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50th Birthday in Vegas in January: What I Wore

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As a grown-ass woman, I was very focused on what I packed to wear for four days in Las Vegas in the winter. Winter in Las Vegas is 40-60 degrees and going for my 50th birthday, I wanted to be prepared, festive, but not corny or uncomfortable. I know I am not the only person who may be wondering what to wear in Las Vegas in winter, or what to wear in Las Vegas as a woman in midlife, so I am sharing a recap!

50th Birthday in Vegas in January: What I Wore

Flight to Vegas: Comfy yet Polished

We had to get to the airport at 6:30 am and arrived in Vegas in time for an early lunch. I knew my room wouldn't be ready, so what I wore on the plane would be what I'd be wearing for a bit of time in Las Vegas, so I wanted it comfortable, yet polished.

Alison Gary in a navy ponte track suit | 50th Birthday in Vegas in January

I wore this Universal Standard ponte bomber jacket with these matching ponte wide-leg pants (I had to hem the pants 1″ since I am 5'3″). Underneath, I wore this striped top also from Universal Standard which is the same navy and red colors in the track suit. My personal bag on the flight was a Dagne Dover “Dakota” backpack in black which looked nice with the track suit (ALISON10 for 10% off at Dagne Dover). I wore wide leg compression socks and my Adidas Superstar sneakers.

This was great for the flight as I had zipper pockets on the jacket and plenty of stretchy comfort. It was also great for wandering around Vegas. I had a black nylon belt bag in my carry-on and used that as a crossbody purse (it's old from Girlfriend Collective and no longer available).

We scoped out the hotel and headed to Bardot Brasserie for lunch. After that, my room was still not ready, so we headed to the Aria hotel spa. Again, the outfit was perfect because it was easy to slip into a robe and swimsuit (packed in the backpack) and get damp and lotioned spa skin back into the tracksuit.

Dinner and Casino: Simple Sophistication

Alison Gary and three friends at the chef table at Best Friend in Las Vegas
We look so tired! It was around midnight at home and all woke up around 4am!

The first night, we went to dinner at Best Friend and then planned on checking out the casino and bars. I wore a winter white cross-style sweater (XL) and matching winter white crepe wide leg trousers (16P), both from Ann Taylor. For shoes, I wore a trusty old pair of Naturalizer ankle boots I found comfortable for a good amount of walking.

alison in an ivory sweater and wide leg pants from ann taylor in las vegas 2025
A screenshot from an OOTD video I made and will have on Instagram soon

To glam up the look, I wore silver Jenny Bird earrings, this silver pendant necklace from Ana Luisa, and a silver sparkly clutch with a removable strap I found at LOFT. The only issue with this look was wearing white for dinner; I did spill a drop on me and wished I had my Tide pen in my bag!

Room Time and Sleep: Fancy and Functional

I always bring a robe with me on travel. Even if a hotel room offers a robe, it isn't always roomy enough for comfort. I brought a Printfresh robe, which dries fast, has deep pockets, and I feel covered and secure enough to open the door for a friend or room service. (Code WARDROBE_OXYGEN gets you 15% off at Printfresh.)

alison in a printfresh robe and slippers | 50th Birthday in Vegas in January

Casual Breakfast and Shopping in Vegas

We had no specific plans for breakfast, so we wandered to the Proper Eats Food Hall, where we grabbed sandwiches and coffee from Wexler's Deli and Egghead and a donut treat from Easy Donuts. We then headed to The Forum Shops to do some window and in-person shopping. From there, we continued exploring Las Vegas without heading back to the room to change or grab anything. I felt well-prepared.

alison at fendi las vegas in universal standard breton and mmlafleur zhou culottes
Selfie in Fendi

I wore another Universal Standard striped Breton, this time with a pair of M.M.LaFleur crepe wide-leg ankle pants and the same Adidas Superstar sneakers, and after spot treating, I put the previous night's winter white sweater around my shoulders to wear if it got chilly. For a bag, I carried a GANNI black recycled leather crossbody I've had for a few years. And again the silver Jenny Bird earrings.

alison 50th Birthday in Vegas in January

Birthday Dinner and Show in Las Vegas

When I saw Chelsea Handler was performing in Vegas during my birthday month, it inspired this trip. We got tickets and built the rest of the trip around it. And this was considered my birthday night and to celebrate, we as a group decided to wear sequins.

alison twinning with the server at momofuku las vegas 2025
My friends noticed this server had the same hair and similar glasses to me so I asked him to take a photo with me and he was thrilled to (he took a picture on his phone too!)

I wore an aqua calf-length sequined shift from Ann Taylor I already owned and wore to see Moulin Rouge at the Kennedy Center. With it, I wore my gold heeled sandals from Margaux (wide width and high quality!). I chose a gold beaded bag from Talbots that I got in the December Red Door Sale instead of the gold leather clutch I usually carry with this bag because I wanted a strap so I could keep my hands free. I wore my Jenny Bird ‘Edie' hoops (no longer available) and a pave knuckle ring from REALM.

alison gary in momofuku las vegas in an aqua sequined dress from ann taylor and jenny bird edie hoops
We told restaurants it was my birthday, or my sister's, or our friend's as we all are January babies. This is blowing out the candles at Momofuku.

I had bare legs and was comfortable, especially since we didn't have to go outside. I wore this control garment underneath; I size up so it doesn't squish, just smooths (and the legs mean I don't have to worry about chafing, either). We had dinner at Momofuku and then headed to the Chelsea Theater for the Chelsea Handler show.

alison and shelly in las vegas 2025
Friends that sequin together stay together

A group in sequins gets attention, even in Vegas. We all wore very different sequin styles and colors, keeping with our personal style aesthetics. Nothing costume, just cocktail. But men, women, young and old commented on how great we looked as a group. Don't be afraid to go flashy, it is Vegas after all. And don't worry about looking old, large, try hard, etc. It is Vegas, it's the place to let your hair down and have fun and few people will even notice you (unless you and your friends choose to don sequins!).

Breakfast with a View Before an Active Day

We had reservations for lunch at the Eiffel Tower Restaurant on the second morning in Las Vegas. It's a nice restaurant within the Eiffel Tower with a fantastic view and we had a window table. I wanted to look nice, but we also planned on visiting Meow Wolf after, and that looked to include some crawling and climbing.

alison at the eiffel tower restaurant in las vegas 2025
The sun was bright and the restaurant warm, so I took off my blazer for a bit.

I decided to wear my favorite under $35 Breton striped top (here's the direct link to the top; I wear XL) with a black double-breasted blazer from LOFT I got a couple of years ago (this looks like it may be the same blazer?). Yet again, the silver Jenny Bird earrings.

alison and debbie at the paris casino in las vegas 2025
Sisters in Paris (Las Vegas casino, that is)

On the bottom, I wore dark-wash bootcut jeans (these from Lands' End). I used my nylon belt bag as a purse as it hung better over the blazer than my Ganni bag.

alison in a loft blazer and breton top | 50th Birthday in Vegas in January

I planned on wearing my black low-wedge Naturalizer ankle boots, but my feet were vibing more on the Adidas Superstar sneakers, so I made a switch. This look is right out of my closet basics capsule wardrobe!

alison gary visiting meow wolf las vegas 2025
In one of the trippy rooms at Meow Wolf Las Vegas

This look wasn't my favorite; the jeans were a bit too long for the sneakers and I was having a bad hair day, but it was comfortable and functional and worked for both settings. And yes, I did crawl and climb at Meow Wolf and am so glad I switched to sneakers and didn't wear a dress or nice pants.

Another Nice Dinner and Show in Las Vegas

That evening, we had another nice dinner (there were three of us with January birthdays, after all), this time at Catch. Afterward, we saw Absinthe, a show in the big top tent outside Caesars. There would be a bit of walking, and we would be outside for part of the time.

loft red velvet pantsuit | 50th Birthday in Vegas in January

I chose to wear my red velvet pantsuit from LOFT. Those who follow me on Instagram have seen the suit quite a lot. I wore it in Williamsburg for a nice dinner, I wore it to Osteria Mozza in Georgetown when I visited with friends. I've worn the pants solo with a black turtleneck sweater and black boots, and the blazer with jeans and a Breton striped tee.

alison at catch las vegas in a loft red velvet pantsuit 2025
Waiting for our table at Catch

The blazer and the pants for the LOFT velvet suit are almost out of stock but check to see if your size is still available because this suit is niiiiice. I kept it sexy by just wearing a plain black molded cup bra underneath. Again, I was supposed to wear my black booties but went with sneakers. I was planning on wearing the suit with the gold Talbots bag and gold Jenny Bird “Edie” earrings, but that night I felt silver and chose the silver sparkly LOFT bag and silver Jenny Bird hoops and a silver and pave ring from REALM.

alison and tiffany at absinthe in las vegas 2025
Having a blast at Absinthe

This outfit was perfect. I felt cool in the look, but remained warm when outside for the walk to Absinthe and the pre-show cocktails in the chilly beer garden. BTW, Absinthe was an amazing show! One of the highlights of the trip.

Breakfast and an Unplanned Spa Day

Due to special rates for flights and hotel rooms, we ended up staying four nights in Las Vegas. Honestly, I think three nights is more than enough. The final morning, we went to breakfast and were all feeling drained. Getting dressed, I had no desire to be gussied up and my hair was not behaving, so I put on my trusty Banana Republic Aurelia maxi dress and my Adidas sneakers. I used the Ganni black leather crossbody and wore my old silver hoops and my silver everyday jewelry.

alison in the banana republic aurelia dress and prada glasses in las vegas
Screenshot from another OOTD video coming soon to Instagram

This dress was such a good buy for any reasons. I had been lusting after it all season (last spring) but couldn't justify the cost. Then one day at the mall I went in Banana Republic and there was one of the dress left in size XL on the clearance rack. It fit! And then I went to buy it and the salesperson mentioned I had points on my Banana card. So I literally paid $1.00 for the dress!

alison in the banana republic aurelia dress in brown and white print
Another screenshot…

I wear it all the time and love how it's comfy, cool looking, machine washable, doesn't need fancy underpinnings, and has deep pockets. I bought a second Aurelia this summer in coral viscose-hemp and would totally buy a third if it came in a really awesome color or print.

banana republic dress in the spa locker
This photo was an accident when putting away my phone, but here's my dress in a Bellagio spa locker!

After breakfast, we had plans to go to Freemont Street, do some vintage shopping on Main Street, and visit the Neon Museum at dusk. But we were so done done done we scrapped those plans and stopped in the Bellagio spa to see if they had appointments available. Again, with the price of a treatment, we had all-day use of the spa facilities. One friend returned to our rooms to get our swimsuits and we lounged there until around 4pm.

No regrets, and the dress was so easy to throw back on after a day being steamed and cold plunged and hot tubbed and exfoliated and lotioned.

Last Dinner in Vegas

For our last dinner, we went to Mayfair Supper Club, which had a performance during the meal. It sounded super cool but was super lackluster. The food was delicious, but we were seated in Siberia. The bit of the performance we saw was not good at all; the service was meh, and the best part was the view from the windows of the Bellagio fountain and the Eiffel Tower.

alison at mayfair supper club | 50th Birthday in Vegas in January
At the Mayfair Supper Club, where the view behind me was better than the show

I wore my blue satin pantsuit from Ann Taylor that I wore to Pastis DC. I've worn this pantsuit quite a lot over the past year. I also have it in tan and wrote about the unexpected versatility of such a pantsuit, but with my January pale skin, the blue was more enjoyable to wear. Again, all I wore underneath was a plain black bra.

alison in ann taylor navy satin pantsuit at the mayfair supper club in las vegas 2025

I styled it with some sparkly dangle earrings I got at Ann Taylor a year or two ago, the sparkly LOFT bag, the silver and pave ring from REALM, and the old black Naturalizer ankle booties. I had forgotten my hot brush at home and played with the flat iron at the spa and my sister's hot round brush and ended up with a high-volume swoop of hair and kinda liked it.

alison at alibi las vegas 2025 in ann taylor blue satin pantsuit
I am known to easily fall asleep anywhere and there is a photo of me in my 20s at Denny's asleep on my husband's shoulder with a napkin on my bare shoulder like a napkin. I was so exhausted by this point, I joked I was going to use the cocktail menu as a napkin and go to sleep.

This look was great for after dinner, we did drinks and clubs and casino and I felt chic yet comfortable. And after so many days of eating out, the loose fit and elastic pull-on waistband were a treat.

Flying Home from Vegas

No point in packing a whole other outfit; for the flight home, I again wore the Universal Standard ponte bomber jacket and matching pants, but this time, I wore it with my black Chico's microfiber tank (also part of my core wardrobe for women in midlife).

A hack is that nylon belt bag I filled with everything I'd need on the plane and hung it off the tray table so even with the table in the upright position, I could still access the contents more easily than my backpack under the seat. I kept the belt bag in the backpack until on the flight so it didn't count as a personal bag.

What I Brought to Las Vegas That I Didn't Wear

I decided for this trip, I wasn't going to worry about a capsule or packing light. We flew Southwest, and I took advantage of the two free checked bags, checking my large Delsey, and my Quince suitcase from my review (it held up great, BTW). On the flight, I used the Calpak tote my family got me for Christmas last year and my Dagne Dover backpack, neither stuffed so I'd have room for potential purchases.

I made no purchases. I also could have pared down to just the backpack as carryon luggage. What I packed that I didn't wear or need:

  • Vintage silver sequin blouse: Before I even had my daughter, I bought this badass vintage silver sequin top off eBay. It weighs a ton but is so gorgeous (you can see it in this photo). I figured either I could wear it, or my friend who is smaller could wear it like a slouchy top. Neither of us wore it.
  • Second pair of jeans: I brought them in case I got the one pair gross from Meow Wolf but they didn't get gross and I didn't have a second time to wear jeans.
  • M.M.LaFleur dress: I mentioned in a recent newsletter (you should subscribe if you haven't already) that I got this dress from M.M.LaFleur and it's awesome. And while it's awesome, I never wore it.
  • Pashmina: It was this lavender pashmina, to be specific. I thought I'd use it on the plane as a blanket and as a wrap with my aqua dress and possibly other dresses. Never used it.
  • Workout clothes: I brought one sports bra, two pairs of leggings, and two tops and didn't touch them. We walked so much that even my gym-loving friend only went two mornings of the trip.
  • Pari Passu gown: I had a custom gown made from Pari Passu and this summer, the situation when I planned to wear it was canceled. I was hoping I could at least get some photos in this dress but there was never time. I hope to wear it soon so I can write a more detailed recap than the mention in this post about alternatives to eShakti.

Vegas was a lot, and I knew it would be. But I still wanted to check it off my bucket list. I liked having the excuse to wear some of my fun clothes, and not looking out of place styling it with comfortable flat shoes. I loved spending time with three amazing women I've been dear friends with for decades. We've grown together, and it was fun to see the hybrid of our old partying ways and our grown-ass selves staying hydrated, scheduled, and not being overextended.

It's true that you will see absolutely EVERYTHING in Las Vegas, and you can literally wear anything (except some venues have dress codes). Wear what brings you comfort and joy. Take care of your feet, choose clothes with stretch, choose a bag with a strap so you have more security and hands free, and rock what makes your happy, whether it's sequins or sweats!

Please do not use the comments to discuss how much you hate Las Vegas, how it sucks or is sad because of A or B. I know a lot of people have a lot of feelings about this city, but it's really in poor taste to yuck other people's yum. I thank you in advance.

A woman with curly hair wearing a plaid blazer holds a green fur coat over her shoulder on a city street.

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33 Comments

  1. Your all white outfit was FABULOUS!! Also, I’m glad I’m not the only person who had never done Vegas (I just went in the fall and had a blast). I love that you took so many great outfits for all of the outings! Happy Birthday!!

  2. I am going to Vegas for the first time. We leave in 2 weeks. This post was pERFECT as I have spent a lot of time researching and planning. Here you are with the Clif notes!

  3. Love Vegas — we live in California, so my partner and I have found Vegas to be a great ‘adult’ city to get away to for a weekend (2 nights is perfect) — we haven’t been back since before Covid. Fantastic place to celebrate your 50th (“Do it up!” as they might say) in great style. Love the sparkly metallics, the new hair style, esp with the aviators. Such eye candy treat!!

  4. Happy birthday! I remember 50…vaguely! I think celebrating in Vegas with three best friends/sister would be a fabulous way to remember it! I love the M.M. Lafleur pants are so gooood!!! How is it you look so fantastic in those wide legs, and I look like a stump? Love wearing just a black bra under the suits, too! You are and always be one of my style icons!

    https://marshainthemiddle.com/

  5. It sounds as though you did 50 and Las Vegas the right way! Your outfits were perfect, and all the sparkle was very festive. I loved your recaps, and looked forward to them. The “whole roundup” was a blast to read. Congratulations on 50 and doing Las Vegas very well!

  6. Living in LA, we can drive to Vegas and have done so a gazillion times. It changes every time I see it. You make me want to go back to the Forum Shops.

    1. I can imagine, it’s such a fast paced city and keeps evolving. It was fun window shopping in the high-end boutiques. My friend is looking for a designer bag for her milestone birthday so we had a lot of customer service in each store, learning so much about the leather, the manufacturing, and what goes behind the bag to warrant the pricepoint. Also fascinating how some stores focused on style, and others on quality and design!

  7. Happy birthday!
    Well it might not have been your favorite, but I love the jeans and blazer outfit! But the red velvet is my favorite, the sneakers and the sparkly bag! Itโ€™s just so good

  8. How fun and how perfect for your 50th. So glad you got away and it looks like a wonderful time. As always, love your outfits. The suits with the sneaks are that perfect mix to achieve nonchalant cool glamour. Love!!

    1. ALSO? Anyone interested in Alison’s fabulous suits should 1000% click on the links. Really good sales right now ๐Ÿ™‚ Just got the cranberry one and picked up an awesome tuxedo jacket, as well, from Loft.

  9. So fun, I’ve been looking forward to this recap! I have dreams of “needing” to buy something sequined from Fringe+Co. – my best friends and I are turning 55 this year, so maybe we’ll celebrate that. ๐Ÿ˜‰

  10. Wow! What an amazing birthday you had. I love how you all paced yourselves and were flexible about your schedule. Your wardrobe was absolutely perfect! Thanks for sharing your special day(s)!

  11. I unabashedly love Vegas!

    I was so glad to see you went to Best Friend – I’m going to Vegas in Oct for a comedy show and reservations at Best Friend are on the agenda. I still think about their kimchi fried rice and slippery shrimp.

  12. How exciting!!! I was waiting to see how you celebrated your 50th! I’m turning 50 this year too. I love your style. ๐Ÿ™‚ I want to plan a trip to Vegas too and this gives me inspiration. Happy birthday.

  13. Happy Birthday! My 5-0 is a few short weeks away and you may have inspired me to do a girls trip to Vegas! I’ve never been, but thinking a short trip could be in order.

  14. I loved all of the outfits and felt like I was a fly on the wall for your fabulous trip! Happy Birthday! Also, can we get some more details about your haircut? I couldn’t tell in the photos if the sides are shaved or just gelled back? Super chic and I want to know more!

    1. It’s a mullet! I was over my hair, I felt like I looked like a mom and I am a mom but much more. My husband suggested less hair on the sides and my stylist Billy gave me a subtle mullet a bit before Thanksgiving, and then beginning of January went with the clippers to the side!

  15. Sounds like a fun and glamorous trip! Happy birthday!

    (My spouse and I have been talking about a trip combining a day or two in Las Vegas with hiking in Zion National Park, which seems hard to pack for but otherwise like the right balance of glitzy and crunchy for my tastes.)

    1. Katie, my sister and brother-in-law did something very similar for their honeymoon. I don’t remember exactly how they made it work, but I remember my BIL saying that his suitcase was filled with a tent and hiking clothes, while my sister’s suitcase was filled with Vegas clothes!

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