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How to Style a BeretHow to Style a Beret Three Ways

Over the years, I have taken many a style cue from the French. Striped boatneck tees, neck scarves, undone waves, etc. My latest obsession? Berets. They’re not just for poetry open mic night hopefuls and your local hipster barista. From Bridget Bardot and Twiggy to contemporaries like Kate Moss, many a tastemaker has rocked the beret. Not to mention they are all over the runways from Gucci to Marc Jacobs.

Chic French Beret Style

Still not convinced? Like any great hat, a beret can make an outfit feel instantly more pulled together and chic. On my most recent trip to NYC, I literally wore a one everyday! I was thrilled at how many different ways I could style them. From jeans and a sweater, to a knit dress and suede boots, it made every outfit better. Then add big pair of sunnies and a red lip, and you’ll really be cooking.

Ashley Aspinwall Blogger Beret Style

What do you guys think – are you ready to try out this trend? I’ve rounded up my favorite options under $40 below!

And if you need even more Beret inspiration check out my Pinterest Board.


One: Black Beret | Leopard Sweater | Sunglasses | Curling Wand

Two: Black Beret | Striped Knit Sweater Dress | Pendant Necklace | Camel Coat | Purse | Black Suede Boots (50% off) | Sunglasses

Three: Grey Beret | Pink Ruffle Sweater | Jeans | Grey Booties | Pink Crossbody Purse

  • November 21, 2017 - 5:44 pm

    Katie - I love berets and you look so great in them! I really love the second and third styling!

    Katie | Katie Like MeReplyCancel

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Andrea Pion Ashley Aspinwall Swimsuit Inspo

Anytime I get the opportunity to travel with the blog I almost always take it. I love getting to visit new parts of the world and make great friends along the way! Last month, I got to stay at the newly renovated Westin Grand Cayman and it was such an amazing experience. The hotel staff was beyond friendly and the property was so gorgeous, I never wanted to leave! I loved just how many activities they offer from paddle boarding to jet skiing and snorkeling, there was so much to do! If you’re really just looking for some r&r they also have amazing beach side cabanas to lounge in as well as a world class spa.

Westin Grand Cayman Resort Review Ashley Aspinwall


As soon as I arrived, I dropped off my bags in my room, got changed and headed down to the beach. I met up with the rest of the influencers in our group and we had an amazing lunch in the cabana and got to hang in the pool/ocean for the rest of the afternoon. PS. how chic are these nest chairs?? It was the perfect little reading nook and I seriously wanted to bring one back to Miami with me.

Westin Grand Cayman Resort Review

Westin Grand Cayman Resort Review

Westin Grand Cayman Resort ReviewAshley Aspinwall Likely Maxi Dress

This has been my go-to resort dinner outfit for my last three beach vacations. See the full outfit post here.

Westin Grand Cayman Resort Review

Westin Grand Cayman Resort Review

After our beach day, we had the most amazing dinner in the beach gazebo. I can’t stress enough how friendly all the staff was, they were so accommodating with every request and the food was incredible.

Westin Grand Cayman Resort Review


On the second day we had a leisurely morning that started with the most amazing brunch in our beach cabana. I kept thinking the whole time how perfect the Westin would be for a fun girls trip or bachelorette.

Andrea Pion Ashley Aspinwall Grand Cayman

After brunch we headed on a catamaran ride to Stingray City. I am a bit of a scardy-cat when it comes to wildlife. So, I was not necessarily looking forward to getting in the water with a pack of stingrays. I just don’t like animals that you can’t tell what they’re thinking…that’s all I’m saying haha.

Ashley Aspinwall Catamaran

Luckily I mustered up the courage to get in the water and it actually wasn’t as terrifying as I thought. Don’t get me wrong it was still nerve wracking especially when the guide random came up and put one on my back. But I did it for the gram and I think I got some pretty great pictures.

Westin Grand Cayman Resort Review Stingray City

Andrea Pion Ashley Aspinwall Scuba Diving Grand Cayman

Tavik One Piece Ashley Aspinwall Blogger

How cute is this one piece? I keep calling it my watermelon swimsuit because of the pink, white, and great color blocking. Tavik always has the cutest suits, I can’t remember the last beach vacay I went on and didn’t bring at least a couple of pieces from their line. FYI, I ordered a size medium because I’m 5’8 and have a very long torso.

Westin Grand Cayman Resort Review

Westin Grand Cayman Resort Review


How sick was the view from my little balcony? I loved being able to go out there in the morning and enjoy the sunset.

Westin Grand Cayman Resort Review SideSmile Style

On the third day we started off with a jet ski // snorkling tour. Sadly I didn’t get any photos, but it was nice to just be in the moment. We worked up quite the appetite after our busy morning, so Andrea and I decided to get some lunch poolside. We literally ordered almost one of everything and had zero regrets. After lunch we headed to the spa and I got one of the best facials I’ve ever had (the caviar age-defying signature facial to be exact). Usually after a facial I look like a crazy gremlin, but that was not the case this time. I literally walked out of the treatment room glowing. It was wild how good my skin looked!

Resort Wardrobe Ashley Aspinwall

Camana Bay Grand Cayman

That night we headed into town to the cutest shopping center called Camana Bay. We stopped for drinks at a little wine bar, and then headed to outdoor hibachi. I thought the chef had a personal vendetta against my eyebrows at one point, but the food was amazing.

Vacation Outfit Inspiration SideSmile Style

I’ve been trying to be better about re-wearing old pieces like this J.Crew dress. Sometimes its easy to get caught up in always having that new new, but there is something to be said for rocking an oldie but a goodie.

Westin Grand Cayman Resort Review


Andrea and I got up early on our last day for an early morning beach walk before our last breakfast with the group. I swear the beach at the Westin Grand Cayman has some of the prettiest water I have ever seen! Those turquoise colors are just unreal.

Resort Vacation Outfit Inspiration Ashley Aspinwall

Westin Grand Cayman Resort Review

How gorgeous was this wellness breakfast the hotel made for us? Literally every element of the meal had a superfood component. They had vegan, dairy free, gluten free options which I thought was amazing. One of the hardest things about being on vacation is maintaining a healthy diet.The Westin Grand Cayman definitley hit it out of the park with this one.

Westin Grand Cayman Resort Review

Westin Grand Cayman Resort Review

Red Bikini SideSmile Style Ashley Aspinwall

Island Vacation Packing List Blogger SideSmile Style Ashley Aspinwall

After breakfast we hit the beach one last time and it was glorious. I literally headed to the airport sandy, salty, and with a huge smile on my face.ShopThePost

Black One Piece | Watermelon One Piece (also available here) | Straw Hat | Raffia Clutch | Silk Pajamas | Tortoise Sunglasses | Star Cover Up | Floral Maxi Dress | Wooden Purse

A BIG thank you the Westin Grand Cayman for such an amazing experience. I can’t wait come back!

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SideSmile Style Closet-Office Reveal-24

I actually snapped these photos the day before I evacuated for hurricane Irma. At that point all the models had the storm heading directly for Miami, and I wasn’t really sure what shape my home would be in once I returned. After I was finished, I hastily dismantled my entire apartment and shoved as much as I could into the closets. It was definitely a crazy time and I am so grateful that there was minimal damage to my building. Not everyone was as lucky this hurricane season, I encourage you all to check out the B Strong – Delivering Good website for ways to volunteer/donate as many are still in crisis.

Home Office Tour + Reveal

On a lighter note, I hope you guys enjoy my office reveal! I’ve loved getting to share my apartment with you guys. If you’ve been following along with my other Home Tour posts, you know that I a few months ago I turned my bedroom into my office, and started sleeping in my living room. It felt crazy at the time, but having a dedicated work space has done wonders for my productivity. Read more of my Working From Home Tips here and see my Bedroom Reveal here.

SideSmile Style Closet-Office Reveal-3

SideSmile Style Closet-Office Reveal-23

At different points all of these photos have been above my bed (as seen here). But when I found this gorgeous black and white long horn photo, I decided to move these into my office to make one big gallery wall.

SideSmile Style Closet-Office Reveal-4

Extra hanging racks are the KEY to giving me enough storage and keeping me organized. I’ll be posting a full closet tour soon!

SideSmile Style Closet-Office Reveal-5

I just love this watermint scent from LAFCO. Diffusing reeds are one of my favorite ways to have a subtle scent throughout my office.

SideSmile Style Closet-Office Reveal

SideSmile Style Closet-Office Reveal-20

This rose gold hanging rack is one of the first pieces I bought when I moved into my apartment. It definitley set the tone for my rose gold obsession!

SideSmile Style Closet-Office Reveal-27

In addition to my Desk (which is currently 40% off) I have this white tulip table that I use as a work station. It’s perfect to spread out when I’m working on big projects like my holiday gift guides.

SideSmile Style Office Details-4

I picked up these little glass display cases from h&m, I’m not sure that they were meant for sunnies but they work perfectly!

SideSmile Style Closet-Office Reveal-18

I love this VW Bug Print – my mom got it for me to remind me of my first car!

SideSmile Style Closet-Office Reveal-14

SideSmile Style Closet-Office Reveal-16

There have been a few tweaks to my desk since this post, like this gorgeous Kendra Scott Gold Picture Frame and this rose gold & glass vanity organizer from target. SideSmile Style Closet-Office Reveal-21



c/o MINTED dallas & miami gold leaf map prints, cactus print, beachrose sil vous plait print | Audrey Hepburn Print |  VW Bug Print


Shopaholics I Met and Liked | PARIS: Spend Less See More | Cucina Povera | Edie: American Girl | Advanced Style | Edie Factory Girl | The Pursuit of Style | My Wonderful World of Fashion | The Great Gatsby | Five Year Memory Journal 


Desk | Desk Chair | Sheepskin Chair Cushion | c/o Poppin Set (Paper Tray, Pen Cube, Stapler) | Glass and Metal 3 Compartment Vanity Organizer | c/o Volcano Candle | Gold Scissors | Time Cube | Rosebud Salve | Lamp | Desk Calendar | Weekly Notepad | c/o Rose Gold Planner | c/o Gold Picture Frame

Rugs, Table, ETC:

Dresser | Hanging Rack | Storage DrawersTulip TableRose Gold Vase | Faux Flowers | Accessory Shelves | Sunglasses Display Case | Gold Giraffe | Ghost Chairs | Shearling Rugs | c/o Cowhide Rug | Marble Tray | c/o Mother of Pearl Tray


blogger contest

’tis the season to give back!
I’ve teamed up with an amazing group of bloggers
to give YOU a chance to win:
a $1,000 Nordstrom Gift Card, to make your holidays just a little bit sweeter!

Simply enter below by completing the rafflecopter.
You’ll receive one entry per completion.
This giveaway is open internationally and runs until end of day 11/20.
Winner will be announced here. Good Luck!

*this giveaway is in no way sponsored by Nordstrom.

a Rafflecopter giveaway

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