Groomsmen Suits
Groomsmen suits that fit your vision and your mates.
From first fitting to final detail, we create tailored groomsmen suits that complement the groom, match your theme, and keep the crew looking sharp across Sydney.
Groomsmen Suits Made to Measure - For Every Man in the Party
Every groomsmen suit at our Winslow Style studio is made to measure – cut from the same fabric bolt so the colour matches perfectly across the entire party and tailored to each man’s individual measurements so everyone looks sharp, not just coordinated. We handle the group process from first fitting to final delivery, including remote measurements for interstate and overseas groomsmen.
Get the best value for your budget
Our prices are tailored to your unique needs, ensuring you get the best value for your budget. Every detail, fabric, construction, and customisation can be adjusted to match your preferences. Let’s collaborate to create a suit that fits your style and budget perfectly.
$799 Classic StarterA perfect entry-level option for those looking for high-quality, custom-tailored suits without compromising on essentials. |
2 Suits for $1499 Classic BundleTailored for wedding parties, this package combines style, comfort, and affordability for groomsmen who want to look sharp. |
$899 Groomsman TuxedoThe high-quality tailored tuxedos. Most popular groomsman choice for weddings. |
$999 PremiumAn elevated option with premium fabrics and half canvas construction. Ideal for groomsman looking for higher quality investment pieces. | |
| Material | 100% Wool | 100% Wool | 100% Wool | 100% Wool |
| Construction | Fused | Fused | Fused | Half canvas |
| Fabric Selection | Selected Fabrics options | Selected Premium fabric options | Selected Fabrics options | Premium fabric options |
| Lining | Fully lined | Fully lined | Fully lined | Fully lined |
| Customisation | Full choice of customisation options | Full choice of customisation options | Full choice of customisation options | Full choice of customisation options |
| Fit Guarantee | 100% Fit Guarantee | 100% Fit Guarantee | 100% Fit Guarantee | 100% Fit Guarantee |
| Timeline | Normally 6-8 weeks Rush orders available if needed | Normally 6-8 weeks Rush orders available if needed | Normally 6-8 weeks Rush orders available if needed | Normally 6-8 weeks Rush orders available if needed |
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 big day or special occasion.
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
Do groomsmen wear different suits?
Ideally, the groomsmen will wear different suits to complement the groom and not steal the show. This creates a cohesive look for your wedding photos and ceremony, yet keeping the focus on the main couple. Winslow Style offers a wide range of groomsmen suit options to ensure you find a look that complements your wedding theme and flatters all your groomsmen.
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 do you help groomsmen stay coordinated without overcomplicating things?
We keep it simple. Once we’ve locked in the groom’s suit, we build the groomsmen’s look around that—so everything feels connected without being identical. Some groups go fully matching; others prefer subtle variations in style or accessories.
We handle all fittings in-house and offer flexible options to suit different body types, timelines, and budgets. The result? Your crew looks sharp, feels comfortable, and everything comes together smoothly—without back-and-forth or stress.
How do you ensure a good fit for all groomsmen?
Here at Winslow Style, we believe a well-fitted suit is essential for a polished look. That’s why we offer custom tailoring for all our groomsmen’s suits with a fit-gurantee. We do all alterations in-house so we can guarantee a quality fit. This ensures everyone feels confident and comfortable on your special day.
What kind of shoes should groomsmen wear?
Black or brown leather dress shoes are classic choices. The specific colour should complement the suit colour. Loafers or suede shoes can be considered for a more relaxed wedding setting. We can help source the complete look.
Should groomsmen wear the same tie or bow tie?
For a cohesive look, consider choosing the same tie or bow tie colour for all groomsmen. However, to add a touch of individuality, you can introduce different patterns or textures within the same colour palette. The groom can opt for a slightly different tie to stand out.
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 appointment today and step into the confidence of a perfectly tailored suit, crafted just for you.