72 Hours in Aspen

Everything I did, ate, and wore in Aspen

Friends, I finally made it to Aspen for the first time, and I am still thinking about it (Good thing I’m going back very soon!) For this trip, I wanted to stay somewhere that felt iconic and Hotel Jerome did NOT disappoint. It’s cozy and luxurious, has incredible food and cocktails, next-level hospitality, and a location that puts you steps from everything worth doing.

I packed a lot into just three days, so today I’m walking you through my full itinerary, plus all of my outfits along the way (because I was really loving my fits this trip, if I’m being honest). Save this one if you’ve got an Aspen trip on the horizon!

After traveling, I checked into Hotel Jerome and immediately fell for the room. Soft, warm tones, the coziest bed I think I’ve ever slept in, and views that made it really hard to leave for dinner. It was so beautiful, so cozy, and exactly the vibe I was hoping for.

I was pretty wiped from the trip, though, so instead of heading out, I kept it simple: a drink at the hotel bar (a spicy skinny margarita, naturally) and dinner at Prospect, the restaurant right in the hotel.

I went a little all out here — two different salads, oysters, some rolls, and of course, a wagyu steak. The restaurant was easily a 12 out of 10. Absolutely no notes. If you’re staying at the Jerome, do not skip dinner at Prospect.

• Daydream Tie Up Jeans in Dark Denim

• Manière De Voir Suede Lace Up Corset

• Extra Clutch L29

Day two was so perfect. I started with an almond milk latte from Felix, the coffee shop at the hotel, then went on the most beautiful scenic walk — highly, highly recommend this if you’re staying at the Jerome. Got my 10K steps in, and the highlight of the walk was actually meeting a new friend along the way.

I came back to the hotel, showered, and got ready for the day (I’m telling you, the outfits on this trip were tooooo good). Grabbed an iced matcha (because of course!) at Sant Ambroeus before heading over to Kemo Sabe to design my own custom hat.

• Ingram Lace Cold-Shoulder Shift Mini Dress

• Doen Sedona Suede Short

• Khaite Audrey Clutch

• Buckly Boots in Camel Suede

• Chloé Izia Aviator-Style Acetate Sunglasses

If you’ve never been to Kemo Sabe, it’s famous for a reason. The experience starts with a little tequila tasting, then they size your head for different hat styles, and from there you choose every single detail — the band, the feathers, all of it.

I ended up spending over two hours here because once you find your hat, the real fun (and the hard decisions) begin. My hat is honestly such a reflection of my personality. I love it so much.

From there, I headed back to the hotel for Après Tea, which was such a special experience — so many tea options to choose from, plus beautiful desserts and savory bites. I snuck in a quick nap afterward before getting ready for dinner.

Dinner that night was at Casa Tua, and everyone told me I had to order the lemon pasta with caviar on top. I did, and it was amazing. Everyone was right. Went to bed pretty early after that — it turns out a packed day at elevation will do that to you, and I had a feeling I’d be needing every bit of that sleep before day three.

• Attersee — The Satin Button Top

• Float Jean in Faded Black

• Loewe Origami Leather Mules

I slept in on day three — the elevation caught up with me a little, and I needed the extra rest. After waking up, I did a bit of shopping around town, then came back to the hotel for a real treat: a 90-minute Hot Stone deep tissue massage at the spa.

The spa itself was so nice, and I even got to pick out a custom foot soap before my massage. It was honestly one of the best massages I’ve ever had.

• Flore FLore Hillie Organic Cotton Jersey Tank Top

• La DoubleJ Fringe Triangle Scarf

• Kemo Sabe Whiskey Beaver Blend Hat

• Khaite Danielle Jeans

• Retrofete Dagmar Belt

• Chloé Aly Sunglasses

• Prada Leather Knee-High Boots

After that, I got ready again and did a little window shopping before heading to dinner at Matsuhisa. I’ve dined at so many of their locations over the years, and this one absolutely did not disappoint. By the time I got back to the hotel, my belly was full and my bags were packed — the perfect ending to the trip.

• Zimmerman Stretch-Jersey Bodysuit

• Float Jean in Faded Black

• Loewe Origami Leather Mules

If you’re planning your own trip, a few things I’d recommend: book your Kemo Sabe hat appointment and dinner reservations (especially Casa Tua and Matsuhisa) well in advance, since they fill up fast. Pack layers — the elevation means it can shift from warm to chilly quickly, even on the same day. And give yourself at least one slower morning to adjust to the altitude. I promise the extra rest is worth it.

This trip was so much fun, and Aspen completely lived up to the hype. I’m already thinking about my return trip which just so happens to be VERY soon. If you’ve been to Aspen, I’d love to hear your favorite spots in the comments, and if you’re headed there soon, I hope this gives you a great starting point.

Want to see everything I wore on this trip in one place? Check it out here.