Casual Outdoor Dining Outfit for Fall

As the weather gets colder, dressing for outdoor dining and social events can be tricky, so I put together a casual outdoor dining outfit with a few different layering options for outside gatherings this fall.

Casual Outdoor Dining Outfit for Fall with Puffer Vest and Leopard Scarf

Like any good layered look, I started with a few wardrobe basics — a pullover sweater in a neutral shade of camel, skinny jeans in a classic mid-indigo wash, and walkable taupe ankle boots.

This outfit on its own is perfectly fine, and it’s the type of look I often wear on a typical day.

I'm showing how to put together a casual outdoor dining outfit with a few different layering options for casual outside gatherings this fall. 

On the one hand, this sweater is very simple, but it has several pretty details that give it a more elevated appearance — like the chunky rib trim at the neck, cuffs, and hem and the flared bell sleeves.

The sleeves aren’t dramatic enough to get in your way when doing household tasks, but they add a subtle element of interest to an otherwise simple sweater.

This sweater is made of a soft cotton/poly blend, which is perfect for those who can’t do wool, and it’s also machine washable.

casual outdoor dining outfit for fall starting with a simple camel sweater

One more thing to note — this sweater has a shorter body length, designed to wear with mid-rise and high-rise pant styles. (It’s 23″ long for the regular and 21 1/2″ for the petite sizes.)

It comes in a variety of colors, and I’m wearing the camel. It definitely photographed lighter than it really is, but it’s also not as dark as pictured on the website.

This sweater runs true to size, and it’s currently 50% off right now! The discount appears in cart.

casual outdoor dining outfit for fall starting with a simple camel sweater

My jeans are the AG Farrah ankle skinnies in a mid-indigo wash that’s highly versatile and easy to dress up or down. AG jeans never disappoint, and I actually have a few pairs of the Farrah in different washes because they flatter like no other. Also, the black wash doesn’t fade.

I always recommend buying premium denim when it goes on sale, and right now Bloomingdales is running a Friends & Family Sale, where you can get 25% off most of their denim.

For a similar pair under $100 check out these Madewell Roadtripper skinny jeans.

I'm showing how to put together a casual outdoor dining outfit with a few different layering options for casual outside gatherings this fall. 

I wore taupe suede ankle boots to keep the outfit sleek and neutral. These boots have a 3 1/2″ stacked block heel that is stable and very walkable, and they bring a subtle Western flair to the look.

The elastic goring makes them easy to slide on and off, but there’s also a back zip if you need it. I recommend sizing up a half size if ordering these boots; I needed the 8 1/2.

Even though these booties have a lower shaft than some, I still need to cuff my jeans so they don’t fall into the top of the boots and look sloppy.

For a sleeker look, you could turn the jeans under so you don’t see the inside. Either works, but I usually just do a traditional cuff like this. I don’t mind the contrast of the underside of the jeans because the booties are a light color as well.

casual outdoor dining outfit for fall starting with a simple camel sweater and jeans

I usually wear this sweater without a necklace because I like the simplicity and don’t want to detract from the subtle details in the knit, but I did add a long pendant this time.

For a few years there, it seems like we wore long pendants with everything, and I got kind of tired of them. It’s still a classic look, though, and I like to wear one occasionally. I just try to mix it up and wear other styles as well, and I often go without a necklace at all, depending on the venue and the look I’m going for.

This one was a surprise Christmas gift from Paul a few years back and it’s more of an investment piece, but any long pendant would work.

I love this mixed metal circle pendant on Amazon for $35. It’s more casual than mine, but it would look great with this outfit.

casual outdoor dining outfit for fall starting with a simple camel sweater

When I want a layer for extra warmth that isn’t bulky, I often go for a quilted vest. It always amazes me how much additional warmth you can get from a piece that doesn’t have sleeves.

Mine is an old J.Crew Excursion Vest, which they no longer make, but here is this year’s style. I actually prefer this one at J.Crew Factory, and it’s a lot more affordable than the one at J.Crew.

Amazon Essentials also makes one for $30, and Talbots has a thinner one that comes in some really pretty colors. Unfortunately the black is low inventory.

casual outdoor dining outfit for fall with a puffer vest

When you add the vest, you not only get the benefit of extra warmth, you also get the added interest of a completer piece.

There are lots of options here — a leopard print vest would be really cute with this, or you could introduce a color like burgundy or forest green.

I went with a basic black, because I wanted to add my leopard scarf.

casual outdoor dining outfit for fall with a puffer vest

I like to bring a thick scarf along when I’m dining outside in the cooler temperatures because I can wrap it around myself if I get really chilly, or I can easily remove it if I don’t need it.

Notice, I also carried a tote. That gives me a safe place to ditch some of my layers if I get too warm.

I got this leopard wool blend scarf at J.Crew a few years back — I stalked it till it went on sale. It’s thick and soft and luxurious, and I love it.

They’ve brought it back each year until now, and I’m still watching for it to make another return, but until then I found a leopard cashmere scarf at Bloomingdale’s. They also have this one, and both are 25% off right now.

Finally, when dining outside, always be sure to bring your favorite sunnies. Not only do they provide sun protection, they’re a stylish accessory to complete your look.

Casual Outdoor Dining Outfit for Fall with Puffer Vest and Leopard Scarf

I hope this post shows how easy it is to build a layered look for outdoor activities this fall from a simple starter piece like this pullover.

Of course, there are lots of other possibilities. I could glam up the look with a faux fur jacket and knee boots, or I could throw a puffer coat on top and swap out the fashion boots for UGGs if it was a super chilly day. A leather jacket would create an edgier vibe, and would also be really chic with the leopard scarf.

I’ve also invested in Cuddl Duds for myself and my daughters, so we can add a thin layer under our outfits to keep us extra toasty when the weather really turns cold.

casual outdoor dining outfit for fall starting with a simple camel sweater

Shop the Post:

camel pullover // skinny jeans // taupe ankle boots // similar leopard scarf // similar vest // taupe tote // sunnies

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photos: Alison Cornell