Sharing some stills of my fall front porch today. Sharing some stills of my fall front porch today. I can’t believe we are halfway through October already! This season is flying by and I need it to slow down so I can actually enjoy it! Anyone else feel this way or is it just me?! 😆 Have a happy Wednesday my friends!

#fallporch #fallporchdecor #fallfarmhouse #fallfarmhousedecor #pumpkinsfordays
I mean how can you even say no to this face?! Litt I mean how can you even say no to this face?! Little Miss Riley can have all the treats she wants as far as I’m concerned! 😹😻
If you thought pumpkin pie couldn’t get any bett If you thought pumpkin pie couldn’t get any better… think again 😍 This maple bourbon pumpkin pie with a pecan crust is next-level delicious and totally Thanksgiving-worthy! 🥧 All the cozy, warm fall flavors you love, just elevated. Comment “recipe” below and I’ll send it your way! 🍂🙌🏻

#maplebourbon #pumpkinpie #pumpkinpierecipe #thanksgivingdesserts #thanksgivingdessert
If you thought pumpkin pie couldn’t get any bett If you thought pumpkin pie couldn’t get any better… think again 😍 This maple bourbon pumpkin pie with a pecan crust is next-level delicious and totally Thanksgiving-worthy! 🥧 All the cozy, warm fall flavors you love, just elevated. Comment “recipe” below and I’ll send it your way! 🍂🙌🏻
POV: you’re tired of running upstairs every time POV: you’re tired of running upstairs every time you want a drink 😅 Our mini fridge from @loweshomeimprovement has been a total game changer, and it’s on major sale right now! 🙌🏻 Regularly $349.99, but it’s down to $199.99! If you’ve been thinking about getting one, now’s the time. Comment “fridge” below and I’ll send you the link! 🧃#lowespartner #lowesfinds
POV: you’re tired of running upstairs every time POV: you’re tired of running upstairs every time you want a drink 😅 Our mini fridge from @loweshomeimprovement has been a total game changer, and it’s on major sale right now! 🙌🏻 Regularly $349.99, but it’s down to $199.99! If you’ve been thinking about getting one, now’s the time. Comment “fridge” below and I’ll send you the link! 🧃#lowespartner #lowesfinds
Fall nights don’t get better than this, smoked r Fall nights don’t get better than this, smoked ribeyes on our @pitbossgrills + a cozy fire with the @solostove 😍 Our first time smoking ribeyes and WOW… they turned out insane! Safe to say we’re officially obsessed with this grill 🙌🏻 Comment “grill” below if you want the link, you’ll thank me later 😉
AD I was lucky enough to be shown around the showr AD I was lucky enough to be shown around the showroom at @windowworldofasheville, and y’all, I am completely blown away by everything they had to offer. And naively of me, I thought they just sold windows due to their name! But guess what?! I was wrong! They sell everything you may need for an exterior home remodel, such as siding, doors, shutters, and so much more. So if you’re working on a big home improvement project, be sure to check them out first. And did I mention they like to give back to the community too?! They support veterans through Folds of Honor, Vet Dogs, the All Veteran Group, and the Veterans Airlift Command. And with their Window World Cares® program, they donate every penny to St. Jude Children’s Research Hospital too. Now that’s a company I can stand behind!
My poor husband didn’t know he was marrying Sant My poor husband didn’t know he was marrying Santa’s #1 elf, but here we are! Technically it’s still pumpkins and leaves, but when you own this many trees, you gotta start early. And I’m not mad about it. At least little miss Riley agrees with me! 😉
POV: you refuse to throw away that one “hopeless POV: you refuse to throw away that one “hopeless” vintage find 🤣 I grabbed some @thegorillagluecompany and gave this poor broken crock a second chance, and honestly, it turned out pretty amazing! It may not be perfect, but the crack just adds to the vintage charm, right?! Now it’s living its best life as a cute faux plant holder 🌿💪
My poor husband didn’t know he was marrying Sant My poor husband didn’t know he was marrying Santa’s #1 elf, but here we are! Technically it’s still pumpkins and leaves, but when you own this many trees, you gotta start early. And I’m not mad about it 😉
DIY win 🙌🏻 We finally finished our shelves i DIY win 🙌🏻 We finally finished our shelves in the game room thanks to @loweshomeimprovement and I am OBSESSED. The dark stain totally makes them pop and it’s giving major cozy vibes down here ✨ Slowly but surely, this space is coming together and I can’t wait to show y’all more! Drop “shelves” below if you want all the details 🛠️ #LowesPartner #LowesFinds
This is EXACTLY how fall nights should look 🍂🔥 Give me a chilly evening, a cozy fire in the @solostove, and I’m set for the season! Who else is ready to bundle up by the fire this weekend? 😉
👻🎃 Spooky sips incoming! Who knew a Hallowee 👻🎃 Spooky sips incoming! Who knew a Halloween mocktail could be this easy (and adorable)? All you need: a pumpkin ice tray, cranberry juice + sparkling water. Freeze the juice, drop in your little pumpkin cubes, pour in some fizz, and BOOM, instant spooky cute vibes in a glass. ✨ Who wants one?! Comment “Halloween” below for all the details! 👇🏻 

Halloween Mocktail, Halloween Drink, Festive Drink, Festive Mocktails, Halloween Party Ideas
AD Sharing my 3rd and final series of @windowworld AD Sharing my 3rd and final series of @windowworldofasheville today! And as I mentioned before, they don’t just install windows, but doors, siding, and shutters too! Plus, this company loves to give back to our veterans and St. Jude Children’s Hospital with their Window World Cares ® program. And I don’t know about you, but I love supporting companies with a cause like that! So whatever your next home improvement project is, be sure you check out Window World of Asheville for all your exterior needs! And check out the link in my bio to visit their website too!
Can you believe this is the SAME old school desk?! Can you believe this is the SAME old school desk?! 😍 All it took was a little stain and now it looks brand new again! I’m obsessed with how it turned out, now the hardest part is deciding where to style it in my home! Crazy what a simple DIY can do! If you’re needing a good wood stain for a project too, comment “stain” below and I’ll send you what I used! 👇🏻

Vintage desk, antique school desk, wood stain, upcycled project
Can you believe this is the SAME old school desk?! Can you believe this is the SAME old school desk?! 😍 All it took was a little stain and now it looks brand new again! I’m obsessed with how it turned out, now the hardest part is deciding where to style it in my home! Crazy what a simple DIY can do!
These under cabinet lights are a game changer and These under cabinet lights are a game changer and they’re on MAJOR sale for Prime Day 🤯 They’re rechargeable, magnetic, color changing ✨ and you can even brighten or dim them with the remote! Perfect for the kitchen, bar, or anywhere you need that extra glow. I seriously wish we found these sooner! Comment “lights” below for the link before the deal disappears! 🔥
Pumpkin spice season for Tuesday Treats has been o Pumpkin spice season for Tuesday Treats has been officially unlocked 🎃✨ I whipped up this pumpkin pecan bread over the weekend and WOW 🤯 The crunchy pecan topping + cozy fall spices = pure magic. The best part? It’s SO easy and you probably already have everything in your pantry! 🍂🍞 Comment “recipe” below for the link!
Yep… a Christmas tree went up in our game room y Yep… a Christmas tree went up in our game room yesterday and I regret NOTHING 🎄😍 It instantly made the space 100x cozier, and with how many trees I put up every year, I’ve gotta start early 🤣 Don’t worry, the upstairs is still rocking full-on fall vibes 🍂 But if you’re hunting for a tree, this one from @kingofchristmas is IT. I literally have it in 7, 8, and 9 ft because it’s that good 👏 Comment “tree” below if you want the link!
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Mornings on Macedonia

DIY, Decor, & More

Lifestyle · September 23, 2024

Fall Date Night Outfits

If you’re like me and love fall fashion and date nights, then this is the post for you! I absolutely love the outfits the fall season brings and I like to put together cute pieces for a special night out. So I thought it would be fun today to share all about my fall date night outfits.

And whether you’re wanting a fancy look or a dressed down look, I’ve got plenty of options for you! Most of these styles are from my favorite little boutique ever, Pink Lily.

If you’ve never heard of this shop, you are definitely missing out. There are so many cute pieces and styles when it comes to fall fashion. And Pink Lily nails it on the head every time. I guarantee if you have a look around online, you will find several things you like there.

In fact, it’s hard not to spend money when browsing on their online site. Or maybe that’s just me! I actually prefer shopping online versus shopping in store. I think it’s much easier and you can see so many more styles that way.

Plus, I’m short so I always have to order petite jeans/pants/etc. anyway when I am in the store since they never have them in stock. What do you prefer? In store or online shopping?? Either way, hopefully this post will give you some fun outfit ideas for fall date nights!

Fall Date Night Outfits

This post also contains affiliate links, which means I make a small commission off anything you purchase through here, at no additional cost to you. Please read my full privacy policy for more details.

Fall Date Night Dresses

I think one of my favorite pieces in my wardrobe are long sleeve dresses. They are just so comfortable and flattering without even trying!

And they can come in so many different options too such as sweater dresses, a maxi dress, or a shirt dress too. All of which are absolutely great options for a date night.

Date Night Outfit Idea

Depending on the dress code of where you’re headed, you may want more fancy dresses or more casual dresses. When it comes to dresses, I love to have a dress that can be used for both. One that can be easily dressed up or dressed down.

For example, you could easily do a more casual look with a dress by wearing some simple knee-high boots with it. Or a pair of ankle boots, depending on what you prefer. And to easily dress it up, just add a pair of heels instead. I absolutely love fall dresses.

Especially since our wedding anniversary is in October and I always love to get dressed up and wear something fancy for a romantic dinner. It’s the perfect excuse for splurging on my perfect fall date night outfit. 

Also, you’ll notice for these photos I am using my favorite Walli Phone Cases! If you haven’t ever tried one before, you are missing out! Be sure to use my code “Macedonia10” for an extra 10% off any case too!

Fall Skirts

Going along with the dress theme, I also have a few fall skirts that I love to wear. Before it gets too chilly out, I love wearing this mini skirt I have pictured below. It’s definitely one of my go to fall date night outfits!

It is so cute and perfect for fall and the best part is, it’s actually a skort! You heard me- a skort! Can you believe it?! So not only is it super cute, but you don’t have to worry about it flying up on you on a windy night. Since there are built in shorts, you are always covered.

Fall Mini Skirt

That’s why I absolutely think this piece is an essential for your fall wardrobe. It’s a great way to look fashionable, but be comfortable at the same time!

And when the cooler weather starts approaching a midi skirt or a maxi skirt is always a good option too since it provides a little more coverage. You may remember I wore these same skorts (in a different pattern) on our spring trip to Charleston this year.

Fall Date Night Outfi Idea

It was a perfect option because of all the walking around we did. I never worried about my skirt flying up and flashing anyone! It’s the ultimate practicality meets function piece! 

Fall Sweaters

Nothing says fall to me more than a nice, cozy sweater. Don’t you agree? And I love the versatility to them as well. This is another fall piece that can easily be dressed up or dressed down in as well.

Fall Sweater

I love to pair a few sweaters with the skorts I mentioned above too. This gives it a more elevated fall date night look!

Or simply pair a chunky sweater with some skinny jeans or faux leather leggings.

Fall Outfits

That would be the perfect outfit for a day at the apple orchard or pumpkin patch! Chunky knits are definitely in right now since you can wear them so many different ways!

Date Night Outfit Ideas

Having a few fall sweaters are a great option for a more casual date, such as a coffee date. You can really wear them anywhere and anyway you want to. 

Boots

Another thing that screams fall to me are of course knee boots! They just look perfect with dresses, sweaters, jeans, you name it!

So you should definitely invest in a pair of tall boots to go along with any fall outfit you are trying to style. For me, I also love some booties.

Especially since I am shorter, most tall boots don’t fit me right. So a few pairs of little booties do the trick for me. And of course, if you’re a country music fan, then you definitely gotta have you some cowboy boots too!

Country Concert Outfit Idea

If you’re going to a country concert this fall, I think the perfect fall date night outfit idea for that would be a denim dress and some cowboy booties! 

Jackets

And with the cool weather approaching, now’s the time to think about coats as well. Whether you are looking for a leather jacket or denim jacket, it’s always good to have a few options.

I absolutely love a good denim jacket and I wear mine all the time. Even during the summer with cute little sundresses! This is a piece that you can take from season to season and makes for a perfect date night outfit accessory.

You may also want to consider a long coat or trench coat for when you are wearing a fall dress and it’s a bit chilly out. It’s always nice to have an extra layer of warmth. Oversized blazers are also another great option when it comes to outerwear.

However, my favorite jacket option when it comes to my personal style, is a nice faux leather moto jacket. I have one in a deep green color and I have honestly worn it year after year. It’s one of my favorite pieces to wear in the fall months.

And since it’s green, it looks perfect with black tops or black dresses. It really gives my outfit a nice pop of color. And it was expensive, but if you have a timeless piece like that, you can use it again and again which really makes it worthwhile. 

Fall Accessories 

And of course to complete the date night outfit formula, one must come up with the perfect accessories for the evening! Such as statement jewelry.

I absolutely love my jewelry collection that I have been building over the years. It’s nothing expensive or crazy, just simple gold pieces that I love that can also be easily added to any outfit.

It takes little effort to throw on a par of earrings or a necklace to complete your outfit. And I love the stylish look jewelry gives to any outfit as well.

I think it definitely makes you look more put together when you are wearing jewelry! Some of my favorite places to shop for jewelry are Kendra Scott and Uncommon James. Definitely check them out if you haven’t yet!

And of course, you always need a great bag to go with your outfits as well. I always love a good crossbody bag. Especially if we are going somewhere, like Charleston, where there will be a lot of walking involved. It just makes it easier not having a big purse to carry around as well!

Enjoy Your Fall Date Night Outfits!

Well, I hope this post inspired you to come up with the perfect dinner date outfit this fall season. With all the seasonal trends going on, it can be hard to find the right pieces.

But, once you do, you can easily add a few pieces every season here and there to build up your wardrobe. And as always, you can donate the pieces you don’t use or like anymore to make room.

Which I have to do often because I am a sucker for all the rich, autumnal hues that come out in clothing each season.

Well, I hope you enjoyed these fall date night outfits and I also hope you try out some of my suggestions. Let me know what you think! I’d love to hear all about your personal style when it comes to fashion below too! 

In: Lifestyle

About Charity Gentry

I love Jesus, coffee, and home decor. I also love to cook and bake as well as read in my spare time! Follow along with me for all my latest DIY projects and ideas!

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Comments

  1. Molly | Transatlantic Notes says

    September 26, 2024 at 1:14 pm

    I adore fall fashion, and these looks are so adorable! I am looking to update my wardrobe with more things like this—plus all work for a nice date night!

    Reply

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Sharing some stills of my fall front porch today. Sharing some stills of my fall front porch today. I can’t believe we are halfway through October already! This season is flying by and I need it to slow down so I can actually enjoy it! Anyone else feel this way or is it just me?! 😆 Have a happy Wednesday my friends!

#fallporch #fallporchdecor #fallfarmhouse #fallfarmhousedecor #pumpkinsfordays
I mean how can you even say no to this face?! Litt I mean how can you even say no to this face?! Little Miss Riley can have all the treats she wants as far as I’m concerned! 😹😻
If you thought pumpkin pie couldn’t get any bett If you thought pumpkin pie couldn’t get any better… think again 😍 This maple bourbon pumpkin pie with a pecan crust is next-level delicious and totally Thanksgiving-worthy! 🥧 All the cozy, warm fall flavors you love, just elevated. Comment “recipe” below and I’ll send it your way! 🍂🙌🏻

#maplebourbon #pumpkinpie #pumpkinpierecipe #thanksgivingdesserts #thanksgivingdessert
If you thought pumpkin pie couldn’t get any bett If you thought pumpkin pie couldn’t get any better… think again 😍 This maple bourbon pumpkin pie with a pecan crust is next-level delicious and totally Thanksgiving-worthy! 🥧 All the cozy, warm fall flavors you love, just elevated. Comment “recipe” below and I’ll send it your way! 🍂🙌🏻
POV: you’re tired of running upstairs every time POV: you’re tired of running upstairs every time you want a drink 😅 Our mini fridge from @loweshomeimprovement has been a total game changer, and it’s on major sale right now! 🙌🏻 Regularly $349.99, but it’s down to $199.99! If you’ve been thinking about getting one, now’s the time. Comment “fridge” below and I’ll send you the link! 🧃#lowespartner #lowesfinds
POV: you’re tired of running upstairs every time POV: you’re tired of running upstairs every time you want a drink 😅 Our mini fridge from @loweshomeimprovement has been a total game changer, and it’s on major sale right now! 🙌🏻 Regularly $349.99, but it’s down to $199.99! If you’ve been thinking about getting one, now’s the time. Comment “fridge” below and I’ll send you the link! 🧃#lowespartner #lowesfinds
Fall nights don’t get better than this, smoked r Fall nights don’t get better than this, smoked ribeyes on our @pitbossgrills + a cozy fire with the @solostove 😍 Our first time smoking ribeyes and WOW… they turned out insane! Safe to say we’re officially obsessed with this grill 🙌🏻 Comment “grill” below if you want the link, you’ll thank me later 😉
AD I was lucky enough to be shown around the showr AD I was lucky enough to be shown around the showroom at @windowworldofasheville, and y’all, I am completely blown away by everything they had to offer. And naively of me, I thought they just sold windows due to their name! But guess what?! I was wrong! They sell everything you may need for an exterior home remodel, such as siding, doors, shutters, and so much more. So if you’re working on a big home improvement project, be sure to check them out first. And did I mention they like to give back to the community too?! They support veterans through Folds of Honor, Vet Dogs, the All Veteran Group, and the Veterans Airlift Command. And with their Window World Cares® program, they donate every penny to St. Jude Children’s Research Hospital too. Now that’s a company I can stand behind!
My poor husband didn’t know he was marrying Sant My poor husband didn’t know he was marrying Santa’s #1 elf, but here we are! Technically it’s still pumpkins and leaves, but when you own this many trees, you gotta start early. And I’m not mad about it. At least little miss Riley agrees with me! 😉
POV: you refuse to throw away that one “hopeless POV: you refuse to throw away that one “hopeless” vintage find 🤣 I grabbed some @thegorillagluecompany and gave this poor broken crock a second chance, and honestly, it turned out pretty amazing! It may not be perfect, but the crack just adds to the vintage charm, right?! Now it’s living its best life as a cute faux plant holder 🌿💪
My poor husband didn’t know he was marrying Sant My poor husband didn’t know he was marrying Santa’s #1 elf, but here we are! Technically it’s still pumpkins and leaves, but when you own this many trees, you gotta start early. And I’m not mad about it 😉
DIY win 🙌🏻 We finally finished our shelves i DIY win 🙌🏻 We finally finished our shelves in the game room thanks to @loweshomeimprovement and I am OBSESSED. The dark stain totally makes them pop and it’s giving major cozy vibes down here ✨ Slowly but surely, this space is coming together and I can’t wait to show y’all more! Drop “shelves” below if you want all the details 🛠️ #LowesPartner #LowesFinds
This is EXACTLY how fall nights should look 🍂🔥 Give me a chilly evening, a cozy fire in the @solostove, and I’m set for the season! Who else is ready to bundle up by the fire this weekend? 😉
👻🎃 Spooky sips incoming! Who knew a Hallowee 👻🎃 Spooky sips incoming! Who knew a Halloween mocktail could be this easy (and adorable)? All you need: a pumpkin ice tray, cranberry juice + sparkling water. Freeze the juice, drop in your little pumpkin cubes, pour in some fizz, and BOOM, instant spooky cute vibes in a glass. ✨ Who wants one?! Comment “Halloween” below for all the details! 👇🏻 

Halloween Mocktail, Halloween Drink, Festive Drink, Festive Mocktails, Halloween Party Ideas
AD Sharing my 3rd and final series of @windowworld AD Sharing my 3rd and final series of @windowworldofasheville today! And as I mentioned before, they don’t just install windows, but doors, siding, and shutters too! Plus, this company loves to give back to our veterans and St. Jude Children’s Hospital with their Window World Cares ® program. And I don’t know about you, but I love supporting companies with a cause like that! So whatever your next home improvement project is, be sure you check out Window World of Asheville for all your exterior needs! And check out the link in my bio to visit their website too!
Can you believe this is the SAME old school desk?! Can you believe this is the SAME old school desk?! 😍 All it took was a little stain and now it looks brand new again! I’m obsessed with how it turned out, now the hardest part is deciding where to style it in my home! Crazy what a simple DIY can do! If you’re needing a good wood stain for a project too, comment “stain” below and I’ll send you what I used! 👇🏻

Vintage desk, antique school desk, wood stain, upcycled project
Can you believe this is the SAME old school desk?! Can you believe this is the SAME old school desk?! 😍 All it took was a little stain and now it looks brand new again! I’m obsessed with how it turned out, now the hardest part is deciding where to style it in my home! Crazy what a simple DIY can do!
These under cabinet lights are a game changer and These under cabinet lights are a game changer and they’re on MAJOR sale for Prime Day 🤯 They’re rechargeable, magnetic, color changing ✨ and you can even brighten or dim them with the remote! Perfect for the kitchen, bar, or anywhere you need that extra glow. I seriously wish we found these sooner! Comment “lights” below for the link before the deal disappears! 🔥
Pumpkin spice season for Tuesday Treats has been o Pumpkin spice season for Tuesday Treats has been officially unlocked 🎃✨ I whipped up this pumpkin pecan bread over the weekend and WOW 🤯 The crunchy pecan topping + cozy fall spices = pure magic. The best part? It’s SO easy and you probably already have everything in your pantry! 🍂🍞 Comment “recipe” below for the link!
Yep… a Christmas tree went up in our game room y Yep… a Christmas tree went up in our game room yesterday and I regret NOTHING 🎄😍 It instantly made the space 100x cozier, and with how many trees I put up every year, I’ve gotta start early 🤣 Don’t worry, the upstairs is still rocking full-on fall vibes 🍂 But if you’re hunting for a tree, this one from @kingofchristmas is IT. I literally have it in 7, 8, and 9 ft because it’s that good 👏 Comment “tree” below if you want the link!

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