true, what’s nourishing, and wha......More

WooWoo Women is a gathering place for women who believe wellness is more than a routine, it’s a way of living. Rooted in holistic and integrated wellbeing (mind, body, spirit, home, work, relationships), we meet to reconnect with what’s true, what’s nourishing, and what’s next.   This collaborative is built on an ancient, evolutionary truth: when women share wisdom, communities rise. Across generations and cultures, fellowship has been a cornerstone of resilience, because we’re not meant to heal, build, or lead alone. Here, we practice the kind of connection that strengthens nervous systems, sparks clarity, and turns personal growth into collective momentum.   Each meeting features a speaker or experiential guide - a woman actively living our mission in the real world. Through stories, tools, and lived practices, she’ll share how she’s approaching integrated wellness and purposeful living in her work, family, leadership, creativity, and community. Expect meaningful conversation, grounded inspiration, and a supportive space to be seen and supported.   Come for the networking. Stay for the fellowship. Leave with wisdom you can actually use, and a community that helps you keep becoming.

Solmira Wellness Collective 725 Industrial Ct Hartland, WI