# Events & Things To Do In Baileys Harbor This Weekend | May 22-24, 2026| AllEvents

- **Subtitle**: Baileys Harbor is a city full of experiences, activities and events. Explore some of the best things to do in Baileys Harbor this weekend and make your Friday, Saturday and Sunday full of fun and excitement.
- **Category**: Weekend
- **Display Name**: Events this weekend
- **Type**: time_filter

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## About

Weekends become special if you know how to make the most out of it. There are a lot of fun things to do and events in [CITY] this weekend for you to explore.

Make your weekends memorable. Check out all upcoming weekend events in [CITY].

## Weekend Events in Baileys Harbor

- **Event Name**: Come Meet Curt Vandertie at the Jacksonport Maifest Parade
  - **Description**: We’re excited to be part of the 53rd Annual Jacksonport Maifest. Join Curt Vandertie at the Jacksonport Maifest Parade on Saturday, May 23rd.

Maifest is one of those great Door County traditions that brings the whole community together, and Curt is looki
  - **Date**: Sat May 23 2026 at 10:30 am (-05:00)
  - **Event URL**: https://allevents.in/baileys-harbor/come-meet-curt-vandertie-at-the-jacksonport-maifest-parade/200030012226922
  - **Venue**: Jacksonport, Wisconsin
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9mY2EwOWVlMzY4ZWFmY2I2MGVjNTVlY2IwYWVmZWJhZTE2MjRhNDljMmIyMzBhMTI2Yjc1OGE4ZWUwMmRjY2RlLXJpbWctdzEyMDAtaDY3NS1kY2Q0ZDNjNi1nbWlyP3Y9MTc3NzcyMjI2MQ.avif
  - **Categories**: Art
- **Event Name**: Jacksonport Maifest
  - **Description**: As we have done for many years, we will once again close out the festivities at Door County’s summer kickoff festival, Maifest.   Join us for a great afternoon on the “quiet side.”
  - **Interested Audience**:
    - Count: 46
  - **Date**: Sun May 24 2026 at 11:00 am – Sun May 24 2026 at 03:00 pm (-05:00)
  - **Event URL**: https://allevents.in/baileys-harbor/jacksonport-maifest/200030033773926
  - **Venue**: Lakeside Park Jacksonport
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy82N2E5MDg3MmM5NmYwMjNkNTIzODJkYzlhNGQ3MWIzOWRlZjI0ZWEyMGNkZjI1OTAzZmJlNjk1YzMwMDAxOTViLXJpbWctdzEwMjQtaDYwMy1kY2YzZjJmMy1nbWlyP3Y9MTc3ODg0MDA1NA.avif
  - **Categories**: festivals
- **Event Name**: Live Music: Spike and April
  - **Description**: Kick off the holiday weekend with live music outside on the patio, overlooking beautiful Lake Michigan. The show will go on, rain or shine. Music will move indoors to the tasting room in the event of inclement weather. Our winery is family friendly and le
  - **Date**: Fri May 22 2026 at 05:00 pm (-05:00)
  - **Event URL**: https://allevents.in/baileys-harbor/live-music-spike-and-april/200029918460727
  - **Venue**: 8054 WIS-57, Baileys Harbor, WI
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9iYjNiZjZjZDcwNjIwMjFiY2U0MzFkNDczZjk4OTY4M2FjMzE1OTBjNzdhMjlhOGU5Zjk5ODk1ZjliNzQ4OWNlLXJpbWctdzExNzAtaDEyMjktZGM0YTVmMmUtZ21pcj92PTE3NzY0MjgwODA.avif
  - **Categories**: music, live-music, entertainment, holiday
- **Event Name**: Jupiter Lynx @ The Thirsty Cow Taphouse
  - **Description**: Jupiter Lynx is an acoustic duo from Green Bay, WI that draws audiences in with rich harmonies, and a nostalgic setlist full of 90s and 2000s alternative rock, plus a bit of country and classics.
  - **Interested Audience**:
    - Count: 5
  - **Date**: Sat May 23 2026 at 06:00 pm – Sat May 23 2026 at 09:00 pm (-05:00)
  - **Event URL**: https://allevents.in/baileys-harbor/jupiter-lynx-the-thirsty-cow-taphouse/200029726093257
  - **Venue**: The Thirsty Cow Taphouse
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy81MmE4MmQ3N2UwMTVjMDU4MWQ1MGE1NWQzZDFmZmI5YWQxODcxMmQwYzI0NGFjYzQ3ZTEzOGRlYTEyMzgxYjgyLXJpbWctdzgwMC1oODAwLWRjMDcwNTA2LWdtaXI_dj0xNzc3MTI4NjM2.avif

## Trending Events in Baileys Harbor

- **Event Name**: Door County Wine Fest | 10th ANNIVERSARY!
  - **Description**: ***TICKETS ON SALE NOW!!!***

The 10th anniversary of Door County Wine Fest will take place at About Thyme Farm in Baileys Harbor on Saturday - June 27th, 2026. Taste the flavors of the Door County Wine Trail!

Savor unlimited tastings of award-winning wi
  - **Venue**: About Thyme Farm, 8425 County F, Baileys Harbor, WI 54202
  - **Banner**: https://cdn-az.allevents.in/events7/banners/42a58572ec4ad165af3b08af393b8c5221842d14447558dca42c9521722be363-rimg-w1200-h628-dcf8d0c6-gmir?v=1778838418
- **Event Name**: Come Meet Curt Vandertie at the Jacksonport Maifest Parade
  - **Description**: We’re excited to be part of the 53rd Annual Jacksonport Maifest. Join Curt Vandertie at the Jacksonport Maifest Parade on Saturday, May 23rd.

Maifest is one of those great Door County traditions that brings the whole community together, and Curt is looki
  - **Venue**: Jacksonport, Wisconsin
  - **Banner**: https://cdn-az.allevents.in/events5/banners/fca09ee368eafcb60ec55ecb0aefebae1624a49c2b230a126b758a8ee02dccde-rimg-w1200-h675-dcd4d3c6-gmir?v=1777722261
- **Event Name**: Jacksonport Maifest
  - **Description**: As we have done for many years, we will once again close out the festivities at Door County’s summer kickoff festival, Maifest.   Join us for a great afternoon on the “quiet side.”
  - **Venue**: Lakeside Park Jacksonport
  - **Banner**: https://cdn-az.allevents.in/events7/banners/67a90872c96f023d52382dc9a4d71b39def24ea20cdf25903fbe695c3000195b-rimg-w1024-h603-dcf3f2f3-gmir?v=1778840054
- **Event Name**: Summer Concerts in the Park: Out of the Blue
  - **Description**: Baileys Harbor is turning up the volume on Summer fun with the 2026 Summer Concerts in the Park series!

Mark your calendar and your busy Summer schedule for a fresh, once-a-month live music break on the lawn of Sunrise Park - the green space next to the
  - **Venue**: 8120 State Highway 57, Baileys Harbor, WI 54202-9328, United States
  - **Banner**: https://cdn-az.allevents.in/events2/banners/bece4313059eec52c9e41db60452d141eb42085c3cffbeecf072eabc75757a02-rimg-w1200-h676-dcf1d945-gmir?v=1778649633
- **Event Name**: Luma Knotty Trio at Thirsty Cow Taphouse
  - **Description**: Award-winning Green Bay band Luma Knotty brings their acoustic trio show to Door County on Friday, July 3rd from 4pm to 7pm. Founded in 2017 by guitarist and lead singer Ryan Patrick, he had the idea to fuse his musical roots in blues and funk rock with h
  - **Venue**: The Thirsty Cow Taphouse
  - **Banner**: https://cdn-az.allevents.in/events4/banners/d1081fd7cd603239c7fed09ef17f875470c6cb4c81c5f5fe062163d8e60172e6-rimg-w1200-h675-dc35d5bb-gmir?v=1778232088
- **Event Name**: Live Music: Barefoot Americans
  - **Description**: Kick off Beerfest weekend with live music outside on the patio, overlooking beautiful Lake Michigan. The show will go on, rain or shine. Music will move indoors to the tasting room in the event of inclement weather. Our winery is family friendly and leash
  - **Venue**: 8054 WIS-57, Baileys Harbor, WI
  - **Banner**: https://cdn-az.allevents.in/events7/banners/180388aeddcb6f6108a5636265232a2d9ca6cca29d2a878910346f6cc7d3e450-rimg-w1170-h622-dcf2f2f2-gmir?v=1776428085
- **Event Name**: KARAOKE with your host CherylAnn and SoundExpressions Entertainment
  - **Description**: ✨ Your Stage. Your Song. Your Moment. ✨

Ever have a song stuck in your head? Come let it out at The Thirsty Cow's Fourth of July Karaoke Celebration!
SoundExpressions  has a massive catalog (everything from oldies, rock n roll, classics, power ballads al
  - **Venue**: The Thirsty Cow Taphouse
  - **Banner**: https://cdn-az.allevents.in/events3/banners/7b4b1210e82ba7940a2567311a24900e415988c0be7e4237b777db6863d48530-rimg-w1200-h858-dc898d96-gmir?v=1776428074
- **Event Name**: Jupiter Lynx @ Lake Fire Winery
  - **Description**: Jupiter Lynx is back at Lake Fire Winery in Bailey’s Harbor — and we can’t wait.

Join us for two beautiful evenings of live acoustic music, great wine, and relaxed Door County vibes.

📅 Friday, June 5 | 5PM–7PM
📅 Friday, September 4 | 5PM–7PM

Expect you
  - **Venue**: Lake Fire Winery
  - **Banner**: https://cdn-az.allevents.in/events8/banners/5883b168a93a6c957f513d5e58d673a3c388c306863fbb81758c09435ddda016-rimg-w1200-h628-dc0379b1-gmir?v=1776428085
- **Event Name**: Live Music: Matt Persin
  - **Description**: Join us for live music outside on the patio, overlooking beautiful Lake Michigan. The show will go on, rain or shine. Music will move indoors to the tasting room in the event of inclement weather. Our winery is family friendly and leashed pets are welcome
  - **Venue**: 8054 WIS-57, Baileys Harbor, WI
  - **Banner**: https://cdn-az.allevents.in/events1/banners/5f65d5aae84a34b113551c9240c788cb59579ba833757857bc205d9e3d6f95e3-rimg-w1016-h700-dca6a7a8-gmir?v=1776428079

## Browse Weekend Events by Date

- [Weekend Events Today in Baileys Harbor](https://allevents.in/baileys-harbor/this-weekend--today)
- [Weekend Events This Weekend in Baileys Harbor](https://allevents.in/baileys-harbor/this-weekend--this-weekend)
- [Weekend Events in May in Baileys Harbor](https://allevents.in/baileys-harbor/this-weekend--may)
- [Weekend Events in June in Baileys Harbor](https://allevents.in/baileys-harbor/this-weekend--june)

## FAQs

- **Q**: What are the top Weekend events in Baileys Harbor?
  - **A:** Come Meet Curt Vandertie at the Jacksonport Maifest Parade (Sat May 23 2026 at 10:30 am at Jacksonport, Wisconsin), Jacksonport Maifest (Sun May 24 2026 at 11:00 am at Lakeside Park Jacksonport), Live Music: Spike and April (Fri May 22 2026 at 05:00 pm at 8054 WIS-57, Baileys Harbor, WI), Jupiter Lynx @ The Thirsty Cow Taphouse (Sat May 23 2026 at 06:00 pm at The Thirsty Cow Taphouse).
- **Q**: What Weekend events are happening in Baileys Harbor this weekend May 22–24, 2026?
  - **A:** Come Meet Curt Vandertie at the Jacksonport Maifest Parade (Sat May 23 2026 at 10:30 am at Jacksonport, Wisconsin), Jacksonport Maifest (Sun May 24 2026 at 11:00 am at Lakeside Park Jacksonport), Live Music: Spike and April (Fri May 22 2026 at 05:00 pm at 8054 WIS-57, Baileys Harbor, WI), Jupiter Lynx @ The Thirsty Cow Taphouse (Sat May 23 2026 at 06:00 pm at The Thirsty Cow Taphouse).
- **Q**: What Weekend events are happening in Baileys Harbor in May 2026?
  - **A:** Come Meet Curt Vandertie at the Jacksonport Maifest Parade (Sat May 23 2026 at 10:30 am at Jacksonport, Wisconsin), Jacksonport Maifest (Sun May 24 2026 at 11:00 am at Lakeside Park Jacksonport), Live Music: Spike and April (Fri May 22 2026 at 05:00 pm at 8054 WIS-57, Baileys Harbor, WI), Jupiter Lynx @ The Thirsty Cow Taphouse (Sat May 23 2026 at 06:00 pm at The Thirsty Cow Taphouse).
- **Q**: How can I find Weekend events in Baileys Harbor?
  - **A:** You can discover upcoming Weekend events in Baileys Harbor on AllEvents.in. Browse by date, venue, or price to find events that match your interests.
- **Q**: How do I buy tickets for Weekend events in Baileys Harbor?
  - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets.
- **Q**: What are the popular venues for Weekend events in Baileys Harbor?
  - **A:** Some popular venues hosting Weekend events in Baileys Harbor include Jacksonport, Wisconsin, Lakeside Park Jacksonport, 8054 WIS-57, Baileys Harbor, WI.
- **Q**: Who are the top organizers for Weekend events in Baileys Harbor?
  - **A:** Popular organizers hosting Weekend events in Baileys Harbor include Curt Vandertie for Sheriff, Modern Day Drifters, Lake Fire Winery.
- **Q**: Are there any online Weekend events available?
  - **A:** Yes, many Weekend events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere.
- **Q**: How can I get notified about new Weekend events in Baileys Harbor?
  - **A:** Follow the Weekend category on AllEvents.in to get notified when new Weekend events are listed in Baileys Harbor.

## Category Banner

- **Banner Image**: https://cdn2.allevents.in/transup/01/bac113436441a783feaca7074943a8/this-weekend.webp

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