Top Ten Things to Do in Pittsburgh in October

This month's best bets in the ’Burgh.

Photo: Shutterstock​

Oct. 19/ Drink some boxed wine, learn some improv and see a free show at the Arcade Comedy Theater’s Improv Pop-Up Night. The 2 ½ hour class allows newbies to try it out for themselves and then catch a show afterwards. (707 Penn Ave., Downtown; 412/339-0608,  

Oct. 2/ Carnegie Museum of Art offers a special tour for those living with Alzheimer’s and other forms of dementia. In the Moment: Tour for Visitors with Alzheimer’s is a monthly, hour-long gallery tour that includes conversation and company for individuals and a caregiver. (4400 Forbes Ave., Oakland; 412/622-3131,

photo courtesy pittsburgh cultural trust

Oct. 17/ Beer and cupcake tastings are on tap for Craft Beer School: Cupcakes & Beer at the Cabaret at Theater Square. This 21-and-over event features four beer samples, door prizes and a Q&A with James Kaufman, proprietor of Cafe Chocolade. (655 Penn Ave., Downtown; 412/456-6666,

Oct. 1/ The fifth annual 3-2-1 Ride is the largest annual fundraising event for The Woiner Foundation, a Pittsburgh-based and volunteer-run foundation that aims to fight melanoma and pancreatic cancer. Cyclists of all skill levels are welcome, with four different rides ranging from 7 to 80 miles planned. There will also be family activities, a finish line festival and more. One hundred percent of every rider-raised dollar helps to support cancer research and patient care at the University of Pittsburgh Cancer Institute Melanoma Center and the Alliance of Families Fighting Pancreatic Cancer. (Heinz Field Quay, 100 Art Rooney Ave., North Shore; 844/321-7433,

Oct. 27/ Take a trip to Atlantic City without leaving the Steel City. The New Jersey city is the inspiration for this year’s Pittsburgh Whiskey & Fine Spirits Festival held at the Rivers Casino. A Night on the Boardwalk in Atlantic City will include hundreds of vendors with mixed drinks and liquors from around the world. Tickets include a full buffet, and those attending are encouraged to dress for the part — think Monopoly and the roaring '20s. (777 Casino Drive, North Shore;

Oct. 25/ Spirit, legendary for its dance parties and pizza, is hosting a stop on the tour for Dance with the Dead and GosT. The event is an all-night, 21-and-over party. (242 51st St., Lawrenceville; 412/586-4441,

Oct. 21/ Dress up and attend a bar crawl for a good cause — the 7th annual Boo & Brew Bash benefits Make-A-Wish Greater Pennsylvania and West Virginia. There are stops at five Downtown bars, and “Best Costume” and “Best Group Costume” will be awarded at the after-party. (Various locations, Downtown;

Oct. 7-8/ When the leaves start to change and pumpkin spice flavoring runs rampant, head to the annual Hickory Apple Festival. Now in its 34th year, the festival is a two-day affair for the whole family. In addition to all things apple, there will be crafters demonstrating their skills in jewelry-making, pottery, sand art and more, and children’s activities such as a petting zoo, apple pie eating contest, face painting and balloon animals. Local bands such as The Stickers and the Street Level Band will be performing throughout the weekend. (106 Main St., Hickory; 724/356-3378,

Oct. 13/ Be environmentally conscious and Halloween-ready with Crafts & Drafts: Sustainable Costume Accessories hosted by the Society for Contemporary Craft. The cost of a ticket includes endless reclaimed materials, two beverages and the chance to explore basic hand sewing, costume design and fabrication. (2100 Smallman St., Strip District; 412/261-7003,

Oct. 20-Nov. 4/ The home of the show that taught Pittsburgh children how to be a good neighbor will host the Shakespearean classic that teaches you the exact opposite. Romeo and Juliet opens the season for PICT Classic Theatre at WQED’s Fred Rogers Studio in Oakland. (4802 Fifth Ave., Oakland; 412/561-6000,  

Categories: From the Magazine, Things To Do