Trips & Adventurous Activities in Pittsburgh

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

Pittsburgh Halloween Bar Crawl

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

Boldy James in Pittsburg

Sun, 19 Oct at 07:30 pm Enclave

Katt Williams at Petersen Events Center

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

Tim Burton's The Nightmare Before Christmas

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

La Boheme at Benedum Center

Sat, 18 Oct Benedum Center

Pittsburgh Steelers vs. Indianapolis Colts

Sat, 01 Nov at 07:00 pm Acrisure Stadium

Thrift & Ride

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

PARKING: Pittsburgh Steelers vs. Indianapolis Colts

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

PARKING: Pittsburgh Panthers vs. Boston College Eagles

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

Pittsburgh Steelers vs. Cincinnati Bengals

Sat, 15 Nov at 07:00 pm Acrisure Stadium

Killers of K*ll Tony at Benedum Center

Sat, 04 Oct at 07:00 pm Benedum Center

PARKING: Pittsburgh Panthers vs. Miami Hurricanes

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

PARKING: Pittsburgh Panthers vs. Notre Dame Fighting Irish

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

Boldy James in Pittsburg

Sun, 19 Oct at 07:30 pm Enclave

Couch at Thunderbird Cafe and Music Hall

Fri, 14 Nov at 08:00 pm Thunderbird Cafe and Music Hall

Boo's Halloween House Party

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

Brent Cobb

Sat, 04 Oct at 07:00 pm Thunderbird Cafe

Aakash Odedra Company at Byham Theater

Sat, 11 Oct at 07:30 pm Byham Theater

Jeff Daniels

Thu, 09 Oct at 07:00 pm City Winery - Pittsburgh

Duquesne Dukes vs. Stonehill Skyhawks

Fri, 03 Oct at 07:00 pm Rooney Field

Lorde at Petersen Events Center

Fri, 03 Oct at 07:00 pm Petersen Events Center

Margaret Glaspy

Thu, 16 Oct at 07:00 pm City Winery - Pittsburgh

I Love R&B

Fri, 14 Nov at 07:00 pm Crafthouse Stage & Grill

Billy Raffoul

Sat, 11 Oct at 07:00 pm Thunderbird Cafe

Canadian Brass at Byham Theater

Sat, 18 Oct at 07:30 pm Byham Theater

Pittsburgh Penguins vs. New York Rangers

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

Deuce Reunion Show

Thu, 23 Oct at 07:00 pm Crafthouse Stage & Grill

Sombr at Petersen Events Center

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

J. Robbins

Sat, 06 Dec at 07:00 pm Mr Small's Fun House

The 4th Witch at Byham Theater

Sat, 25 Oct at 07:00 pm Byham Theater

Pittsburgh Gold Zone Tailgate: Pittsburgh Steelers vs. Cleveland Browns

Sat, 11 Oct at 07:00 pm Gameday Hospitality - Pittsburgh

Pittsburgh Steelers vs. Cleveland Browns

Sat, 11 Oct at 07:00 pm Acrisure Stadium

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

The Frights

Sat, 18 Oct at 07:00 pm Thunderbird Cafe

Parking Cleveland Browns at Pittsburgh Steelers

Sun, 12 Oct at 05:00 pm Acrisure Stadium

Taraneh (NYC), Comet, Vyva Melinkolya, Gato Gateau

Fri, 24 Oct at 07:30 pm 222 Ormsby

Pittsburgh Riverhounds SC vs. Phoenix Rising FC

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

Jesse Roper

Fri, 10 Oct at 07:00 pm Club Cafe

The English Beat

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

Premium Tailgate Party: Pittsburgh Steelers vs. Cleveland Browns

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

Lee Ritenour at City Winery - Pittsburgh

Sun, 19 Oct at 07:30 pm City Winery - Pittsburgh

The Frights at Thunderbird Cafe and Music Hall

Sun, 19 Oct at 08:00 pm Thunderbird Cafe and Music Hall

Pittsburgh Steelers vs. Green Bay Packers

Sat, 25 Oct at 07:00 pm Acrisure Stadium

Pittsburgh Symphony Orchestra - Come Swing with Me at Pittsburgh Symphony Heinz Hall

Fri, 03 Oct at 07:30 pm Pittsburgh Symphony Heinz Hall

PARKING: Pittsburgh Steelers vs. Green Bay Packers

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

Cody Johnson

Fri, 17 Oct at 07:00 pm PPG Paints Arena

DJ Pauly D at Rivers Casino Event Center

Sat, 15 Nov at 08:00 pm Rivers Casino Event Center

Chrisette Michele

Thu, 02 Oct at 07:00 pm City Winery - Pittsburgh

NHL Preseason: Pittsburgh Penguins vs. Buffalo Sabres

Thu, 02 Oct at 07:00 pm PPG Paints Arena

Billy Strings at PPG Paints Arena

Fri, 07 Nov PPG Paints Arena

Parking BEATrio with Bela Fleck

Sat, 04 Oct at 10:00 pm Manchester Craftsmen's Guild

Cyclops - DJ Keith Palmieri at Enclave

Thu, 20 Nov at 09:00 pm Enclave

BEATrio with Bela Fleck

Sat, 04 Oct at 10:00 pm Manchester Craftsmen's Guild

Jo Koy

Fri, 03 Oct at 07:00 pm PPG Paints Arena

Pittsburgh SantaCon 2025

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

G Flip

Fri, 10 Oct at 07:00 pm Stage AE

Pittsburgh Santa Bar Crawl

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

Harvest Wine Tour

Sat, 04 Oct at 09:30 am TLC Libations - pick-up/drop-off USD 55 to 199

Pinkshift

Sat, 08 Nov at 07:00 pm Thunderbird Cafe

Tim Burton's The Nightmare Before Christmas

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

TobyMac

Fri, 27 Mar Petersen Events Center

Pittsburgh Gold Zone Tailgate: Pittsburgh Steelers vs. Indianapolis Colts

Sat, 01 Nov at 07:00 pm Gameday Hospitality - Pittsburgh

Alexandra Kay at Stage AE

Wed, 01 Oct at 08:00 pm Stage AE

Jensen McRae

Sun, 19 Oct at 07:00 pm Thunderbird Cafe

Lil Tecca at Stage AE

Sat, 01 Nov at 08:00 pm Stage AE

Explore Emerald View Park - Fall Foliage

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

Parks on Tap Beer Garden Series

Sat, 11 Oct at 12:00 pm Schenley Park Visitor Center/Cafe

Premium Tailgate Party: Pittsburgh Steelers vs. Green Bay Packers

Sat, 25 Oct at 07:00 pm Premium Tailgate Tent - Pitt

Fortunate Youth

Fri, 07 Nov at 07:00 pm Spirit Hall

SRI Wilderness First Aid + CPR/AED [Ohiopyle]

Sat, 04 Oct at 08:00 am Ohiopyle State Park

Candlelight: Tribute to Queen

Thu, 02 Oct at 07:00 pm Trinity Episcopal Cathedral - Pittsburgh

PARKING: Pittsburgh Steelers vs. Cincinnati Bengals

Sat, 15 Nov at 07:00 pm Acrisure Stadium Parking Lots

Tropidelic at Stage AE

Sat, 04 Oct at 07:00 pm Stage AE

Mary Fahl at City Winery - Pittsburgh

Sun, 02 Nov at 07:30 pm City Winery - Pittsburgh

Ashland Craft

Wed, 01 Oct at 07:00 pm Crafthouse Stage & Grill

Golden Apples

Wed, 01 Oct Bottlerocket Social Hall

Avatar at Stage AE

Fri, 21 Nov at 07:30 pm Stage AE

Shades of HUNKS at Club Controversy (Pittsburgh, PA) 10/20/25

Mon, 20 Oct at 08:00 pm Controversy USD 18 to 68

Treats & Trails

Fri, 24 Oct at 03:00 pm 2466 Beechwood Blvd Free

Phoebe Katis

Thu, 09 Oct at 07:00 pm Club Cafe

Parking Cincinnati Bengals at Pittsburgh Steelers

Sun, 16 Nov at 06:00 pm Acrisure Stadium

Pittsburgh Symphony Orchestra: Disrupt 1

Sat, 18 Oct at 10:30 pm Heinz Hall

Hey Nothing at Spirit Hall

Tue, 30 Sep at 08:00 pm Spirit Hall

7th Annual 5Point Adventure Film Festival

Fri, 03 Oct at 06:00 pm 3 Rivers Outdoor Co. Free

The Empty Pockets

Sat, 06 Dec at 07:00 pm City Winery - Pittsburgh

Pittsburgh Panthers vs. Notre Dame Fighting Irish

Fri, 14 Nov at 07:00 pm Acrisure Stadium

Pittsburgh Panthers vs. Bucknell Bison

Sun, 16 Nov at 07:00 pm Petersen Events Center

A Taste of Ireland

Fri, 03 Oct at 07:00 pm Byham Theater

Seph Schlueter

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

PARKING: Pittsburgh Steelers vs. Buffalo Bills

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

Minnesota Wild at Pittsburgh Penguins at PPG Paints Arena

Fri, 21 Nov at 07:00 pm PPG Paints Arena

Fall in Love with Mellon Park

Sat, 04 Oct at 11:00 am Mellon Park

Pittsburgh St. Patrick's Day Bar Crawl

Sat, 14 Mar at 01:00 pm The Library on Carson USD 0 to 36

Sam Grisman Project at City Winery - Pittsburgh

Sun, 16 Nov City Winery - Pittsburgh

Pumpkin Palooza: An East Liberty Halloween Adventure

Sat, 25 Oct at 01:00 pm 5941 Penn Ave, Pittsburgh, PA, United States, Pennsylvania 15206

The Official Halloween Bar Crawl (Fri & Sat) - Pittsburgh

Fri, 31 Oct at 04:00 pm Enclave USD 13 to 18

Chase Wright

Wed, 08 Oct at 07:00 pm Crafthouse Stage & Grill