Things to Do in Pittsburgh in October
Our ultimate weekend guide contains 156 unique recommendations of things to do in Pittsburgh in order to help you explore the city every Friday, Saturday, and Sunday of the year (one for each day). With each recommendation, we've also hand selected nearby restaurants, bars, cafes, and shops you may wish to visit while you're in the neighborhood if you have more time!
As always, please keep in mind that our weekend recommendations may vary based on season and typical event schedules. Exact dates and operating hours should be confirmed prior to any visit.
For more information on all recommendations, click through to our full articles or the businesses' websites for more information!
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?
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.
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!
Check out the touring shows for a visit downtown this Friday!
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 or Lidia's in the Strip 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!
Night of the Living Dead Weekend
Did you know that one of the most famous horror movies of all time, Night of the Living Dead, was filmed just outside of Pittsburgh?
This cult classic took Evans City by storm, and the town now has a Night of the Living Dead Museum as well as an annual three day festival to celebrate the film and all things zombies.
And if one day is not enough, check out the three pack tickets which will get you in to the special events for the full weekend!
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!
Here we go! By mid-October football season is in full swing, which means its time to head down to Heinz Field to cheer on the Pittsburgh Steelers as they make their bid for yet another Super Bowl ring. Just don't forget your Terrible Towel!
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Book a Hotel in Pittsburgh
Looking for a Pittsburgh hotel? Check out the following!
- Hampton Inn - Free parking in Downtown
- Embassy Suites - Stellar views in many rooms
- Sheraton Pittsburgh - City view in river view rooms
- Hotel Monaco - Highly rated on TripAdvisor
- Hampton Inn Green Tree - Great value option!
Looking for more? Search for a great deal on Booking.com!
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