BolderLife Festival: Enjoy a series of events that support emotional education and growth through film, theatre, fine art, and dance. Featured speakers and performers include actor Jason Bateman, actress and musician Juliette Lewis, and live music at the closing gala from singer Colbie Caillat. Mon-Sun; Holiday Event Center, 2644 W. 32nd Ave.
Pouring for Paws: Animal lovers convene for a fall fundraiser featuring wine tastings from distributors including Unity Selections, Veraison Beverage Distributors, and Vinocopia. Guests bid on a silent auction to win items including autographed sports memorabilia, ski equipment, restaurant gift cards, and more. Singer-songwriter Joel Tromburg will perform throughout the night that benefits OutPaws Animal Rescue. Thu 5-8 p.m.; Lumber Baron Inn & Gardens, 2555 W. 37th Ave.
Western Fantasy: Returning for its 21st year, this Western-style gala brings Grammy-nominated country artist Trace Adkins for a night that benefits Volunteers of America Colorado Branch. Guests enjoy cocktails and dinner from Epicurean Catering, and a live auction, before an intimate, private performance by Adkins. (Full disclosure: 5280 magazine is a sponsor of this event.) Sat 5:45 p.m.; National Western Events Center, 1515 E. 47th Ave.
Dark and Delicious Wine Party: Sip and sample your way through a night of Old World wines at Epernay Restaurant in Denver’s theater district. Select wines for the evening include Tortoise Creek Cuvee Jeanne Sauvignon Blanc, Exem Bordeaux, and more. Proceeds benefit Sense of Security, a nonprofit organization that helps women during breast cancer treatment. Sat 6 p.m.; Epernay Restaurant, 1080 14th St.