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Indoor Mini Golf at Aspen Sky! We’re turning our event hall into an 18-hole indoor mini golf course! It’s the perfect winter activity and a fun way to get the whole family out of the house. Kids are absolutely welcome to join the fun! $8 Per Golfer We’ll have Aspen Sky wines, handcrafted cocktails, and […] |
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🍷✨ 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 […] 
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, […] |
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✨ 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 — […] |
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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 […] |
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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 […] |
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🧩⏳ 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 […] |
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🥃✨ 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. 📅 […] |
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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 […] |
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🎶 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 […] |