Mommy & Me: A Simple Summer Winery Outfit

No road trip to San Diego would be complete without a stop in Temecula.  To me, there’s nothing like driving through wine country and taking in the beautiful views of the different vineyards.  It’s just a wonderful way to be outside and enjoy a fun summer afternoon with your favorite people.  So, while we were in the area, we explored a couple wineries.  Our first stop was Europa Village.  After that we visited Callaway.  It was so lovely to be able to sit out on the patio area and enjoy the beautiful atmosphere. Of course, also take some pictures! That said, I am so excited to be sharing a simple Mommy and Me summer winery look today.  

Mommy & Me_Simple Summer Winery Outfit Photo D

When I know, I am heading to a winery, I tend to be drawn to breezy dresses. This colorful striped one from Shein was exactly what came to mind when deciding what to wear.  I purchased it a few months back and have been saving it for our family trip.  The button detail down the front is so cute, and it’s also lightweight, cool, and just easy.  But what I love the most about it is the color palette.  Not only is it playful and fun, but it allows me to coordinate with my son.  So, when my dad gave the little guy this adorable pair of shorts from Uniqlo, I immediately knew that a mommy and me look was in order.  I just loved the way both my dress and his shorts looked paired together. In my opinion, it’s a match made in clothing heaven! 

Me and my son in front of Europa Winery Photo

While any top would work for this look, I chose to keep it neutral, and a simple white button-down shirt is all he needed up top.  I like how it offers some structure while still being practical, cool, and comfortable at the same time.  In other words, it’s simple, summery, and easy. 

Mommy & Me_Simple Summer Winery Outfit Photo C

Of course, an outfit isn’t complete without accessories.  Since most wineries involve a good amount of walking to and from the venue or standing in their tasting room, comfortable shoes are key! Sandals are a great option, but we slipped on our trusty white kicks instead because nothing says effortless like sneakers! I got mine years ago from Old Navy and I have worn it countless times.  They seriously match everything and are versatile enough to wear with shorts, dresses, and jeans.  My son’s white sneakers are a recent addition to his closet and was a Target find.  I got his usual size, and I am happy to report, it didn’t need any breaking in.  

Mommy & Me_Simple Summer Winery Outfit Photo F

Lastly, you can’t go to a winery without a sunglass to keep the sun off your face and up until last year, I was on the fence about adding a white sunglass into my collection.  But after witnessing the little guy rock his pair time after time, I finally bit the bullet and added this oversized retro cat eye pair a few months ago.  I absolutely love the lens shape of this pair! The quality is amazing, and I have received so many compliments in the short amount of time I’ve owned it.  

What’s your favorite outfit to wear wine tasting?

If you enjoyed this post, be sure to check out my Mommy and Me page for more tips and outfit ideas!

*Disclosure: This post contains affiliate links.  If you click through and make a purchase, I may receive a commission (at no additional cost to you).  

**Shopstyle currently doesn’t support the Shein website.  Therefore, I am unable to include this colorful striped dress in my widget below.  However, if you want the exact style, click the link above.  Additionally, Shein has many similar versions of this dress so I have put together a list on the liketoknow.it app that you can check out for more options.

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35 COMMENTS

  1. jess jannenga | 8th Sep 22

    Hi Maureen
    I love the shape of your sunglasses too! It has been about 5 years sinxe we went to Napa and SOnoma/SF and really you could spend the day just looking at the views of the wineries . I havent been to San Diego, but it does sound great too. You two are a dynamic duo in your outfits ! The white button down is perfect for your son along wiht your rainbow colored dress! Sounds like you enjoyed your day!
    jess xx
    http://www.elegantlydressedandstylish.com

  2. Mica Away From The Blue | 3rd Sep 22

    You and your son look so cute for your winery visit! I really like that colourful striped dress on you, it’s so fun! 🙂

    Hope you are having a good weekend 🙂

  3. Anna | 1st Sep 22

    Looks like you yet another lovely trip. Love your dress, Maureen.
    lookingfabulousat50.blogspot.com

  4. Shea | 1st Sep 22

    A winery trip sounds like a blast! You both look so cute in your coordinating looks too. That striped dress is so pretty and summery, perfect for an outing like this one.

  5. Amber | 30th Aug 22

    I love this dress on you, Maureen! So cheerful for summer!

    I hope you are having a great week so far!

    Amber

    Visit AvecAmber.com

    Follow Avec Amber on Bloglovin

  6. Renata Feyen | 30th Aug 22

    I love both your outfits – You have such a cute dress on

  7. Michele Morin | 30th Aug 22

    Love the cute outfits you put together for your son!

  8. Lyosha | 29th Aug 22

    you two look so elegant! I am charmed! wonderful work and same wavelength your boy. adorable!

  9. Carrie @ Curly Crafty Mom | 29th Aug 22

    We did not get to check out any wineries while in San Diego, but this looks so fun! Your colorful dress is so cute and I love a breezy dress for a winery day too!

    Carrie
    curlycraftymom.com

  10. Laura Bambrick | 28th Aug 22

    This looks like such a fun time! I love your darling dress too! I’d love to visit a winery near us sometime!

  11. Linda | 28th Aug 22

    Love those images. So beautiful color of your outfit. Thanks for sharing.

  12. Joanne | 28th Aug 22

    Oh I definitely like the white sunglasses (with both outfits!). You both look ready for an enjoyable day.

  13. Mosaic Art | 28th Aug 22

    Your outfit is perfect for summer..Love it…Both of you look super cute and very lively…

  14. Amy Johnson | 27th Aug 22

    Such a beautiful dress and what a beautiful location!

  15. Pooja Sharma | 25th Aug 22

    Such a vibrant and summer perfect outfit. Nice clicks and I love your dress.

  16. Lovely | 24th Aug 22

    Love your striped dress and it looks like you guys had a wonderful time.
    xoxo
    Lovely
    http://www.mynameislovely.com

  17. NancyC | 24th Aug 22

    Temecula looks beautiful! What a nice place it must be to visit! 🙂

  18. jodie | 24th Aug 22

    Gosh, that’s the perfect dress for the winery Maureen. And I love that both you and your sun have white sunnies,
    XOXO
    Jodie
    http://www.jtouchofstyle.com

  19. Kaitlyn | 24th Aug 22

    So fun! Yall both look adorable!

  20. Jennifer Prince | 24th Aug 22

    This is such a great casual look for a winery. I think comfort while looking nice is key, and you both nailed it!

  21. Knycx Journeying | 24th Aug 22

    Wow the color combination are cheerful and perfect for the outing, you both look adorable in this and it looks like you guys had a wonderful time!

  22. Ntensibe Edgar | 23rd Aug 22

    Hhhhmmm…I don’t have a favourite outfit for wine tasting….even back then when I enjoyed wine. You two looked dapper!

  23. Rose Ann Sales | 23rd Aug 22

    These are all really amazing and lovely photos! I love your outfit and specially those glasses!

  24. Richelle Milar | 23rd Aug 22

    Wow! I really love both of your outfit! I love the colors of your dress! And those sun glasses they’re cool!

  25. Melanie E | 23rd Aug 22

    It sounds like the dress you chose was ideal for your visit. it’s light and airy and ideal with the warm weather. Your son looks adorable in all the clothes he wears. I think my son would love his outfit, they like similar clothing from what I’ve seen. Hope you had a great day out x

  26. Fransic verso | 23rd Aug 22

    This is an awesome outfit and it looks nice for summer. And the backgrounds look nice as well.

  27. mireille | 23rd Aug 22

    The both of you are so cute! I love the sunglasses and how you look comfortable and cool at the same time!
    http://www.chezmireillefashiontravelmom.com

  28. Kathrine Eldridge | 23rd Aug 22

    I adore this striped dress! It’s so perfect for your winery trip. I would love to wear a maxi dress to a place like this.

    https://www.kathrineeldridge.com

  29. Nyxie | 23rd Aug 22

    I love the colours! It’s giving me 90’s throwback feels. Definitely one to wear when our summer reappears.

  30. Subarna | 22nd Aug 22

    Your dress looks just wow. I love these breezy dresses. Perfect for summer day out.

  31. Beth | 22nd Aug 22

    You two look so cute! I love how dapper he is and how adorable your rainbow look is. So adorable, you two!

  32. Stephanie | 22nd Aug 22

    I’ve never been to a vineyard before, but this looks like a perfect airy summer dress for the occasion. I love a little guy in a button-up like this, too. My boys wear them a lot and they are so cute!

  33. Nina | 22nd Aug 22

    You two are the cutest. Love that dress, it’s so fun!
    -Nina
    http://www.stylingwithnina.com/2022/08/how-to-style-animal-print-shorts.html

  34. Kellyann Rohr | 22nd Aug 22

    Your son is so precious Maureen, I love seeing these posts! I think he is dressed perfectly! Your dress is so pretty, I really like all the colors and stripes – looks like it kept you cool yet so fashionable. Super look my friend!
    xo,
    Kellyann

  35. Jennifer | 22nd Aug 22

    Aww so cute!!

    Jennifer
    Curated by Jennifer

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