While we’re waiting for those consistently warmer days ahead, the weather loves to play fickle! One day it’s sunny and 60 degrees, the next day we’re shoveling snow. The unpredictability of the weather can make it difficult to switch your seasonal wardrobe, so we’ve come up with some outfit ideas that can take you from winter to spring with ease. See our winter to spring style inspiration below.

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This ice blue shade is all the rage this season, so wear it from winter to spring and get the most out of this trendy piece. In winter, style it with faux leather pants, ankle boots, and a faux fur vest. In spring, pair it with jeans, white sneakers, and a pretty pearl headband.

Headband
Sneakers
Jeans
Faux Fur Vests
Ankle Boots
Faux Leather Pants
Sweater
Headband
Sneakers
Jeans
Faux Fur Vests
Ankle Boots
Faux Leather Pants
Sweater

This feminine floral skirt is a great piece no matter what the weather is. When it’s cold, wear it with a cozy sweater, warm socks, and knee-high boots. When the weather gets nicer, style it with a button down, lacy bralette, and sweet sweater-style mules.

Flats
Bralette
Button Down
Socks
Boots
Sweater
Floral Skirt
Flats
Bralette
Button Down
Socks
Boots
Sweater
Floral Skirt

Take your LBD (long black dress) through all the seasons! In winter, pair it with a velvet blazer, velvet mules with jewel accents, and a jeweled belt. In spring, have fun with florals by adding these girly sneakers, a pink jean jacket, and a silky headscarf.

Belt
Mules
Blazer
Headscarf
Sneakers
Jean Jacket
Dress
Belt
Mules
Blazer
Headscarf
Sneakers
Jean Jacket
Dress

Tweed is super chic right now, and this style is perfect for transitioning from bleak chilly days to breezy mild ones. Wear it with a turtleneck bodysuit, bootcut jeans, and tweed slingback pumps in winter; and with a satin cami, midi slip skirt, and nude slingback pumps in spring.

Pumps
Slip Skirt
Silk Cami
Tweed Pumps
Jeans
Bodysuit
Tweed Jacket
Pumps
Slip Skirt
Silk Cami
Tweed Pumps
Jeans
Bodysuit
Tweed Jacket
closeup photography of white magnolia flowers

Fall is my all-time favorite season of the year, and where I live, the first sign of the incoming fall season is the whiffs of the local tomato factory just one mile away that gets me craving pizza or pasta…I’m salivating just thinking about the scent! I look forward to all of the fall things – the festivals, the activities like apple and pumpkin picking, opening the windows for that crisp, cool air and of course — the fall fashion. Fall means trading in the flip-flops for closed-toed footwear! Check out these fall season footwear looks to match!

Frugal and Thriving may earn a small commission from affiliate links in this post. See full disclosure here.

Riding boots (similar) used to be my go-to back in the day. I personally need to have a wide calf option and they’re harder to come by, but I always had the classic black and a brown pair to be able to switch it up. They’re such a fall staple and perfect to wear for all of the fall festivities, especially the ones that involve messier outdoor terrains! Pair them with some leggings and a casual or dressy sweater (similar) and you’re good to go!

Ahhhh my current favorite… the classic ankle booties (similar)! There’s nothing like a nice suede and a good thick block heel to elevate your stride if you’re on the shorter side like me. You can wear them for all of the fall occasions, whether it’s casual or even a dressier look if that’s your goal too. I have weaker ankles, so I love the added support around the ankle area that they have. These can be paired with a cute dress and jean jacket, but I loooove grabbin’ the perfect pair of jeans with a nice undershirt and a faux suede jacket!

Chelsea boots – a comfy and casual and close-fitting ankle boot, typically with elastic side panels…they are an easy on/off option. Perfect for a rainy or chilly overcast day, running errands, or an impromptu lunch date with friends. Keep it super chill with jeans, a plain white tee and a jean jacket (similar) to complete the outfit.

Another type of bootie would be the easy on/off slip-on boot (similar) or sometimes also called a “shoetie.” It’s basically a bootie without the zippers on the side. Sleek looks can be created with these – they’re good for the office, and also happy hour or date night afterwards. Paired with dark jeans, a dark tee and a neutral-colored oversized cardigan, these are a staple item for the fall season for sure!

The wedge boot…I love a good wedge! I have so many variations of the wedge, I literally have a wedge for every season! Casual but chic is how I would describe this style of wedge, as they stand out and would be considered the statement piece of the outfit, especially when paired with a light-colored jean and lighter sweater during those beginning weeks of fall.

Fall is my all-time favorite season of the year, and where I live, the first sign of the incoming fall season is the whiffs of the local tomato factory just one mile away that gets me craving pizza or pasta…I’m salivating just thinking about the scent! I look forward to all of the fall things – the festivals, the activities like apple and pumpkin picking, opening the windows for that crisp, cool air and of course — the fall fashion. Fall means trading in the flip-flops for closed-toed footwear! Check out these fall season footwear looks to match!

Frugal and Thriving may earn a small commission from affiliate links in this post. See full disclosure here.

Riding boots (similar) used to be my go-to back in the day. I personally need to have a wide calf option and they’re harder to come by, but I always had the classic black and a brown pair to be able to switch it up. They’re such a fall staple and perfect to wear for all of the fall festivities, especially the ones that involve messier outdoor terrains! Pair them with some leggings and a casual or dressy sweater (similar) and you’re good to go!

Ahhhh my current favorite… the classic ankle booties (similar)! There’s nothing like a nice suede and a good thick block heel to elevate your stride if you’re on the shorter side like me. You can wear them for all of the fall occasions, whether it’s casual or even a dressier look if that’s your goal too. I have weaker ankles, so I love the added support around the ankle area that they have. These can be paired with a cute dress and jean jacket, but I loooove grabbin’ the perfect pair of jeans with a nice undershirt and a faux suede jacket!

Chelsea boots – a comfy and casual and close-fitting ankle boot, typically with elastic side panels…they are an easy on/off option. Perfect for a rainy or chilly overcast day, running errands, or an impromptu lunch date with friends. Keep it super chill with jeans, a plain white tee and a jean jacket (similar) to complete the outfit.

Another type of bootie would be the easy on/off slip-on boot (similar) or sometimes also called a “shoetie.” It’s basically a bootie without the zippers on the side. Sleek looks can be created with these – they’re good for the office, and also happy hour or date night afterwards. Paired with dark jeans, a dark tee and a neutral-colored oversized cardigan, these are a staple item for the fall season for sure!

The wedge boot…I love a good wedge! I have so many variations of the wedge, I literally have a wedge for every season! Casual but chic is how I would describe this style of wedge, as they stand out and would be considered the statement piece of the outfit, especially when paired with a light-colored jean and lighter sweater during those beginning weeks of fall.

crop person in autumn boots walking on wet wooden logs

Fall is my all-time favorite season of the year, and where I live, the first sign of the incoming fall season is the whiffs of the local tomato factory just one mile away that gets me craving pizza or pasta…I’m salivating just thinking about the scent! I look forward to all of the fall things – the festivals, the activities like apple and pumpkin picking, opening the windows for that crisp, cool air and of course — the fall fashion. Fall means trading in the flip-flops for closed-toed footwear! Check out these fall season footwear looks to match!

Frugal and Thriving may earn a small commission from affiliate links in this post. See full disclosure here.

Riding boots (similar) used to be my go-to back in the day. I personally need to have a wide calf option and they’re harder to come by, but I always had the classic black and a brown pair to be able to switch it up. They’re such a fall staple and perfect to wear for all of the fall festivities, especially the ones that involve messier outdoor terrains! Pair them with some leggings and a casual or dressy sweater (similar) and you’re good to go!

Ahhhh my current favorite… the classic ankle booties (similar)! There’s nothing like a nice suede and a good thick block heel to elevate your stride if you’re on the shorter side like me. You can wear them for all of the fall occasions, whether it’s casual or even a dressier look if that’s your goal too. I have weaker ankles, so I love the added support around the ankle area that they have. These can be paired with a cute dress and jean jacket, but I loooove grabbin’ the perfect pair of jeans with a nice undershirt and a faux suede jacket!

Chelsea boots – a comfy and casual and close-fitting ankle boot, typically with elastic side panels…they are an easy on/off option. Perfect for a rainy or chilly overcast day, running errands, or an impromptu lunch date with friends. Keep it super chill with jeans, a plain white tee and a jean jacket (similar) to complete the outfit.

Another type of bootie would be the easy on/off slip-on boot (similar) or sometimes also called a “shoetie.” It’s basically a bootie without the zippers on the side. Sleek looks can be created with these – they’re good for the office, and also happy hour or date night afterwards. Paired with dark jeans, a dark tee and a neutral-colored oversized cardigan, these are a staple item for the fall season for sure!

The wedge boot…I love a good wedge! I have so many variations of the wedge, I literally have a wedge for every season! Casual but chic is how I would describe this style of wedge, as they stand out and would be considered the statement piece of the outfit, especially when paired with a light-colored jean and lighter sweater during those beginning weeks of fall.

We love all fall fashion, but we really have a soft spot in our hearts for fall footwear! Boots and booties, suede and faux fur, and all the autumn shades have us swooning over this season’s shoes. Footwear can get pricey though, so we’ve rounded up some of the hottest styles all under $50. Check out our list of fall footwear under $50 below!

Boots

Frugal and Thriving may earn a small commission via affiliate links in this post. See full disclosure here.

These boots were made for walking! Whether you’re heading to work or out for date night, these knee-high and over-the-knee boots will be the perfect finishing touch for playing dress up.

Shop Fall Boots Under $50

Booties

Everyone needs a good pair (or two!) of ankle booties for fall. Heeled, flat, low cut, or combat style…whatever your preference, there is a pair of fall booties under $50 out there for you!

Shop Fall Booties Under $50

Clogs & Mules

Clogs and mules are a hot item this fall! But being trendy doesn’t have to break the bank. Grab a couple of these stylish shoes and look good for less.

Shop Fall Clogs & Mules Under $50

woman wearing black jacket blue distressed jeans and brown boots sitting on gray concrete barrier

We love all fall fashion, but we really have a soft spot in our hearts for fall footwear! Boots and booties, suede and faux fur, and all the autumn shades have us swooning over this season’s shoes. Footwear can get pricey though, so we’ve rounded up some of the hottest styles all under $50. Check out our list of fall footwear under $50 below!

Boots

Frugal and Thriving may earn a small commission via affiliate links in this post. See full disclosure here.

These boots were made for walking! Whether you’re heading to work or out for date night, these knee-high and over-the-knee boots will be the perfect finishing touch for playing dress up.

Shop Fall Boots Under $50

Booties

Everyone needs a good pair (or two!) of ankle booties for fall. Heeled, flat, low cut, or combat style…whatever your preference, there is a pair of fall booties under $50 out there for you!

Shop Fall Booties Under $50

Clogs & Mules

Clogs and mules are a hot item this fall! But being trendy doesn’t have to break the bank. Grab a couple of these stylish shoes and look good for less.

Shop Fall Clogs & Mules Under $50