Last Updated on May 14, 2020 by Jeremy
Disclaimer: Our site uses demographic data, email opt-ins, display advertising, and affiliate links. Please check out our Terms and Conditions. Pricing, operating hours, or menus may have changed since our initial visit and may not be reflected in subsequent updates. Please confirm these directly with any business or attraction prior to visiting.
October in Pittsburgh is often when fall makes itself known. The temperatures drop rapidly, fall colors reach their peak, and the end-of-year slowdown starts becoming much more apparent.
But that doesn't mean you have to slow down in your explorations of the city, as it turns out October is another great month where you can get out and enjoy the city!
So if you are looking for things to do in Pittsburgh in October, check out the following options.
Doors Open Pittsburgh
Doors Open Pittsburgh is one of our favorite events of the year, and takes place October 5th and 6th in 2019.
Why do we love this one so much? Ticket holders for this event can get access to dozens upon dozens of historic buildings in downtown Pittsburgh and the North Side for tours and more. So if you've ever wanted to see the inside of Teutonia Maennerchor, the Union Trust building, the Mayor's office, and more, a ticket for Doors Open is a must!
Tour Wigle in the Strip District
Wigle Whiskey is perhaps Pittsburgh's biggest success story in the spirits business, and those who have tasted their creations do not need to be told why that is. If you love Wigle as much as we do, taking a tour of their distillery in the Strip District is an absolute must.
If you're driving through Heidelberg, located just south of the city, and are not paying attention you may not notice Insurrection AleWorks at all. This small brewery is a local favorite with several unique beers on tap (try their Gose if available) and a solid food menu including wood-fire oven pizzas, wings, burgers, and a charcuterie selection that would put most restaurants to shame.
Hundred Acres Manor
One of our favorite things about October is that it means Halloween is just around the corner, and to us there is no place better to go than Hundred Acres Manor in South Park.
This estate is one of the largest destinations for haunted attractions in the city, and is consistently rated among the best in the nation. Feeling brave?
Autumnfest at Seven Springs
The celebration of fall typically occurs over multiple weekends in September and October with their annual Autumnfest (in 2019 the last weekend of September plus the first three weekends of October). Here you can get into fall fun with artisan crafts, chair lift rides in the resort to go hiking, listen to live music, celebrate Oktoberfest (select weekends), and so much more.
Wooden Door Winery
Wooden Door Winery near New Kensington is located on a quaint homestead that just begs you stay a while to drink wine and watch the day go by.
In the fall this winery starts rolling out their fall and winter wines, so be on the lookout for their Autumn Riesling- one of our very favorites. Or, if you're looking for something a bit different, no one will judge you if you try a wine slushie, they're amazing!
If you make it out to this winery on a beautiful day, make the small detour to Harrison Hills Park for a hike!
Moraine State Park
It is a bit of a drive to get to Moraine State Park, but those who make the effort to journey about 45 minutes north of the city to visit this one will be rewarded with gorgeous lake views, hiking trails that pass through numerous natural viewing areas, and all-in-all, a great day of exploring.
Before coming home, be sure to stop at the The Snowman- an iconic ice cream shop that serves up shaved ice and soft serve ice cream that is the perfect reward after a long day of hiking.
Pittsburgh Whiskey and Fine Spirits Festival
Do you love craft spirits and need plans on October 23rd? If so, the Whiskey and Fine Spirits Festival put on by Pittsburgh Magazine is for you! This one is poised to be one of the premier libations events in the city with over 300 spirits available for sampling, food from Rivers Casino, and so much more. Just be sure to grab a Pittsburgh hotel or Uber for this one! (J Gough's Tavern in Greenfield pictured.)
Opera in the Cultural District
As fall comes back to the Burgh, you may want to start going back inside. Luckily, there are many shows to check out in the Cultural District throughout the year including those by the Pittsburgh Opera!
Kennywood Phantom Fright Night
Kennywood makes a rare second appearance on this list during October for their Phantom Fright Nights haunted houses. During the weekends of October the park is transformed into a theme park of horrors full of haunted houses and thrilling rides.
If you have some more time in the afternoon before Kennywood Fright Night, schedule a tour of Trundle Manor to get you in the horror spirit!
North Shore River Trail
When it comes to viewing the fall colors, you have many options both in and out of the city. One of our favorite spots in the city limits is the North Shore River Trail which spans several miles west and east of the city.
Pick up your bike at one of the many Healthy Ride kiosks in downtown or the North Side and check out the sights like the Mr. Rogers memorial, PNC Park, and of course, the stunning views of the city.
There are a number of awesome attractions and restaurants along the North Shore River Trail By the Science Center is the USS Requin Submarine, and for those making a bigger walk or ride can cross the river and head down to Gaucho in the Cultural District!
Arsenal Cider House
Although you can enjoy Arsenal Cider House any time of the year, we think this one is worth visiting in the fall at the height of apple season.
As a special bonus, Arsenal Cider House rolls out their fall and winter flavors around this time, which are some of our favorites of the bunch. Be on the lookout for events here, as Arsenal's outdoor space is the perfect spot to let the night roll by with live music or a food truck!
McConnells Mill State Park
Located about 45 minutes north of the city, McConnells Mill State Park is perhaps our favorite state park in Western Pennsylvania. This one has a historical mill, a covered bridge, and miles of hiking trails for those looking for a long day out.
Pittsburgh Ghost Tour
Looking to get acquainted with Pittsburgh's dark side? A pre-Halloween ghost tour is in order with the folks at Haunted Pittsburgh. This two-hour tour covers some of the city's most famous hauntings- hilarious, insidious, and otherwise.
With the slogan of “Drink Beer, Make Stuff,” you already know what you're getting yourself into at a Workshop PGH event.
This artist space in Garfield is one of many that have opened up recently in the neighborhood, and offers weekly workshops to learn skills such as screen printing, candle making, or wood working!
We want the cup! By early October hockey season is in full swing, with the first regular-season game taking place on October 3rd! This means its time to head down to PPG Paints Arena to cheer on the Pittsburgh Penguins as they make their run for another Stanley Cup. Grab your tickets today!