Classic navy stripes in Boston’s Beacon Hill

boston beacon hill classic outfit stripe pencil skirt

c/o Ann Taylor: halter sweater xxsp, knit striped skirt 00p, sandals, earrings, Ann Taylor bag, 3/4 sleeve cardigan, and suede belt

I’m partnering with Ann Taylor today to show some new pieces from their latest arrivals, mixed in with a few classic favorites from my wardrobe. One of the most “quintessentially Boston” areas here has to be historic Beacon Hill. For visitors, I’d recommend grabbing breakfast at one of the many local joints (Tatte Bakery, Paramount, Beacon Hill Bistro…) then strolling down Charles Street. One of my best friends lives there, and we love popping into the small shops along the way and picking up a bouquet at charming Rouvalis Flowers.

ann taylor petites work outfit navy cardigan pencil skirt

I can never tire of navy so chose this nautical knit skirt and top in a shoulder-flattering halter cut. I layered on my trusty navy cardigan and pulled everything together with soft suede and gold accents.

boston classic summer outfit_extra petite

Fit-wise, please note the skirt fits true to size for Ann Taylor so is a little loose on me (00p measures 13″ across the waist and 16″ across the hips). The waistband has wide elastic in it and the knit material is unlined and labeled dry clean. I will have my tailor take it in, but in the meantime a wide belt serves as a temporary fix. This belt is nice quality and was my favorite amongst a big belt order (also love this Chanel-esque one). If you don’t have a leather hole puncher yet, do yourself a favor and get one now because I use this baby on nearly every single belt! I punched an extra hole into this one to have it fit high on my waist, and used double-sided tape to secure down the tail end.

classic summer fashion_nautical navy stripes outfit

This halter sweater also comes in white and soft pink – it’s a versatile little summer piece and is made of a fairly sturdy knit. I love that you do not need a strapless bra with this – these days I only buy bras with convertible straps, and a criss-cross back configuration works well here. For covering up the shoulders, my Ann cardigan matched well with the new navy shades. I don’t think I’ve shown these cardis on the blog before, but they’re a good basic available in a host of colors each season, and my usual size fits perfectly.

summer work fashion_navy white stripes_boston blogger

AT’s footwear this year has been so good! I remember when their “perfect leather pump” (RIP) was replaced with a second rate version, but it seems that shoe quality is taking a step back in the right direction. I’ve gotten compliments galore on these Elly sandals (also in black, white, gold, neon) as well as the platform wedges I wore in this blog post. The suede feel on both are nice, plus they’re comfortable given the height with several positive reviews. I hope you guys were able to check out the numerous flat/low sandals options too from my last sale post.

ann taylor petites nautical stripes office outfit

branch drop earrings c/o, wide suede belt in antique rouge xs

Not pictured here, but another piece I wanted to speak more to is this Amalfi halter dress, which was fitted on me throughout the torso and waist. It feels snugger than AT’s other dresses and is flattering on smaller-chested ladies (two reviewers mentioned having to size up for the chest fit). The longer silhouette + halter neckline is elegant, and I love that it has side pockets and is machine-washable!


Thank you Ann Taylor for partnering on this post. I hope you guys enjoyed the photos! Nick and I love showing off corners of our beautiful city, and this shoot was one of our favorites.


47 thoughts on “Classic navy stripes in Boston’s Beacon Hill

  • Reply Karen Lee June 8, 2016 at 6:21 pm

    Hi, how do you tuck your top without bunching?

  • Reply Diane Hoang June 8, 2016 at 6:36 pm

    This is such a cute look! I love how you broke up the navy stripes with a brown stripe!

    xx, Diane ||

  • Reply Sasa Zoe June 8, 2016 at 7:03 pm

    So beautiful! 😛

    Shall We Sasa

  • Reply Katie June 8, 2016 at 7:22 pm

    Jean, LOVE this look! It's so classically you!

    Can you share your lip product name and shade?

    Also your brows look great. Is it a different eyebrow product you're using?

    Thanks in advance

  • Reply Maria Abad June 8, 2016 at 8:19 pm

    Jean, the peonies and stripes makes the whole outfit a favorite of mine, I love everything nautical and the skirt looks great, a good fit from where I stand. Thank you for providing the measurements to the pieces, it's easier to visualize them and assess if they would be a good fit for me.

    MariaOnPoint | Find me on IG

  • Reply Delaney Rae June 8, 2016 at 9:23 pm

    So so pretty! Xo

  • Reply Marisa M June 8, 2016 at 10:07 pm

    I absolutely love the stripes! And that location is gorgeous. 🙂

  • Reply Bela Anzu June 8, 2016 at 10:09 pm

    Jean, you look stunningly beautiful in these photos. I love the navy and pink, and the way you've shaped your eyebrows.

    Another advantage to a leather hole puncher is that you could potentially use it for shoes. I haven't tried it on my Talbot Trulli sandals yet because I'm a tad nervous, but it occurred to me that it's an option.

  • Reply Kblossoms June 8, 2016 at 10:28 pm

    Beautiful outfit for work on a summer day

  • Reply Uyen June 8, 2016 at 10:38 pm

    I love this! You look so sophisticated yet chic at the same time! I may have added this whole outfit to my shopping bag :).


  • Reply Olyvia June 8, 2016 at 11:33 pm

    Aww, these photos are just perfect from the flowers, to the striped awning to match the stripe of your skirt! Definitely one your best blog photos and styling!

  • Reply Meghan June 9, 2016 at 12:06 am

    I am in absolute LOVE with your outfit!! That skirt is perfection.

    Meghan |

  • Reply Deasy Noel June 9, 2016 at 12:50 am

    Such a lovely dress. I seriously need to invest in cardigans. Love the overall photos for this post!

  • Reply Anonymous June 9, 2016 at 3:18 am

    this is such a elegant and chic look! Love that skirt!
    Fash 'n' fudge
    Fash 'n' fudge

  • Reply Kate Wilson June 9, 2016 at 3:45 am

    Great outfit, and your hair is so healthy and shiny!

  • Reply La Bijoux Bella | by mia June 9, 2016 at 4:54 am

    Simply subtle, and stylishly beautiful! 🙂

    La Bijoux Bella | by mia

  • Reply fabi Aguilar June 9, 2016 at 5:22 am

    Love this peonies 🙂

  • Reply Bill June 9, 2016 at 5:28 am


  • Reply Cheyanne Jordan June 9, 2016 at 9:06 am

    I love the dress and the earrings 😀
    Adding a belt to it makes it look so different!

  • Reply Unknown June 9, 2016 at 9:25 am

    My boyfriend and I walked by while you were doing this shoot this past Saturday! I was complimenting Nick's outfit from afar as we walked up Pinckney when he (not so discretely) said, "doesn't she run that blog you like?" Ahhh! I resisted the urge to interrupt and fangirl out (though, sorry for the awkward double take and giggling off), but wanted to let you know how much I love and appreciate your blog! I regret not telling you in person!

  • Reply Daniela June 9, 2016 at 11:58 am

    This looks great on you! Absolutely perfect elegant look and stunning photos! This street reminds me Paris, even though it's in Boston. Thank you for a great inspiration!


  • Reply angelina June 9, 2016 at 3:00 pm

    Ahh I love these photos, I've wanted to take ones like these for ages! Your hair looks especially amazing in waves like that.

    Angelina Is | Bloglovin'

  • Reply Sharan Kaur June 9, 2016 at 4:17 pm

    Love everything about this look!


  • Reply Amanda Warren June 9, 2016 at 4:49 pm


  • Reply Pamela Gonzalez June 9, 2016 at 7:35 pm

    Wow girl, you look stunning!♥
    Love the way stripes look on you 🙂

  • Reply affecionada June 9, 2016 at 8:32 pm

    Will have to visit the area sometime! Love this navy look. x

    Jen | affecionada

  • Reply Diana June 10, 2016 at 12:29 am

    Gorgeous look and peonies!

    Diana |

  • Reply Trang Do June 10, 2016 at 3:16 am

    Love your outfit! You looks so pretty!
    Love from {a lifestyle, fashion, beauty, and food blog}

  • Reply Petite&Minimalt June 10, 2016 at 11:11 am

    Love your simple yet elegant outfits! I am also a fan of navy blue! I think the belt over a bit larger skirt is a good idea. I like your pix especially the second!

    Annie | Petite&Minimal;

  • Reply Sophie Spiegelberger June 10, 2016 at 11:48 am

    Love the large stripes and tan belt!
    I would love it if you stopped by! 🙂

  • Reply Cassandra @ June 10, 2016 at 12:42 pm

    This outfit is inspirational!!

  • Reply Polly June 10, 2016 at 2:06 pm

    This outfit looks so classy! Love the stripes!


  • Reply Rachel June 10, 2016 at 2:06 pm

    Such a lovely look! You look so pretty!

  • Reply Julia Mazzucato June 10, 2016 at 8:23 pm

    This is so gorgeous! I love stripes, and the location is so pretty.
    Julia // Little Miss Haute Couture

  • Reply Maggy Schreibt June 11, 2016 at 10:44 am

    This is a beautiful outfit and you look gorgeous! I actually have been at the place of your pictures on my first trip to the US three weeks ago. 😀

  • Reply Camille June 11, 2016 at 12:24 pm

    Absolutely love your hair

  • Reply Doreen's Style Diary June 11, 2016 at 5:28 pm

    What a beautiful classic look! Navy blue is one of my favorite colors.

  • Reply Jean June 12, 2016 at 9:31 pm

    So sweet of you, thank you! Please do say hello next time (it's a small city!) as we'd love to meet you guys!

  • Reply Jean June 12, 2016 at 9:33 pm

    Thank you, P! I agree it is handy for shoe straps…I've used it that way too and it works perfectly! No need to be nervous as long as you don't choose too big of a hole for the width of the strap.

  • Reply Jean June 12, 2016 at 9:34 pm

    There is no real secret…I just avoid skirts that are made of too thin materials, which shoe bunching more easily.

  • Reply Jean June 12, 2016 at 9:35 pm

    Thanks so much, Katie! I'm using MAC lipstick in "Twig" and my usual Anastasia brow whiz, just with a heavier hand in this post : )

  • Reply Unknown June 13, 2016 at 9:46 am

    Jean, Can you recommend another shirt which can match the top? I love this outfit so much, and I ordered the whole set but the skirt (0p) is a little loose on me. I wish I ordered 00p, but they are quickly running out of sizes. Thanks!

  • Reply Jean June 13, 2016 at 12:12 pm

    The navy halter is super versatile and will go with a lot of things! Some other skirts that would look cute with it are the "petite leafy skirt" "diamond pencil skirt" "gingham side button skirt" or my favorite the pink floral laser cut skirt that just had one pop back in 00 petite. Let me know what you think!

  • Reply dani June 14, 2016 at 11:36 am

    Hi Jean, I was wondering what size did you end up getting in the Amalfi Halter Dress?

  • Reply Amanda June 14, 2016 at 7:42 pm

    Hi Jean! Please do a hair tutorial on how you get these curls!!

  • Reply Anonymous June 17, 2016 at 9:15 pm

    Yes, how did you get your hair to curl like that!!??

  • Reply oddmentandtweak July 27, 2016 at 8:55 pm

    Hi Jean, like another reviewer I am also wondering if you ended up bringing the Amalfi halter dress home? I saw the print in store and just love it, although I second that there is very little give in the chest area. The skirt is also a good option for those of us that can't find that perfect fit in the dress!

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