Holiday Gifts under $20
Holiday gifting made easy with chic and trendy gifts under $20. Whether it’s for family, a best friend, or a work bestie, these cozy picks are perfect for everyone on your list. Think fluffy plaid scarves, stylish beanies, faux fur ear muffs, and trendy leg warmers that add warmth and style. Perfect for Secret Santa, white elephant, or any holiday gift exchange, these cute and delightful pieces will make them feel extra special this season!
Now Trending
Holiday Gifts For Her Under $20
Explore holiday gifts under $20 that blend style and affordability—perfect for friends, family, or a little self-care this season. Windsor’s collection has thoughtful, trendy options like oversized scarves, cozy socks, and chic tights, all designed to add warmth and personality to any outfit. Searching for fun accessories? Discover gifts for her like statement-making stud earrings, playful keychains, and jewelry with charm details featuring bows, hearts, or butterflies.
For the friend who loves a little sparkle, rhinestone accessories, faux eyelashes, and hair ties elevate any holiday look with an extra touch of glamour. Practical yet stylish cold-weather pieces like earmuffs, berets, and head wraps add both flair and warmth—perfect holiday gifts for friends who love to accessorize. With these affordable holiday gifts, it’s easy to spread the joy of giving without overspending. Shop Windsor’s unique collection for holiday gifts that bring a smile to everyone on your list!
-
Prim And Proper Text Friendly Gloves
You got that prim and proper vibe, but, like, you still gotta be able to text okayyy. We love a good set of gloves to complete your winter look!
- Lined with soft warm knit fabric
- Button detailing at the sides
- Text friendly
Style Number/Barcode: 07304-0000
Category Name: Holiday Gifts under $20
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Soft And Cozy PJ Romper
Soft and fuzzy, this adorable PJ romper couldn't get anymore cozy. It features long sleeves, a scoop neckline, a half button up front, and fitted shorts. The fuzzy faux fur fabric has minimal stretch.
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 07103-0013
Category Name: Holiday Gifts under $20
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Cozier Than Ever Sherpa PJ Joggers
Get cozier than you ever have in a some super soft pajamas! These soft joggers are designed with a high waist line and skinny legs that lead to a banded ankle. They are composed of a super soft sherpa material that offers moderate stretch and a form fit.
Shop Matching Top: Cozier Than Ever Sherpa PJ Top
Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 07103-0012
Category Name: Holiday Gifts under $20
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
A Softy On The Inside Text Friendly Gloves
You know we got your back, of course you can still text while you're wearing our gloves! This pair is designed with a uniquely gathered detailing atop.
- Text friendly
- Poly outer
- Soft velvet lining
- Ruched sides
Style Number/Barcode: 07304-0001
Category Name: Holiday Gifts under $20
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Tis' The Season Plaid Scarf
It's that time of the year where its acceptable to layer your looks! Starting with a cozy over sized scarf! Designed with open frayed ends, and a colorful plaid pattern, and composed of a loose woven knit fabric.Style Number/Barcode: 07305-0038
Category Name: Holiday Gifts under $20
Price: $5.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Holiday Hottie Onesie
Hey there holiday hottie! Celebrate time with your loved ones in an adorable pj one piece! Designed with a round neckline with buttons down the center, long sleeves, a fitted bodice that leads to skinny tapered legs, and a cute holiday inspired pattern! Onesie is composed of a cotton like material that offers a form fit and moderate stretch.
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 07103-0017
Category Name: Holiday Gifts under $20
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Cozier Than Ever Sherpa PJ Top
Get cozier than you ever have in some super soft pajamas! This top is designed with a round neckline, long sleeves, and a cropped hem that hits mid torso. It is composed of a sherpa material that offers a form fit and moderate stretch.
Shop Matching Bottoms: Cozier Than Ever Sherpa PJ Joggers
Model is 5'8" with a 32" bust, 24 waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 07103-0011
Category Name: Holiday Gifts under $20
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Tartan Plaid Blanket Scarf
That cuddly feeling you get when you wrap yourself in a scarf, the best. This soft scarf is designed with a neutral toned tartan plaid pattern, open ends with short fringe and is composed of a loose knit woven material that is soft and cozy!Style Number/Barcode: 07305-0036
Category Name: Holiday Gifts under $20
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Girly Girl Plaid Blanket Scarf
Show your cute and fem side with a soft pink scarf! Designed with open ends and long fringe at the ends. Scarf displays a buffalo plaid print and is composed of a soft knit material that is over-sized and super cozy!Style Number/Barcode: 07305-0037
Category Name: Holiday Gifts under $20
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Spotted From Afar Stiletto Boots
Trendsetter spotted ahead! These unbelievably adorable boots feature a point toe, a scrunched knee high design, stiletto heel, and an inner zipper that makes them easy to take off and on. They are composed of a faux suede material that showcases a spotted leopard print design that is textured.Style Number/Barcode: 07402-0071
Category Name: Holiday Gifts under $20
Price: $14.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Seal The Deal Plaid Blazer
Take charge in plaid like the boss you are! The jacket features a plaid print throughout, a flat collar, quarter length puffed sleeves, faux front pockets and a long length. Blazer is composed of a lined textured knit fabric that offers a relaxed fit with a slight stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0190
Category Name: Holiday Gifts under $20
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
50/50 Block Heel Over The Knee Boots
Half faux suede, half stretchy nylon, these boots are designed for comfort and style! Featuring an almond toe, and a short block heel, with an inner side zipper for easy off and on! Pair with your fav over-sized tee, or with the perfect fall dress!Style Number/Barcode: 07402-0000
Category Name: Holiday Gifts under $20
Price: $12.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Rhinestone Masquerade Mask
Be sexy , be mysterious! This mini mask features a rhinestone design over the eye, and a ribbon closure that ties at the back. Mask is composed of a velvet like material.Style Number/Barcode: 07308-0048
Category Name: Holiday Gifts under $20
Price: $2.97 $6.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Plaid Fringe Over-sized Scarf
Yes girl it is time to get cozy! This over-sized scarf is designed from a soft knit material and features a fall ready plaid pattern with a fringe at both ends. We love the idea of you layering it up with your fav knit sweater!Style Number/Barcode: 07305-0012
Category Name: Holiday Gifts under $20
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Faux Suede Lace Up Booties
Show up with all the right fall vibes! These ankle booties are designed with an almond toe, a medium height block heel, and an inner zipper at one side. Outer is designed with a lace up detail. Composed of a faux suede material.Style Number/Barcode: 07403-0105
Category Name: Holiday Gifts under $20
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Super Cozy Grip Socks
For the perfect gift or for keeping all to yourself, you can never go wrong with a pair of cozy socks! Ankle length and super soft on the inside, they showcase a snowflake fair isle design and include grips at the bottom!Style Number/Barcode: 07306-0021
Category Name: Holiday Gifts under $20
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Chunky Commander Lug Sole Boots
Kick some A$$ baddie! These boots are the perfect way to add a little edge to your style. They are designed with a round toe, a lace up detail down the center and an inner zipper closure. They are composed of a faux leather and a lug platform sole. Pair with some biker shorts and you are good to go!Style Number/Barcode: 07403-0110
Category Name: Holiday Gifts under $20
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Faux Leather Cabby
Hey there cabby baby! You look so adorable when you add a hat to your look! This cabby is fall ready and composed of a faux leather material and designed with a button atop and a small brim at the front.Style Number/Barcode: 07302-0023
Category Name: Holiday Gifts under $20
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Platform Suede Lug Sole Booties
Make a bold statement with your boots this season! This pair of lug boots features an almond toe, a lug boot sole, and an ultra high block heel. They are composed of a faux suede material and have an elasticity at the side that makes them easy to slide off and on, as well as a zipper at one side.
Please be advised that these boots run 1/2 a size small.
Style Number/Barcode: 07403-0073
Category Name: Holiday Gifts under $20
Price: $23.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Taking Care Of Business Belted Coat
Take care of business like a lady in this luxe coat! It features a collar, long sleeves, a drape open front, a belted waist, lined side pockets and a below the knee length. Coat is composed of a faux wool fabric that offers a relaxed fit with minimal stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06201-0061
Category Name: Holiday Gifts under $20
Price: $19.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Faux Leather Long Line Jacket
Elevate your style game this season with this statement jacket! It features a chic long line length, a removable faux fur collar, a zippered down front, long sleeves, side pockets and knit panels along the sides. Jacket is composed of a faux leather fabric that offers a relaxed fit with slight stretch.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06204-0180
Category Name: Holiday Gifts under $20
Price: $18.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Classic Knit Beanie
Keep it snug and cozy by adding in a beanie! With a classic design, and a head hugging fit, it easily becomes your favorite way to complete your chilly day look!Style Number/Barcode: 07302-0027
Category Name: Holiday Gifts under $20
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Furry Cowgirl Hat
Yeehaww! This cowgirl hat features a fedora design with an adjustable wired brim. Composed of a soft fur material that gives it a modern twist!
Fit & Features
- Fedora design
- Adjustable wired brim
- Composed of soft faux fur material
Style Number/Barcode: 07302-0116
Category Name: Holiday Gifts under $20
Price: $14.90
Availability: Out of Stock
Product Badge:- Ships Free
-
Fur Leopard Bucket Hat
Have a little fun with something unique this season! Bucket hat features a downward brim, and is composed of a faux fur material that is soft, funky, and cute.
Style Number/Barcode: 07302-0113
Category Name: Holiday Gifts under $20
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance