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It’s October and that means it’s time for going to the pumpkin patch. Here are five cute pumpkin patch outfits that would work, depending on the weather where you live. Don’t forget to add sunglasses, sunscreen and hats if it’s a sunny day! And a rain jacket if rain is threatening like last year; be prepared!

First pumpkin picking outfit

I am wearing a grey turtleneck with a grey and white plaid slubby scarf belted with a brown woven belt over denim jeggings and tan booties.  My golden retriever is in the photo too.

In this first of five pumpkin patch outifts, I took a gray and white blanket scarf that I was gifted for Christmas and I draped it around my neck while belting it at my waist with a brown woven Banana Republic belt. Under the scarf, I wore new gray silk and cotton J.Jill turtleneck that I recently purchased on sale. The sweater is so soft and the neck is just the right height.

My dark wash J.Jill jeggings tuck easily into my tan Lands’ End booties. My Talbots silver pearl stud earrings continue the gray scheme. (Bubba wasn’t as into this photoshoot as at other times.) In the attached carousels, I will link the same or similar items (if the identical is no longer available).

Second cute pumpkin picking look

Olive green cargo jacket over a grey turtleneck with the same denim jeggings and tan booties.  I added sunglasses and a silver feather necklace.

In this second look, I paired the same J.Jill sweater as above, with an olive cargo jacket from Talbots that I just purchased at 70% off! My jeans and booties are on repeat from the first look, but doesn’t the sweater look great here contrasted here with the deep olive and deep blue of the jeggings? This shows how gray is such a great neutral.

olive green cargo jacket with grey turtelneck, dark wash jean jeggings and tan booties.  I added a leopard tote.

My silver feather necklace is from Evereve and my leopard tote is from Sole Society. Accessories really help to pull together basic pieces in a more unique way.

Third cute pumpkin patch outfit

grey fringed poncho over a j crew fuchsia leopard print shirt, denim jeggings and black riding boots.  The poncho is belted over with a black belt.

In this third look, I’m wearing a gray fringed Evereve poncho from several years ago. Here’s a very similar one. I love the thought of ponchos, but I don’t always like their execution. By that I mean, I sometimes find ponchos a bit challenging to style.

So what I like to do to increase their ease of wear, is I belt the front of the poncho or shawl so that it remains in place and looks less flowy. In this outfit, I put the poncho over a hot pink and deep blue leopard button-down from the J.Crew factory.

Don’t the bright colors really shine against the more neutral gray poncho? My black leather Lands’ End riding boots coordinate with my old black and silver belt.

Lastly, my straight leg dark wash jeans suggest a narrow leg which contrasts nicely with the more boxy silhouette of the poncho. Style tip: I think it’s attractive to pair a boxy top with a narrow bottom, or a pair of flowy pants with a more fitted top so that a nice balance is achieved.

Fourth cute pumpkin patch outfit

grey hoodie over olive green joggers, grey gym shoes, and a black Magnolia farm baseball cap with sunglasses.

The fourth of these fun Halloween time of the year outfits is this look. I paired a very soft Joan Vass gray hoodie with white trim, with more dark olive but this time in a soft Evereve jogger. My hat is a washed black baseball cap from Magnolia Farms. My gray Nike sneakers were from JC Penney and they’re so comfy to wear running errands. My watch is my classic Ebel stainless steel that I wear most days and my simple David Yurman bangle is the first piece of jewelry Mr. GQ ever bought for me. Doesn’t he have great taste?!

Fifth and final cute pumpkin patch outfit

grey camo jean jacket with grey striped tee, denim skinny jeans, grey sneakers, pearl stud earrings and a red a gray button statement necklace.

In this last look, I took a gray camo jean jacket by Kut from the Kloth, purchased at Evereve, with a gray striped Old Navy long-sleeved crew neck tee. My jeans are dark wash J.Jill jeggings and my gray sneakers are Nike. Fun accessories are a cute red and gray choker made out of buttons, that I bought at an art fair (remember those days?). And on my jacket lapel I added a cute pin that I found at a florist shop in Lake Bluff, Illinois called Twiggs. I love buying little baubles like these on my various excursions as they help create memories, don’t you agree?

That’s a wrap! I hope you enjoyed my . Let me know your thoughts in the comments below! Thanks so much!


Dr. Julie

Other fun posts you might like:

Early Fall Looks: Blazer, Cute Tops and Olive Pants

My Fall Home Decor

Fall Window Boxes

Paisley is a Great Fall Pattern!

How to Plan for Thanksgiving

Delicious Pumpkin Bread with Streusel Topping!

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