The Six Questions I Always Receive After a Girls' Trip

Plus more photos from my trip to Ojai last weekend.
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{Heading to dinner on our first night, in varying shades of orange. From L to R: Ashley, Cristina, Mandy, Raina, me, and Jenn. I'm in an ASTR jumpsuit and Cupcakes and Cashmere heels}

{Heading to dinner on our first night, in varying shades of orange. From L to R: Ashley, Cristina, Mandy, Raina, me, and Jenn. I'm in an ASTR jumpsuit and Cupcakes and Cashmere heels}

Girls weekends can be tricky. From scheduling and coordinating to figuring out how to split up the costs and making sure there's something for everyone—there are lots of places where things can go wrong. But when well-executed (like our trip to Ojai was), they're some of my favorite memories from adulthood. Here's a short recap from our recent stay at The Ojai Valley Inn and the steps we take to ensure our times away are always enjoyable:

1. How do you decide on the crew? I'm lucky in that the group I travel with most often came together naturally in the last couple of years. The six of us balance each-other out perfectly (some of us will opt for an adventurous hike, while others are happier to lounge by the pool for an afternoon) and we all bring something different to the table, which I think is important. But whether you go with just one friend or a bus-load of girls, be sure to go with women you feel like your best self around.

2. How do you decide where to go? Most of the time, we like to stick to quick, easy-to-get to spots (like Ojai, Big Sur, Palm Springs, etc.) and are gone for two to three nights—though we spent a memorable getaway in New Orleans last year and Jackson Hole late last year. Girls trips are so important for hitting the reset button, so as long as we go someplace we're all excited about, which is key.

3. How do you divy-up costs during the trip? This is where Venmo and pre-planning comes in. Usually one person will put the hotel costs on their card and then all additional incidentals will be in one place so that we can easily split up the cost at the end of the trip. When we do go out for other meals or drinks, we're never that formal about it and typically just take turns on who pays for what.

4. Why do you always match (and how do you decide what to wear)? To be fair, we don't always do this, but I will say—it certainly does make it a lot more fun! Not to mention, when a group of six girls walks by in sunset shades or all-white, people do take notice. It's not something that's necessary, but I can't help but feel more connected (and find delight) in wearing similar things as my closest friends while on vacation.

5. Do you always stay as one group, or ever split-up? I'd say we stay as a group for 85% of the trip, but there's always wiggle room so that if someone needs a nap or two people feel like shopping, that's something they can do. As an introvert who does tend to need alone time, I'm surprised at how little of it I need while I'm on a trip with other women.

6. Do you have a favorite girls' trip you've gone on? It's so hard to choose! But if I had to narrow it down, it would be between Jackson Hole this past winter (with the same crew) and Paris last spring with Cristina.

P.S., Read about why I think girls' trips are so important to take here!

{Arriving at our rooms after leaving LA around 8 a.m. Wearing a Heartloom blazer and Heartloom shorts, TheGREAT. tee, and Cupcakes and Cashmere heels}

{Arriving at our rooms after leaving LA around 8 a.m. Wearing a Heartloom blazer and Heartloom shorts, TheGREAT. tee, and Cupcakes and Cashmere heels}

For those of you who followed my Stories on learning how to ride a bike last week (which you can still see here), you'll be happy to hear that I successfully rode into town! I joked that Cristina gave me such specific instructions following behind me "Go to your right!" "Now use your breaks!" that people probably thought I was blind. But I made it in without incident and even encountered a sweet reader who wished me luck. Part embarrassing, all very sweet.

We had brunch (with pixie margaritas, the weekend's signature cocktail) at Agave Maria's. 

We had brunch (with pixie margaritas, the weekend's signature cocktail) at Agave Maria's

{After lunch, we walked around town and into some shops. We loved Into The Field where we bought pretty dresses and I got a little bag for Sloan}

{After lunch, we walked around town and into some shops. We loved Into The Field where we bought pretty dresses and I got a little bag for Sloan}

{Pixie Refresher at the Ojai Valley pool}

{Pixie Refresher at the Ojai Valley pool}

{Just before "The Pink Moment" when the sky and landscape turns pink at sunset}

{Just before "The Pink Moment" when the sky and landscape turns pink at sunset}

{Dinner at The Oaks - their homemade Parker Rolls alone are worth the drive back to Ojai}

{Dinner at The Oaks - their homemade Parker Rolls alone are worth the drive back to Ojai}

{Finding our light in the ASTR jumpsuit}

{Finding our light in the ASTR jumpsuit}

{Coffee and pastries in bed all wearing TheGREAT's new pajamas that they generously gifted us for the trip}

{Coffee and pastries in bed all wearing TheGREAT's new pajamas that they generously gifted us for the trip}

Our group is early to bed and early to wake, so we all gathered in one room to have coffee and pastries the next morning.

{The most magical experience in the Ojai Valley Inn's spa. I got their famous pedicure in a zero gravity chair that tilts back so that you can basically sleep the entire time while getting pampered. I got a pedicure!}

{The most magical experience in the Ojai Valley Inn's spa. I got their famous pedicure in a zero gravity chair that tilts back so that you can basically sleep the entire time while getting pampered. I got a pedicure!}

{Wearing all white for our second day. I'm in a Doen dress}

{Wearing all white for our second day. I'm in a Doen dress}

{After brunch, we went to a cocktail-making class in their newly opened Farmhouse, which was GORGEOUS and so fun and informative}

{After brunch, we went to a cocktail-making class in their newly opened Farmhouse, which was GORGEOUS and so fun and informative}

{Mixing pixie margaritas}

{Mixing pixie margaritas}

{Always looking for a coordinated, buzzed photo opportunity}

{Always looking for a coordinated, buzzed photo opportunity}

{Cristina in her natural habitat in the pool}

{Cristina in her natural habitat in the pool}

{Everyone in their Cupcakes and Cashmere shoes. Starting from the bottom white heels, clockwise: Gemmalyn Pump, Gisela Sandal in white, Laralee Pumps, Gwenna Wedges, Gisela Sandal in snake}

{Everyone in their Cupcakes and Cashmere shoes. Starting from the bottom white heels, clockwise: Gemmalyn Pump, Gisela Sandal in white, Laralee Pumps, Gwenna WedgesGisela Sandal in snake}

{The strawberry shortcake at Boccali's}

{The strawberry shortcake at Boccali's}

On our way out of town, we stopped at Boccali's for dinner, a small, unassuming roadside Italian spot for pizza, pasta and their legendary strawberry shortcake. All in all, the weekend felt indulgent, relaxing, and was the best way to reinvigorate me for the fun to come this spring and summer.