Dempsey is a popular lifestyle destination located near Orchard encompassing Dempsey, Minden, and Loewen clusters. The unique neighbourhood has colonial-style architecture stemming from its colonial military roots. It has since evolved into a trendy hangout.
From cafes, swim schools, enrichment centres, preschools, galleries to sports facilities, Dempsey has an eclectic mix of lifestyle experiences.
Guide To Dempsey For Families
Dempsey is nearest Napier MRT and located in between Tanglin and Holland.
Families looking for places to dine, hang out or learn can head to Dempsey for a variety of activities.
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Kid-friendly Eateries at Dempsey
Huber’s Bistro
This eatery is closest to the main road and has a butchery for fresh meats. It has a gated, shade playground for little ones. Huber’s Bistro serves Swiss German Food and beer with breakfast offerings on the weekends.
The must-try dishes are the sausage ones, Pretzel, Charcuterie platter and dry-aged burger.
Where: 22 Dempsey Rd, Singapore 249679
The Pantry (COMO Dempsey)
The Pantry at Dempsey blends rustic charm with a relaxed, community-focused vibe. Known for its hearty comfort food—ranging from wood-fired pizzas to vibrant salads—it serves as a serene sanctuary for parents to unwind while children explore the expansive outdoor play area.
The true star of the show is the impressive multi-level wooden treehouse, a whimsical structure that invites endless exploration.
It also has a indoor playground upstairs with a walk-in rate of $55 for 3 hours.
Where: 16A Dempsey Rd, Singapore 247695
Baker & Cook and Plank Sourdough Pizza (Loewen Road)
Our favourite part of this café & bakery concept is the lush greenery at Loewen. Apart from healthy dining options, there is a sizeable outdoor playground with slides, swings and play structures just for the little ones.
It’s also a popular weekend morning spot for families to grab artisanal pastries and sourdough.
Where: 30C Loewen Rd, Singapore 248839
Mr Bucket Chocolaterie
The inviting space features a retail area, a comfortable seating section for those dining in, and a counter where guests can build their own chocolate slab. There is also a workshop space and an open kitchen, allowing visitors to watch the chefs skillfully create their signature bonbons.
Mr Bucket Chocolaterie’s dining programme demonstrates cacao’s true versatility within cuisine. From the creative use of cacao in the dishes to the indulgent desserts, each bite was a delightful surprise. Whether you are a fan of Charlie and the Chocolate Factory, or simply enjoy indulging in delicious chocolate, Mr Bucket Chocolaterie is a place that caters to all age
Where: 13 Dempsey Rd #01-03/04 Singapore 249674
Sports & Enrichment Centres in Dempsey
SWISH Swimming
Swish Swimming in Dempsey Hill is a boutique swim school known for its temperature-controlled, salt-water pools that are gentle on the skin. Their curriculum, developed in collaboration with Olympic gold medalist Joseph Schooling, caters to all ages—from infants as young as 4 months to technical pre-squad levels—with a strong emphasis on water confidence and safety. Classes are kept small, typically capped at five students per instructor.
Where: 72 Loewen Road, #01-08, Singapore 248848
The Cage Dempsey
Parents keen to sign the kids up for football will probably hang out at The Cage. There are a few football academies running programmes here including Sky Football Academy, SG7 Soccer Academic, ANZA and Euro Soccer Academy.
The turf is shaded and there is also free parking onsite.
Next to The Cage are a few Padel courts.
Where: 10A Harding Rd, Singapore 249549
Wildlings
Wildlings is Singapore’s Forest School and outdoor education provider, offering weekly programmes, school excursions, self-guided nature playtime sessions, holiday camps, birthday parties, and overnight camping adventures and more for families and children aged 18 months to 13 years.
Where: 27A Loewen Road Wildlings, Nature Space, 248839
Racket Jungle Pickleball Courts
Pickleballers would be found at Racket Jungle Pickleball Courts, located right next to The Tanglin Gin Jungle. There are four courts here with some seating.
Where: 26A Dempsey Rd, Singapore 247692
The Yard
The Yard specialises in gymnastics, trampolining, and parkour. During school holidays, they run popular multi-activity camps. The facility is also a frequent choice for active, sports-themed birthday parties.
Where: 72 Loewen Road, #01-07, Singapore 248848
Dancer’s Dream Studio
This studio is a ballroom and latin dance specialist in the Loewen cluster. It focuses on providing a professional yet supportive environment for students to explore various dance styles, from competitive training to recreational fitness.
Where: 75E Loewen Road, #01-02, Singapore 248845
Fun & Play in Dempsey
Museum of Ice Cream (MOIC)
Dive into a world of delicious treats and imaginative play at Museum of Ice Cream Singapore’s (MOIC) space, featuring a multi-sensory playground where you can see, touch, taste, and even smell the magic of ice cream like never before.
Perfect for your next family outing, look forward to a much bigger variety of flavours and bolder fun in a newly-imagined space packed with interactive installations, immersive workshops, and even more unlimited treats!
Where: 100 Loewen Rd, Singapore 248837
Singapore GP F1 Exhibition At Gallery26 Dempsey
Get your motor racing fix at Gallery26 Dempsey’s F1 exhibition, SGP: Dare to be Different. This free exhibit caters to F1 fans or to anyone who maybe curious about the Formula One race in Singapore. The motorsport gallery focuses on the history of the Singapore GP and evolution of the F1 Night Race in Singapore
Where: Blk 26 Dempsey Road #01-03
Quick Tips for Parents
Most enrichment options are located in the Loewen cluster while popular dining sports are in the main Dempsey cluster. While the clusters are within walking distance, it could be tricky when it’s wet weather.
Parking is free at Dempsey Hill! There’s little wonder why this is a popular spot for families, expats and tourists.
There are free shutte bus services to Dempsey! Pick-up points are at Holland Village MRT, Singapore Botanic Gardens Tanglin Gate and Nassim Gate and Wheelock Place. Check the details of the shuttle bus here.
