Singapore date ideasA neighbourhood that feels like a small town: cafés, bars and a food centre all a short walk from the MRT.
8 places, each checked to be open, with the nearest MRT and the price.
@ 2am:dessertbar
Holland Village, Singapore
Janice Wong's plated dessert bar, running since 2007. Creative plated desserts are easy to share, which suits a second stop after dinner rather than a full evening.
After: A walk along Lorong Mambong and Lorong Liput.
21A Lorong Liput, Singapore 277733 · Map
@ Fireplace by Bedrock
Holland Village, Singapore
An open fire grill from the Bedrock team, with wood fired pork belly and aged beef. It is a step up in spend, better for a date you are already confident about.
After: Wine at Le Bon Funk on Holland Avenue.
7 Holland Village Way, #03-27/28 One Holland Village, Singapore 275748 · Map
@ Birds of Paradise Holland Village
Holland Village, Singapore
Botanical gelato flavours such as White Chrysanthemum, at the edge of Holland Village. Cheap and quick, so it is a good way to extend a date that is going well.
After: Wine at Le Bon Funk on Holland Avenue.
3 Lorong Liput, #01-01 Holland Piazza, Singapore 277725 · Map
Pick three dates you would say yes to and let the right person pick one. Agree on a time, both confirm, and go. No chat, ever.
Free to download · Live in Singapore and New York
@ Le Bon Funk Holland Village
Holland Village, Singapore
A neighbourhood natural wine bar with produce led plates. Staff will steer you to a glass if you describe what you like; two glasses and a shared plate is about an hour.
After: Gelato at Birds of Paradise in Holland Piazza.
277 Holland Avenue, Singapore 278994 · Map
@ Lola's Cafe Holland Village
Holland Village, Singapore
A long running brunch cafe with sandos and pasta. It is casual and daytime friendly, so a weekend brunch here is a low pressure first meeting; closed on Mondays.
After: Gelato at Birds of Paradise in Holland Piazza.
48 Lorong Mambong, Singapore 277699 · Map
@ Holland Village Market & Food Centre
Holland Village, Singapore
A compact neighbourhood hawker centre at the start of Lorong Mambong. Pick a stall each and swap bites; it is a cheap, casual meal you can keep to 30 minutes.
After: Dessert at 2am:dessertbar on Lorong Liput.
1 Lorong Mambong, Singapore 277700 · Map
@ Wala Wala Cafe Bar
Holland Village, Singapore
A Holland Village institution of over 30 years with live bands upstairs; it stayed open after nearly closing in 2025. Go early for dinner and conversation, then stay for the band if things are going well.
31 Lorong Mambong, Singapore 277689 · Map
@ La Nonna
Holland Village, Singapore
A cosy Italian trattoria with handmade pasta and wood fired pizza. Splitting a pizza and a pasta keeps dinner relaxed and around an hour.
After: Dessert at 2am:dessertbar, a short walk away.
26 & 26B Lorong Mambong, Singapore 277685 · Map
Pick three dates you would say yes to and let the right person pick one. Agree on a time, both confirm, and go. No chat, ever.
Free to download · Live in Singapore and New York
Birds of Paradise Holland Village, Lola's Cafe Holland Village and Holland Village Market & Food Centre on this page all come in under S$30 a person.
2am:dessertbar, Fireplace by Bedrock and Birds of Paradise Holland Village are indoors, so the plan survives a storm.
The places on this page are nearest to Holland Village MRT.
You plan three real dates like these. People who would say yes to one of them like it, and you pick who to match with. Then you agree on a time and both confirm. There is no chat, ever.