Daytrippin’

Striped Dress & Leather Boots

Having lived in NYC for two years now, my appetite for exploration has expanded beyond the five boroughs and up the East Coast.  There’s just so much to see and so many little towns to visit, it can get a little overwhelming.  But this past weekend, I checked one destination off my list: Wesport, Connecticut.

Striped Dress & Leather Boots

It was just a little over an hour-long train ride out of the city, but once we got there, lt like a whole new world.  Charming houses overlooking the Saugatuck River.  American flags strewn across the bridge.  And the epitome of what every Main Street should look like: local restaurants, cute shops and the absence of any hustle or bustle.

Tall Chelsea Leather Boots

I did a little damage at one of my favorite stores before heading to brunch with the boyfriend and our darling friend Ellen.  Even though we were only up there for a few hours, it was the perfect little respite from the daily grind (and grime) of NYC.  I can’t say that I’m ready to move out to the ‘burbs just yet, but I’ll never say never … Do you guys have any recommendations on where else I should visit up on Connecticut?

Knit Sweater & Striped Dress Knit Sweater & Striped Dress Brown Leather Chelsea Boot J.Crew-Inspired Tortoise Statement Necklace

Wear:
Sweater: Lou & Grey (similar here)
Dress: Lulu’s (c/o)
Sunglasses: Karen Walker
Necklace: Benevolent Jewels (c/o) (similar here and here)
Bracelets: C. Wonder, Madewell
Boots: DUO (c/o)

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Photos:
James Colvin & Ellen Le

Leave a Comment

12 Comments

  1. Jessica wrote:

    Sounds like a relaxing way to spend the weekend. I can’t get enough of those picture-perfect small downtowns.

    http://bedknobsandbaubles.com/

    Posted 10.27.14 Reply
  2. Perfect outfit to transition into fall with! Love the boots, too xx

    Emily
    http://www.workinggirlafterhours.com

    Posted 10.27.14 Reply
  3. Meagan wrote:

    Sounds like a lovely trip!
    -Meg
    http://www.smalltownsisters.blogspot.com

    Posted 10.27.14 Reply
  4. You look darling!! I’ve never been to CT, but it looks so beautiful there!

    Posted 10.27.14 Reply
  5. I am absolutely in love with your boots!! It sounds like you had a wonderful trip up to Connecticut xx

    http://thecourtneydiaries.wordpress.com/

    Posted 10.27.14 Reply
  6. Really cute. Loving the necklace. Westport, CT… my grandparents have a home there. Such a great area. Growing up & going there in the summer it wasn’t as populated. However these days it’s changed. My grandparents have rented the house out for the last summers. Hope you enjoyed yourself.

    http://www.stylegonerogue.com (new post today)
    Instagram: koshercoco

    Posted 10.27.14 Reply
  7. This is such a cute outfit on you! Love love love it.

    Heidi D.
    http://www.wishesandreality.com

    Posted 10.27.14 Reply
  8. What a fun outfit – love the boots!

    Liz @ ShoppingMyCloset.com
    A $300 Kate Spade giftcard giveaway on the blog

    Posted 10.27.14 Reply
  9. lyddiegal wrote:

    Ah, you are in my neck of the woods! My favorite place to visit in Westport is Roundabout, the high-end consignment store. For a great place to eat check out Le Farm and The Welk.
    http://www.iamchiconthecheap.com/

    Posted 10.27.14 Reply
  10. Andrea wrote:

    Love those boots…that height is perfect for us petite gals!

    xoxo,
    Andrea

    http://www.andreaeveryday.com

    Posted 10.28.14 Reply
  11. I really love the combination of this cardigan and striped dress in the same shade. You look lovely, Jen!! Those boots are adorable-❤ them!
    Jinna
    http://styleandcappuccino.blogspot.com

    Posted 10.28.14 Reply
  12. I love how casual this look is, but yet still put-together!
    Perfect for a little day trip 🙂

    xoxo, SS

    http://www.TheSouthernStylista.blogspot.com

    Posted 10.29.14 Reply