Upcoming Events
We are so excited to open up The Dole to Crystal Lake and McHenry County. From Art Shows, Lou’s Lounge Speakeasy, to Farmers Market +, There’s always things to do at The Dole. Take a look at our calendar and list of events below to see if anything sparks your interest!
If you are interested in how a previous event went, be sure to click the button below to view the highlight photos. You might even make the highlight reel if you attend. You may also want to check out art classes at The Dole.
Booking The Dole:
Looking to book a private event in The Mansion, The Gallery, or Lou’s Lounge?
Each venue space offers a unique backdrop for your special event!
Please click the button below for more information.

JAZZ SERIES in Lou’s Lounge: 2nd Fridays are for Jazz “Moms in May”
2nd Fridays are for Jazz | Moms in May
Celebrate Moms, Grandmothers, Sisters, Aunts, Cousins…
It’s time to celebrate the women in your life who are moms!
Join us in Lou’'s Lounge for Live Jazz featuring Mandy Habel Inversion Jazz Band
Tea Sandwiches & Salads are included
Doors Open at 7:00pm
Event time: 7:00-10:30pm
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.

Lou's Lounge Singer/Songwriter Showcase feat Barbara Bouboutsis (BB from BB & The Honey)
Artist Bio Coming Soon!
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.

JAZZ SERIES in Lou’s Lounge: 2nd Fridays are for Jazz “Bourbon & BBQ for Dads”
2nd Fridays are for Jazz | Bourbon & BBQ for Dads
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.
Doors Open at 6:00pm
Event time: 6:00-10:30pm
Live Music by Molten Swing: 7:30-9:30pm

Lou's Lounge Singer/Songwriter Showcase
Artist Bio Coming Soon!
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.

Lou's Lounge Singer/Songwriter Showcase feat. Randy Ingram
Artist Bio Coming Soon!
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.

JAZZ SERIES in Lou’s Lounge: 2nd Fridays are for Jazz “Back To School”
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.
Details Coming Soon!
Doors Open at 6:00pm
Event time: 6:00-10:30pm
Live Music: 7:30-9:30pm

Lou's Lounge Singer/Songwriter Showcase feat. Cary Kanno
Artist Bio Coming Soon!
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.

JAZZ SERIES in Lou’s Lounge: 2nd Fridays are for Jazz “Honoring First Responders”
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.
Details Coming Soon!
Doors Open at 6:00pm
Event time: 6:00-10:30pm
Live Music: 7:30-9:30pm

Lou's Lounge Singer/Songwriter Showcase
Artist Bio Coming Soon!
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.

JAZZ SERIES in Lou’s Lounge: 2nd Fridays are for Jazz “The Roaring 20’s”
Details Coming Soon!
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.
Fall In Love With Jazz & The Roaring 20’s
Doors Open at 6:00pm
Event time: 6:00-10:30pm
Live Music: 7:30-9:30pm

Lou's Lounge Singer/Songwriter Showcase feat. Tesa & George from GOOROOS
Artist Bio Coming Soon!
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.

JAZZ SERIES in Lou’s Lounge: 2nd Fridays are for Jazz “Thankful for Jazz”
Details Coming Soon!
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.
Doors Open at 6:00pm
Event time: 6:00-10:30pm
Live Music: 7:30-9:30pm

JAZZ SERIES in Lou’s Lounge: 2nd Fridays are for Jazz “Ugly Sweater Party”
Second Fridays are for Jazz | Ugly Sweater Party
Details Coming Soon!
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.
Doors Open at 7:00pm
Event time: 7:00-10:30pm


Lou's Lounge Singer/Songwriter Showcase feat. Karen Shook
Singer Songwriter Showcase featuring Karen Shook
Our 4th Featured Artist in the Singer Songwriter Showcase is the lovely Karen Shook! We just adore this very talented soul. April 25th she’ll be singing her heart out for you in the swanky Lou’s Lounge, The Historic Dole’s prohibition-era Speakeasy!
Karen was born on Chicago's south side, the second of eleven kids. Her roots are planted in blues and soul. She was set afire by Sarah Vaughan, The Indigo Girls, Jimi Hendrix, Janis Joplin, Aretha Franklin, Brandi Carlile, and Cyndi Lauper.
She spent time working as a kids music teacher at the famed Old Town School of Folk Music in Chicago, collaborated on various recording projects, and variety shows, commercial spots for radio and has fond memories of starting it all on a kids music variety television show on what was WCFC Chicago.
Karen plays heart opening original songs and hundreds of cover songs from Johnny Cash to Bob Marley, Dolly Parton to The Beatles... all The Feel Good Songs.
If you’re attending NMP 4th Friday Art Show, entry fee is included. So come on down to the underground for this fabulous performance! If you can’t make it to the Art Show, NO Worries! You can purchase a ticket to just Lou’s Lounge here! You don’t want to miss it!
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.



JAZZ SERIES in Lou’s Lounge: 2nd Fridays are for Jazz “Spring is in Full-Flight”
Spring is in Full Flight!
Join us for an evening of Live Jazz and Small Bites.
Flight options are available- Choose Bourbon, Gin, Tequila or Wine
The Groove McSmith ORGANization, is a four-piece ensemble that features the Hammond organ sound that was popularized by artists such as Groove Holmes and Jimmy Smith (hence the name) in the 1950's and 60's. The band consists of organ, guitar, sax and drums. The repertoire ranges from Brazilian Bossa Nova to Jazz standards to 60's "boo-ga-loo" grooves and even the occasional blues or pop song.
You don’t want to miss this exciting evening!
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.
Doors Open at 7:00pm
Event time: 7:00-10:30pm
Small Bites Included in Ticket Price
Hand-Crafted Cocktails/Flight Options Available
Must be 21+ to enter

BB & The Honey Album Release Party "Reckless Heart" in Lou’s Lounge
Welcome to BB & The Honey's Album Release Party for Reckless Heart!
Join us in Lou's Lounge at the The Dole for a night of live music. You'll be the first to hear our originals and we'll play your favorite covers too. We've been working hard and can't wait to share our Reckless Heart album!
Don't miss out on this special event - Mark your calendars and come party with us!
Lou’s Lounge is 21+ to Enter. More Details coming soon!
Please Note: When purchasing tickets, Zeffy will ask for a donation to their platform. This is OPTIONAL. It is NOT a Dole Donation. If you prefer not to donate, just click on “Other”, then add a zero “0” to proceed.

JAZZ SERIES in Lou’s Lounge: Second Fridays are for Jazz | Luck of the Irish
Mark your Calendars for our Second Fridays Are For Jazz Series with a LUCKY twist this March!
Join us for an unforgettable night in Lou’s Lounge At The Dole featuring Irish Quartet “The Rusty Mackerels”, signature Irish cocktails, and a delicious corned beef and cabbage dinner with all the sides: red potatoes, carrots, and soda bread! (Bridget Higgins would be so proud!)
Friday, March 14th, Get ready for a night of great music, a tasty meal, and delightful company in the historic Dole Mansion's Lou's Lounge!
Live Music is Sponsored by BCU!
JAZZ SERIES: Second Fridays are for Jazz | A SWEET Valentine’s Day Date Night
Celebrate a special Valentine's Day in the one-of-a-kind Lou’s Lounge! Travel down to Lou’s Lounge Speakeasy, where the charming StanDard Jazz Project will delight you with a sweet evening of live jazz! In Lou’s Lounge, enjoy the live music, Valentine's Day specialty cocktails, and a sweet spread of chocolate fondue, cheesecake, and more! Enjoy an amazing night like no other!
Sponsored by BCU!
Limited Tickets Available- Grab yours before they’re gone!

Jazz Series | Ugly Sweater Holiday Party
Join us for a fabulous evening of live jazz with The Standard Jazz Project, as we kick off the holiday season in style at Crystal Lake's hidden gem, Lou's Lounge Speakeasy! From 7 PM to 9 PM, immerse yourself in smooth jazz tunes, sip on a festive specialty Christmas cocktail, and indulge in complimentary nibbles! A full bar will also be available!

11 | 8 Jazz Series
Join us for 4 fabulous jazz filled evenings 7pm - 9 pm with The Jazz Standards September through December in Crystal Lake's Hidden Gem Lou's Lounge - an exclusive hideaway in the Dole Mansion! Specialty cocktail menus | Full Bar available for purchase & complimentary nibbles.

Lou's Lounge - Singer/Songwriter Showcase feat. Mark Sengstock
Mark Sengstock is the 10th of 10 artists to be featured in our Showcase Series!
About Mark:
Although Mark grew up in the Chicago suburbs playing bluegrass with his father and friends, many of his influences come from the South after moving to Atlanta when he was a teenager. Bands like the Allman Brothers, Stevie Ray Vaughan, Widespread Panic, and The Black Crowes are just a few of his influences. Mark toured the Southeastern US as lead guitar for bands Stone Soup and Hobo Lingo until eventually moving back to Chicagoland in 2005, where he currently frequents bars and coffee houses as a solo acoustic performer.
Singer/Songwriter Showcase is in conjunction with NMP 4th Fridays Art Show, which begins at 6pm-9pm. If you attend the Art Show, you will receive a ticket into Lou’s Lounge as well.
The Doors to Lou’s Lounge open at 8pm. If you are only attending the Singer/Songwriter Showcase, tickets can be purchased for $5, just click the link below!

10 | 18 Jazz Series
Join us for 4 fabulous jazz filled evenings 7pm - 9 pm with The Jazz Standards September through December in Crystal Lake's Hidden Gem Lou's Lounge - an exclusive hideaway in the Dole Mansion! Specialty cocktail menus | Full Bar available for purchase & complimentary nibbles.

Lou's Lounge - Singer/Songwriter Showcase feat. Mark Sengstock
Mark Sengstock is the 9th of 10 artists to be featured in our Showcase Series!
About Mark:
Although Mark grew up in the Chicago suburbs playing bluegrass with his father and friends, many of his influences come from the South after moving to Atlanta when he was a teenager. Bands like the Allman Brothers, Stevie Ray Vaughan, Widespread Panic, and The Black Crowes are just a few of his influences. Mark toured the Southeastern US as lead guitar for bands Stone Soup and Hobo Lingo until eventually moving back to Chicagoland in 2005, where he currently frequents bars and coffee houses as a solo acoustic performer.
Singer/Songwriter Showcase is in conjunction with NMP 4th Fridays Art Show, which begins at 6pm-9pm. If you attend the Art Show, you will receive a ticket into Lou’s Lounge as well.
The Doors to Lou’s Lounge open at 8pm. If you are only attending the Singer/Songwriter Showcase, tickets can be purchased for $5, just click the link below!

Lou's Lounge - Live Music feat. Mark Sengstock
Come out to Crystal Lake's hidden gem - Lou's Lounge Speakeasy! Join us for an evening of live music with Mark Sengstock - Tickets are a donation to The Dole - small bites will be served, Signature Cocktails and full bar available for purchase - Lou's Lounge is a cashless venue - doors open at 6:00pm.

Summer's Last Hurrah! feat. CORK 'N CLASSICS 6-9pm with an After-Party option in Lou's Lounge feat. Deja Vu Duo from 9-11pm
Not ready for summer to be over? Well, neither are we!! So The Dole & BCU are presenting…SUMMER’S LAST HURRAH!
An outdoor summer party with Live Music featuring CORK ‘N CLASSICS, vocal entertainers covering all your favorite cover songs from the 50s, 60s, & 70s with a focus on Country, Motown, R&B and more!

9 | 14 Jazz Series
Join us for 4 fabulous jazz filled evenings 7pm - 9 pm with The Jazz Standards September through December in Crystal Lake's Hidden Gem Lou's Lounge - an exclusive hideaway in the Dole Mansion! Specialty cocktail menus | Full Bar available for purchase & complimentary nibbles.