• About Jayme
  • Partnerships
  • Press
  • Shop My LTK
  • Needlepoint Canvases
  • 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
  • Shop Needlepoint Canvases
  • 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

fall wardrobe essentials for women 2025Fall Wardrobe Essentials 2025
NEW Lilly Pulitzer Hearts Disney Collection
Spring Fashion Wish List

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

While this Christmas photo looks different than pl While this Christmas photo looks different than planned this year, I hope you all have a very Merry Christmas surrounded by peace and love🫶🏼

My prayer is that next year brings the blessings we hoped and prayed for this year, whether those things are big or small. 

#christmasphoto #newyorkcity #christmas
I’m so glad we decided to take a pit stop at @mo I’m so glad we decided to take a pit stop at @morganjuliadesigns brand new Jersey City location on our way home from NYC🫶🏼 This only added about 20min to our trip which was well worth it!🪡 Such a beautiful shop with so many great canvases👏🏼

#needlepoint #ndlpt #jerseycity
Me🤝🏼Ralph’s Coffee The gingerbread latte Me🤝🏼Ralph’s Coffee

The gingerbread latte was perfect✨ Not too sweet, not to bitter - the perfect holiday treat🎄

#ralphscoffee #nyc #uppereastside
Some tidbits from our trip as a NYC first-timer🚕
 
We stayed at @omniberkshirenyc - overall we enjoyed our stay! The location was perfect (right in between 5th Ave & Madison Ave) and was a short walk to Rockefeller and Central Park. Only complaint is that the rooms were very hot (75*+). They also had valet parking that we utilized. We drove into the city and while time consuming it wasn’t as stressful/difficult as we had imagined. I’d certainly drive in again.

Our highlights were @therockettes and walking through Central Park. We walked everywhere with the exception of a boat ride we did. We booked a car through RideLux for that which I do not recommend, about equal service to Uber for 2x the price. 

The boat ride with Classic Harbor Line felt like it wasn’t worth the $100/pp price tag. Seeing the Statue of Liberty up close was neat, but that was about it. Also, if you get sea sick CHL is NOT for you! 

Shopping overall was underwhelming, but we did hit the classic FAO Schwarz which regardless of the long line this time of year was a must-do! We got there 10min before opening and only waited about 10min after opening to get in. 

As for dining we did some quick spots around the city including Springbone Kitchen - perfect for a fast casual but healthy meal - we did pick up and took it to our room! Ralph’s Coffee in UES was also on my must-do list and honestly it didn’t disappoint! I’ve been to the Paris and NYC locations now and both times it’s been delicious and the perfect drinking temperature, even if you do have to wait a bit. For dinner we got a same day reservation for BG at Bergdorf’s - the food and service were great and reasonably priced imo!

I’m so happy we got to experience NYC at Christmas as it’s been on my bucket list my entire life! I love a trip filled with firsts, since they’re what make lasting memories!✨

#newyorkcity #nyc #newyorkatchristmas #christmas #centralpark
✨48hrs in NYC✨ Somehow at 27 I had still never ✨48hrs in NYC✨
Somehow at 27 I had still never been to NYC until now🌃 I’ve always dreamed of going to NYC as a little girl, especially at Christmas! Today dreams came true with a visit to Radio City Music Hall to see @therockettes and it did not disappoint👏🏼 I’ll be sharing more tidbits from my trip over the next few days🚕

*also brownie points to whoever can tell me where this iconic townhome is from😉*

#nyc #newyorkatchristmas #rockafellercenter
30 hours at the most festive place on earth🏰🎄

We booked this trip after my miscarriage so we could get out of town, even just for a night, and embrace ourselves in holiday magic✨ While nothing will take away the pain and heartache, distractions help the days pass faster🤍

Next week we’re off to NYC for a few days full of firsts!🚕 Defintiely nervous but excited for this bucket list trip✅

#disneyworld #disney #christmas #disneystyle

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 © 2026 · All Rights Reserved.