Home » Comedy, Eating & Drinking, Fun & Games, In Person, Live Music, Theater & Performance

Stand-Up Comedy Showcase: Stand-Up at The Lounge

Saturday, May 23, 2026 - 8:00 pm to 10:00 pm | Cost: FREE*
*Free Show!
Sky Lounge | 76 E 3rd Avenue, San Mateo

Event Details

Submitted by the Event Organizer

Emon Dismore

Welcome to the HOTTEST Stand-Up Comedy Show in Downtown San Mateo, Stand-Up @The Lounge at Sky Lounge. The art form of Stand-Up Comedy has found a new home in this elegant and beautiful space. This venue has a full-service bar and if you’re in the mood for a bite, is conveniently located next door to an Indian restaurant. Enjoy some hand-crafted cocktails, fresh samosas, and top local talent.

This show is happening on Saturday, May 23rd from 8:00 pm to 9:30 pm. The feature comics on this lineup are Emon Dismore (Peninsula Comedy), Israel Medina (Peninsula Comedy), Nyoki Orari (San Jose Improv), Marcel Weiland (Deaf Puppies), and our headliner is Jose Contreras (Laugh Factory). Join us in this night that will be full of fun and laughter! This comedy show is produced by Peninsula Comedy. Follow @peninsulacomedy if you’re a fan of comedy and want to stay updated on future events.

Follow us on Instagram: @peninsulacomedy or @emondismore

Disclaimer: Please double check event information with the event organizer as events can be canceled, details can change after they are added to our calendar, and errors do occur.


Cost: FREE*
*Free Show!
Categories: Comedy, Eating & Drinking, Fun & Games, In Person, Live Music, Theater & Performance
Venue: Sky Lounge
Address: 76 E 3rd Avenue, San Mateo

Other Events on This Day

Saturday, May 23, 2026

8:00 am   Occidental Flea Market / 4th Saturdays May-August  FREE*
*Free! Rain or Shine.
9:30 am   SF City Guides Memorial Day Weekend 2026 (50+ Free Walking Tours)  FREE*
*Free, but donations are accepted. Some tours may be limited in size. RSVPs required for tours. Admission free might be required for non SF residents for Japanese Tea Garden during certain times.
9:30 am   Free de Young Museum Day for Bay Area Residents (Every Saturday)  FREE*
*Free general admission to Bay Area residents. Valid ID or proof of residency required. This offer applies only to the permanent collection galleries. Advanced timed tickets required.
9:30 am   Free “Legion of Honor” Museum Day for Bay Area Residents (Every Saturday)  FREE*
*Free general admission to Bay Area residents. Valid ID or proof of residency required. This offer applies only to the permanent collection galleries. Timed advanced tickets required
9:40 am   Alcatraz City Cruises: Alcatraz & Angel Island Combination Tour (Starting May 23)  $88
10:00 am   Oakland’s “Wild One” Grand Opening: Art + Makers (May 22-24)  FREE*
*While RSVP's are not required we do appreciate them as it will help us create a better experience for you
10:00 am   Get $1 Off Lime Rides at Carnaval SF (Mission District)  FREE
10:00 am   Sausalito Art & Harbor Days  FREE
10:00 am   “Rail Fair” Train Extravaganza at Ardenwood Historic Farm (May 23-25)  $16*
*Adults-$16, Seniors-$14, Kids-$13 age 4-17, 3 and under-Free
11:00 am   2026 San Francisco Carnaval Festival (May 23-24)  FREE*
*Free, but donations are accepted
11:30 am   Juggling Lessons by Circus Bella at Union Square Plaza (SF)  FREE
12:00 pm   2026 Summer Opening Weekend: GG Park “The Whale’s Tail” Beer/Wine Garden (May 23-25)  FREE*
*Free admission and entertainment for all ages. Dogs and bikes welcome. Food and beverages available for purchase.
12:00 pm   SF’s Free Bandshell Blues Fest in Golden Gate Park  FREE
12:00 pm   2026 Summer Opening Weekend: GG Park “The Whale’s Tail” Beer/Wine Garden (May 23-25)  FREE*
*Free admission and entertainment for all ages. Dogs and bikes welcome. Food and beverages available for purchase.
12:00 pm   Dragonfly Designs Open House + Student Art Show  FREE
12:00 pm   “Black Family Day” 2026 Fair at UC Davis Quad  FREE*
*RSVP on Eventbrite!
1:00 pm   Albany & El Cerrito for Palestine Film Screening: Aurora’s Sunrise  FREE
1:00 pm   FoodieLand Night Market 2026 at the Cow Palace (May 22-24)  $12*
*$12; Kids 5 & under are free
2:00 pm   Weekend Sessions w/ Las Cafeteras (Yerba Buena Gardens Festival 2026)  FREE
2:00 pm   Aquarium: 5 Hour “Sound Music Festival (SF)  $12
2:00 pm   “Songs from a Sinking Ship” Flamenco Arts International World Premiere (SF)  $49.50*
*Tickets start at $49.50, fees included
5:00 pm   Discover Kobzarka: Ukrainian Music & War Film (SF)  $12.50
7:00 pm   SF Comedy Artist Chris Redd Live at Cobb’s Comedy Club (May 22–23)  $34.75*
*Starts at $34.75 General Admission – 18+ 2 drink min valid ID
7:00 pm   Oakland Memorial Day Weekend Comedy Fest 2026 (Close to BART)  FREE*
*Free with RSVP 21+
7:00 pm   SF’s FREE Memorial Day Weekend Comedy Festival 2026 (May 22-25)  FREE*
*Free with RSVP. - 21+
7:00 pm   “HellaSecret” Speakeasy Comedy Show & Cocktail Night (Oakland)  FREE*
*Limited free tickets with code FUNCHEAP (donations appreciated). Otherwise use code FUNCHEAP5 for $5 off early bird and general admission tickets
7:00 pm   “Golden Gate Comedy Night” SF’s Most Intimate Comedy Club  FREE*
*Free with RSVP. 21+
7:00 pm   “Crazy Funny Asians” Free Comedy Showcase (SF)  FREE*
*Free tickets, but RSVP Required. Donations ($5-$10) greatly appreciated. Otherwise, $25 door tickets also available
8:00 pm   San Francisco Memorial Day Bar Crawl Party 2026  $12.51
8:00 pm   “Puff Puff Laugh” SF’s Cannabis Lounge Comedy Show (Moe Greens)  FREE*
*Free with RSVP (21+ with Valid ID) - One item minimum purchase per person required, but pre-rolls start at just $7
8:00 pm   Erston Pearcy Live at the Hotel Utah  $20
8:00 pm   Oy, What They Said About Love  $25*
*Use code COMMUNITY to save $10 on tickets.
8:00 pm   Spaced Out: Standup Comedy in San Jose  $10*
*Early Bird and Student Discount available!
8:00 pm   $5 Off: “The Confessional” SF’s Wild “Sins & Secrets” Improv Comedy Show  $11.94*
*$5 off with secret code FUNCHEAP (normally $17.12) No added ticketing fees. No Drink Minimum
9:00 pm   Free Tix: HellaSecret “Desi Comedy Night” Live in SF (7p + 9p)  FREE*
*Free with RSVP for first 100 people. $25 at door without RSVP
9:00 pm   Plus Arcade Memorial Day Weekend Cosplay & Gaming Party (Oakland)  $16.78*
*Use code SummerFriends for 30% off
9:00 pm   SF Neo-Futurists “The Infinite Wrench” (30 Plays in 60 Minutes, every Fri & Sat)  $18.60*
*$13 + roll of a die at the door, OR $16 online. Group discounts—bring friends!
9:00 pm   $5 Off: “Your Fucked Up Relationship” Live in SF (Every Friday & Saturday)  $16.37*
*$5 off with secret code FUNCHEAP (normally $21.49) No added ticketing fees. No Drink Minimum
< Friday, May 22 Sunday, May 24 >