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

(443 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 (64)

Clear

Features

Appliqué (1)
Smocked (62)
Monogram (2)

Clear

Style

Dresses (64)

Clear

Size

3M (39)
6M (32)
9M (40)
12M (51)
18M (38)
24M (34)
2T (39)
3T (28)
4T (31)
5 (33)
6 (40)
7 (35)
8 (20)

Clear

Color

Blue (25)
Purple (4)
Pink (18)
Red (7)
Orange (1)
Yellow (3)
Green (3)
White (11)
Tan (1)
Brown (1)
Multi (3)

Clear

Brand

Classic Whimsy (46)
Southern Sunshine (18)

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

Pink Floral Smocked Bishop Dress

$64.64
New

Horse & Bow Smocked Light Blue Gingham Bishop Dress

$64.64
New

Mallard Smocked Tan Gingham Bishop Dress

$64.64
New

Mallard & Dog Smocked Brown Gingham Bishop Dress

$64.64
New

Pretty Princess Smocked Lavender Plaid Bishop Dress

$64.64
Pink Polka Dot Ruffle Dress

$50.27
New

Princess Magic Smocked Angel Sleeve Dress

$57.46
Sale

Nautical Blue Sailboat Smocked Angel Sleeve Dress

$47.40 ~~$57.46~~
Sale

Strawberry Smocked Red Gingham Angel Sleeve Dress

$47.40 ~~$57.46~~
Princess Castle Smocked Pink & Purple Beverly Dress

$61.77
Sale

Pastel Plaid Smocked Angel Sleeve Dress

$47.40 ~~$57.46~~
Sale

Petal Paradise Geo Smocked Angel Sleeve Dress

$43.09 ~~$64.64~~
Sale

Crab Trio Smocked Blue Plaid Angel Sleeve Dress

$47.40 ~~$71.83~~
New

Seashell Smocked Blue Gingham Dress

$64.64
Sale

Vintage Garden Blue Floral Bunny Smocked Bishop Dress

$38.78 ~~$64.64~~
Vintage Santa White Print Smocked Bishop Dress

$57.46
Geo Smocked White Pique Dress

$61.77
Seattle Red Plaid Smocked Bishop Dress

$57.46
Sale

Geo Smocked White Seersucker Angel Sleeve Dress

$47.40 ~~$64.64~~
Sale

Bunny Smocked Colorful Polka Dot Bishop Dress

$35.91 ~~$57.46~~
Sale

Light Blue Gingham Flag Smocked Bishop Dress

$47.40 ~~$64.64~~
Watermelon Blue Windowpane Smocked Dress

$64.64
Sale

Beach Baby Light Blue Smocked Angel Sleeve Dress

$47.40 ~~$64.64~~
French Lavender Gingham Smocked Bow Dress

$64.64

Lavender
Blue Pique Smocked Bow Dress

$64.64

Blue
Sale

Summer Blues Gingham Smocked Bow Dress

$51.71 ~~$64.64~~

Royal Blue
Sale

Spring In Blue Seersucker Smocked Bow Dress

$50.27 ~~$64.64~~

Light Blue
Sale

Yellow Check Bird Smocked Dress

$43.09 ~~$57.46~~
Sale

Hippity Hop Turquoise Bunny Smocked Dress

$35.91 ~~$57.46~~
Sale

Storybook Rabbit Blue Floral Smocked Dress

$35.91 ~~$57.46~~
Sale

Happy Spring Blue Floral Smocked Dress

$57.46 ~~$71.83~~
Shine Like A Pearl Yellow Smocked Dress

$61.77

Yellow
Shine Like A Pearl White Smocked Dress

$61.77

White
Sale

Springtime Floral Smocked Bishop Dress

$47.40 ~~$57.46~~
Manchester Plaid Red Smocked Bishop Dress

$57.46
Red Corduroy Smocked Geo Bishop Long Sleeve Dress

$61.77
Neverland Fairy Pink Smocked Bishop Dress

$57.46
New

Dinosaur Smocked Bishop Dress

$57.46
Sale

Flag Applique Light Blue Stripe Milly Dress

$28.72 ~~$47.40~~
Sale

Time To Fiesta Smocked White Dress

$40.22 ~~$57.46~~
Sale

Derby Smocked Blue Stripe Dress

$47.40 ~~$57.46~~
Pink Cross and Vine Smocked Beverly Dress

$61.77
Sale

Pink and Red Hearts Smocked Bishop Dress

$33.03 ~~$57.46~~
Space Friends Smocked Dress

$57.46
Pooh Bear Friends Smocked Bishop Dress

$57.46
Toy Shop Friends Smocked Bishop Dress

$57.46
Beauty Princess Smocked Dress

$57.46
New

Steward Plaid Smocked Bishop Dress

$64.64

Previous
Page 1 / 2
1
2
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