How to Style Duck Boots

Jess Ann Kirby wears speedy boots and a LL Bean fisherman sweater to weather New England in the fall

Pretty excited about today’s post because I’ve been wearing these Sperry duck boots non-stop since I got them a few weeks ago. I brought them to NH for our quick North Conway trip and wore them (right out of the box) on a two hour hike through the woods. They were SO comfortable. And ideal for walking through wet grass, muddy trails and a rocky beach. So how to style them? Honestly, I kind of think a boot sock is an essential with a duck boot, the combo just works. I always wear them with skinny jeans but you could definitely also do leggings if you were wearing them for more of a workout/hike than a leisurely stroll. Throw on a chunky sweater, you know this one is my fave, layered over a turtleneck and add a lightweight jacket. For our little harbor cruise I wore a cashmere beanie because it was super chilly, cold weather showed up basically overnight. The best thing about these duck boots though, is they’re lined. So my feet, which are always cold, stayed toasty and warm. This outfit is pretty quintessential New England fall style if you ask me. This afternoon I’m going to be hosting a pretty sweet giveaway for a chance to win a pair of these bad boys, for you AND a friend. Stay tuned, I’ll be posting it later today on Instagram. 

Jess Ann Kirby wears sperry boots and an LL Bean fisherman sweater with a cashmere beanie to weather New England in the fall
Jess Ann Kirby bundles up in Sperry Duck boots and an LL Bean Fisherman sweater in Newport, Rhode Island
Jess Ann Kirby wears a Barbour jacket with a cashmere beanie for fall in New England
Jess Ann Kirby wears sperry duck boots and a LL Bean fisherman sweater to weather New England in the fall
Jess Ann Kirby wears sperry duck boots and a LL Bean fisherman sweater with a made well tote to weather New England in the fall
Sperry duck boots are the perfect boot for fall and winter by the water

Leave a comment

This site uses Akismet to reduce spam. Learn how your comment data is processed.

17 Comments

  1. Natali wrote:

    They look great! I’ll keep an eye on your Insta profile. 🙂

    https://LARTOFFASHION.COM

    11.9.17 | Reply
    • Jessica wrote:

      I posted the giveaway so I hope you enter! xx

      11.10.17 | Reply
  2. Rach wrote:

    I love the duck shoes! They’re so functional!

    http://www.rdsobsessions.com

    11.9.17 | Reply
    • Jessica wrote:

      Thanks girl me too. I have a few pairs they’re awesome for hikes, walking the dogs and weekend adventures.

      11.10.17 | Reply
  3. Briana wrote:

    I’ve started to see these boots more often, this is a great post for styling them!

    Briana
    https://beyoutifulbrunette.com/

    11.9.17 | Reply
    • Jessica wrote:

      Thanks Briana!

      11.10.17 | Reply
  4. So, I live in Florida but have been dying for a pair of duck boots—we get a lot of rain here, so they’re still totally practical, right?!

    11.9.17 | Reply
    • Jessica wrote:

      Yes very practical and great for rain. I just wouldn’t get the thinsulate lined if you’re in Florida because you don’t need the extra warmth!

      11.10.17 | Reply
  5. Lynn Croland wrote:

    Okay I’m officially in the catagory of liking “buy the post” a bit too much! Lol. I just ordered the Sam Edelman Silver Flats and the black studded Mules. Also , the brand new JCrew Signet Tote in Cognac . That was a gorgeous photo tour of lovely Charleston and the outfits were so well styled. Thank goodness I don’t live in New England just for this week so I dont need the cute Duck Boots. ?

    11.9.17 | Reply
    • Jessica wrote:

      Haha! Good choices though Lynn. Those are two of my favorite shoes right now. I got the silver flats for my Mom too because they’re so comfortable. Thank goodness you don’t live in New England because it is FREEZING right now. Have a great weekend. 🙂

      11.10.17 | Reply
  6. Mary wrote:

    I have the plaid version of these, and they are soooo cute!! I love how you wear them with your boot socks!
    xxoo
    Mary
    http://www.BelleOnTrend.com

    11.11.17 | Reply
  7. Megan wrote:

    Hi! I love this outfit post! What size do you buy in the mens’ version of this sweater for the look that you presented here?

    Happy belated Thanksgiving!

    11.24.17 | Reply
    • Jessica wrote:

      I have the small! Happy belated Thanksgiving to you too.

      11.24.17 | Reply
  8. Sara wrote:

    Loooove this look so much! I noticed you have similar LL Bean boots, too. Do you prefer one over the other? Thank you!!

    11.26.17 | Reply
    • Jessica wrote:

      Thank you! Honestly I love them both, the Bean boots I have aren’t lined so when it’s REALLY cold they’re not as warm, these Sperrys are lined.

      11.26.17 | Reply
  9. Kimberly wrote:

    I LOVE your style! I just purchased my first pair of sperry saltwater duck boots and am trying to figure out a pair of socks to go with them. I have been eyeing UGG sienna rain boot socks but the colors seem very limited. What kind of socks (and also color) are you wearing in your photos? Thanks!!

    3.26.19 | Reply
    • Jessica wrote:

      Thanks! They’re so old I don’t remember but pretty sure they’re L.L. Bean.

      3.26.19 | Reply