Skip to content

MAKE EVERY MOMENT A MILESTONE! Enjoy free US shipping on orders over $150

Search

Account Log in Cart

Menu

New
Back to School

Collegiate

Swimwear
Girls
Back to School

Collegiate
Boys
Back to School

Collegiate
Baby
Classic Knits

Monogram Bloomers
Back to School
Collections
Back to School

Collegiate
Sale

Home
Dresses

Dresses

(434 products)

Discover a delightful array of baby and toddler dresses that capture childhood innocence. From smocked bishop styles to everyday knit play dresses, our curated selection offers both special occasion elegance and casual comfort. Find the perfect dress to make every moment magical for your little one.

Sort by

Featured
Most relevant
Best selling
Alphabetically, A-Z
Alphabetically, Z-A
Price, low to high
Price, high to low
Date, old to new
Date, new to old

FiltersFilter & Sort

Applied Filters

Clear all

Gender

Girls (361)
Women (4)

Clear

Features

Appliqué (51)
Embroidered (29)
Smocked (161)
Monogram (159)

Clear

Style

Dresses (365)

Clear

Size

3M (33)
6M (27)
9M (35)
12M (241)
18M (214)
24M (207)
2T (254)
3T (224)
4T (221)
5 (230)
6 (246)
7 (236)
8 (197)
10 (149)
12+ (11)
S (2)
M (2)
L (2)
XL (3)
XXL (2)

Clear

Color

Blue (135)
Purple (25)
Pink (146)
Red (43)
Orange (3)
Yellow (28)
Green (37)
White (67)
Tan (3)
Brown (3)
Multi (37)

Clear

Brand

Classic Whimsy (365)

Clear

Sort by

Featured
Most relevant
Best selling
Alphabetically, A-Z
Alphabetically, Z-A
Price, low to high
Price, high to low
Date, old to new
Date, new to old

New

Red Stripe Sophia Dress

$35.91

Red
New

Green Stripe Sophia Dress

$35.91

Green
New

Pink Stripe Sophia Dress

$35.91

Pink
New

Pumpkin Royal Blue Stripe Jade Dress

$47.41
New

Pumpkin Turquoise Stripe Milly Dress

$47.41
New

Game Day Football Milly Dress

$47.41
New

Hunter Green Stripe Ruth Dress

$38.79

Green
New

Maroon Stripe Ruth Dress

$38.79

Maroon
New

Purple Stripe Ruth Dress

$38.79

Purple
New

Watercolor Bloom Smocked Bishop Dress

$61.78
New

Paradise Pumpkin Smocked Green Windowpane Beverly Dress

$61.78
New

Pumpkin Trio Smocked French Blue Windowpane Beverly Dress

$61.78
New

Pumpkin Trio Smocked French Blue Windowpane Bishop Dress

$57.47
New

Botanical Beauty Smocked Ruffle Collar Dress

$71.84
New

Blue Plaid Sally Dress

$53.16
New

Blue Plaid Smocked Bishop Dress

$57.47
New

Petal Perfection Smocked Bishop Dress

$57.47
New

Enchanted Princess Smocked Bishop Dress

$57.47
New

Birthday Celebration Smocked Rainbow Plaid Bishop Dress

$57.47
New

Blue Floral Toile Eden Dress

$47.41
New

Green & Navy Gingham Paige Dress

$50.28
New

Hampton Plaid Amelia Dress

$50.28
New

Mint Green Gingham Blair Dress

$53.16
New

School Time Blue Chloe Dress

$53.16
New

Ready To Learn Pink Mini Gingham Chloe Dress

$53.16
New

You Rule Pink Hannah Dress

$57.47
New

Apple Pink Gingham Lola Dress

$47.41
New

Apple Blossom Pink Gingham Ruth Dress

$47.41
New

Sharp Student Red Stripe Milly Dress

$47.41
New

Apple Blossom Yellow Gingham Hannah Dress

$57.47
New

Apple Blossom Turquoise Gingham Shelby Dress

$53.16
New

Apple Trio Royal Blue Claire Dress

$53.16
New

School Adventure Blue Windowpane Grace Dress

$53.16
New

Good Apple Blue Stripe Cleo Dress

$53.16
New

123 & Apple Blue Windowpane Claire Dress

$53.16
New

ABC & Apple Light Blue Stripe Avery Dress

$53.16
New

Rainbow Crayon Red Gingham Amelia Dress

$53.16
New

Apple Blossom Pink Lucy Dress

$47.41
New

Easy as 123 White Lola Dress

$47.41
Colette Ruffle Collar Blue Knit Dress

$38.79

Blue
Colette Ruffle Collar Pink Knit Dress

$38.79

Pink
New

Birthday Balloon Long Sleeve Izzy Dress

$47.41
New

French Knot Apple Blue Gingham Collared Dress

$57.47
New

Apple Smocked Red Plaid Beverly Dress

$61.78
New

Apple Smocked Red Plaid Bishop Dress

$57.47
New

Crayon Smocked Colorful Plaid Angel Sleeve Dress

$57.47
New

ABC Smocked Pink Gingham Cassie Dress

$57.47
New

School Bus Print Smocked White Bishop Dress

$57.47

Previous
Page 1 / 8
1
2
3
…
8
Next

Shop Collection Favorites!

Beach

Shop
Collegiate

Shop
Back to School

Shop

Your cart

Your cart is empty

Subtotal:$0.00 CAD

Loading...

Facebook
Instagram
TikTok
Pinterest

Customer Care

Contact Us
FAQ
Rewards
Shipping
Size Guide
Returns

Shop

New
Girls
Boys
Baby
Collections
Sale

Newsletter

Sign up for exclusive offers, original stories, events and more.

Email

© 2026 Classic Whimsy.

About Us
Blog
Safety & Recall