• About Jayme
  • Partnerships
  • Press
  • Shop My LTK
  • Contact
  • Nav Social Icons

  • Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • Skip to footer
  • All Blog Posts
  • Fashion
    • Spring & Summer
    • Fall & Winter
    • Lilly Pulitzer
  • Travel
    • Disney World
    • Disney Cruise
    • Disneyland
    • Palm Beach
    • Paris
    • Palm Beach Travel Guide
  • Lifestyle
    • Wedding Planning
    • Beauty
    • Fitness
    • Recipes
  • Home & Decor
    • Hosting & Parties
  • Gift Guides
  • About Jayme
  • Shop My LTK
  • Featured Press
  • Partnerships
  • Contact
  • Mobile Menu Widgets

    Connect

    Search

The Northern Prepster

The Northern Prepster

Lifestyle + Fashion Blogger | Pittsburgh, Palm Beach, and Disney World

  • Fashion
    • Spring & Summer
    • Fall & Winter
    • Lilly Pulitzer
  • Travel
    • Disney World
    • Disney Cruise
    • Disneyland
    • Paris
    • Palm Beach
    • Palm Beach Travel Guide
  • Lifestyle
    • Wedding Planning
    • Beauty
    • Fitness
    • Recipes
  • Home
    • Hosting & Parties
  • Gift Guides
  • All Posts

Dresses For A Flawless Summer To Fall Transition

August 21, 2020 · In: Fall & Winter, Fashion, Spring & Summer

The end of August is near, which means fall is upon us! I feel like this time of year is so weird for fashion. Depending on what region you live in it’s not easy to jump from summer clothes straight to fall. Here in PA some of our hottest days in the year can often come in September. And on a weekly basis it is hard to know what to expect. Just earlier this week it was in the 60’s, now it is in the high 80’s!

Needless to say, it is crucial to have pieces that can transfer easily from summer to fall. Today I wanted to share some of my recent favorite finds for all budgets that y’all can snag to add to your wardrobe for the upcoming season. 

Babydoll Dress from Francesca’s

I scored this adorable dress the other day, see it on in this pic on my IG. I think this is a great piece, it is so feminine, and it is so affordable. It retails for $48 but it’s on sale today for $25! Such a steal. I got a size S.

Sleeveless Ruffle Dress from Target

I’ve been seeing this dress everywhere and it is so cute! I love it by itself but when temperatures start to drop it would be great with a denim jacket and booties. It is size inclusive as well, it is available from a size XS to 4X!

Tiered Minidress by English Factory

I’ve been seeing so much online lately from the brand English Factory and I am honestly obsessed. Their pieces are so feminine and classic, yet on trend. I love this pastel green this season, it’s great for early fall. And the sleeves and tiers on this dress are just stunning. This dress could definitely be dressed up or down.

Striped Midi Dress from Draper James

How stunning is this button up dress from Draper James! The tie belt would make this so flattering, and we know I can’t resist navy stripes. This piece is a bit pricier at $135 but it can be brought back out for spring and summer, or worn year around if your climate allows it.

Zebra Stretch Dress from Lilly Pulitzer

The moment I saw this dress I knew it had to be mine! How fun is this print along with the easy silhouette? I am obsessed! Of course, Lilly isn’t cheap. But any Lilly lover knows they get their money’s worth of their favorite Lilly pieces.

I hope y’all enjoyed this little compilation! Make sure you are subscribed to my email list to be notified when I make a new post. There is so much fun fall and wedding content coming up. Stay tuned!

xoxo
Jayme

By: Jayme · In: Fall & Winter, Fashion, Spring & Summer · Tagged: draper james, dresses, english factory, fall 2020, fall fashion, fall style, francescas, lilly pulitzer, nordstrom, summer to fall, target

you’ll also love

NEW Lilly Pulitzer Hearts Disney Collection
Spring Fashion Wish List
Fall Fashion Wish List for 2024

Join the List

Stay up to date and receive the latest posts in your inbox.

Reader Interactions

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Next Post >

Life Update – Summer 2020

Primary Sidebar

About Me

About Me

Hi there! My name is Jayme.

I love sharing my travels, fashion finds, and so much more here on my blog. You can expect a preppy, quiet luxury flair to my content. If that sounds something you're interested in - you're in the right place!

Thanks for coming on this journey with me!

Read More

Connect

join the list

Never miss a post! Sign up to receive updates and join my subscribers to see what's new!

Search

email me

hello@thenorthernprepster.com

Follow Along

@thenorthernprepster

MDW Camera Roll❤️🤳🏼 It’s definitely b MDW Camera Roll❤️🤳🏼

It’s definitely been a core memory weekend🫶🏼

#cameraroll #memorialdayweekend #longwoodgardens
Summer is calling my name this week🐚☀️ But Summer is calling my name this week🐚☀️

But with overcast skies, weather in the 60’s, and no vacations planned until the end of August - it’s hard to pick up the call😅

Let me know what your summer plans are👙

#trendingreelsaudio #trendingaudio #summer #summeraesthetic
I have a lot of new people here - hello & welcome👋🏼🌸

So I wanted to do a little post so yall can get to know me a bit better🤍 Whether you’ve been here a day, a week, a year, or 5+ years - thank you!🫶🏼

#classicfashion #gettoknowme #discoverpage
While we didn’t have the best beach weather last While we didn’t have the best beach weather last weekend, we still managed to soak up some sun☀️🌊

The best part of any beach trip is showering after a long day in the water and throwing on your favorite sun dress with your fresh tan🤍 I am obsessed with this new one I snagged for only $35 - plus the perfect purse to match🐚

Comment SHOP for outfit info🤍
https://liketk.it/5dGbZ

#summerfashioninspo #beachoutfit #targetstyle #ltksummer
Me Being Born & Bred in the North🤝Me Dressing L Me Being Born & Bred in the North🤝Me Dressing Like Someone From the South

Genuinely if I have $1 for every time I’ve been told I “don’t belong in Western PA” - I’d have enough money to move to the southern city of my choosing😂 But seriously - I’ve gotten these comments since I was in middle school! 

I’ve heard it said PA is 10 years behind on fashion👀 I can confirm people don’t understand me or my Lorna Murray hat I bought back in 2022👒

#classicfashion #piperno #thewhitelotus #preppyfashion #fashionreelcreator
Heading home after a week+ stay in the Sunshine St Heading home after a week+ stay in the Sunshine State☀️

Getting vulnerable for a second: I love creating content and blogging but photographing myself lately, especially on this trip, has been rough for my self-esteem. While curating this post I was second guessing even posting these pictures because I didn’t like the way my body looked. Over the past month I’ve been on a regimen of medications that have thrown my body through a loop have had me not feeling myself. Even a “healthy” diet and daily exercise can’t reverse the side effects I’m experiencing and it’s been hard for me to reconcile that. In this process I’ve been reminding myself I don’t look at others around me or people I follow online and analyze their bodies or looks. 

So this is your reminder that we’re overthinking ourselves more than others are thinking about us. And it’s easier said than done, but give yourself grace through all seasons of life🤍

As Seen On

National Geographic TODAY Palm Beach Illustrated NBC News

Footer

On the Blog

  • Fashion
  • Travel
  • Lifestyle
  • Wedding Planning

More

  • About Jayme
  • Partnerships
  • Featured Press
  • Shop My LTK

Copyright © 2025 · All Rights Reserved.