Trips & Adventurous Activities in Pittsburgh

Check out happening trips & adventurous activities events all around Pittsburgh, PA

Pittsburgh Oktoberfest 2025

Sat, 27 Sep at 04:00 pm Mario's South Side Saloon USD 7 to 31

Pittsburgh Halloween Bar Crawl

Sat, 25 Oct at 04:00 pm Mario's South Side Saloon USD 15 to 36

PARKING: Pittsburgh Steelers vs. Seattle Seahawks

Sat, 13 Sep at 07:00 pm Acrisure Stadium Parking Lots

Pittsburgh Steelers vs. Seattle Seahawks

Sat, 13 Sep at 07:00 pm Acrisure Stadium

Book Launch Party "Mystery James" with Author Ally Russell

Fri, 26 Sep at 06:00 pm 4381 Murray Ave Free

Adam Sandler at PPG Paints Arena

Sat, 20 Sep at 07:30 pm PPG Paints Arena

Ehrlich Brothers at Benedum Center

Sat, 27 Sep at 07:30 pm Benedum Center

Pittsburgh Steelers vs. Cleveland Browns

Sat, 11 Oct at 07:00 pm Acrisure Stadium

Tim Burton's The Nightmare Before Christmas

Sat, 25 Oct at 07:00 pm 600 Penn Ave, Pittsburgh, PA, United States, Pennsylvania 15222

PARKING: Pittsburgh Panthers vs. Louisville Cardinals

Fri, 26 Sep at 07:00 pm Acrisure Stadium Parking Lots

Lyfe Jennings at City Winery - Pittsburgh

Fri, 19 Sep at 05:30 pm City Winery - Pittsburgh

The Cinderella Escape in Pittsburgh

Sat, 06 Sep at 10:00 am Pittsburgh USD 40

Pittsburgh Steelers vs. Green Bay Packers

Sat, 25 Oct at 07:00 pm Acrisure Stadium

Pittsburgh Steelers vs. Indianapolis Colts

Sat, 01 Nov at 07:00 pm Acrisure Stadium

Katt Williams at Petersen Events Center

Sat, 01 Nov at 08:00 pm Petersen Events Center

Pittsburgh Pirates vs. The Athletics

Thu, 18 Sep at 07:00 pm PNC Park

Almost Queen - A Tribute To Queen

Thu, 18 Sep at 07:00 pm Rivers Casino Event Center at The Rivers Casino - Pittsburgh

PARKING: Pittsburgh Steelers vs. Indianapolis Colts

Sat, 01 Nov at 07:00 pm Acrisure Stadium Parking Lots

Sombr at Petersen Events Center

Sun, 05 Oct at 08:00 pm Petersen Events Center

Playboi Carti at PPG Paints Arena

Sat, 01 Nov at 07:00 pm PPG Paints Arena

Pittsburgh Steelers vs. Cincinnati Bengals

Sat, 15 Nov at 07:00 pm Acrisure Stadium

Bruce Dickinson at Stage AE

Sat, 13 Sep Stage AE

Thrift & Ride

Sat, 04 Oct at 08:00 am COhatch Southside Works 2681 Sidney St, Pittsburgh, PA 15203

Duquesne Dukes vs. Lehigh Mountain Hawks

Fri, 12 Sep at 07:00 pm Rooney Field

Pittsburgh Riverhounds SC vs. Louisville City FC

Fri, 12 Sep at 07:00 pm Highmark Stadium - Pittsburgh

Explore Emerald View Park - Fall Foliage

Sat, 18 Oct at 09:30 am Olympia Park Free

Eric Church at PPG Paints Arena

Fri, 12 Sep at 07:30 pm PPG Paints Arena

Tim Burton's The Nightmare Before Christmas

Sun, 26 Oct at 02:30 pm 600 Penn Ave, Pittsburgh, PA, United States, Pennsylvania 15222

Pittsburgh Panthers vs. Notre Dame Fighting Irish

Fri, 14 Nov at 07:00 pm Acrisure Stadium

Walter Morales 20th Anniversary Concert Celebration

Sun, 19 Oct at 03:00 pm Carnegie Music Hall

PARKING: Pittsburgh Steelers vs. Buffalo Bills

Sat, 29 Nov at 07:00 pm Acrisure Stadium Parking Lots

Boldy James in Pittsburg

Sun, 19 Oct at 07:30 pm Enclave

Jonathan Coulton at City Winery - Pittsburgh

Sun, 07 Sep at 07:30 pm City Winery - Pittsburgh

PUP & Jeff Rosenstock

Sun, 07 Sep at 07:00 pm Stage AE

John Violinist

Sat, 20 Sep at 07:00 pm City Winery - Pittsburgh

Boldy James in Pittsburg

Sun, 19 Oct at 07:30 pm Enclave

Playboi Carti

Fri, 31 Oct PPG Paints Arena

PARKING: Pittsburgh Panthers vs. Notre Dame Fighting Irish

Fri, 14 Nov at 07:00 pm Acrisure Stadium Parking Lots

The Basement Yard Experience

Fri, 19 Sep at 07:00 pm Benedum Center

PARKING: Pittsburgh Panthers vs. Miami Hurricanes

Fri, 28 Nov at 07:00 pm Acrisure Stadium Parking Lots

Fortunate Youth

Fri, 07 Nov Spirit Hall

Knifeplay

Thu, 25 Sep Mr Small's Fun House

Boo's Halloween House Party

Thu, 16 Oct at 07:30 pm Point Park University's Pittsburgh Playhouse

Elijah - Artist

Sat, 22 Nov Crafthouse Stage & Grill

Pittsburgh Riverhounds SC vs. Las Vegas Lights FC

Fri, 26 Sep at 07:00 pm Highmark Stadium - Pittsburgh

Dog Man - The Musical

Fri, 26 Sep at 07:00 pm Byham Theater USD 440 to 501

Tropidelic at Stage AE

Sat, 04 Oct at 07:00 pm Stage AE

Malcolm Todd

Sun, 14 Sep at 07:00 pm Stage AE

Explore Emerald View Park - Grandview Ave

Sat, 20 Sep at 10:00 am Monongahela Incline at Upper Station, Pittsburgh, PA, USA Free

Charles Esten

Fri, 12 Sep at 07:00 pm City Winery - Pittsburgh

Canadian Brass at Byham Theater

Sat, 18 Oct at 07:30 pm Byham Theater

Gardener

Fri, 14 Nov at 07:00 pm Club Cafe

Haunted Fest: Levity & Daily Bread

Thu, 30 Oct Stage AE

Billy Raffoul

Sat, 11 Oct at 07:00 pm Thunderbird Cafe

Willi Carlisle

Sun, 21 Sep at 07:00 pm Thunderbird Cafe

Duquesne Dukes vs. St. Francis (PA) Red Flash

Fri, 10 Oct at 07:00 pm Rooney Field

Pittsburgh Riverhounds SC vs. Indy Eleven

Fri, 10 Oct at 07:00 pm Highmark Stadium - Pittsburgh

Pittsburgh Penguins vs. New York Rangers

Fri, 10 Oct at 07:00 pm PPG Paints Arena USD 41 to 152

Ladies of The 80's Drag Brunch

Sat, 27 Sep City Winery - Pittsburgh

Girty’s Woods Trail Building

Sat, 06 Sep at 10:00 am Girty’s Woods | Siegel Street Entrance 255 Siegel Street Pittsburgh, PA 15209 United States

Chrisette Michele at City Winery - Pittsburgh

Fri, 03 Oct City Winery - Pittsburgh

Robert Morris Colonials vs. Niagara Purple Eagles

Fri, 13 Feb at 07:00 pm Clearview Arena

Robert Morris Colonials vs. Sacred Heart Pioneers

Fri, 02 Jan at 07:00 pm Clearview Arena

Panda Bear

Sun, 21 Sep at 07:00 pm Mr Small's Theatre

Gems of Pittsburgh Bike Tour

Sat, 13 Sep at 03:00 pm 1049 Penn Ave, Downtown , Pittsburgh, PA, United States, Pennsylvania 15222

Dark Angel

Tue, 30 Sep at 07:00 pm Spirit Hall

Seph Schlueter

Fri, 03 Oct at 07:00 pm Grace Life Church - North Campus

All Classes Langley Reunion

Sat, 13 Sep at 11:00 am Valley Refuge Picnic Shelter USD 29

Las Vegas Lights FC at Pittsburgh Riverhounds at Highmark Stadium - Pittsburgh

Sat, 27 Sep at 07:00 pm Highmark Stadium - Pittsburgh

Rednal Family Picnic!

Sat, 06 Sep at 01:00 pm 4450 Bayard St, Pittsburgh, PA, United States, Pennsylvania 15213

Reuben's Painted Mandolin - Jerry Garcia Band Tribute

Thu, 11 Sep at 07:00 pm Mr Small's Fun House

Parking Cleveland Browns at Pittsburgh Steelers

Sun, 12 Oct at 05:00 pm Acrisure Stadium

The English Beat

Fri, 14 Nov at 07:30 pm 1627 Smallman St, Pittsburgh, PA, United States, Pennsylvania 15222

PARKING: Pittsburgh Panthers vs. Boston College Eagles

Fri, 03 Oct at 07:00 pm Acrisure Stadium Parking Lots

Tom Papa at Byham Theater

Sat, 06 Sep at 07:00 pm Byham Theater

Future Joy

Sat, 04 Oct at 08:00 pm Club Cafe

Sunset Hike

Sat, 13 Sep at 06:00 pm Riverview Park Visitor Center Free

2025-2026 Men's and Women's Retreat Season

Fri, 19 Sep at 04:00 pm 148 Monastery Ave, Pittsburgh, PA, United States, Pennsylvania 15203

PBR - Unleash The Beast - 2 Day Pass

Thu, 12 Feb at 07:00 pm PPG Paints Arena

Pittsburgh Riverhounds SC vs. Phoenix Rising FC

Fri, 24 Oct at 07:00 pm Highmark Stadium - Pittsburgh

Pittsburgh Pirates vs. Milwaukee Brewers

Sat, 06 Sep at 07:00 pm PNC Park

Pokey Lafarge

Wed, 15 Oct at 07:00 pm Thunderbird Cafe

Indy Eleven at Pittsburgh Riverhounds at Highmark Stadium - Pittsburgh

Sat, 11 Oct at 07:00 pm Highmark Stadium - Pittsburgh

sombr

Sat, 04 Oct at 07:00 pm Spirit Hall

Paint Nite Brand Creative Events

Tue, 14 Oct at 06:30 pm Stoke's Grill USD 42

Pixies Spoon & Fazerdaze

Thu, 11 Sep at 07:00 pm Stage AE

PARKING: Pittsburgh Steelers vs. Green Bay Packers

Sat, 25 Oct at 07:00 pm Acrisure Stadium Parking Lots

That Mexican OT

Wed, 10 Sep at 07:00 pm Stage AE

Pittsburgh SantaCon 2025

Sat, 06 Dec at 04:00 pm The Library on Carson USD 0 to 31

Brent Cobb and The Fixins at Thunderbird Cafe and Music Hall

Sun, 05 Oct at 08:00 pm Thunderbird Cafe and Music Hall

Premium Tailgate Party: Pittsburgh Steelers vs. Cleveland Browns

Sat, 11 Oct at 07:00 pm Premium Tailgate Tent - Pitt

Angie Thomas

Thu, 18 Sep at 06:00 pm Carnegie Library Lecture Hall