Challenge Mania Live: Boston

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Dates:	Friday, May 22, 2026 - Friday, May 22, 2026
Hours:	7:00pm to 8:30
In/Outdoor:	Outdoor
Cost:	$$ see below
Category:	Fairs & Festivals

Featuring CT, CARA MARIA, MARK, PAULIE, EMILEE AND MORE!

City Winery Boston presents CHALLENGE MANIA LIVE: BOSTON on Friday, May 22nd at 7:00pm.

Stars from MTV’s hit reality competition series The Challenge take the stage for a one-of-a-kind, interactive variety show hosted by Derrick Kosinski and Scott Yager of the wildly popular Challenge Mania podcast.

Join Cara Maria Sorbello, CT Tamburello, Mark Long, Paulie Calafiore and Emilee Fitzpatrick.

Expect an evening filled with laughter, behind-the-scenes stories, and fan-favorite moments from across The Challenge universe in a live panel.

Following the show, VIP ticket holders are invited to an exclusive post-show Meet & Greet experience.

This intimate event allows fans to mingle with Derrick, Scott, Cara, CT, Paulie, Emilee and additional cast members, take photos, ask questions, and enjoy exclusive giveaways — including a limited-edition Challenge Mania Boston poster for autographs.

Two VIP ticket options include access to the post-show Meet & Greet.

A very limited number of Stage Premier VIP tickets offer premium front-row seating during the show, early Wave 1 Meet & Greet access, and additional exclusive Challenge Mania collectibles.

Regular Premier VIP ticket holders will follow shortly after in Wave 2.

These VIP tickets are extremely limited and expected to sell out quickly.

***PLEASE NOTE: There will be no roast at this event, only at the event on Saturday.

CHALLENGE MANIA

The #1 Challenge Podcast

Available on Apple Podcasts, Spotify & Spreaker

Follow Derrick Kosinski on X/Twitter @DerrickMTV

Follow Scott Yager on X/Twitter @SHOTOFYAGER

For information on ALL of our upcoming Live Shows and Events, please head to CHALLENGE MANIA.LIVE to get all of the ticket pages, On Sale dates & more!

Challenge Mania Shop - NOW OPEN!

Our Patreon site is up and running!

JOIN THE TEAM aka THE POD SQUAD by going to ChallengeManiacs.com!

Dine At Your Show

🍽️ We provide food and beverage service directly to your table in the venue.

Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show.

When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show.

View Our Concert Dining Menu.

Wine At Your Table

Reserve your preferred wine by filling out this form and have a bottle waiting at your table when you arrive at your show.

No more waiting for your first drink!

We will save your wine preference and have a bottle at your table for all future shows.

When you want to change your wine, come back to this form and update your preference.

2 Item Per Person Minimum

🎶 Kindly note there is a 2 item per person food & beverage minimum in the concert venue.

Food and beverages ordered in the restaurant also count towards the minimum.

Become a Vinofile Member

🍷 Members get 48 hour early access to new shows, pay no ticket fees, and earn points to exchange for complimentary tickets.

Vinofile Plus members also receive many wine benefits.

Add a membership to your cart during checkout to start saving now.

Already a member?

Make sure you are signed in to access your benefits.

Become a Vinofile Member and enjoy the benefits today.

COST

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$70.80

WEBSITE

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eventvesta.com/events/142893/t/tickets

LOCATION

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80 Beverly Street, Boston, MA, 02114 map
Phone: 06179338047