Upcoming Roo Events! We had so much fun at Pet Fest we had to keep this party rocking! 🚢 11th Annual Cruise with Roo Take a dog-friendly cruise down the Chicago River with First Lady Cruises! Roo did this as part of his bucket list and we’ve done it every year since! 📅 Sunday, August 30 ⏰ 11 a.m. - 1:30 p.m. 🎟️ Tickets Required. Link in Bio. 🧡 8th Annual Roo Fest 2026 Dog-friendly, family-friendly, and includes 30+ vendors, local rescues, Harbor Brewing drinks, live music, food trucks, and more! Free entry. 📅 Sunday, September 27 ⏰ 11 a.m. - 3 p.m. 📍Harbor Brewing Co. Lakefront Biergarten & Taproom in Winthrop Harbor, IL 🎄Roo's Very Merry Pet Market A dog-friendly holiday pet market made for you and your dog! Shop incredible vendors, take photos with Santa, and so much more! Free entry. No, it is not too early to plan for this. 📅 Sunday, December 13 ⏰ 11 a.m. - 4 p.m. 📍Fairlie in Chicago Market your calendars and we’ll see you for your favorite dog-friendly fun in C...