What should a toddler boy wear for Thanksgiving?

Braced shorts or trousers with a collared shirt and a warm knit. The Oliver Braced Shorts with the Henri Double-Breasted Shirt and the Laurent Cricket Sweater is our classic Thanksgiving look.

What should a toddler boy wear on Christmas Day?

Something smart enough for photos and soft enough to play in. A Fair Isle sweater over a collared shirt, with braced shorts and knee socks, works from breakfast to dinner.

Will he be warm enough in shorts?

Pair the shorts with knee socks, or switch to the knits with cord trousers on the coldest days.

What sizes do you make?

Classic pieces come in 1Y to 5Y. Our Autumn / Winter knits come in 1Y to 10Y. Choose by height, using our size guide.

When do I need to order for Christmas?

Order by December 18 for US delivery before Christmas. Pre-order knits are estimated to ship November 16 to 24.

Toddler Boy Holiday Outfits

Classic outfits for little boys, from Thanksgiving lunch to Christmas morning: braced shorts, collared shirts and heirloom knits that look right in every family photo.

The Oliver Braced Shorts

Ready to ship

$55.00

The Henri Double-Breasted Shirt

Ready to ship

$45.00

Boy model close-up in the Laurent Cricket Sweater in Ivory and Burgundy, showing the striped V-neck trim and embroidered crest

Pre-order

The Laurent Cricket Sweater in Ivory & Burgundy

Pre-order, estimated to ship November 16 to 24

$70.00

Pre-order

The Sébastien Fair Isle Sweater

Pre-order, estimated to ship November 16 to 24

$70.00

Pre-order

The Maxence Shawl Collar Cardigan

Pre-order, estimated to ship November 16 to 24

$75.00

30% OFF

The Auguste Windowpane Suit with Shorts Set

Ready to ship

$77.00$110.00

The Beaumont Equestrian Cardigan

Ready to ship

$75.00

The Laurent Cricket Sweater

Ready to ship

$70.00

The Étienne Argyle Shirt

Ready to ship

$60.00

The Julien Shorts

Ready to ship

$35.00

How to dress a toddler boy for the holidays

The holidays bring more dressed-up days than any other time of year: Thanksgiving lunch, church on Christmas Eve, the family photo, Christmas morning. One good outfit, worn in different ways, covers all of them.

Start with the Oliver Braced Shorts and the Henri Double-Breasted Shirt. In sizes 1Y to 3Y the shorts are cut as bloomers with gathered legs, and in 4Y and 5Y as tailored shorts. Both have attached braces, so they stay put through a long lunch.

The Oliver Braced Shorts$55.00

The Henri Double-Breasted Shirt$45.00

For colder days, add a knit. The Laurent Cricket Sweater in Ivory & Burgundy sits over the Henri for Christmas Eve, and the Sébastien Fair Isle Sweater is our pick for Christmas morning. Both come in sizes 1Y to 10Y, so older brothers can match. They are estimated to ship November 16 to 24.

The Laurent Cricket Sweater in Ivory & Burgundy$70.00

The Sébastien Fair Isle Sweater$70.00

For the most formal day, a wedding or the Christmas service, the Auguste Windowpane Suit with Shorts Set does the work on its own.

The Auguste Windowpane Suit with Shorts Set$77.00

Every order arrives in our keepsake box with a storybook. US orders placed by December 18 arrive before Christmas, and US shipping is free from $60.

More ideas: The Holiday Edit Size guide

Questions

Frequently asked

What should a toddler boy wear for Thanksgiving?: Braced shorts or trousers with a collared shirt and a warm knit. The Oliver Braced Shorts with the Henri Double-Breasted Shirt and the Laurent Cricket Sweater is our classic Thanksgiving look.
What should a toddler boy wear on Christmas Day?: Something smart enough for photos and soft enough to play in. A Fair Isle sweater over a collared shirt, with braced shorts and knee socks, works from breakfast to dinner.
Will he be warm enough in shorts?: Pair the shorts with knee socks, or switch to the knits with cord trousers on the coldest days.
What sizes do you make?: Classic pieces come in 1Y to 5Y. Our Autumn / Winter knits come in 1Y to 10Y. Choose by height, using our size guide.
When do I need to order for Christmas?: Order by December 18 for US delivery before Christmas. Pre-order knits are estimated to ship November 16 to 24.