Pittsburgh Holiday Events

Pittsburgh Halloween Bar Crawl

Mario's South Side Saloon 25 Oct 2025

Trivia Night 11/6/2025

Eliza Hot Metal Bistro 6 Nov 2025

The Jazz Nutcracker

Kelly-Strayhorn Theater 13 Dec 2025

2025 PITTSBURGH FALL ART AND CRAFT MARKET, PA

The Block Northway 24 Oct 2025

Friendsgiving Festía

COHatch Southside Works 2681 Sidney St, Pittsburgh, PA 15203 22 Nov 2025

Yalda Night Concert with Andy – A Legendary Celebration of Music & Culture

McConomy Auditorium 13 Dec 2025

Silent Fright - A Bizarre Creepmas Bazaar!

David L. Lawrence Convention Center 22 Nov 2025

2025 Pittsburgh Halloween Bar Crawl

Pittsburgh 1 Nov 2025

LØLØ in Pittsburgh

Spirit 10 Nov 2025

Santa on the Scene with Becca Bowen – Live Holiday Performance

Rivers Casino 13 Dec 2025

Pittsburgh Jazz Orchestra Holiday Concert

Point Park University's Pittsburgh Playhouse 19 Dec 2025

Pittsburgh Light Up Night 2025

Downtown 22 Nov 2025

Pittsburgh Day of The Dead Bar Crawl - Dia De Muertos

Mario's South Side Saloon 1 Nov 2025

WWE Live Holiday Tour

PPG Paints Arena 27 Dec 2025

Burgh' Crafted Holiday Market

1707 Babcock Boulevard, Pittsburgh, PA, United States, Pennsylvania 15209 13 Dec 2025

A Very Disco Christmas Party at Rusty Crown

Rusty Crown by Crown Antique Mall 15 Nov 2025

Pittsburgh Official Ugly Sweater Bar Crawl

The Library on Carson 6 Dec 2025

Breakfast with Santa

1707 Babcock Boulevard, Pittsburgh, PA, United States, Pennsylvania 15209 6 Dec 2025

Pittsburgh SantaCon 2025

The Library on Carson 6 Dec 2025

Pittsburgh Santa Bar Crawl

The Library on Carson 6 Dec 2025

Elf in Concert

600 Penn Ave, Pittsburgh, PA, United States, Pennsylvania 15222 21 Nov 2025

2025 Holiday Family Portrait Fair

Propel School of Hazelwood 8 Nov 2025

Highmark Holiday Pops

600 Penn Ave, Pittsburgh, PA, United States, Pennsylvania 15222 13 Dec 2025

Louisa May Alcott's Little Women by Lauren Gunderson

1300 Bingham St, Pittsburgh, PA, United States, Pennsylvania 15203 15 Nov 2025

Wags & Wines-Fundraiser & Tasting Event for Heart of Glass Animal Rescue

4126 Butler St 23 Oct 2025

The Storm Large Holiday Ordeal

The Original Pittsburgh Winery 6 Dec 2025

The Official Christmas Bar Crawl - Pittsburgh

Mario's South Side Saloon 20 Dec 2025

The Haunted Hop | Pittsburgh Halloween Bar Crawl | Friday, October 31st

TBA 31 Oct 2025

Gina Morgano & Friends' Annual Christmas Concert

GV Social Hall 5 Dec 2025

FREE ADMISSION! Highmark Light Up Night® Concerts

600 Penn Ave, Pittsburgh, PA, United States, Pennsylvania 15222 22 Nov 2025

A MUSICAL CHRISTMAS CAROL

101 6th St, Pittsburgh, PA 15222 13 Dec 2025

Stories Like Me Pop-Up: Holidays

Bakery Square 8 Nov 2025

🎄 2025 Greenfield Holiday Parade

Greenfield Ave, Pittsburgh, PA, United States 5 Dec 2025

Pittsburgh Ballet Theatre - The Nutcracker at Benedum Center

Benedum Center 5 Dec 2025

Pittsburgh St. Patrick's Day Bar Crawl

The Library on Carson 14 Mar 2026

Burgh' Crafted Holiday Market & Santa Visit

1707 Babcock Boulevard, Pittsburgh, PA, United States, Pennsylvania 15209 22 Nov 2025

Thankful Touches

Koenig Field 9 Nov 2025

The Queen Bee’s Market

225 Brownsville Road, Mount Oliver, PA 29 Nov 2025

Elf in Concert

600 Penn Ave, Pittsburgh, PA, United States, Pennsylvania 15222 23 Nov 2025

Krampus Fest in Pittsburgh 2025

Penn Brewery 800 Vinial St, Pittsburgh, PA 15212 5 Dec 2025

2025 Holiday Craft Show - Reserve VFD

33 Lonsdale St, Pittsburgh, PA, United States, Pennsylvania 15212 6 Dec 2025

2025 Pittsburgh Thanksgiving Eve Bar Crawl

The Library on Carson 26 Nov 2025

The Polar Express Christmas Popup Bar

25 Market Square, Pittsburgh, PA, 15222 14 Nov 2025

Cranberry Ballroom *ROAD TRIP* - Frosted

Wightman School Community Bldg 22 Nov 2025

Holiday Hiring Blitz (For Employers!)

PA CareerLink® Pittsburgh - Allegheny East Office 4 Nov 2025

Friendsgiving Party

409 E Swissvale Ave 1 Nov 2025

Peanut Butter & Jam Sessions: Making Spirits Bright!

Calvary Episcopal Church 6 Dec 2025

Jim's Holiday Mixer 5

Bantha Tea Bar 7 Dec 2025

Carnegie Mellon Wind Ensemble

Soldiers and Sailors Memorial Hall 14 Feb 2026

Handmade Arcade 2025 Holiday Market

David L. Lawrence Convention Center 5 Dec 2025

Autumn Art and Maker Mart

32 62nd Street, Pittsburgh, PA, United States, Pennsylvania 15201 8 Nov 2025

Santa and Crew @Love, Katie Distilling

Love, Katie Distilling 11 Dec 2025

Crafton Community Free Sale

Crafton Community Room 8 Nov 2025

Mannheim Steamroller at Benedum Center

Benedum Center 11 Dec 2025

Candlelight: Christmas Classics

Heinz History Center 14 Dec 2025

Billy Price Band Holiday Show

1627 Smallman St, Pittsburgh, PA, United States, Pennsylvania 15222 27 Dec 2025

Fiddlesticks: Festivals of Music

600 Penn Ave, Pittsburgh, PA, United States, Pennsylvania 15222 1 Nov 2025

Pittsburgh Halloween Bar Crawl 2025 | Saturday, November 1st

TBA 1 Nov 2025

PGH Vintage Mixer Season 18 at the David L Lawrence Convention Center and Night Owl VIP Pre-Party

David L Lawrence Convention Center - Downtown Pittsburgh, Pittsburgh, PA, United States, Pennsylvania 15234 8 Nov 2025

Christmas Live with Joe Serafini

Point Park University's Pittsburgh Playhouse 20 Dec 2025

I Made It! for the Holidays at The Block Northway

The Block Northway 15 Nov 2025

South Side Kids Breakfast with Santa

Velum Fermentation 13 Dec 2025

Brookline's 9th Annual Festival of Trees

1036 Brookline Blvd, Pittsburgh, PA, United States, Pennsylvania 15226 4 Dec 2025

Cranberry Ballroom *ROAD TRIP* - Merry & Bright

Wightman School Community Bldg 20 Dec 2025

Trivia Night 12/4/2025

Eliza Hot Metal Bistro 4 Dec 2025

Mannheim Steamroller Christmas

Benedum Center 10 Dec 2025

Assemble @ Two Frays Brewery: SEWABLE CIRCUIT EMBROIDERY

Two Frays Brewery 10 Dec 2025

2025 Jingle Bell Run - Pittsburgh, PA

North Shore (Pittsburgh) 6 Dec 2025

Yule Party & Gift Shop (at Monthly Vegan Shop & Chill)

Antonio’s Pizzeria 15 Dec 2025

Norwood Herrington Holiday Craft & Vendor Show

Greater Pittsburgh Masonic Center 9 Nov 2025

Jinkx and DeLa Holiday Show at Byham Theater

Byham Theater 28 Nov 2025

National Lampoons Christmas Vacation Trivia

täkō tôrtä 17 Dec 2025

Treats and Treasures Holiday Pop-Up Market

1008 Perry Hwy 9 Nov 2025

13th Annual Handel’s Messiah Sing-Along Concert

Calvary United Methodist Church 13 Dec 2025

Breakfast With Santa

Hotel Indigo Pittsburgh University-Oakland by IHG 14 Dec 2025

Holiday Brass Spectacular

Heinz Hall 15 Dec 2025

Holiday Share 2025

120 Flowers Ave. Pittsburgh PA 15207 15 Nov 2025

A Royal Princess Friendsgiving

Wyndham Grand Pittsburgh Downtown 9 Nov 2025

2025 Annual Holiday Party®, a WIN Signature Event

Le Mont Restaurant 9 Jan 2026

Brunch with Santa

Crowne Plaza Suites Pittsburgh South, an IHG Hotel 30 Nov 2025

A Very Yinzer Christmas 2025

Benedum Center for the Performing Arts 8 Dec 2025

The Jinkx & DeLa Holiday Show

Byham Theater 27 Nov 2025

Pittsburgh Symphony Orchestra - Highmark Holiday Pops at Pittsburgh Symphony Heinz Hall

Pittsburgh Symphony Heinz Hall 12 Dec 2025

Making for the Holidays

Fluxspace 3 Dec 2025

A Blue Christmas- the 21st Annual ASID Holiday Luncheon

Duquesne Club 5 Dec 2025

Chatham Baroque: A Corelli Christmas

Carnegie Music Hall 21 Dec 2025

Lawrence White

Opulence Head Spa 14 Dec 2025

The Kosciuszko Foundation Pittsburgh Christmas Luncheon

Monte Cello's Italian Restaurant 21 Dec 2025

Santarchy Pittsburgh! 2025 N'at!

Coop De Ville 6 Dec 2025

A Drag Queen Christmas at Byham Theater

Byham Theater 19 Nov 2025

Pittsburgh Symphony Orchestra: Daniel Meyer - Highmark Holiday Pops

Heinz Hall 11 Dec 2025

A Drag Queen Christmas

Byham Theater 18 Nov 2025

THE 3RD BLUEPRINT HONORS BALL: ICE GALA

875 Greentree Rd Pittsburgh pa 24 Jan 2026

bar italia at Spirit Hall

Spirit Hall 18 Nov 2025

Why Wait? Get Ahead of the Game with Healthy Habits for the Holidays

5916 Penn Ave 6 Dec 2025

The Empty Pockets Holiday Concert

City Winery - Pittsburgh 8 Dec 2025

Pittsburgh Symphony Orchestra: Holiday Brass Spectacular

Heinz Hall 17 Dec 2025

Chat & Cheers - Free Weekly Pittsburgh Social Hour Every Thursday!

Trace Brewing 3 Apr 2025

Pittsburgh Symphony Orchestra - Sensory Friendly Holiday Pops at Pittsburgh Symphony Heinz Hall

Pittsburgh Symphony Heinz Hall 21 Dec 2025

LA TAVOLA WINE DINNER: TORCIANO WINERY

1 Boggs Ave, Pittsburgh, PA, United States, Pennsylvania 15211 4 Dec 2025