Ladies Night Singapore 2026: The Only Guide You Need
If you've been Googling "ladies night Singapore" and getting the same recycled lists from 2019, this one's for you. We're going to cut through the noise and give you the real rundown — what's actually worth your Wednesday evening, what you're getting for free (and what you're not), and how to make the most of it.
Full disclosure: we run one of Singapore's most popular ladies nights at The Winery CHIJMES. But we're not here to hard-sell you. We're here to help you plan a proper night out.
What Actually Happens at a Ladies Night?
The concept is simple: bars and restaurants offer complimentary or heavily discounted drinks to women on a specific night of the week. The goal is to create an atmosphere — a packed, buzzy room that everyone wants to be part of.
But here's the thing most guides won't tell you: not all ladies nights are created equal. Some give you a single watered-down cocktail. Others hand you a wristband and point you toward a self-serve station of questionable punch.
The ones worth your time? They pour proper drinks, keep the atmosphere right, and don't make you feel like you're part of a promotional gimmick.
What You Get at The Winery CHIJMES Ladies Night
Every Wednesday from 7 PM to 10 PM, ladies at The Winery CHIJMES enjoy:
- Complimentary free-flow house red wine
- Complimentary free-flow house white wine
- 1 selected cocktail on rotation
- 3 full hours of free-flow drinks
That's not a typo. Three hours. Free flow. No voucher limits, no "one drink per person" fine print.
The Fine Print (Because There Always Is Some)
- Reservations are required. No walk-ins. This is non-negotiable — the night books out regularly.
- $30 per person applies on public holiday eves and public holidays. Fair enough — those nights are in high demand.
- Drinks are collected from the bar. No table service for the free-flow drinks, which honestly keeps things moving faster anyway.
- GST and service charge apply to any food or additional drink orders.
How to Book
WhatsApp +65 8388 8850 to reserve your spot. Do it at least 3–5 days ahead if you're coming with a group. Wednesdays fill up fast, and we've had to turn people away who showed up hoping to walk in.
You can also book online through our reservations page.
What Makes CHIJMES Different from Other Ladies Night Spots
Look, there are dozens of ladies night options across Singapore. Here's why the CHIJMES one keeps showing up in people's group chats:
The Setting
You're drinking in a converted 19th-century Gothic chapel. Stone arches, candlelight, a courtyard terrace that catches the evening breeze. It's the kind of place that looks good in photos without trying. Most bars in Clarke Quay can't compete with that atmosphere, and they know it.
The Drinks Are Actually Good
House wines that you'd happily order off a menu. Cocktails that are made properly — not scooped from a punch bowl. The bartenders here work at a wine-focused establishment, so they care about what goes into your glass.
The Food (If You Want It)
This isn't just a bar — it's a Spanish tapas restaurant. While the free-flow drinks are flowing, you can order from a full menu of tapas. The Gambas al Ajillo (garlic prawns sizzling in olive oil) and Patatas Bravas are perfect sharing plates for a group. The Paella de Marisco is ideal if you want something more substantial.
Expect to spend around $15–$30 per person on food if you're sharing tapas, which makes the total cost of the evening genuinely hard to beat.
The Crowd
The reservation-only policy keeps things curated. You won't be fighting through a packed dance floor or shouting over thumping bass. It's a crowd that wants good drinks, good conversation, and a good setting. Think after-work catch-ups, birthday celebrations, and "we haven't done this in ages" reunions.
What to Wear
Singapore is hot. CHIJMES is outdoors-adjacent. Nobody expects stilettos and a cocktail dress (though you absolutely can). Here's the real dress code:
- Smart casual works perfectly. A nice top and jeans, a sundress, whatever makes you feel good.
- Skip the flip-flops. It's still a restaurant, not a hawker centre.
- If you're sitting on the terrace, bring a light layer — the evening breeze can be surprisingly cool after 9 PM.
- There's no enforced dress code, but this is the kind of place where people make a bit of effort because they want to, not because they have to.
The Best Night to Go (and When to Avoid)
Peak Nights
- First Wednesday of the month tends to be the busiest — payday energy.
- Wednesday before a long weekend fills up fast. Book early.
- December Wednesdays — year-end parties and Christmas gatherings take over.
Quieter Nights
- Mid-month Wednesdays are your sweet spot for a more relaxed vibe.
- January and February after the holiday rush dies down.
Timing Your Arrival
- 7 PM sharp if you want first pick of seats and the full three hours.
- 8 PM is the sweet spot if you're coming from the office — the vibe is warmed up and you still get two solid hours.
- After 9 PM means you get one hour of free flow. Not ideal, but still worth it if you're nearby.
How Ladies Night Compares: Cost Breakdown
Let's do some honest math. A typical night out in Singapore for a group of four women:
At a regular bar:
- 3 cocktails each × $22 avg = $264
- Sharing plates/snacks = $80
- Total: ~$344 before GST/service
At The Winery CHIJMES Ladies Night:
- Free-flow drinks for 3 hours = $0
- Sharing tapas (Gambas, Patatas Bravas, olives) = $60–80
- Total: ~$60–80 before GST/service
That's not a small difference. And the drinks are better.
Beyond Wednesday: Other Nights Worth Knowing About
If you enjoy the CHIJMES vibe, here's what else runs during the week:
- Tapas Monday — $39 for 2 hours of unlimited tapas
- Wine Night Tuesday — $98 for 2 selected bottles
- Tomahawk Thursday — $98 for a 1.2kg Tomahawk steak
- Sunday Food & Wine Special — Buy 2 get 2 free on selected food + free-flow wines, 4–6 PM
Each has its own personality. But Wednesday? Wednesday is the one people keep coming back to.
Frequently Asked Questions
Can men come to Ladies Night?
Yes — everyone is welcome. The free-flow drinks are for ladies only, but men can order from the full drink menu. Plenty of mixed groups come through.
Is there a minimum spend?
No minimum spend for ladies. Order food if you want, or just enjoy the drinks.
What if it rains?
CHIJMES has covered areas and indoor seating. Rain doesn't cancel the night — it just changes where you sit.
Can I celebrate a birthday there?
Absolutely. Contact the team via WhatsApp to arrange something special. They're good at making birthdays memorable without being cheesy about it.
How big can my group be?
Groups of any size are welcome, but anything over 6 should book well in advance. They'll sort out seating arrangements for you.
The Bottom Line
Ladies Night in Singapore isn't hard to find. But finding one that's genuinely worth getting dressed up for? That's a shorter list.
The Winery CHIJMES has figured out the formula: good drinks (actually free, actually free-flow), a setting that doesn't exist anywhere else in the city, food that goes beyond bar snacks, and a crowd that makes you want to stay past 10.
Ladies Night runs every Wednesday, 7 PM – 10 PM at The Winery CHIJMES, 30 Victoria Street. Reservations required — WhatsApp +65 8388 8850. Visit our Ladies Night page for the latest details.
Austin Tyler
Food and wine enthusiast, nightlife connoisseur, and resident blogger at The Winery. Passionate about discovering Singapore's hidden gems and sharing the best dining experiences.
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