Art All Night – An Annual Art Event Worth Staying Up For

Art All Night is an annual pop-up art event in Pittsburgh that takes place each spring with an incredible array of art, hosted without juries or censorship, open for just one day (including overnight) for guests to enjoy!

This one has taken place at various locations over the years, and in 2024 will be located at the Crucible Building at 3011 Smallman Street in the Strip District on April 27th and 28th!

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The Pittsburgh Vintage Mixer – A Bi-Annual Event Full of Nostalgia

The Pittsburgh Vintage Mixer is a bi-annual event that showcases local and regional vendors selling vintage home goods, furniture, clothes, and other collectibles.

Started in 2011, this event typically takes place in the spring and fall and combines dozens of vintage vendors, DJs, drinks, and food to make one memorable and fun event.

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Attending a Modern Opera at CAPA Theater by the Pittsburgh Opera

When you think of the Pittsburgh Opera in general, you may think of classic operas by the likes of Mozart, Verdi, and Rossini. But did you know that the Pittsburgh Opera is also dedicated to the performance and even debut of modern American operas?

We were invited to take in the contemporary opera “The Long Walk” at the CAPA Theater which was an outstanding introduction to the great work that the Pittsburgh Opera does in this performance genre.

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The Lawrenceville Cookie Tour – A Holiday Treat

In 2022, the Joy of Cookies tour was rebranded as The Lawrenceville Cookie Tour. We visited in a prior year with the previous name; however, we expect the format to be the same. In 2023, the Lawrenceville Cookie Tour will take place on December 9th and 10th.

The Lawrenceville Cookie Tour (formerly the Joy of Cookies Tour) has been an annual tradition for almost two decades.

This event takes place the first weekend in December and is basically an open house for Lawrenceville businesses and restaurants complete with free cookies at each stop.

If you want to support local businesses with your holiday shopping, or if there are shops you've always wanted to check out but always seem to pass by, The Lawrenceville Cookie Tour is a perfect event for you to explore this buzzing neighborhood.

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MCG Jazz – A Hidden Gem for Live Music in the North Side

MCG Jazz is a hidden gem at the Manchester Craftsmen's Guild on the North Side, hosting live jazz concerts each year in a season that runs from fall through spring. These concerts bring in some of the best names in jazz today, from vocalists to instrumentalists, and from Broadway stars to Grammy Award winners.

Despite living a few blocks from this one for several years, we never knew it existed until a coworker told us about it. Naturally, we bought tickets right away.

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Handmade Arcade – An Annual Craft Fair in Pittsburgh

Handmade Arcade is a free independent craft fair held at the David L. Lawrence Convention center every December.

If you're looking to pick up some unique presents, or just want to support independent artists from the region and the country, the Handmade Arcade is the place to be!

Note: Many of the artisans at Handmade Arcade sell their products online via Etsy storefronts. When applicable, we'll feature links to the stores directly within this article as well (may contain affiliate information).

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Pittsburgh Renaissance Festival – A Trip Back in Time

The end of summer is marked with several annual events in the Pittsburgh region, and one that has been a favorite in the Laurel Highlands for many years is none other than the Pittsburgh Renaissance Festival!

We have been to many Renaissance Festivals elsewhere in the past, but our recent visit to Pittsburgh's festival was a first- and it delivered the nostalgic experience we were looking for.

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Open Streets Pittsburgh – A Different Way to Experience the City

Open Streets Pittsburgh (or OpenStreetsPGH, as the organization is called) is an outdoor event that has a very simple premise- to encourage you to get outside and be active!

The event is part of a global movement called Ciclovia which is said to have begun in Bogota, Colombia, in the mid-1970s. Here, the main roads of the city are shut down for several hours on Sundays and public holidays in order to open the roads up to pedestrians and bikers- thus giving people a safe space to get out and exercise in the city.

This trend caught on, and the Open Streets movement is now found the world over- including in Pittsburgh!

Although our Open Streets options are limited to select weekend days of the month from May to July, the organizers ensure different streets are open in each event, giving you several miles of open space to get out for a walk, run, bike, or more.

Naturally, we wanted to try out Open Streets both on foot and on wheels, and in this one wanted to share our thoughts on attending the event in each case!

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North Side Music Festival – Three Days of Music

The North Side Music Festival takes place each July in Pittsburgh's North Side and features hundreds of bands, dozens of stages throughout the region (most in Deutschtown, giving the event the former name the Deutschtown Music Fesitval), food trucks, art and other vendors, and so much more.

In fact, there is so much to see in this three-day event you really plan to spend the entire day down at the festival to get the most out of it!

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Imbibe Northside – Local Beer and Contemporary Art Combine

We've been in the habit of checking out many of Pittsburgh's beer tours and beer events in Pittsburgh recently, and one of our favorites so far is also one of the newest: Imbibe Northside.

This event is the brainchild of the team over at the soon-to-open War Streets Brewery and is hosted at the Mattress Factory museum of contemporary art.

If that combo isn't enough to pique your interest, the other dozen or so breweries, wineries, and distilleries in attendance will definitely do the trick.

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