Name: The Dog Stop - The Dog Penn’s Halloween Paw Rade
Start: 2026-10-29T18:00:00-04:00

Get ready to get your howl on! Join The Dog Stop as we proudly present The Dog Penn’s 2nd Annual Howloween Paw-rade in Pittsburgh’s Strip District on Thursday, October 29. Dress up your pup and strut your stuff at this spooky celebration featuring a doggie costume contest, tarot and Reiki for humans and dogs, a May Day marching band and plenty of treats! The march kicks off at 6 p.m. from The Dog Penn. It’s FREE to march and open to all pups and their humans! Come celebrate our love for dogs and support a community that cares about their happiness, health and wellness. 🐶👻

Local Event: The Dog Stop - The Dog Penn’s Halloween Paw Rade

Allegheny County

Eric Heyl

Pittsburgh Metropolitan Area

Pittsburgh

Pennsylvania

The Dog Stop - The Dog Penn’s Halloween Paw Rade

Get ready to get your howl on! Join The Dog Stop as we proudly present The Dog Penn’s 2nd Annual Howloween Paw-rade in...

City Winery Pittsburgh

Sip, carve, and get into the spirit of fall at City Winery! Start your experience with a wine flight, then grab your pumpkin and let your creativity take over with DIY carving. Your ticket includes a wine flight, one pumpkin, and access to all carving supplies. Come for the wine, stay for the carving, and leave with your very own jack-o’-lantern!<a href="https://eventvesta.com/events/168437/t/tickets" rel="nofollow noopener" target="_blank">View Tickets</a> &amp; More info

Local Event: Sip & Carve: DIY Pumpkin Carving

Sip & Carve: DIY Pumpkin Carving

Sip, carve, and get into the spirit of fall at City Winery! Start your experience with a wine flight, then grab your pumpkin...

Juniper Village at South Hills

Juniper Village at South Hills Annual Halloween Trick-or-Treat Event
Calling all ghosts, goblins, superheroes, princesses, and families! Join Juniper Village at South Hills for its annual Halloween Trick-or-Treat event on Thursday, October 29, from 5 to 6:30 p.m.
Children are invited to dress in their favorite Halloween costumes and trick-or-treat throughout the community’s halls, enjoying sweet treats and connecting with residents and team members. Celebrate Halloween with an evening of festive fun and intergenerational connection!
Event Details:
<ul><li>When: Thursday, October 29, 2026, from 5 to 6:30 p.m.</li><li>Where: Juniper Village at South Hills, 1320 Greentree Road, Pittsburgh, PA 15220.</li><li>Questions: Call 412-571-1300 or email <a href="mailto:Sharon.Haney@JuniperCommunities.com">Sharon.Haney@JuniperCommunities.com</a>.</li></ul>
For more information, visit <a href="https://junipersouthhills.com/" rel="nofollow noopener" target="_blank">www.junipersouthhills.com</a>.

Local Event: Juniper at South Hills Trick-Or-Treat Event!

Juniper at South Hills Trick-Or-Treat Event!

Juniper Village at South Hills Annual Halloween Trick-or-Treat Event
Calling all ghosts, goblins, superheroes, princesses, and...

ModWash

A Car Wash to Die For! ModWash, the express car wash on Anchor Drive in&nbsp;Pittsburgh, will host a Haunted Tunnel immersive experience during the weekends of October 22-24 and October 29-31, with a portion of ticket sales going directly to Riverview Junior-Senior High School. ModWash is dedicated to bringing the fun, cleanliness, and community connection to the express car wash experience.
October 22-24 and October 29-31 7 p.m. - 9 p.m.
TICKETS:	$20 per car, $5 donated to Riverview Junior-Senior High School.&nbsp;
Available at <a href="https://modwash.com/HauntedTunnel" rel="nofollow noopener" target="_blank">ModWash.com/HauntedTunnel</a>

Local Event: ModWash Haunted Tunnel to Benefit Riverview Junior-Senior High School

ModWash Haunted Tunnel to Benefit Riverview...

A Car Wash to Die For! ModWash, the express car wash  on Anchor Drive in Pittsburgh, will host a Haunted Tunnel immersive...

ModWash Haunted Tunnel to Benefit Riverview Junior-Senior High School

New Hazlett Theater

'Til Death Do Us Part For Love That Thrives in the Spotlight &amp; Shadow.
Calling all Halloween lovers and dark romantics! 'Til Death Do Us Part transforms the New Hazlett Theater stage into a moody, candlelit sanctuary for an unforgettable micro-wedding celebration. Exchange vows beneath rich theatrical lighting in a gothic fairy-tale setting, then step into the lobby as newlyweds for a champagne toast, cake-cutting, and a classic Pittsburgh cookie table.
Date: Friday, October 30, 2026 
Registration Cutoff: October 19, 2026 
Price: $1,500 per couple (Limited to 6 couples max)
What's Included: For a full list of package inclusions—including guest capacity, floral arrangements, mood-setting decor, and our special photography experience—please visit <a href="https://www.newhazletttheater.org/weddings" rel="nofollow noopener" target="_blank">https://www.newhazletttheater.org/weddings</a>
.
Looking for something different? If October 30th doesn't work for you, explore the rest of our Spotlight Weddings collection! Check out our upcoming Winter Wonderland event, or explore flexible, year-round options like our Ceremony on the Steps package at <a href="https://www.newhazletttheater.org/weddings" rel="nofollow noopener" target="_blank">https://www.newhazletttheater.org/weddings</a>

Local Event: 'Til Death Do Us Part 

'Til Death Do Us Part 

'Til Death Do Us Part For Love That Thrives in the Spotlight & Shadow.
Calling all Halloween lovers and dark romantics! 'Til...

Twelve Whiskey Barbecue

Celebrate Halloween at the best bars across South Side with welcome shots/treats, drink specials and more.
Pittsburgh's 5th Annual Halloween Bar Crawl is taking over South Side on Halloween eve. Dress up, grab your crew and join one of Pittsburgh’s biggest Halloween nightlife events, featuring 5+ of the city’s best bars in one of its most popular neighborhoods. Costumes make the perfect icebreaker, so come ready to mix and mingle for an even more memorable Halloween experience. 🎃 One Ticket. One District. One Huge Halloween Night. Your wristband gives you access to participating venues across the district, up to 5 complimentary welcome shots and other perks. Choose your own route, bounce from bar to bar and see where the night takes you. 🧡 Bring your friends and save 20% on group tickets of four or more! Tickets are limited and prices go up as we sell out, so get yours early before they're gone.

MANDATORY CHECK-IN BETWEEN 5PM–8PM: 📍 Twelve Whiskey Barbecue - 1222 E Carson St, Pittsburgh, PA 15203

WHAT'S INCLUDED 🔶 Up to 5 Complimentary Welcome Shots/Treats – Redeem at the bars of your choice (limit 1 per venue) 🔶 Signature Halloween Drink Specials – Curated for the occasion 🔶 Free Cover – At all participating venues (no re-entry at some locations) 🔶 Professional Event Photography – You bring the look, we’ll capture the moment 🔶 Instagram Costume Contest – Post your look, tag us, and win

HOW IT WORKS 1. Check in between 5–8PM at Twelve Whiskey Barbecue. 2. Collect your wristband, bar map and event perks. 3. Choose your route and crawl in your own time, there is no set schedule. 4. Sip, dance, mingle, repeat. It’s your Halloween, your way.
For updated participating bars &amp; restaurants please click on link below
<a href="https://www.eventbrite.com/cc/halloween-bar-crawls-2026-pittsburgh-pa-1291439?utm-campaign=social&amp;utm-content=creatorshare&amp;utm-medium=discovery&amp;utm-term=odclsxcollection&amp;utm-source=cp&amp;aff=escb" rel="nofollow noopener" target="_blank">eventbrite.com/cc/halloween-bar-crawls-2026-pittsburgh-pa-1291439?utm-campaign=social&amp;utm-content=creatorshare&amp;utm-medium=discovery&amp;utm-term=odclsxcollection&amp;utm-source=cp&amp;aff=escb</a>

COSTUME CULTURE 👻 You don’t need to go full theatrical, but this night is about the look. Make it iconic, creative, stylish - or simply bold. 📸 Post your best shot on Instagram and tag @downtowncrawlers to enter the contest. Winners will be announced the week after the crawl.Happens on the following Dates: Oct 30, 2026, 5:00pm to Oct 31, 2026, 12:00am Timezone: Eastern Time (US &amp; Canada) Oct 31, 2026, 4:00pm to 11:30pm Timezone: Eastern Time (US &amp; Canada)<a href="https://eventvesta.com/events/166126/t/tickets" target="_blank" rel="nofollow noopener">View Tickets &amp; More Info</a><a href="https://null" rel="nofollow noopener" target="_blank"></a>

Local Event: Halloween Bar Crawls 2026 - Pittsburgh, PA

Halloween Bar Crawls 2026 - Pittsburgh, PA

Celebrate Halloween at the best bars across South Side with welcome shots/treats, drink specials and more.
Pittsburgh's 5th...

Enmarket Arena

It is going to be an EPIC evening of country music when country singer and former Georgia Southern football player Gavin Adcock brings “The Day I Hang It Up Tour 2016” to the Enmarket Arena on Friday, October 30th, 2026! Joining him on tour will be Up-and-coming star Braxton Keith and The Creekers.
Country rocker Gavin Adcock brings his latest release, Country Never Dies. Rock out to hits like “A Cigarette,” “Run Your Mouth,” and “DEEP END.” Songwriter Braxton Keith from Midland will perform hits from his latest, Real Damn Deal. Kentucky six-piece band The Creekers is set to deliver a fantastic set full of great songs and amazing vibe to kick start the night.

Local Event: Gavin Adcock at Enmarket Arena

Gavin Adcock at Enmarket Arena

It is going to be an EPIC evening of country music when country singer and former Georgia Southern football player Gavin Adcock...

Senator John Heinz History Center

Candlelight concerts bring the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen before in Pittsburgh<a href="https://eventvesta.com/events/158990/t/tickets" rel="nofollow noopener" target="_blank">View Tickets &amp; More Info</a>

Local Event: Candlelight: Tribute to Metallica

Candlelight: Tribute to Metallica

Candlelight concerts bring the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen...

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