musical · Palm Springs

An Intimate Evening With Jennifer Holliday

Name: An Intimate Evening With Jennifer Holliday
Start: 2026-11-20T17:30:00-08:00
Location: Oscar's Downtown Palm Springs

Oscar's Downtown Palm Springs

125 E Tahquitz Canyon Way #108, Palm Springs, CA 92262

directions(760) 325-1188website

Coming up

Fri, Nov 20 · 5:30 PM

Friday, November 20, 2026

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About

Jennifer Holliday, the Tony and Grammy Award-winning legend, kicks off an unprecedented five-night residency at Oscar's Downtown Palm Springs. It's a rare chance to hear that voice up close in the elegant cabaret showroom, with doors at 5:30 PM and the show wrapping by 8:30 PM. Tickets run $89.95 to $124.95, so grab yours before the first night sells out.

Featuring Jennifer Holliday, Michael Orland

Theater & Performance

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More Events at Oscar's Downtown Palm Springs

Showing 6 upcoming events

Drag Brunch

Bitchiest Brunch • Sunday

Sunday, November 15th, 2026

9:00 AM

Bitchiest Brunch is Sunday brunch at Oscar's Palm Springs, served in two seatings at 10 AM and 1 PM. Front Table Seating is $64.95 and "Each Bitchy One" seats are $49.95, so pick your spot and bring your appetite. It's downtown Palm Springs drag brunch done right, with the big-ticket show, the good drinks and the crowd that stays for the T-Dance afterward.

Outdoor Patio

Sunday T Dance

Sunday, November 15th, 2026

3:00 PM

Sunday T Dance at Oscar's Palm Springs is the afternoon party where you can kick off your weekend downtown from 3 to 7 PM. General entry is $10, and if you're planning to come back all series, annual and lifetime passes are on the series page. Grab a drink on the courtyard and dance the afternoon away.

Cocktails

Rooster

Wednesday, November 18th, 2026

8:00 PM

Rooster is Oscar's Wednesday night at Oscar's Palm Springs, starting at 8 PM every week: cocktails, cruising and a playful competition where confidence counts. It's a loud, cheeky night for boys who like a little chaos with their drinks. Come to watch, come to compete, or just come.

Drag Shows

Dragachella Drag Festival

Friday, November 20th, 2026

9:00 PM

Friday nights at Oscar's belong to Dragachella, the desert's newest drag festival and nightlife extravaganza. Every week, the venue transforms into a glittering playground where rotating drag performers deliver outrageous shows, the music keeps pumping, and the crowd becomes part of the spectacle. Doors open at 9 PM with showtime immediately following. $10 standing room, $20 at-a-table. 21+.

Brunch

Bitchiest Brunch

Saturday, November 21st, 2026

10:00 AM

Bitchiest Brunch is Palm Springs' sassy Saturday brunch at Oscar's Downtown, with seatings at 11 AM and 2 PM. Front Table seats are $64.95 and "Each Bitchy One" seats are $49.95, so pick your spot and bring your appetite for both the food and the attitude.

Drag Brunch

Bitchiest Brunch • Saturday

Saturday, November 21st, 2026

11:00 AM

Palm Springs' longest-running drag brunch is exactly what it promises: attitude included. Two seatings (11 AM and 2 PM) mean you pick your vibe, bottomless mimosas flow if you're buying, and the queens are absolutely relentless—in the best way. Arrive early, tip well, and prepare to get served.

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Social Events

Coffee @ Ristretto

Sunday, November 15th, 2026

10:00 AM

Let's Kick ASS (AIDS Survivor Syndrome) Palm Springs

Ristretto is an easygoing cafe in Palm Springs serving coffee, tea and pastries plus sandwiches and salads in a casual storefront. Let's Kick ASS, the Palm Springs social group for long-term HIV survivors, gathers here for coffee on Sunday, November 15th at 10:00 AM, so pull up a chair, grab a pastry and catch up with your people.

bingo

Ethyl's Place Bingo

Sunday, November 15th, 2026

12:00 PM

The Roost Lounge

Ethyl's Place Charity Bingo at The Roost Lounge in Palm Springs, with a different local charity benefiting each month plus the Roost Foundation Scholarship Fund. Grab your dabbers, pick up a card, and enjoy a fun afternoon of bingo where every game helps a good cause.

Leather Bar

Sunday Beer Bust

Sunday, November 15th, 2026

2:00 PM

Tool Shed

Sunday Beer Bust at Tool Shed in Palm Springs' Warm Sands district is the laid-back leather and Levi day session you've been waiting for. DJ Mixie spins from 2PM to 8PM, and the beer keeps flowing all day. It's Palm Springs' original leather bar since 1993, so come as you are and settle in.

Piano Bar

Piano Sing-Along with Joel Baker

Monday, November 16th, 2026

6:00 PM

The Roost Lounge

Monday nights at The Roost belong to anyone who wants to sing. Joel Baker's on piano, you're on the mic, and the room's ready to hear whatever you've got — whether that's a Broadway belter, a pop anthem, or something deep from the heart. Signups start at 6pm, singing runs 6:30pm to 9pm. Free, no experience required, just show up ready to have fun.

Open Mic

Monday, November 16th, 2026

6:00 PM

The Roost Lounge

Joel Baker on piano for a laid-back Monday night of singalongs and open mic — the kind of evening where everyone's welcome to step up and sing, no pressure. Signups start at 6pm, performances run 6:30pm to 9pm. Free.

Daily Specials

Monday Reset

Monday, November 16th, 2026

8:00 PM

Tool Shed

Monday Reset at Tool Shed in Palm Springs is the midweek unwind you didn't know you needed, with massage and drink specials to help you let the week go. It runs from 8PM to 2AM, so you can take your time getting loose before the night gets going. Tool Shed's Warm Sands crowd keeps it easy and friendly, and the specials make it an easy choice on a Monday.