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Ten Holiday Outfits You’ll Love No Matter What You’re Planning for the 2020 Holiday

One of these holiday outfits will be right for you for the 2020 holidays whether you’re staying home, meeting up with friends or family, or getting together over Zoom. Whatever your plans are this year, these cozy and comfy outfits have got you covered whether you need a dressy look or want to go more casual.

This post may contain affiliate links. For more information, see my disclosures here.

What are your plans for the holidays this year? Christmas is still up in the air for my family right now. Instead, we’ve decided to see if we feel comfortable getting together once we get further into December.
And unfortunately, we’re doing a virtual Thanksgiving this year with my sister and her family and Atlanta, my husband and I in Nashville, and my three kids in Brooklyn. I’m going to miss everyone so much, but I do really enjoy our Zoom parties.
I also enjoy celebrating the holidays with some special holiday outfits and I’m already planning what I’m going to wear. I encourage you to join me in celebrating the season with something special. There’s nothing like slipping on holiday clothes to get you in the holiday spirit. I’m sure you’ll agree that we can all use any and everything that cheers us up this year.
Here are ten holiday outfits you can use for inspiration this year. Each outfit features something velvet because velvet is a classic holiday fabric and feels so good to wear. I’ve included five dressy options and five casual options so you can enjoy dressing for the holidays no matter what your plans are this year.
Tag me, @katykozee, on Instagram if you post your special holiday outfit for this year. I’d love to see what everyone is wearing!

Holiday Outfit #1 – Dressed Up Velvet Leggings

Ten Holiday Outfits You'll Love No Matter What You're Planning for the 2020 Holiday 1

I don’t know how Spanx leggings manage to be super comfortable and enhance my figure, but somehow they do it. This is the only brand of premium leggings I’m willing to pay a little bit more for. Their velvet leggings are made of soft high-quality velvet material (no see through here!). Dress them up with a silk tunic, suede flats, and some statement jewelry.

Holiday Outfit #1

Hoop Earrings
Hoop Earrings
Modern Circle Pendant Necklace
Modern Circle Pendant Necklace
January Suede Button Flats
January Suede Button Flats
The Clean Silk Relaxed Shirt
The Clean Silk Relaxed Shirt
Spanx Velvet Leggings in Lapis Night
Spanx Velvet Leggings in Lapis Night
Hoop Earrings
Hoop Earrings
Modern Circle Pendant Necklace
Modern Circle Pendant Necklace
January Suede Button Flats
January Suede Button Flats
The Clean Silk Relaxed Shirt
The Clean Silk Relaxed Shirt
Spanx Velvet Leggings in Lapis Night
Spanx Velvet Leggings in Lapis Night
Hoop Earrings
Hoop Earrings
Modern Circle Pendant Necklace
Modern Circle Pendant Necklace
January Suede Button Flats
January Suede Button Flats
The Clean Silk Relaxed Shirt
The Clean Silk Relaxed Shirt
Spanx Velvet Leggings in Lapis Night
Spanx Velvet Leggings in Lapis Night

Holiday Outfit #2 – Casual Velvet Leggings

Ten Holiday Outfits You'll Love No Matter What You're Planning for the 2020 Holiday 2

Of course, these leggings also look great as a casual option with a warm over-sized sweater and my favorite comfortable booties.

Holiday Outfit #2

Skechers Women’s Zipper Ankle BootieMockneck Tunic SweaterSpanx Velvet Leggings in Lapis Night

Holiday Outfit #3 – Dressed Up Velvet Shirt

Ten Holiday Outfits You'll Love No Matter What You're Planning for the 2020 Holiday 3

A long and loose-fitting velvet shirt has been my holiday outfit go-to for years. This shirt is similar and can be worn tucked in or with the shirttails out. For a more dressed-up look, tuck the shirt into snakeskin jeans and add a jeweled belt and velvet pumps. Add some shine with this Cubic Zirconia necklace and stud earrings set.

Holiday Outfit #3

Fireball Necklace & Earrings Gift Set
Fireball Necklace & Earrings Gift Set
Crystal Buckle Belt
Crystal Buckle Belt
Kitten Heel Pump
Kitten Heel Pump
Mid-Rise Skinny Snake Print Jean
Mid-Rise Skinny Snake Print Jean
Long Sleeve Button Down Velvet Shirt
Long Sleeve Button Down Velvet Shirt
Fireball Necklace & Earrings Gift Set
Fireball Necklace & Earrings Gift Set
Crystal Buckle Belt
Crystal Buckle Belt
Kitten Heel Pump
Kitten Heel Pump
Mid-Rise Skinny Snake Print Jean
Mid-Rise Skinny Snake Print Jean
Long Sleeve Button Down Velvet Shirt
Long Sleeve Button Down Velvet Shirt
Fireball Necklace & Earrings Gift Set
Fireball Necklace & Earrings Gift Set
Crystal Buckle Belt
Crystal Buckle Belt
Kitten Heel Pump
Kitten Heel Pump
Mid-Rise Skinny Snake Print Jean
Mid-Rise Skinny Snake Print Jean
Long Sleeve Button Down Velvet Shirt
Long Sleeve Button Down Velvet Shirt

Holiday Outfit #4 – Casual Velvet Shirt

Ten Holiday Outfits You'll Love No Matter What You're Planning for the 2020 Holiday 4

This velvet shirt really shines when worn with jeans and casual loafers. Wear it loose and untucked for casual elegance. Add some funky jewelry because it’s the holidays after all!

Holiday Outfit #4

Sterling Silver Pressed Flower Teardrop Earrings
Sterling Silver Pressed Flower Teardrop Earrings
Betsey Johnson Weave and Sew Multi Woven Heart Illusion Necklace
Betsey Johnson Weave and Sew Multi Woven Heart Illusion Necklace
Jabasic Women Slip on Loafers
Jabasic Women Slip on Loafers
Dark Wash Skinny Jean
Dark Wash Skinny Jean
Long Sleeve Button Down Velvet Shirt
Long Sleeve Button Down Velvet Shirt
Sterling Silver Pressed Flower Teardrop Earrings
Sterling Silver Pressed Flower Teardrop Earrings
Betsey Johnson Weave and Sew Multi Woven Heart Illusion Necklace
Betsey Johnson Weave and Sew Multi Woven Heart Illusion Necklace
Jabasic Women Slip on Loafers
Jabasic Women Slip on Loafers
Dark Wash Skinny Jean
Dark Wash Skinny Jean
Long Sleeve Button Down Velvet Shirt
Long Sleeve Button Down Velvet Shirt
Sterling Silver Pressed Flower Teardrop Earrings
Sterling Silver Pressed Flower Teardrop Earrings
Betsey Johnson Weave and Sew Multi Woven Heart Illusion Necklace
Betsey Johnson Weave and Sew Multi Woven Heart Illusion Necklace
Jabasic Women Slip on Loafers
Jabasic Women Slip on Loafers
Dark Wash Skinny Jean
Dark Wash Skinny Jean
Long Sleeve Button Down Velvet Shirt
Long Sleeve Button Down Velvet Shirt

Holiday Outfit #5 – Dressed Up Velvet Jacket

Ten Holiday Outfits You'll Love No Matter What You're Planning for the 2020 Holiday 5

I have a velvet jacket that I got from the Gap in 2000 that I pull out every holiday season. The classic cut means that it’s always in style and it’s a perfect topper for both dressed-up looks and casual outfits.

You’ll wear this classic velvet blazer from J. Crew for years as well. Pair it with this slinky halter-top and flowy pants. Add silver accents and some classic velvet slingbacks.

Holiday Outfit #5

Jodie Suede Mule Pumps
Jodie Suede Mule Pumps
Large Polished Tube Hoop Earrings in Sterling Silver
Large Polished Tube Hoop Earrings in Sterling Silver
INC Oval Chain Stretch Belt, Created for Macy’s
INC Oval Chain Stretch Belt, Created for Macy’s
The High Rise Wide Leg Pant In Doubleweave
The High Rise Wide Leg Pant In Doubleweave
Turtleneck Halter Top
Turtleneck Halter Top
Parke Velvet Blazer
Parke Velvet Blazer
Jodie Suede Mule Pumps
Jodie Suede Mule Pumps
Large Polished Tube Hoop Earrings in Sterling Silver
Large Polished Tube Hoop Earrings in Sterling Silver
INC Oval Chain Stretch Belt, Created for Macy’s
INC Oval Chain Stretch Belt, Created for Macy’s
The High Rise Wide Leg Pant In Doubleweave
The High Rise Wide Leg Pant In Doubleweave
Turtleneck Halter Top
Turtleneck Halter Top
Parke Velvet Blazer
Parke Velvet Blazer
Jodie Suede Mule Pumps
Jodie Suede Mule Pumps
Large Polished Tube Hoop Earrings in Sterling Silver
Large Polished Tube Hoop Earrings in Sterling Silver
INC Oval Chain Stretch Belt, Created for Macy’s
INC Oval Chain Stretch Belt, Created for Macy’s
The High Rise Wide Leg Pant In Doubleweave
The High Rise Wide Leg Pant In Doubleweave
Turtleneck Halter Top
Turtleneck Halter Top
Parke Velvet Blazer
Parke Velvet Blazer

Holiday Outfit #6 – Casual Velvet Jacket

Ten Holiday Outfits You'll Love No Matter What You're Planning for the 2020 Holiday 6

This velvet jacket also works great with more casual outfits. This outfit would be perfect for a morning brunch with friends or a socially distant outdoor gathering. You’ll stay warm with the jacket and the cozy cashmere sweater. Add leopard-print accessories to tie the outfit together.

Holiday Outfit #6

Tortoiseshell Acrylic Earrings
Tortoiseshell Acrylic Earrings
Womens Leopard Print Belt
Womens Leopard Print Belt
Trary Women’s Pointed Toe Ballet Flats
Trary Women’s Pointed Toe Ballet Flats
Slim boyfriend jean in Frontier wash
Slim boyfriend jean in Frontier wash
Cashmere Crewneck Sweater
Cashmere Crewneck Sweater
Parke Velvet Blazer
Parke Velvet Blazer
Tortoiseshell Acrylic Earrings
Tortoiseshell Acrylic Earrings
Womens Leopard Print Belt
Womens Leopard Print Belt
Trary Women’s Pointed Toe Ballet Flats
Trary Women’s Pointed Toe Ballet Flats
Slim boyfriend jean in Frontier wash
Slim boyfriend jean in Frontier wash
Cashmere Crewneck Sweater
Cashmere Crewneck Sweater
Parke Velvet Blazer
Parke Velvet Blazer
Tortoiseshell Acrylic Earrings
Tortoiseshell Acrylic Earrings
Womens Leopard Print Belt
Womens Leopard Print Belt
Trary Women’s Pointed Toe Ballet Flats
Trary Women’s Pointed Toe Ballet Flats
Slim boyfriend jean in Frontier wash
Slim boyfriend jean in Frontier wash
Cashmere Crewneck Sweater
Cashmere Crewneck Sweater
Parke Velvet Blazer
Parke Velvet Blazer

Holiday Outfit #7 – Dressed Up Velvet Skirt

Ten Holiday Outfits You'll Love No Matter What You're Planning for the 2020 Holiday 7

This velvet skirt from Amazon is under $25.00 and can be worn so many ways. I love the longer midi length and swingy pleats. They feel so elegant. Keep the elegant feeling by adding a silk blouse, wide belt, pearl earrings and collar necklace, and velvet pumps with a nice heel.

Holiday Outfit #7

Franco Sarto Women’s Tudor Pump
Franco Sarto Women’s Tudor Pump
Women’s Wide Elastic Waist Belt
Women’s Wide Elastic Waist Belt
Collar Bib Costume Pearl Necklace and Earrings
Collar Bib Costume Pearl Necklace and Earrings
LilySilk Silk Retro Style Silk Blouse
LilySilk Silk Retro Style Silk Blouse
Elastic Waist Velvet Midi Skirt
Elastic Waist Velvet Midi Skirt
Franco Sarto Women’s Tudor Pump
Franco Sarto Women’s Tudor Pump
Women’s Wide Elastic Waist Belt
Women’s Wide Elastic Waist Belt
Collar Bib Costume Pearl Necklace and Earrings
Collar Bib Costume Pearl Necklace and Earrings
LilySilk Silk Retro Style Silk Blouse
LilySilk Silk Retro Style Silk Blouse
Elastic Waist Velvet Midi Skirt
Elastic Waist Velvet Midi Skirt
Franco Sarto Women’s Tudor Pump
Franco Sarto Women’s Tudor Pump
Women’s Wide Elastic Waist Belt
Women’s Wide Elastic Waist Belt
Collar Bib Costume Pearl Necklace and Earrings
Collar Bib Costume Pearl Necklace and Earrings
LilySilk Silk Retro Style Silk Blouse
LilySilk Silk Retro Style Silk Blouse
Elastic Waist Velvet Midi Skirt
Elastic Waist Velvet Midi Skirt

Holiday Outfit #8 – Casual Velvet Skirt

Ten Holiday Outfits You'll Love No Matter What You're Planning for the 2020 Holiday 8

This velvet skirt looks stunning when worn casually with a warm wool sweater and suede boots. The gray sweater and black books really make the blue color of the skirt stand out.

Holiday Outfit #8

Tall Slouch Willa Boots in SuedeMockneck Sweater in Supersoft YarnElastic Waist Velvet Midi Skirt

Holiday Outfit #9 – Dressed Up Velvet Kimono

Ten Holiday Outfits You'll Love No Matter What You're Planning for the 2020 Holiday 9

Indulge your inner Stevie Nicks with this silky kimono with burned velvet flower accents. Use it to add some spice to the classic velvet little black dress and round-toe pumps. Shiny crystal earrings and necklace add to the dressed-up bohemian look. (Dressed-up bohemian is totally a thing, right?)

Holiday Outfit #9

Kitten Heel Round Toe Pump
Kitten Heel Round Toe Pump
Sterling Silver Swarovski Crystal Teardrop Pendant Necklace
Sterling Silver Swarovski Crystal Teardrop Pendant Necklace
Cubic Zirconia Stud Earrings
Cubic Zirconia Stud Earrings
Only The Lonely Mock Neck Dress
Only The Lonely Mock Neck Dress
Burnout Velvet Kimono
Burnout Velvet Kimono
Kitten Heel Round Toe Pump
Kitten Heel Round Toe Pump
Sterling Silver Swarovski Crystal Teardrop Pendant Necklace
Sterling Silver Swarovski Crystal Teardrop Pendant Necklace
Cubic Zirconia Stud Earrings
Cubic Zirconia Stud Earrings
Only The Lonely Mock Neck Dress
Only The Lonely Mock Neck Dress
Burnout Velvet Kimono
Burnout Velvet Kimono
Kitten Heel Round Toe Pump
Kitten Heel Round Toe Pump
Sterling Silver Swarovski Crystal Teardrop Pendant Necklace
Sterling Silver Swarovski Crystal Teardrop Pendant Necklace
Cubic Zirconia Stud Earrings
Cubic Zirconia Stud Earrings
Only The Lonely Mock Neck Dress
Only The Lonely Mock Neck Dress
Burnout Velvet Kimono
Burnout Velvet Kimono

Holiday Outfit #10 – Casual Velvet Kimono

Ten Holiday Outfits You'll Love No Matter What You're Planning for the 2020 Holiday 10

Throw the velvet kimono over this almost unbelievably comfy two-piece velour sweatsuit and you’ll be the star of your Zoom Christmas Breakfast. There’s no need to change out of your bedroom slippers when they’re these memory-foam slippers with old-time movie star glamour.

Holiday Outfit #10

Fuzzy Velvet Memory Foam Slipper2 Piece Casual Velour TracksuitBurnout Velvet Kimono

Which outfit is your favorite? Let me know in the comments.

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Ten Holiday Outfits You'll Love No Matter What You're Planning for the 2020 Holiday 11
Ten Holiday Outfits You'll Love No Matter What You're Planning for the 2020 Holiday 12
Katy Kozee | Midlife Rambler
Katy Kozee | Midlife Ramblerhttp://www.midliferambler.com
Hi! I'm Katy and I started Midlife Rambler when my youngest child was a senior in high school. I was staring at the coming empty nest and wondering what was next for me. Does that sound like you? Then you'll love our community of fun, feisty women. We're looking forward to the next phase of our lives and talking about all the exciting (and sometimes a little scary!)Keep the conversation going! Hook up with me at my other hangouts.

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