Upcoming events.
Upcoming events.
Live Music: Sean Bielby
Live Music at Gypsy Distillery!
Join us for an afternoon of great music, fine spirits, and good vibes!
Relax and enjoy the soulful tunes of Sean Bielby while sipping on our signature cocktails and craft spirits. Whether you're winding down your week or kicking off your weekend, this is the perfect way to spend your Saturday afternoon!
Drink specials and a welcoming atmosphere await. Bring your friends and let’s make it a day to remember!
Christmas Sip & Shop Market
Annual Christmas Sip & Shop Market
Join us at Gypsy Distillery for our beloved Christmas Sip & Shop Market on Sunday, December 14th from 12:00–4:00 PM!
Get into the holiday spirit while sipping festive cocktails and shopping local vendors for the perfect Christmas gifts. From handcrafted goods and artisan treats to unique holiday finds, this market is the perfect way to support small businesses and check off your shopping list.
What to Expect:
Local vendors & makers
Seasonal cocktails & drinks
Live music by the Greg Vadnais Jazz Quartet
A cozy, festive atmosphere
Date: Sunday, December 14th
Time: 12:00 PM – 4:00 PM
Location: Gypsy Distillery
Bring your friends, sip on something merry, enjoy live jazz, and shop small this holiday season!
APPLY HERE: https://docs.google.com/.../1FAIpQLScil3fPBnU.../viewform...
All applications must be submitted by November 1st 2025.
Vendor Note:
The only way to apply as a vendor is through our official application link. Please do not respond to anyone in the comments claiming to have vendor spots available, these are spam messages!!!
If you have any questions or need clarification, contact us directly at events@highfivespirits.com.
Bourbon Lounge
Welcome to the Bourbon Lounge at Gypsy Distillery – an experience for those who appreciate the art of fine whiskey.
Once a month, we're opening up our Private Lounge (located on the second level of our distillery) to all who would like to indulge in our signature bourbons and specialty bourbon cocktails.
Experience Gypsy Distillery like you never have before and join us for this unique offering!
Country Christmas Line Dancing
Country Christmas Line Dancing returns to Gypsy Distillery!
Y’all are invited to a festive night of holiday cheer and country dancing at Gypsy Distillery! Dust off those boots and get ready to celebrate the season in style.
Led by the talented Natasha Golding, you’ll learn all the steps to popular line dances and a few festive twists. Perfect for beginners or seasoned dancers looking to add some holiday fun to their moves!
What to Wear: Embrace the holiday spirit in your favorite Christmas flannel or an ugly sweater for some extra festive flair!
Bring your friends, your family, and your best dance moves—it’s going to be a night filled with festive tunes, dancing boots, and holiday memories you won’t want to miss!
$10 cover at the door
Ages 18+ only
Christmas Trivia
Christmas Trivia Night at Gypsy Distillery!
Get ready to jingle all the way through a night of holiday fun, festive drinks, and friendly competition! Grab your brightest Christmas sweater, round up your smartest elves, and join us for an evening of merry trivia that’ll put your holiday knowledge to the test.
What to Expect:
Fun and festive Christmas trivia rounds
Seasonal cocktails + holiday drink specials
Prizes for the top teams
Bonus points for the best Christmas sweaters or festive attire
Cozy holiday vibes all night long
Bring your holiday spirit and your best guesses — it's going to be a holly jolly good time!
Dueling Pianos
TWILIGHT TUNES IS BACK!
Join Jake and Cass at Gypsy Distillery in Petoskey for a fun night of post Christmas dueling pianos request your favorite song, enjoy a delicious cocktail, and dance the night away with us.
6-8pm December 26, 2025
Live Music: Elisabeth Christe
Live Music at Gypsy Distillery!
Join us for an afternoon of great music, fine spirits, and good vibes!
Relax and enjoy the soulful tunes of Elisabeth Christe while sipping on our signature cocktails and craft spirits. Whether you're winding down your week or kicking off your weekend, this is the perfect way to spend your Saturday afternoon!
Drink specials and a welcoming atmosphere await. Bring your friends and let’s make it a day to remember!
Bourbon Lounge
Welcome to the Bourbon Lounge at Gypsy Distillery – an experience for those who appreciate the art of fine whiskey.
Once a month, we're opening up our Private Lounge (located on the second level of our distillery) to all who would like to indulge in our signature bourbons and specialty bourbon cocktails.
Experience Gypsy Distillery like you never have before and join us for this unique offering!
Closed for Private Event
Gypsy Distillery will be closed Saturday, Jan. 31st for a Private Event. We apologize for any inconvenience and look forward to seeing you soon!
Closed for Private Event
Gypsy Distillery will be closed Friday, Feb. 6th for a Private Event. We apologize for any inconvenience and look forward to seeing you soon!
Closed for Private Event
Gypsy Distillery will be closed Friday, Feb. 20th for a Private Event. We apologize for any inconvenience and look forward to seeing you soon!
Closed for Private Event
Gypsy Distillery will be closed Saturday, Dec. 6th for a Private Event. We apologize for any inconvenience and look forward to seeing you soon!
Fall Trivia
Fall Trivia Night at Gypsy Distillery!
Celebrate the best of the season with an evening of friendly competition, great drinks, and autumn vibes at Gypsy Distillery’s Fall Trivia Night! Hosted by Matt Hall from Masterminds Trivia.
Test your knowledge on everything from fall movies and cozy traditions to football season, tailgating, and Thanksgiving favorites. Gather your trivia team, enjoy seasonal cocktails, and see who will take home the top prize!
Date: Tuesday, November 25
Time: 6–8 PM
Gypsy Distillery
It’s the perfect way to unwind, laugh, and celebrate the season — one question (and cocktail) at a time!
Line Dancing
Join us for Line Dancing Night at Gypsy Distillery!
Saturday, November 22 | 7–10 PM
With the one and only Natasha Golding leading the way!
Join us for a fun-filled night of country line dancing at Gypsy Distillery! Whether you’re a seasoned dancer or just learning the steps, Natasha will have you boot scootin’ in no time.
$10 at the door
18+ event
Craft cocktails, beer, and wine flowing all night!
Grab your boots, bring your friends, and come dance the night away! No partner needed — just good vibes, great music, and a whole lot of fun. See y’all on the dance floor!
Bourbon Lounge
Welcome to the Bourbon Lounge at Gypsy Distillery – an experience for those who appreciate the art of fine whiskey.
Once a month, we're opening up our Private Lounge (located on the second level of our distillery) to all who would like to indulge in our signature bourbons and specialty bourbon cocktails.
Experience Gypsy Distillery like you never have before and join us for this unique offering!
Live Music: Elisabeth Christie
Live Music at Gypsy Distillery!
Join us for an afternoon of great music, fine spirits, and good vibes!
Relax and enjoy the soulful tunes of Elisabeth Christe while sipping on our signature cocktails and craft spirits. Whether you're winding down your week or kicking off your weekend, this is the perfect way to spend your Saturday afternoon!
Drink specials and a welcoming atmosphere await. Bring your friends and let’s make it a day to remember!
Game Day Bloody Mary Bar
Gypsy Distillery's famous Bloody Mary Bar is back by popular demand!
It's Sunday-Fun Day! Skip brunch and head on in to build an ultimate bloody with your toppings of choice! It's a whole meal! Not a bloody fan? We've got all the fixings for a great mimosa, too!
Enjoy the Lions vs Vikings game on our massive flat screen TV - There's not a bad seat in the house!
Whether you’re a die-hard fan or just here for the fun and drinks, we’ve got the perfect atmosphere for everyone. It's a win-win!
Live Music: Sean Bielby
Live Music at Gypsy Distillery!
Join us for an afternoon of great music, fine spirits, and good vibes!
Relax and enjoy the soulful tunes of Sean Bielby while sipping on our signature cocktails and craft spirits. Whether you're winding down your week or kicking off your weekend, this is the perfect way to spend your Saturday afternoon!
Drink specials and a welcoming atmosphere await. Bring your friends and let’s make it a day to remember!
Halloween Trivia
Halloween Trivia Night at Gypsy Distillery
Think you know a thing or two about scary movies, spooky legends, and creepy creatures? Join us for a thrilling night of Halloween Trivia at Gypsy Distillery!
Date & Time: Halloween Trivia | 6:00 PM – 8:00 PM
Hosted by: Matt Hall from Masterminds Trivia
Topics Include: Scary Movies, Fictional & Real Monsters And more spooky surprises!
8 players per team max!
Come dressed in your best Halloween costume for extra fun—we can’t wait to see your spook-tacular looks!
Gather your ghouls and goblins, sip on craft cocktails, and put your Halloween knowledge to the test.
Halloween Bash
Get Ready for a Wicked Halloween Bash at Gypsy Distillery!
Join us for a night of thrills, chills, and killer beats with DJ PARKER MARSHALL setting the dance floor on fire!
Dress to impress in your spookiest, funniest, or most creative costume for a chance to win a cash prize in our epic costume contest!
Must be 21+
Date: Oct 24th
Time: 8 PM - 12 AM
Location: Gypsy Distillery
This is one Halloween party you won’t want to miss. Bring your A-game and let’s make it a night full of tricks, treats, and unforgettable moments!
Mark your calendars and we’ll see you there… if you dare!
Fall Fest
Here's what you can look forward to:
Gypsy Spirit Tastings
Line Dancing Friday night to kick off the weekend
Fall inspired cocktail menu with the the seasonal release of our fan-favorite Apple Pie Vodka!
Live music all day long, with The Gasoline Gypsies headlining the festival Saturday night!
Kids Activities & Games
Fall-inspired Food Stations
Bring the whole family and enjoy crisp cocktails, cozy vibes, and autumn magic at Gypsy Distillery!
Line Dancing
Kick off Fall Fest weekend with Line Dancing Night at Gypsy Distillery!
Friday, October 17 | 7–10 PM
With the one and only Natasha Golding leading the way!
Join us for a fun-filled night of country line dancing at Gypsy Distillery! Whether you’re a seasoned dancer or just learning the steps, Natasha will have you boot scootin’ in no time.
$10 at the door
18+ event
Craft cocktails, beer, and wine flowing all night!
Grab your boots, bring your friends, and come dance the night away! No partner needed — just good vibes, great music, and a whole lot of fun. See y’all on the dance floor!
Bloody Mary Bar
Spice up your weekend at Gypsy Distillery with our famous Build-Your-Own Bloody Mary Bar!
Join us for a fully loaded Bloody Mary experience where you call the shots—literally. From savory skewers to wild garnishes, you’ll have the chance to craft the ultimate cocktail just the way you like it.
Enjoy live music by the amazing Nick Visconti while sippin' on your favorite cocktail!
Whether you love it classic or crave the extreme, this is your chance to get creative with your brunch drink of choice. Come thirsty, come hungry, and come ready to build your own ultimate skewer.
At Gypsy Distillery
Saturday, October 4, 2025
Dueling Pianos at Gypsy Distillery
Come on out enjoy a dueling piano show at Gypsy Distillery! Cass and Jake will be taking your song requests and playing all your favorite hits from 6-8pm you won’t want to miss this one, Petoskey!
Live Music: Matt Gabriel
Live Music at Gypsy Distillery!
Join us for an evening of great music, fine spirits, and good vibes!
Date: Friday, September 19th
Time: 5 PM - 7 PM
Featuring: Matt Gabriel
Location: Gypsy Distillery
Relax and enjoy the soulful tunes of Matt Gabriel while sipping on our signature cocktails and craft spirits. Whether you're winding down your week or kicking off your weekend, this is the perfect way to spend your Friday evening!
Drink specials and a welcoming atmosphere await. Bring your friends and let’s make it a day to remember!
Neighbors Helping Neighbors
Please join us in supporting the Milks Family, who tragically lost everything in a house fire — including their beloved fur babies.
Your love, prayers, and support mean the world as they begin to rebuild from this heartbreaking loss. Together, we can help lift them back up.
Enjoy great drinks, live music, and an amazing auction … or simply stop by to say hello and show your support. AMAZING TRIPS TO BE AUCTIONED OFF BELOW
Join us for an exciting auction event where you can bid on your favorite silent auction item; no need to be present to win! The live auction kicks off at 4 PM, showcasing incredible travel packages. Bid on a trip for four to Orlando, with park access and accommodations, starting at $2,500 (valued at $3,900).
Prefer tropical vibes? Check out our Hawaii package, featuring accommodations and whale watching, starting at $2,800 (valued at $5,500).
Love the mountains? Don’t miss our Colorado getaway with lodging and skiing, starting at just $2,500 (valued at $4,850). Best of all, you have up to three years to use these trips! Secure your unforgettable adventure today!
Live Music: Elisabeth Christie
Join us for live music by Elisabeth Christie from 5PM-7PM.
Line Dancing
Line Dancing Night at Gypsy Distillery!
Get your boots on and join us for an unforgettable evening of line dancing fun!
When: Thursday, Aug. 14th | 7 PM - 10 PM
Cover: $10
Instructor: The amazing Natasha Rosenthal will be leading the way!
Whether you're a seasoned dancer or just looking to try something new, this is your chance to kick up your heels, enjoy some great music, and make new friends.
Drinks & More: Sip on our signature craft cocktails while you dance the night away!
Don't miss out on this fun-filled event. Bring your friends and let's hit the floor!
Irish Boat Show at Gypsy Distillery
Join Irish Boat Shop and Gypsy Distillery for an unforgettable summer afternoon at one of the most iconic venues in Petoskey!
Whether you're a lifelong boater, just getting started, or simply looking for something fun to do on a Saturday, this event has something for everyone. We're bringing together the best of boating and summer fun in a relaxed, scenic setting right here in northern Michigan.
What’s Happening:
• Get up close with a variety of new boats and boating gear from Irish Boat Shop – chat with our team, climb aboard, and imagine yourself on the water
• Enjoy delicious eats from local food trucks stationed on-site
• Gypsy Distillery will be serving up their signature craft cocktails and providing entertainment throughout the day
• Soak in the beautiful summer weather, connect with fellow boating enthusiasts, and learn more about what’s new in the world of boating
This event is free and open to the public – no tickets required. Come anytime between noon and 7 PM to browse, sip, eat, and mingle!
Bring your friends, bring your questions, and most importantly—bring your love of boating. We’ll see you there!
Live Music: Matt Gabriel
Live Music at Gypsy Distillery!
Join us for an afternoon of great music, fine spirits, and good vibes!
Date: Saturday, July 26th
Time: 2 PM - 4 PM
Featuring: Matt Gabriel
Location: Gypsy Distillery
Closing at 4PM for Private Event
Gypsy Distillery will be closing at 4:00PM for a Private Event