What to Wear on a Road Trip

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Wearing Stylish Looks on a Car Ride

What to Wear on a Road Trip

Quote of the day: “Always be a first-rate version of yourself, instead of a second-rate version of somebody else.” Judy Garland.

Road trip time can be a fun adventure in itself. Whether you are driving for days or just hours, it’s good to be comfortable in the car! But just because you want to be comfortable on your travel day, doesn’t mean you can’t look great!

The three of us put together some fun outfits for a plane trip earlier, and now we’re making the case for a great look in the car! You might be surprised at how we rationalized our choices!!

Jodie’s (50+) Outfit: I started my outfit by wanting to wear an easy to move around item for the bottom half of my body!

Therefore I chose this skirt. Because it’s a flare style and a knit, it’s very comfortable and I can move all around in it easily! You can see me wearing this same skirt when I experimented with layering skirts over a shirt dress!

I feel like this skirt is a tad short even though I wear shorts that are shorter. That’s another reason why I liked it for this type of outing. It won’t get so tangled up around my legs when I’m moving around!

Road Trip Outfit for Women over 50

The other essential for me when I’m on a long car ride, is to take one of my knitting projects!

I’ve been working on this fair isle sweater for over a year, but I think I’ve been blogging more than knitting lately! It’s one of those projects that needs some good uninterrupted time! That’s exactly why I’d take it with me on this kind of trip!!

For any of you knitters out there, this sweater is from the Poetry in Stitches book that I just drool over every time I read it! Needless to say it wasn’t that expensive when I bought it over 10 years ago!

50+ Woman on a Car Ride

The reason I chose this top to wear is because it’s already wrinkled!!

I don’t love the fact that some items get so rumpled easily! But this shirt has that design already built in! I may not wear the shoulders down like this for the entire trip, but they are easy to push down & pull back up.

There are other shirts that have this same look like this one or this one! I made sure to pick out a lightweight shirt because it tends to get hot when the sun’s blaring down in the car! But trust me, there’s a jacket in the back, for when we go inside places that are air-conditioned!

Women Over 50 and fashion

For my footwear, I wanted a pair of shoes that were easy to take on and off!

I’m one of those that like to slip off my shoes on long trips! That’s the advantage of ballet flats! You all have at least one pair of ballet flats, right? I can’t think of a more versatile shoes that should be in your closet! For example having the metallic version can take you from casual to dressy! Or the animal print version that has great support is one for all of us! Then there’s also the nude pair that really could work for any outfit!

And yes, this is my car. It’s a 1997 Honda Del Sol, my first car that I got new many years ago!! It only has 120,000 miles on it, so I figure I have about 10 more years to go before it wears out!! I bought it because I loved the fact that it has a removable roof. But I rarely take it off anymore since I try to stay out of the sun!

Looking Stylish in the Car

Skirt: Tobi (similar here)~~Top: Banana Republic (here or similar here in the same print but different style)~~Shoes: ShoeDazzle (similar here)~~Necklace: (similar here)~~Earrings: Target (here)

Nancy’s (60+) Outfit: For Nancy’s road trip outfit, she picked her stretchy jeans that are almost like leggings!

There are some leggings that are very comfortable, yet aren’t quite as skin tight as others! The pair that Nancy is wearing aren’t really considered leggings. They were pants we found at H&M, but they have enough spandex in them that they don’t bind.

I looked for some other leggings that might appeal to you. Talbots had this pair in some limited sizing or a pair of jeggings are similar only in grey! However, if you’re not super excited about traveling in leggings, then a pair of jeans with spandex would work nicely too! This print pair come in petites for us shorter women, and this pair of denim comes with a elastic waistband!

Women 60+ clothing for a car ride

Now you may not always think about accessories when you’re going on a long car ride! But then again, why not?

Nancy shared with me that she feels naked without earrings, so she even has an extra pair in the car in case the pair she’s wearing breaks!! I have to admit that I’ve never thought of that!!

But that fact did make me think about the possibility of using some of your jewelry for other uses. For example, wouldn’t these bracelets also work for hair ties or to tie up the end of your shirt if it’s too long? We tied up my mom’s shirt a month ago like that in this post!

What to Wear on a Road Trip for Women over 60

Then Nancy threw her chambray shirt over top of her t-shirt, almost like a jacket.

This is not a new style, as the three of us all wore our denim shirts this way last year! To me this is almost smarter than taking a jacket, because then you can also wear the shirt as a blouse on your trip!!

I know I am a huge fan of these shirts since I have 3 different ones in my closet, all a different colored wash! For those of you who like the light wash version, then this one fits the bill! And on the other extreme is the dark wash like this one!

Style for a Long Car ride

For shoes, Nancy grabbed her pair of Skechers that slip on and off easily!

She has 3 different pairs of these Sketchers in different colors! Does anyone else do that with pieces they love??

The three of us did just show a variety of outfits featuring our athletic shoes here, here & here! And if you read through those posts, you’ll realize how many fun sneakers are available right now in retail! There are certainly some whimsical examples like this pair & this pair! But for those of you who would prefer a more conservative look, these Cole Haan’s or these are the lightest “sneakers” out there! I just bought a pair because Nancy & my husband have been singing their praises for months now!!

Fashion and Comfort for a Road Trip

Pants: H&M (similar here)~~Blouse: Gloria Vanderbilt (similar here)~~Top: Karen Scott (similar here)~~Shoes: Skechers (here)~~Necklace: (similar here)~~Earrings: (similar here)

Charlotte’s (70+) Outfit: When my mom travels, her first concern it how easy it will be to go to the bathroom!

I’m sure this is a concern for many of us, so I decided to have her wear this chambray dress! Instead of having to pull down your pants and have them pool on a dirty restroom floor, you can just gather your skirt up! I’m not sure we think of travelling in dresses much, but I thought I’d make the case for it!

Even if you didn’t want to travel in it, there are some fabulous ones for sale! I feel like this or this one are very classic and could be dressed up or down easily!

Over 40 Style

As for the shoes my mom picked for her road trip look, she went with a fun pair of sneakers, just like I was talking about above!

Of course, my mom found these tennies at Walgreen’s many years ago. You may not think about buying your clothing at a drug store, but my mother is the queen of shopping at any kind of store!

In case, you love the idea of a print pair of sneakers, then I went on the hunt for you! This pair isn’t too wild, or either is this pair. But if you love for your footwear to stand out and grab attention, then you might like these or these!

Women Over 70 and Travel

 My mom is usually an accessory maximalist, but considering the idea was that she’d be on a long car ride, she restrained herself.

However we wanted to add a little color to the outfit, so she grabbed a bracelet that doesn’t get in the way too much!

I always like these stretch bracelets because they don’t move up and down my arm as much when I’m trying to do things! My mom likes them too, but objects to hanging them on her bracelet organizer because the elastic becomes stretched out over time.

Looking stylish on a Road Trip

So when I was looking for earrings to link to that were similar to my moms, this is one pair I came across. I mean, of course the price is incredible, but the overall earrings are too? Who would wear those? And then there’s the single version for a deal!! I know that’s a little off track of the subject, but I just had to share with you all!!

Fashion for all Events in your life

Dress: Liz Claiborne-thrifted (similar here)~~Shoes: Walgreens (similar here)~~Earrings: (similar here)~~Bracelet: (similar here in a single strand or here in multiple strands)

Sitting for long periods of time in your car, doesn’t mean you have to look sloppy! Of course, just make sure you bring along the snacks, plenty of water and great company too!!

Thanks to one and all of you for your support. It means more than you know!

The Facts

Even if you wouldn’t consider purchasing your clothing online, it can be helpful to look through my links to see what is available! It certainly doesn’t hurt my feelings, if you click on them but don’t like them. Just so you know, one of the ways I make money from this blog is through these linked items.

Keeping in Touch

Are you registered for my email reminders to let you know when a post goes live? I’d certainly love it if you take the time to sign up and make sure all your friends sign up too!! There are other ways to follow my blog. Facebook readers can see my posts by liking my page. Or my Pinterest page has all of our outfits in a nutshell! 

And if you’re new to the party, you can always see our outfits organized by categories, here! Don’t forget to check out the deals & discounts too, on this page!

The one thing we didn’t talk about in all of this travelling, is your suitcase options. So I rounded up a couple of fun options for the packing: