Tailored Suits Sydney – Made to Measure & Custom Suits
Design a suit that fits your body, your lifestyle, and your occasion – guided by a qualified Australian fashion designer.
Individual Approach
Every detail is tailored to your unique style, needs, and story, offering a truly bespoke experience.
Flawless Fit
Suits designed to feel as good as they look, with comfort, durability, and effortless elegance in every stitch.
In-House Expertise
All alterations are done personally to guarantee the perfect finish, because details matter.
What Makes a Winslow Tailored Suit Different
A tailored suit from Winslow Style is not adjusted from a standard pattern. It is built from scratch around your body – your shoulder width, your posture, your chest-to-waist proportion, your lifestyle and the occasion you are dressing for. The result is a suit that fits correctly from the first wearing and holds that fit across years of use.
We work with professionals across Sydney’s North Shore – lawyers, executives, doctors, and business owners – who have reached the point where off-the-rack suits no longer meet their standard. The fit is wrong in the shoulder, or the chest, or the seat. The fabric is ordinary. The suit looks like every other suit in the room. A Winslow tailored suit is none of those things.
The process starts with a consultation – typically 60 to 90 minutes – where we discuss the occasion, the aesthetic direction, and the fabric. From there: measurements, construction, a first fitting, and collection. The full timeline is 6-8 weeks. Every pattern is stored on file, making repeat orders straightforward.
Our studio is in St Leonards on Sydney’s North Shore, minutes from Crows Nest, Artarmon, Chatswood and Neutral Bay. All consultations are by appointment, open 7 days a week until 9pm. The consultation is free.
Made To Measure Suits
Free Style Consultation, tailored to your unique vision by a Qualified Australian Fashion Designer
Quality of Made To Measure Suits
Free Style Consultation, tailored to your unique vision
by a Qualified Australian Fashion Designer
FUSED
Fused suits balance cost and style. They use interlining to give structure and shape, offering a clean, tailored look without the higher price tag. Ideal for those wanting sharp style on a budget.
HALF CANVAS
Half-canvas suits blend structure and flexibility. With canvas in the chest and fused fabric elsewhere, they offer a great balance of shape, comfort, and durability. A popular choice for custom tailoring.
FULL CANVAS
Full canvas suits deliver the highest level of craftsmanship and fit. The canvas runs through the entire jacket, giving it natural structure, better drape, and long-term durability. Ideal for those who value timeless quality.
Custom Made Suits in Sydney
Winslow Style is Sydney’s custom made suit specialist, based in St Leonards on the North Shore. Every suit is made to your exact measurements, not adjusted from a standard pattern, but built from scratch around your body, your posture, and the occasion you’re dressing for.
Whether you need a custom made suit for a wedding, a corporate event, or a personal milestone, the process starts with a conversation about what you want and ends with a suit that fits like nothing off the rack ever could. Our studio is open until 9pm, book a free visit and we’ll take care of the rest.
Not sure which package to choose?
Visit us to explore fabric samples, customisation options, and expert advice tailored to your needs. We’ll help you make the perfect choice for your wedding day or special occasion.
How will the process work
Book your visit
Let’s start with a conversation about your needs and vision.
Collaborate on Design
We’ll work together to choose the style, fit, and fabric that suit you best.
Wear Your Perfect Suit
Enjoy a suit that fits like no other, crafted to your exact measurements.
What my clients say
- Ashan was absolutely fantastic to work with. He tailored two suits for me for my wedding, as well as a suit for my father-in-law, and all three were exceptional. I received many compliments on both of my suits, not only on the big day but long after as well. The fit and attention to detail were outstanding, and Ashan was a genuine pleasure to work with throughout the entire process. Over several consultations, he was always professional, friendly, and incredibly accommodating, and he delivered everything on time. I couldn’t recommend Ashan highly enough to anyone looking for a talented and passionate tailor.Ruvin Baddevithana
I Could not recommend Ashan more highly. My tuxedo, along with my groomsmen’s looked incredible and were complimented on numerous occasions on my big day. His professionalism, attention to detail and overall fitting experience was amazing and I will certainly be back next time I need a suit. Thank you Ashan for accommodating 3/4 of my groomsmen who live interstate/overseas to ensure their suits would fit perfectly by our wedding.
Michael Bower
Ashan helped me and my groomsman with the vision and was considerate of my budget. He was very clear with requests, appointments and timings. We even had an overseas groomsman and it barely interrupted the process. I admire his passion for details and always very well spoken in explaining trends and his thoughts.
I will definitely be coming again for all of my tailored suiting needs in the future.
Matthew Barbeau
We can not thank Ashan enough for the service provided. From the first visit till the last, you feel completely guided through the process. Ashan pictured my idea since the first second we met and brought me fabrics of colours that no one could do.
The suit felt like a glove to a hand on my special wedding day. Everyone was amazed by it.
Not to mention as well, he provided alteration services to my wife's dress that fitted perfectly to her body.
We will be coming back for any special cloth we need.
Carlos Marcos
I used Ashan for my wedding suit after some bad experiences in some bigger suit chains. Ashan is incredibly welcoming, genuine and most importantly an expert in what he does. His advice for my own suit, my groomsman and the overall wedding led to so many fantastic compliments from our guests. Thank you for being a part of our day and I can't recommend Ashan and his business enough.
Nathaniel Ford
Ashan offers an exceptional service above and beyond any tailor in Sydney I have experienced. I had my wedding suit (3-piece suit and shirts) made by Ashan (Winslow Style) and could not have been happier with my outfit on my wedding day. The quality and range of materials provided by Ashan were amazing and allowed full customisation of every little detail, from buttons to sewing threads. I just felt legendary on my wedding day ! From day one, Ashan was always responsive and made himself available to me, which when you are planning a wedding makes a huge difference when dealing with different vendors.
Max Richard
Note that I have been a customer's of Ashan before (many years ago for my first suit), and it was an easy choice to choose him again for my wedding outfit! Ashan is a wonderful, kind and patient tailor. He has a great attention to detail, listens to exactly what we're after, and makes it happen! I had my wedding suit custom made. High waisted trousers, double breasted jacket, with an action back. All in a white creamy linen. It was to echo a 1940's vintage suit.
Milton Lai
- Ashan made our wedding suit and groomsmen's vests and I had a vision of what I wanted and he made it a reality, he went to the ends of the earth to find the perfect fabric for us! We went to so many other big name suit places before and just couldn't find anything we liked. Ashan went above and beyond and he was so lovely and easy to work with. I couldn't recommend him more highly and we got so many compliments on the suits!!Luke & Kate
Ashan is fantastic to work with. Super friendly and accommodating, easy communication and flexible. You can tell he absolutely loves his work and his attention to detail is fantastic. Had my suit made up for my wedding day and was so happy with how everything turned out. I'm a tall thin build and the fit was perfect. Couldn't be happier with the whole process and the suit!
Bryce Stevens
I had my wedding suit made with Ashan and cannot begin to emphasis how incredible he is. Not only is he unbelievably professional, he is incredibly charismatic and personable. He has a profound focus on the customer needs/vision. I came in unbelievably confused about what I wanted, Ashan took his time to diligently and professionally work through all the options with me to find something I absolutely love! From our first meeting, to final touch up appointments, Ashan remained committed to delivering the best possible product and customer experience.
David Scholsner
Words cannot describe how phenomenal Ashan’s services are. Very professional and places key focus on customer needs/vision. From our very first initial meet and greet to final touch up appointments, Ashan remained consistent and committed to delivering quality and customer satisfaction. Ashan pays great attention to detail and we felt extremely comfortable and confident he would capture and deliver our vision to the highest of standards. We could not recommend Winslow Style more! 10/10
Arthur & Gabby
Ashan is an absolute pleasure to deal with. From start to finish everything was great. My suit was fully customised and the advice he gave me on style was 100% on point. Do yourself a favour and book an appointment.
Alexander Donnolley
I got my wedding suit from Ashan and I could not be happier about it. I looked all over Sydney but only Ashan could find the colour I wanted and bring it to life. My custom suit fitted me perfectly and I received many compliments on my big day. Ashan helped me bring my vision to life over multiple consultations. He also gave me advice on the best accessories and shoes to go with my suit. Ashan takes his responsibility very seriously but is also so easy to talk to and get along with. He makes your suit selection a personal affair for you and him. I hope to come to him again.
Ben Partridge
Frequently Asked Questions
What is the difference between a tailored suit and an off-the-rack suit?
A tailored suit is made specifically to your measurements and preferences, offering a custom fit that off-the-rack suits can’t provide. It’s crafted to your body shape and style, ensuring comfort, better fabric quality, and a refined look.
What if I have an unusual body shape or fit issue?
That’s exactly why we tailor. Off-the-rack suits are made for standard sizes—real people rarely fit those perfectly. Whether you’ve got broader shoulders, a longer torso, or a hard-to-fit frame, I’ll work with you to get the right shape, fit, and balance.
We take detailed measurements, talk through your concerns, and adjust everything from jacket length to trouser taper. The goal is simple: a suit that fits you properly and feels just right—no pulling, no bunching, no guesswork.
How much does a tailored suit cost?
The price of a tailored suit depends on factors like the fabric, design details, and customisations. We offer options for various budgets, and during your consultation, we’ll provide a clear breakdown based on your choices.
Is a tailored suit worth the investment?
Yes, a tailored suit offers long-term value. It’s crafted to fit you perfectly with zero additional alterations costs, and uses higher-quality materials compared to off-the-rack suits, if you compare value it is usually a much better value option than mass market suits. Making it a smart investment in your wardrobe.
Do you offer fabric swatches before I make a decision?
Yes, we offer fabric swatches so you can feel and see different options before making a final choice. It’s a great way to ensure you’re picking the fabric that’s perfect for you.
Can I customise the style on my tailored suit?
Absolutely! Whether you’re drawn to a classic notch, a sharp peak, or an elegant shawl lapel, we can customise every detail to suit your style and the occasion. From intricate handwork to unique pocket styles, the possibilities are endless—tailored to make your suit truly your own.
How does pricing work?
Our pricing is transparent and straightforward. The final cost depends on the fabric, suit style (two-piece vs. three-piece), and any customisation options you choose. We’ll provide a clear breakdown of costs during your consultation.
How long does it take to tailor a suit?
The tailoring process typically takes 6–8 weeks, depending on the complexity of the design and fabric availability. We’ll keep you informed throughout the process and schedule follow-up fittings for final adjustments.
Do you do rush orders?
Yes we do prioritise urgent orders at a slight additional cost to meet urgent deadlines. We can complete an order within 2 weeks or sometimes a little less. Rush orders are dependent on how busy our team is and if there is availability.
Ready to order your perfect suit?
Book your free consultation and we will take care of the rest.