Events

Ease into Sunday evening with Energy Readings by Danielle at THE OBSERVATORY.

Danielle joins us every Sunday for one-on-one energy readings offering a little space to reflect, reconnect, and see what comes through.

🔮 Energy Readings with Danielle 🌙 Every Sunday Evening 🍸 All Specialty Cocktails — $10 ✨ Walk-ins welcome

Come for a reading, stay for the evening, or simply settle in and enjoy a slower Sunday.

Connect. Reflect. Receive.

🎨🍷 Paint, sip & create with us at The Observatory! 

 Join local artist @cherylannlipstreu to create your own painting of this ^ design. 

Whether you paint all the time or haven’t touched a brush since elementary school, you’re welcome — Cheryl will guide you step-by-step through creating your own water lily masterpiece. 🎨 

All art supplies included 

🖼️ 11” × 14” canvas to take home 

🍸 Cocktails, mocktails & bites available from The Observatory

 ✨ No experience necessary! 

 📅 Wednesday, August 26 | 6–8 PM 

📍 The Observatory | 701 Trade Street, Winston-Salem

 🎟️ $55 per person (includes a glass of wine) 

 Registration is directly through the artist:

 📧 cherylann.lipstreu@gmail.com 

📱 336-692-3581 

 Come sip something delicious, get a little creative, and leave with your very own work of art.

Every Wednesday

Your midweek plans just got better.

🍷 ½ Price Wine All Night ✨ 2X Rewards Points Before 8 PM 🎤 Open Stage at 9 PM

Grab a glass, take the mic, or just settle in and enjoy the show. Whether you're here to perform, cheer on your friends, or simply enjoy a Wednesday night out, there's a seat for you.

Walk-ins welcome.

Every Thursday

Thursday nights are getting a little hotter.

Join us at THE OBSERVATORY for a night of tacos, jumbo margaritas, Latin music, and late-night energy.

🌮 Tacos from 7 PM — $3.33 each 🍹 Jumbo Margaritas — $10 🎶 Latin Night starts at 10 PM | Music By: ROSE VALENTINE

Come early for tacos and cocktails, stay late for the music.

No cover. Walk-ins welcome. Tacos served by our catering partners while supplies last.

Join us Friday, August 28 from 5–8 PM for our monthly Gay Men’s Meetup — a relaxed social mixer and an easy way to meet new people, catch up with familiar faces, and enjoy the evening. 

Come on your own, bring a friend, or bring the whole group. There’s no formal agenda — just good conversation, cocktails, and a welcoming place to spend your Friday evening.

Friday, August 28 | 5–8 PM 📍 THE OBSERVATORY | 701 N TRADE STREET WINSTON SALEM Free to attend • 21+

⭐ Double Rewards during the meetup! $1 spent = 2 points 100 points = $10 off your next purchase

Walk-ins are always welcome.

Saturdays every 2 weeks

Dating apps are exhausting. Come meet actual humans instead.

Every other Saturday, THE OBSERVATORY is bringing singles together for a relaxed, low-pressure evening designed to make meeting someone new feel a little more natural — and a lot less awkward.

Come solo (seriously, that’s the point!) or bring a single friend. We’ll have conversation card decks, easy icebreakers, and a friendly host to help make introductions and get conversations started.

No speed dating. No forced pairings. No awkward rotations. Just a room full of single people who are actually open to meeting someone.

Maybe you make a new friend. Maybe there’s a little chemistry. Maybe you meet someone you’d like to see again. 💛

✨ Every Other Saturday 📅 Starting August 29 ⏰ 6–8 PM 💛 No cover • No purchase required

Put down the app. Look up. Say hello.

Every Sunday

Ease into Sunday evening with Energy Readings by Danielle at THE OBSERVATORY.

Danielle joins us every Sunday for one-on-one energy readings offering a little space to reflect, reconnect, and see what comes through.

🔮 Energy Readings with Danielle 🌙 Every Sunday Evening 🍸 All Specialty Cocktails — $10 ✨ Walk-ins welcome

Come for a reading, stay for the evening, or simply settle in and enjoy a slower Sunday.

Connect. Reflect. Receive.

Every Thursday

Every Thursday | 4 PM – 9 PM

Looking for a place to create?

Bring your sketchbook. Your laptop. Your crochet project. Your watercolor set. Your camera. Your journal. Your iPad. Your knitting. Your ideas.

Or just come to meet other creative people.

Every Thursday, The Observatory becomes an Open Studio—a relaxed, welcoming space where artists, makers, writers, photographers, musicians, designers, students, and hobbyists can work alongside one another, exchange ideas, and enjoy good company.

🎨 All creative mediums welcome 🪑 Open seating ☕ No cover • No reservations 🍸 Drinks & small bites available (but never expected)

Whether you’re finishing a masterpiece or doodling on a napkin, you’ll find a seat here.

Create. Connect. Stay awhile.

📍The Observatory 701 N Trade St. Thursdays • 4–9 PM

Saturdays every 2 weeks

Looking to meet some new people? Come hang out with us.

Every other Saturday, THE OBSERVATORY is creating a relaxed, welcoming space for the LGBTQ+ community and friends to meet, mingle, and make genuine connections — without the pressure of it being a dating event or having to buy anything.

Come solo, bring a friend, stay for 20 minutes or hang out for the whole evening. We’ll have get-to-know-you card decks, conversation starters, and a friendly host helping with introductions and keeping things comfortable — especially if walking into a room full of strangers isn't usually your thing.

Make a new friend. Find your people. Expand your circle. 💛

🌈 Every Other Saturday 📅 Starting September 5th ⏰ 6–8 PM ✨ Ages 18+ 💛 No cover • No purchase required • All are welcome

You belong here. 

Grab your besties and join us for a night celebrating Dorothy, Rose, Blanche & Sophia at THE OBSERVATORY!

💛 5–7 PM | Social Hour Come early, grab a drink, meet fellow Golden Girls fans, and find your trivia team.

🧠 7–8 PM | Golden Girls Trivia Put all those years of watching to good use! Test your knowledge of St. Olaf stories, Sicily, Blanche’s love life, and everything in between.

📺 8 PM–Close | Golden Girls on the Big Screen After trivia, we’re keeping the girls on the big screen for the rest of the night. Settle in, sip something fabulous, and enjoy your favorite episodes with a room full of fellow fans.

Walk-ins welcome • Come solo or bring your crew

🍰 AND YES — WE WILL HAVE CHEESECAKE!

🎤 Trivia hosted by Brenda the Drag Queen

Thank you for being a friend. 💛