🎹 Dueling Pianos at Aspen Sky! 🎹 We’re so excited to welcome back our Dueling Piano performers for another high-energy, crowd-favorite show! 🎶✨ This interactive experience will have you singing, clapping, laughing, and even dancing along as the pianists battle it out with your favorite songs and requests. 📅 Saturday, February 7 ⏰ 7:00 PM […]
Get ready for a night filled with music, fun, and excitement! Grab your friends and come toMusic Bingo, where you'll listen to your favorite love songs and play an entertaining game of bingo. What's Included Your ticket comes with a free drink, so arrive early to grab your drink and settle in for a great […]
🍅 Bloody Mary Brunch Flight 🍅 Calling all brunch lovers! Join us at Aspen Sky for a filling brunch sipper you won’t want to miss. Enjoy four 5oz pours of our Bloody Mary creations, each featuring its own unique flavor and twist. It’s the perfect way to sip, sample, and find your favorite — whether […]
🎶 Live at Aspen Sky: Maddie Jo Band! 🎶 Join us for an exciting night of live music with the Maddie Jo Band! Maddie Jo is a young, energetic country-rock artist emerging from the Milwaukee area. Her powerful vocals and captivating stage presence have been winning over crowds across the Midwest — and now she’s […]
Aspen Sky Gives Back: Trivia Night Get ready for a fun and meaningful night of trivia! Enjoy 6 entertaining rounds while competing for first place—but the best part? You’ll be helping support a wonderful local organization in the process. This month, we’re excited to welcome back Friends INC, who will be benefiting from this Trivia […]
🥃✨ Old Fashioned Flight Night! ✨🥃 Join us for an evening of expertly crafted Old Fashioneds made with Aspen Ridge Spirits! Enjoy a curated flight of four 5oz pours, each offering its own unique twist on this timeless classic. Sip, savor, and discover your new favorite while enjoying a fun night out with friends. 📅 […]
🧩⏳ Puzzle Race Think you and your crew have what it takes to master a 500-piece puzzle under pressure? Gather your team of 2–10 players and get ready for Aspen Sky’s ultimate Puzzle Race! 🕑 Check-in begins at 1:30 PM — grab a drink, get comfortable, and start planning your puzzle strategy! 🏆 When the […]
Live at Aspen Sky – Redfish Remix! (FREE CONCERT) Get ready for a high-energy night at Aspen Sky as Redfish Remix returns to the stage! These talented hometown performers are back to play your favorite hits, so bring your friends and head to Aspen Sky! Sip on Aspen Sky wines, handcrafted cocktails, and cold beer […]
Music Bingo – 80’s & 90’s Country Night! Dust off those cowboy hats and break out your best country boots—this one’s for all the 80’s and 90’s country fans! Enjoy a lively rounds of Music Bingo featuring the greatest country hits from icons like Tim McGraw, George Strait, Alabama, and more! This is a ticketed […]
✨ Aspen Sky Wedding Expo ✨ 📅 Sunday, January 11th 🕙 10 AM – 1 PM Your dream wedding starts here at Aspen Sky! 💍🍷 Join us for a day filled with inspiration, creativity, and connection. Meet some of the area’s best wedding professionals — from florists and photographers to caterers and beauty experts — […]
Wine & Cheese Pairing Night Join us for a delicious evening featuring four artisan cheeses specially paired with Aspen Sky wines! Our very own Michelle will guide you through each pairing and share why these unique flavors complement each other so perfectly. Bring a friend and enjoy a relaxed, flavorful night filled with wine, cheese, […]
🍷✨ Uncorked & Unplugged – Every Thursday! ✨🍷 Free Event! Make Thursday your night to unwind, create, and connect. Our cozy tasting room is the perfect place to sip your favorite wine while diving into a good book, working on a craft, tackling your to-do list, playing a game, or simply taking a moment to […]