156 Things to Do in Pittsburgh to Stay Busy Every Month of the Year


We’ve been doing our best here at Discover the Burgh to help you find new things to do in Pittsburgh, and between our hundreds of articles and dedicated Pittsburgh weekend guides we’ve covered quite a bit over the years with no end in sight.

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One problem we’ve run into with our Pittsburgh weekend guide series is that it is heavily focused towards visitors- those who have every minute of the weekend free from Friday afternoon to Sunday night. For those who live in the city, this intense schedule is often not always practical as you may only be able to do one or two things in any given weekend.

As it turns out, Pittsburgh has so much going on that we had no problem filling up an entire year’s worth of things to do for those who are able to go out to do one thing every Friday, Saturday, and Sunday in the year.

To help share these with you, our ultimate guide of 156 things to do in Pittsburgh was born.

After checking out these recommendations, you’ll never be bored again!

Navigate 156 Things to Do in Pittsburgh

Our guide contains 156 unique recommendations of things to do in order to help you do something new in Pittsburgh every Friday, Saturday, and Sunday of the year.

It is worth noting that this guide is not set up such that you have to go tour the observatory only on a weekend in August or that the best time to visit Hitchhiker Brewing is a weekend in February. In many cases, our selections are made to mix up the list each month.

That being said, this guide does have some seasonal variation built in to it, so we may recommend going skiing at Seven Springs in February or going to Hundred Acres Manor in October in time for Halloween. For obvious reasons, you cannot switch the two around.

Keep these in mind when reading!

To skip around within this guide, click the month or season based on your preference using the links below. This menu will be available at the end of each month’s page to assist in navigation. Otherwise, scroll down to start with January!

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Things to Do in Pittsburgh in January

Our ultimate weekend guide contains 156 unique recommendations of things to do in Pittsburgh in order to help you explore the city on weekends during every month of the year. 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!

Grapperia

Cocktail at Grapperia in Pittsburgh

Kick off the New Year in style with one of Lawrenceville’s trendiest bars- Grapperia! This bar celebrates the European spirit known as Grappa (one of our favorite spirits), made from fermenting the skins and seeds of grapes after the wine making process is complete. Grapperia has more of this spirit than any bar in the city, and perhaps even the entire country, so if you’re looking to try something different you most certainly won’t be let down here.

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Looking for more while in Lawrenceville? Why not have dinner at Piccolo Forno, Umami, or possibly take in a movie at Row House Cinema.

Mattress Factory

Mattress Factory in Pittsburgh

Pittsburgh’s contemporary art museum, Mattress Factory, is a hard one to describe as the art can be all over the place. One room is a mirrored hall with hundreds of polka dots that go on for infinity. Another is pitch black to give you sensory deprivation. Yet another may contain a rotating exhibit made entirely out of cardboard, concrete, or some other unusual medium. That’s the fun thing about contemporary art as there is not one style that fits the mold, and this North Side museum does a great job showcasing a blend of permanent and rotating attractions that will have you coming back time and time again.

Looking for more while in the North Side? Check out Randyland, Commonplace Coffee, or read our North Side neighborhood guide for more recommendations!

Tubing at Boyce Park

You don’t have to drive all the way out into the mountains to enjoy winter activities near Pittsburgh. Allegheny County’s Boyce Park offers their own dedicated skiing, snowboarding, and snow tubing hills during the winter months- perfect for those who want to get outside without the drive! Although we advocate going to proper mountains for skiing and snowboarding, the snow tubing hills at Boyce Park makes for a great Sunday afternoon out in town when snow is on the ground.

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Looking for more while in the East Side of the city? On your way back in stop in Squirrel Hill to check out Commonplace Coffee or Independent Brewing Company, or if you’re back early enough have a late brunch at Square Cafe in Regent Square!

Pittsburgh Winery

Barrels at Pittsburgh Winery

Pittsburgh Winery is one of the most interesting in the city for two reasons. First, they import all of their grapes from famous wine regions from around the world- meaning they offer wines that are strikingly different from most in western Pennsylvania. Second, their basement tasting room also includes a stage for live music in between the resting wine barrels- perfect for a Friday night visit!

Have more time in the Strip District? Check out Smallman Galley or Primanti Brothers if you’re looking for a meal, or to continue the fun head to Maggie’s Farm Rum just a few blocks down the road!

Clemente Museum

Clemente Museum

Out of all of the Pittsburgh Pirates baseball players to ever play for the team, there is none with a more famous history than Roberto Clemente. This local baseball icon had an incredible run with the Pirates before his untimely death in 1972 at the age of 38. To honor the legacy of one of the greats, the Roberto Clemente Museum in Lawrenceville opened. This one covers a wide spectrum of Clemente’s history and is a must visit for sports fans and non-sports fans alike. This one is only open for private visits, so you must call ahead for a tour.

Want to spend more time in Lawrenceville? Grab a coffee at Espresso a Mano, a local beer at Industry Public House, or maybe a great meal at Cure to keep the day going!

Dog Sledding at Nemacolin Woodlands

Our weekend guide series tries to stay as close to Pittsburgh as possible in all recommendations, but when we suggest you drive out of the city for an experience, there is good reason. Winter dog sledding is one of those reasons, and the Nemacolin Woodlands resorts is one of the only places in western Pennsylvania where you can experience this popular winter activity.

Looking to make a stop on your way home from the Laurel Highlands? Head to Orbis Caffe or Spoonwood Brewery for a quick drink!

Apis Meadery

Apis Meadery

If you’ve never tried mead (or enjoy it frequently like us), then a visit to Apis Meadery in Carnegie is a must on a Friday night out. This one focuses on all things mead- fermented honey for those who are not familiar with this drink. The mead at Apis is on the lighter side and their numerous fruit flavors are reminiscent of fruit wines with a honey touch. Be sure to try the spicy ones if they are available!

Seeking more while in Carnegie? Head to Riley’s Pour House or make the short trip to Heidelberg to visit Insurrection Brewery for more local beverages!

Jazz at James Street Gastropub and Speakeasy

For jazz lovers, there is no better spot for a live performance in Pittsburgh than at James Street Gastropub and Speakeasy in Deutschtown. This three-level speakeasy always has something going on, especially on weekends, and a small cover charge is all that stands between you and an intimate performance from local musicians.

Looking for more in the North Side Head to Allegheny City Brewing for more libations, or grab a meal at Max’s Allegheny Tavern just a few doors down!

Bicycle Heaven and Johnny Angel’s

Things to Do in Pittsburgh - Bicycle Heaven

On Sunday, you should make a return trip to the North Side to check out Bicycle Heaven– what is claimed to be the largest bicycle museum and store in the country (and possibly the world). This multi-level store features numerous showrooms of the most unusual and rarest bicycles on the planet (which, in many cases, they have duplicates of). Whatever you do, do not miss their upstairs rooms which are amongst the very best. Afterwards, check out Johnny Angel’s Ginchy Stuff located right next door- a music museum dedicated to Johnny’s impressive 50 year career as a local Pittsburgh musician.

For more things to do in the North Side, why not grab a burger at Benjamin’s Burger Bar, a drink at Rivertowne Brewery, or if the weather is nice take a stroll along the North Shore River Trail?

Downtown Gallery Crawl

Downtown Gallery Crawl

Every quarter the Cultural Trust in downtown Pittsburgh hosts a gallery crawl where the public and private art galleries scattered throughout downtown open up for one fun evening. As these galleries are typically not open late, this event is the perfect opportunity to explore a side of downtown you may not normally see!

Society for Contemporary Craft

The Society for Contemporary Craft in the Strip District is a unique store with handmade works from local artisans. Throughout the year they offer unique design workshops where you can try your hand at making art yourself. Recent classes have included Monotype Printmaking, Intro to Woodturning, and Enameling.

Wanting to grab a drink or something to eat while down in the Strip? Stop at Kaya, Eleven, or Wigle– three of our favorites!

Heinz History Center

Heinz History Center in Pittsburgh, PA

When it comes to museums about Pittsburgh and Western Pennsylvania, there is none more inspiring than the Heinz History Center– a six floor beast of a museum that covers every aspect of Pittsburgh’s history from its early days as a colony (where it even hosted George Washington on several occasions) to modern industries, inventions, and entertainment (they even have the set of Mr. Roger’s Neighborhood!). If you’ve ever wanted to learn more about how Pittsburgh came to be the city we all know and love, this one is a must visit.

Deal alert: Visitors to the Heinz History Center can receive 50% off their ticket price by showing an entry ticket to the Fort Pitt Museum at Point State Park from earlier the same day. The cost of these two tickets together ends up being less than the Heinz History Center ticket alone, but only is valid if you visit the Fort Pitt Museum first!

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For more recommendations, click the month or season based on your preference using the links below. Otherwise, click the links below for next month’s recommendations!

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