May Events in Pittsburgh

Happy May! Looking for a way to get out and enjoy the spring weather? You’re in luck because there’s plenty going on in Pittsburgh this month! Mark your calendars for these events happening around town:

3R Cinco de Mayo Fiesta!

Thursday, May 3 – Saturday, May 5
Tres Rios is celebrating Cinco de Mayo with 3 days of special deals! Head there on Thursday, May 3rd for $12 flights, $7 3R nachos and a Tecate Party from 6-11 PM. On Friday, May 4th they’re having a late night happy hour with $2 domestic bottles, $2 tacos, $6 cocktails, and $5 24 oz Tecate from 10PM-12AM! And on Saturday, May 5th they’re celebrating Cinco with $5 16 oz house margaritas (lime, rocks only), $4 Dos Equis drafts (amber & lager), and $5 24 oz Tecate all day!


Friday, May 4 | 6:00-9:30PM
It’s time for another ZooBrew at the Pittsburgh Zoo! This 21+ event will take party animals through the Village, Garden Tent, and PNC Pavilion while enjoying 60+ craft beer samples, delicious bites curated by the Zoo’s exclusive caterer, Taste, and live entertainment. Plus, all guests receive a commemorative tasting mug. Tickets are on sale now for $63/person!

Pittsburgh Wine Festival

Saturday, May 5 | 5:00-9:00PM
The Pittsburgh Wine Festival is back for its 16th extraordinary year at Heinz Field. Come celebrate the artistry of winemakers from around the globe with more than 530+ wines to choose from. Luminaries such as Château Montelena, Château Lynch Bages, Domaines Barons de Rothschild (Lafite), Silver Oak and Heitz are just a few of the superstars to re-enter the tastings. Don’t wait… get your tickets now!

Cinco de Mayo at Howl at the Moon

Saturday, May 5 | 6:00PM-2:00AM
Cinco de Mayo is coming, so let’s kick off margarita season! Come celebrate at Howl at the Moon with their Blue Margarita Buckets. There’s no better way to enjoy a holiday than with a bucket of booze with your friends, singing along to a live band on stage and dancing the night away!

19th Designers’ Show House

Saturday, May 5 – Sunday, May 20
See what happens when over 20 of Pittsburgh’s best designers take over a 6,200 square foot mansion. Go inside the Show house complete with restored architectural details and new design elements. Meet the designers, gather ideas for your own projects and support the Junior League of Pittsburgh’s mission of improving the lives of women and children in the community.

Yoga & Cider

Sunday, May 6 | 11:00AM-12:00PM
Head to Threadbare Cider for Yoga in the Cider Cellar! Ticket includes a flight of cider samples and mini-tour after you yoga! Yoga happens the first Sunday of each month. May Yoga is led by Abby Devlin.

Taco Takeover

Saturday, May 5 | 2:00-10:00PM
This Cinco de Mayo you can participate in the ultimate taco & margarita crawl! Make your way through Pittsburgh’s South Side neighborhood, stopping at some of the best bars and taking advantage of their awesome drink and taco specials. This is one event you won’t want to miss!

Big Free Yoga

Saturday, May 12 | 10:00AM
Each month, ASCEND hosts a large-scale, community yoga class in the main climbing area called Big Free Yoga. The energy is truly inspiring and there’s no better way to start your weekend! BFY is also a great way to give ASCEND’s yoga teachers the spotlight and provide you with unique experiences. Basically, BFY is awesome and you should come.

Ladies of the 80s Yoga Class

Saturday, May 12 | 6:00-8:00PM
Join Meredith & Leslie from The Om Lounge and take it back to a totally tubular time: the 80’s. Put on your florescent tights, your scrunchie, legwarmers, leotards, etc. & join in for a flow set to an entirely 80’s playlist from the best female artists of the decade. Stay after for some wine and rad conversation. No, duh!

Mother’s Day Rose Market

Saturday, May 12 | 11:00AM-4:00PM
Shop for the moms in your life while you sip on Rosé Cider at Threadbare Cider’s Vendor Market on Saturday, May 12. Or bring your mom for a little pre-mother’s day fun. Free to register and all registrants will receive a complimentary pour of Rosé Cider!

Neighborhood Flea

Sunday, May 13 | 10:00AM
The Neighborhood Flea is BACK for their fifth season of second Sundays in the Strip. Head to 26th and Smallman Street to get your shop on, grub at some food trucks and participate in workshops throughout the day!

Monday Night Dodgeball

Monday, May 14 | 7:00-10:00PM
Monthly Dodgeball Night is back at the Ace Hotel! This co-ed, 18+ event welcomes all- no experience is required! Tickets are $5 at the door for all the ball-throwing fun you can manage.

2nd Pittsburgh Taco Festival

Saturday, May 19 | 12:00-7:00PM
You’re invited to the 2nd Pittsburgh Taco Festival at Highmark Stadium on May 19th! Some of your favorite taco spots in the ‘Burgh will be present, such as Condado, Steel Cactus and more. The event is divided into two sessions: 12-3PM and 4-7PM. Make sure to get your tickets now to enjoy all the tacos later!

Lawrenceville Cat Crawl

Saturday, May 19 | 11:00AM-4:00PM
Head to Pittsburgh Sandwich Society on May 19th to shop and visit adorable adoptable cats and kittens, who will be spending their day at the unique shops and eateries along Butler Street. Purchase a shopping pass to get access to specials at each participating business with proceeds benefitting Animal Friends. Shop, eat cuddle – a purr-fect Saturday in Pittsburgh!

Bakery Square Summer Kick-Off

Friday, May 25 | 4:00-8:00PM
Start your Memorial Day weekend off right with Bakery Square’s annual Summer Kick-Off presented by Dollar Bank, featuring some of Pittsburgh’s best food trucks, beer, lawn games, and live music from Radio Tokyo! The event is FREE and open to the public. Pets are more than welcome to come, too. Wristbands for a full four hours of drinking will be available for $20 or single drink tickets can be purchased for $6 (CASH ONLY). Full beer selection available *while supplies last*.

Summer Kick Off at Yoga Factory

Monday, May 28 | 8:00AM-5:00PM
In support of Pittsburgh’s May Physical Fitness and Sports Month hosted by the City of Pittsburgh, Yoga Factory will offer FREE classes at the school on Memorial Day! A special Intro Membership offer will also be available. Come bring a buddy to play yoga and kick off the summer season!

Speakeasy Social

Thursday, May 31 | 5:30-8:30PM
Bootleggers, flappers, and rumrunners unite for 21+ Speakeasy Socials this spring at the Heinz History Center! Tickets are $12 per person and include the secret password for entry to the event (emailed ahead of time), a complimentary build-your-own cocktail experience courtesy of Wigle Whiskey, and much more.

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