Looking for the perfect way to spend a chill Sunday? We’ve got you covered.

Join us every Sunday in March from 1–4 PM for Board Game Sundays! Bring your friends (or meet some new ones), grab a glass, and settle in for an afternoon of laughs, strategy, and just the right amount of friendly competition.
We’ll have a variety of board games available to play — but you’re absolutely welcome to bring your own favorites, too!

Board games ready to play (or BYO!)
Wine flowing
Wine + Flatbread Special for just $15!

It’s cozy. It’s relaxed. It’s the kind of Sunday that makes Monday feel a little less rude.

Sip, Snack, and Get Lucky!
Looking for the perfect way to celebrate St. Patrick’s Day? Leave the luck to the Irish and bring your skills to our St. Paddy’s Cookie Decorating Workshop!

Join us on Saturday, March 14th for an afternoon of creative fun. Whether you're a decorating pro or just here for the wine, you’ll have a blast "greening up" your very own set of delicious cookies.

What’s Included:

The Goods: A full set of festive cookies (shamrocks, gold pots, and more!) plus all the icing and supplies you need.

The Sips: Enjoy a glass of your favorite wine while you work

The Fun: A relaxed, guided environment perfect for a girls' night out, mother-daughter date, or a solo creative escape.

The Details

When: Saturday, March 14th

Where: Sit and Stay Winery- 260 E Michigan Ave. Kalamazoo MI

Time: 2:00 PM – 4:00 PM

Spaces are limited and our workshops fill up fast! Grab your spot today and let’s get ready to sham-rock and roll.

Join us at Sit & Stay Winery for a laid-back evening of Live Music with Matt Borr!

Friday, March 13th
6–8 PM
Sit & Stay Winery | Kalamazoo, MI

Kick off your weekend with great wine, cozy vibes, and live acoustic music from Matt Borr. Whether you’re meeting friends, planning a date night, or just looking for a relaxing Friday out, this is the perfect way to unwind.

Grab a glass (or a bottle ), settle in, and enjoy an evening of feel-good tunes in our welcoming winery atmosphere.
No cover — just good music, good wine, and good company.

Art. Wine. Friends.

Looking for the perfect girls’ night, a cozy midweek hang, or a reason to finally try that craft you’ve been saving on Pinterest? Welcome to Craft Club at Sit and Stay Winery!

We’re teaming up with Freelandfam Cookies to bring you a relaxed, creative night where the projects change, the wine flows, and the pressure to “be good at art” is absolutely zero. Crafts will vary each month, so there’s always something new to try—paint one night, create something totally different the next!

2nd & 4th Wednesday of every month
6:00–8:00 PM
Sit and Stay Winery | Kalamazoo, MI
What to expect:

• Guided (but low-pressure!) crafts with Freelandfam Cookies
• A fun, welcoming space—perfect for beginners
• Wine available by the glass or flight
• A great excuse for girls’ night, solo time, or meeting new friends

Bring your bestie, come solo, or make it your new midweek tradition. Sit. Stay. Create something fun.

Looking for the perfect way to spend a chill Sunday? We’ve got you covered.

Join us every Sunday in March from 1–4 PM for Board Game Sundays! Bring your friends (or meet some new ones), grab a glass, and settle in for an afternoon of laughs, strategy, and just the right amount of friendly competition.
We’ll have a variety of board games available to play — but you’re absolutely welcome to bring your own favorites, too!

Board games ready to play (or BYO!)
Wine flowing
Wine + Flatbread Special for just $15!

It’s cozy. It’s relaxed. It’s the kind of Sunday that makes Monday feel a little less rude.

Live Music with Aaron Perry 
 March 6th |  6–8 PM

Join us at Sit & Stay Winery for an evening of live music with Aaron Perry — happening during Friday's Art Hop!
Make us part of your Art Hop route and stop in for:
 Live acoustic music
 Your favorite wines
 Delicious bites
 All the creative, community vibes

Whether you’re out exploring downtown or looking for the perfect cozy spot to settle in for the night, this is your sign. Grab a glass, enjoy the music, and soak up the Friday energy.

Looking for the perfect way to spend a chill Sunday? We’ve got you covered.

Join us every Sunday in March from 1–4 PM for Board Game Sundays! Bring your friends (or meet some new ones), grab a glass, and settle in for an afternoon of laughs, strategy, and just the right amount of friendly competition.
We’ll have a variety of board games available to play — but you’re absolutely welcome to bring your own favorites, too!

Board games ready to play (or BYO!)
Wine flowing
Wine + Flatbread Special for just $15!

It’s cozy. It’s relaxed. It’s the kind of Sunday that makes Monday feel a little less rude.

Art. Wine. Friends.

Looking for the perfect girls’ night, a cozy midweek hang, or a reason to finally try that craft you’ve been saving on Pinterest? Welcome to Craft Club at Sit and Stay Winery!

We’re teaming up with Freelandfam Cookies to bring you a relaxed, creative night where the projects change, the wine flows, and the pressure to “be good at art” is absolutely zero. Crafts will vary each month, so there’s always something new to try—paint one night, create something totally different the next!

2nd & 4th Wednesday of every month
6:00–8:00 PM
Sit and Stay Winery | Kalamazoo, MI
What to expect:

• Guided (but low-pressure!) crafts with Freelandfam Cookies
• A fun, welcoming space—perfect for beginners
• Wine available by the glass or flight
• A great excuse for girls’ night, solo time, or meeting new friends

Bring your bestie, come solo, or make it your new midweek tradition. Sit. Stay. Create something fun.

Mac & Cheese Bar + Wine Night at Sit and Stay Winery
Saturday, February 21st
5:00–7:00 PM
Sit and Stay Winery | Kalamazoo, MI
Featuring Legacy Table

Get ready for the ultimate comfort food night!
Join us for a cozy evening of creamy mac & cheese and perfectly paired wines at Sit and Stay Winery. We’re teaming up with Legacy Table to bring you a delicious Mac & Cheese Bar that’s sure to satisfy every craving.

What’s Included:
Build-your-own mac & cheese bar
Handcrafted wines
Local partnership with Legacy Table
Cozy, relaxed atmosphere

Perfect for date night, friends night, or just treating yourself to some serious comfort food

Friend Finder at Sit and Stay Winery
February 19 | 6–8 PM

New to the area? Or just feeling like you haven’t quite found your people yet? You’re not alone—and this night is for you
Friend Finder is a laid-back, welcoming evening designed to help adults connect, mingle, and build real community in a low-pressure way. No awkward icebreakers—just good wine, easy conversation, and space to be yourself.

What to expect:
Wine available for purchase
Board games out and ready
Music playing to set a relaxed, social vibe
Kalamazoo info table with local spots to explore (restaurants, places to visit, and more)
A friendly, inclusive atmosphere where it’s okay to come solo

Whether you’ve just moved to Kalamazoo, are rebuilding your social circle, or simply want to meet new faces—this night is about connection, community, and feeling like you belong.

Come as you are. Leave with new connections.
We can’t wait to welcome you

Who Done It? Wednesdays at Sit & Stay Winery
Join us for an interactive, mystery night where you are the detective trying to solve a cold case.

Step into the scene, sip your favorite wine, and work with (or against!) your friends to solve the case. Whether you're a seasoned detective or just in it for fun, this evening is full of laughter, light-hearted suspense, and great wine.
The winning team will win a gift certificate.

Dates: Wednesday, Feb 18th
Time: 6:00-8:00PM
Cost: $5 per person
Location: Sit & Stay Winery, Kalamazoo, MI

Bring your curiosity, your friends, and your best detective instincts. The question is… Who Done It?

Community Book Swap at Sit and Stay Winery

Wine • Books • Good Times
Sunday, February 15th
1:00–4:00 PM
Sit and Stay Winery | Kalamazoo, MI

Calling all book lovers, wine sippers, and cozy vibes seekers!
Join us for a relaxing afternoon of community, connection, and great reads at our Book Swap event. Bring 3 well-loved books you’re ready to pass along, and leave with 3 new-to-you favorites to enjoy.

Settle in with a glass of wine, browse through stories, meet fellow readers, and enjoy the kind of slow, comfy afternoon we all need.

How It Works:
Bring 3 gently loved books
Swap them for 3 new reads
Enjoy handcrafted wine
Connect with fellow book lovers

Whether you come with friends or solo, you’ll leave with new books, new connections, and a full heart (and glass).

Drew Alkema – Valentine’s Day Live Music

Saturday, February 14th
6:00–8:00 PM
Sit and Stay Winery | Kalamazoo, MI

Celebrate Valentine’s Day with the perfect blend of live music, wine, and chocolate! Join us for an intimate evening featuring Drew Alkema performing live while you sip, relax, and enjoy our special Chocolate & Wine Pairing—available just for this night.
Whether you’re coming with your sweetheart, your best friend, or treating yourself, this is the ultimate Valentine’s vibe.

What to Expect:
Live music by Drew Alkema
Handcrafted wines
Special Valentine’s chocolate & wine pairing
Cozy, romantic atmosphere

Make it a date night, girls’ night, or solo self-love night—we’ve got you covered

Art. Wine. Friends.

Looking for the perfect girls’ night, a cozy midweek hang, or a reason to finally try that craft you’ve been saving on Pinterest? Welcome to Craft Club at Sit and Stay Winery!

We’re teaming up with Freelandfam Cookies to bring you a relaxed, creative night where the projects change, the wine flows, and the pressure to “be good at art” is absolutely zero. Crafts will vary each month, so there’s always something new to try—paint one night, create something totally different the next!

2nd & 4th Wednesday of every month
6:00–8:00 PM
Sit and Stay Winery | Kalamazoo, MI
What to expect:

• Guided (but low-pressure!) crafts with Freelandfam Cookies
• A fun, welcoming space—perfect for beginners
• Wine available by the glass or flight
• A great excuse for girls’ night, solo time, or meeting new friends

Bring your bestie, come solo, or make it your new midweek tradition. Sit. Stay. Create something fun.

Board Game Afternoon at Sit and Stay Winery

Play. Drink. Stay.
Join us for a laid-back Sunday filled with board games, great wine, and even better company! Whether you’re a seasoned strategist or just here for the laughs, this is the perfect way to spend a cozy afternoon.

Sunday, February 8
1:00–4:00 PM
Sit and Stay Winery
260 E Michigan Ave., Kalamazoo, MI

We’ll have a variety of board games available, or feel free to bring your favorite to share. Grab a glass of wine, settle in with friends (or make new ones!), and enjoy a relaxed, playful atmosphere.

Wine and food available for purchase
Games, laughter, and community

We can’t wait to see you!

Part of Kalamazoo Craft Beverage Week!
Wine and pizza—name a better duo. We’ll wait.

Join us at Sit and Stay Winery for a Wine & Pizza Pairing Night, featuring delicious pizza from Benny DiCarta’s and perfectly paired wines to match. This special evening is part of Kalamazoo Craft Beverage Week, so you know it’s going to be a good one!
For just $20, you’ll enjoy curated wine pairings alongside slices of crowd-favorite pizza—because great wine deserves great pizza (and vice versa).

Friday, February 6th
5:30–8:30 PM
Sit and Stay Winery | Kalamazoo, MI
$20 per person
Featuring pizza from Benny DiCarta’s
Wine pairings by Sit and Stay Winery
Kalamazoo Craft Beverage Week 2026

Grab your friends, make it dinner plans, and come celebrate local flavors, local partnerships, and one very delicious Friday night out.

BEST TRAINED HUMAN COMPETITION

Sit and Stay Winery, as a special Craft Beverage Week Event, proudly presents…Step aside, good dogs—it’s time for the humans to show what they’ve got.

Do you have a well-trained human at home? One who can sit on command? Stay under pressure? Catch a hotdog mid-air like a true champion?

Bring them out to Sit and Stay Winery for our Best Trained Human Competition, where obedience, agility, and pure silliness take center stage.

Just like a classic dog show (but with fewer leashes and more wine), humans will compete in a series of playful challenges designed to test their focus, coordination, and ability to follow very important instructions. Expect laughs, friendly competition, and plenty of cheering from the sidelines.

Events may include:
• Sit & Stay (can they hold it?)
• Hotdog Catch (style points encouraged)
• Jump Distance (zoomies optional)

Sip wine, enjoy the show, and crown the ultimate Best Trained Human of the night.
February 5th
6–8 PM
Sit and Stay Winery

Come. Stay. Show us what your human can do.