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The Best Dresses For Weddings and Graduations

Kick up your heels in a fabulous dress with some chic cowboy boots. Here are our top options.
The Best Dresses for Weddings and Graduations

Dresses are a wonderful way to enhance your wardrobe and get away from the boredom that the same shorts and shirt combinations bring. They allow us to dress up a bit without being too formal and feel delightfully feminine in the process. The varying fabrics, dress lengths, colors, and patterns open up a world of wardrobe opportunities. With spring in full bloom and summer just around the corner, putting on a lovely flowing dress with a pair of sandals is the perfect outfit for lunch with friends or a visit to the local farmer’s market.

If you want to add a little bit extra to your outfit, don’t shy away from mixing up your accessory selections. For example, you can elevate your look with some flashy jewelry or a chic hat. Or, you can take your look in a completely different direction by changing up your footwear – especially with a pair of cowboy boots or wedge sandals. Here are some beautiful dress options that really caught our eye, so you can look your best when you’re out and about this spring.

47 Fabulous Dresses for Spring Events

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Knee-Length Knockouts

When you’ve found your favorite pair of cowboy boots, it’s hard not to want to wear them with everything. Maxi dresses are the perfect option to pair with tall boots, and for cool evenings you can add a denim jacket or a cardigan. If you’ve got a favorite mini dress or little black dress, you can elevate your look by pairing it with some high boots for a date night with your main squeeze or a night out with your girlfriends. 

Columbia Women's Freezer III Dress
Columbia Women’s Freezer III Dress, $47+
Short Sleeve Cold Shoulder Tunic
Long-Sleeve Cold Shoulder Tunic, $12.99
Talbots Nantucket Yoke Dress
Talbots Nantucket Yoke Dress, $109
Summer Struttin' Mini
Summer Struttin’ Mini, $88
Tuckernuck Red Claiborne Dress
Tuckernuck Red Claiborne Dress, $128
Chico's Green Leaf Poplin Dress
Chico’s Green Leaf Poplin Dress, $149
Wrangler Women's Retro Long Sleeve Western Denim Snap Dress
Wrangler Women’s Retro Long Sleeve Western Denim Snap Dress, $46
RVCA Women's Avery Woven Short Sleeve Dress
RVCA Women’s Avery Woven Short Sleeve Dress, $46+
J. Crew Palermo Smocked-Waist Mini Dress
J. Crew Palermo Smocked-Waist Mini Dress, $91;99
Lattelier V-Neck Belted Mini Dress
Lattelier V-Neck Belted Mini Dress, $149
Karen Millen Ikat Print Linen Angel Sleeve Wrap Front Dress
Karen Millen Ikat Print Linen Angel Sleeve Wrap Front Dress, $80
Eliza J Embroidered Sheath Dress
Eliza J Embroidered Sheath Dress, $198
Clarissa Dress
Clarissa Dress, $198
Talbots Textured Square Neck Dress
Talbots Textured Square Neck Dress, $139
Women's Keyhole Draped-Sleeve Sheath Dress $139
Women’s Keyhole Draped-Sleeve Sheath Dress, $139
Women's V-Neck Cape-Sleeve Chiffon Fit & Flare Dress $134
Women’s V-Neck Cape-Sleeve Chiffon Fit & Flare Dress, $134

Midi Madness

Midi dresses are a great style because they’re casual enough to wear for lunch out but classy enough to wear to a more formal occasion (think bridal or baby showers). When you match them with a new pair of cowboy boots and some statement pieces, you’ll even have the perfect ensemble for a Western wedding. This dress length is especially nice during the spring and summer when the days are getting warmer, but it hasn’t hit full heat yet. 

J. Crew Relaxed-fit Baird McNutt Irish Shirtdress
J. Crew Relaxed-fit Baird McNutt Irish Shirtdress, $148
Scenic Stallion Viscose Crepe Woven Maxi
Scenic Stallion Viscose Crepe Woven Maxi, $338
Floral Strappy Midi Dress
Floral Strappy Midi Dress, $118
Pleated Midi Halter Dress $180
Pleated Midi Halter Dress $180
Karen Millen Crinkle Chiffon Floral Midi Dress
Karen Millen Crinkle Chiffon Floral Midi Dress, $246.40
Knot-Neck Tulip-Hem Midi Dress $119
Knot-Neck Tulip-Hem Midi Dress $119
R.Vivimos Boho Midi Dress
R.Vivimos Boho Midi Dress, $29.99+
Aqua Paisley Print Smocked Midi Dress
Aqua Paisley Print Smocked Midi Dress, $118
J. Crew Pleated Chambray Dress
J. Crew Pleated Chambray Dress, $55.99
R.Vivimos Women's Long Sleeve Floral Print Retro V Neck Tassel Bohemian Midi Dresses
R.Vivimos Floral V-Neck Bohemian Midi Dress, $32.99
Karen Millen Belted Premium Linen Woven Midi Dress
Karen Millen Belted Premium Linen Woven Midi Dress, $163.20
Tuckernuck Florentine Arabesque Lyles Dress
Tuckernuck Florentine Arabesque Lyles Dress, $298
Smocked Elastic Waist Midi Dress
Smocked Elastic Waist Midi Dress, $49.99
Lattelier Back Cutout Strap Midi Dress
Lattelier Back Cutout Strap Midi Dress, $69
Piece Dyed Denim Dress
Piece Dyed Denim Dress, $168
Chiffon Ruffle Midi Dress $84.99
Chiffon Ruffle Midi Dress, $84.99
V-Neck Midi Dress $180
V-Neck Midi Dress, $180

Long and Lanky

Long flowing dresses with classic western boots are the perfect way to bring out the country girl in all of us, making them a great way to escape the hustle and bustle of city life – if only in our minds. A long dress is a chic way to dress up a traditional pair of boots, so you can keep the casual look but remain elegant. And let’s face it: when you find a beautiful long dress made of a soft fabric that flows when you walk, it’s almost as good as finding the perfect pair of jeans, and you’ll find it hard to take it off at the end of the day. 

Karen Millen Geo Embroidered Woven Midaxi
Karen Millen Geo Embroidered Woven Midaxi, $232
Sleeveless Maxi Dress with Pockets
Sleeveless Maxi Dress with Pockets, $37.99
Patchwork Palm Flounce Halter Maxi Dress $69.96
Patchwork Palm Flounce Halter Maxi Dress, $69.96
Boho Beach Dress
Boho Beach Dress, $39.99
Aqua Cap Sleeve Floral Print Dress
Aqua Cap Sleeve Floral Print Dress, $128
Boden Maxi Wrap Dress
Boden Maxi Wrap Dress, $180
Beach Bliss Maxi Dress
Beach Bliss Maxi Dress, $118
Chico's Ikat Tiered Maxi Dress
Chico’s Ikat Tiered Maxi Dress, $99.99
All Day Long Midi T-Shirt Dress
All Day Long Midi T-Shirt Dress, $50
Feeling Groovy Maxi Dress
Feeling Groovy Maxi Dress, $168
Halter Pleated Maxi Dress $210
Halter Pleated Maxi Dress, $210
Cassia Dress $420
Cassia Dress, $420
Women's Chiffon-Overlay Maxi Dress $119
Women’s Chiffon-Overlay Maxi Dress, $119
Women's Beaded Short-Sleeve Sheer-Overlay Gown $199
Women’s Beaded Short-Sleeve Sheer-Overlay Gown, $199

Best Boots for Your Buck

Boots are all one-size-fits-all; they come in a wide variety of colors, heel heights, and designs. If you like the traditional look, go for the full-height boots. Then have some fun selecting from a pointed or rounded toe. If you want a bit more summary style, consider a pair of mid-height boots or booties that will flatter dresses of all shapes, lengths, and styles. Then, kick up your heels and have some fun!

Durango Boots Crush
Durango Boots Crush, $195.50
Dolce Vita Suzzy Pointed Toe Mid-Shaft Boots
Dolce Vita Suzzy Pointed Toe Mid-Shaft Boots, $260
ROPER Women's Riley Western Boot
ROPER Women’s Riley Western Boot, $46.50+
Ariat Casanova Western Boots
Ariat Casanova Western Boots, $269.95

Sassy Sandals

Grab some new sandals to pair with your lovely dress – we like a shorter heel so you can handle any situation without your feet getting sore.

Platform Wedge Sandals, $38.99+
Platform Wedge Sandals, $38.99+
Vacanzaa Wedge Sandals, $49.50
Vacanzaa Wedge Sandals, $49.50
Sam Edelman Wilson Sandal, $89.90
Sam Edelman Wilson Sandal, $89.90

Your go-to shoes may not be a pair of cowboy boots right now, but once you find a pair you love, they’ll become one of your favorite options. And finding fun dresses to wear with cowboy boots is an easier task than you might think, as evidenced by all of the beautiful options shown here. You’ll find that different types of dresses – from a simple dress to a floral dress to one with the perfect pop of color – will work well with a good pair of boots. This wardrobe combination will become a summer staple, allowing you to test new styles and different looks. 

Read Next:

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7 Fashion Trends for Spring

Handbag Trends for Spring 2022

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