5 Holiday Date Night Outfits

by Michelle Gifford on November 04, 2021

5 Holiday Date Night Outfits

The holidays are coming and you know what that means?! Holiday themed dates with you and your favorite person. Whether you’re going out with your girlfriends, your husband, or a boyfriend, we know they will you in any of these 5 holiday date night outfits! We can’t wait to see which ones are your favorite! 

These date night outfit ideas can be customized to fit whatever holiday activity you end up doing. Whether you’re ice skating, going to a play, or going for a Christmas light stroll these outfits will be your best friend for the event! 

We made sure to add a variety of holiday date night outfits, along with picking base colors so you can accessorize with even more holiday themed colors. We hope you have just as much fun shopping as we did picking these out for you! 

5 Holiday Date Night Outfits

Holiday Date Night Outfit #1: Roman Sweater

cozy, tri-colored sweater you'll love. www.loveoliveco.com

The Roman Sweater is a new and improved design from the traditional cozy solid colored sweater. The color block design and slightly fitted sleeves are our favorite features about this one. The colors are still neutral enough for you to dress it up with some bolder colors for your ideal holiday date night outfit!


Holiday Date Night Outfit #2: Julian Sweater

white and black striped sweater that makes a statement. www.loveoliveco.com

We had to include our Julian Sweater in this line up because it’s so chic yet cozy! This has to be the ideal sweater for a date night or even for the everyday! If you want to dress up a bit, this white sweater with the black lines to accent it makes a bold statement that makes you stand out among the crowd--all while feeling like you’re still in your pajamas. 


Holiday Date Night Outfit #3: Hearts Content Cardigan

the perfect sweater accessory for any date night outfit. www.loveoliveco.com

OK, look at this Hearts Content Cardigan!! This is the perfect accessory for any date night outfit. Adding this to your look will elevate any outfit you have on. And, it has a hood! You can pair this cardigan with so many different tops, but our favorites would have to be our Anthem Top in olive and our Empire Top in black


Holiday Date Night Outfit #4: Checkmate Dress

a staple piece for the holiday season. www.loveoliveco.com

It was a no brainer to include our Checkmate Dress in this selection. First of all, it’s adorable. Second of all, this pattern has become a staple for the wintery holiday season. This dress has some special features that make it ideal for date night--like the looser waistline which means you can wear it for a longer period of time without feeling uncomfortable, and it has pockets! (We all know how important pockets are for any piece of clothing.) 


Holiday Date Night Outfit #5: Shannon Sweater Dress

elegant sweater dress perfect for a fancy date night. www.loveoliveco.com

Our Shannon Sweater Dress is quite a show stopper. This dress would be perfect for a night out to a play or a nice restaurant. You can pair this with your favorite pair of booties and a nice wintery coat to complete the outfit. The detachable waistband highlights your curves in all the right ways. This dress is the perfect length and feels cozy all throughout with its soft ribbed material!

Which of these 5 holiday date night outfits is your favorite?! We’d love to hear about it. Send us a pic of your outfit over on Instagram @loveoliveco! You can follow us there for more tips and inspo for the best outfits you’ll love yourself in. Feel free to shop our site for more outfit ideas!

five date night outfit ideas. www.loveoliveco.com
outfits for date night. www.loveoliveco.com
date night outfits perfect for the holiday season. www.loveoliveco.com
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