Row 1: “Less Monday More Coffee” mug ($15) at Brightside Boutique. Violet and Brooks hair clips ($16) at Punch!. Desperately Seeking Bowie ($16.95) at Trohv. Voluspa Persimmon and Copal candle ($28) at South Moon Under. Voluspa rose petal ice cream candle ($13) at Anthropologie. Studio Oh! animal water bottle ($35) at Su Casa.

Row two: Lavender Stardust Face Body Hair roll on shimmer ($10) at South Moon Under. Thacker Le Pouch suede blush crossbody ($138) at Sassanova. Slant Collections “Hot stuff” lunch taker ($16.95) at Punch!. “Girlgang” straw ($10) at Punch!. Votive Holder ($17) at Poppy and Stella. Rosé All Day baseball hat ($28) at Brightside Boutique.

Row three: “You are Magic” card ($5) at Poppy and Stella. Toucan shot glass ($6.50) at Punch!. Illume candle ($28) at Su Casa. Quay Australia x Desi Perkins sunglasses ($65) at Brightside Boutique. Fringe Necklace ($16.95) at Punch!.

Row four: Corso Como suede flats ($119) at Poppy and Stella. Mignonne Gavigan flamingo earrings ($325) at Sassanova. Austin Apothecary illuminating body oil ($18) at Doubledutch Boutique. Three Potato Four change holder ($6.50) at Trohv.

1. Multi-color burst earrings ($195) at Sassanova. 

2. Magenta long tassel earrings ($58) at Becket Hitch. 

3. Layered multi-color tassel earrings ($52) at Sassanova. 

4. Rose gold wing earrings ($225) at Sassanova. 

5. Orange ball drop earrings ($18) at Brightside Boutique. 

6. Gold wood block earrings ($14) at Poppy and Stella. 

7. Aztec round beaded earrings ($14) at Poppy and Stella. 

8. Blue round tassel earrings ($18) at Brightside Boutique. 

9. Pink and and grey pom earrings ($18) at Brightside Boutique. 

10. Bright orange fringe earrings ($38) at Becket Hitch. 

11. Jeweled pink tassel earrings ($16.95) at Punch! 

12. Rose gold painted earrings ($74) at Trohv. 

13. Gold tassel earrings ($9.95) at Punch! 

14. Gold circle tassel earrings ($14) at Punch!

Let’s be honest—shopping for shorts might be even harder than shopping for the perfect pair of jeans. With a wide array of styles, colors, and materials to choose from, finding the best pair for your body type can be exhausting. So we’ve gathered some of our favorites to make your life a little easier.

1. Mar Y Sol straw clutch ($25) at Sassanova. 2. J Princess clutch ($36) at Punch! 3. Kate Spade Orchard Street Penelope crossbody ($348) at Handbags in the City. 4. Moda Luxe fringe crossbody bag ($78) at Poppy & Stella. 5. America & Beyond beaded embroidered clutch ($84) at Katwalk. 6. Tory Burch canvas tote ($250) at Handbags in the City. 7. America & Beyond beaded clutch ($118) at Katwalk. 8. Kling Fruit wedge ($52.95) at Doubledutch Boutique. 9. Rebecca Minkoff Leo clutch ($95) at South Moon Under. 10. Kate Spade Wedding Belles Carlene clutch ($348) at Handbags in the City. 11. Kate Spade Cape Drive Harriet bag ($328) at Handbags in the City.

Splurge

Watch: A well-designed, quality timepiece is a lifetime accessory staple. Marc by Marc Jacobs rose gold and taupe watch ($195) at Handbags in the City.

Classic Heel: Day to night, or weekend to workday, a classic pump is always appropriate. Gianvito Rossi red pumps ($695) at Ruth Shaw.

Jumpsuit: Even though jumpsuits are on the trendier side of things, fit is everything. It’s okay to spend a little extra if it fits like a glove. Mo:Vint Palm Leaf jumpsuit ($112.95) at Doubledutch Boutique.

Jeans: Denim never goes out of style, especially a dark wash that you can pair with anything in your closet. Paige Jimmy “Jimmy” skinny boyfriend jean ($200) at Jean Pool.

Undergarments: Again fit is everything, and well fitting undergarments will help to guarantee everything else looks good while adding a boost of confidence. Mimi Holliday Bisou Bisou Sugar bra ($110) at Polina’s Privé.

Blazer: Perfect over dresses or paired with jeans for a polished look. Helmut Lang ivory oversized silk blazer ($795) at Ruth Shaw.

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Save

Slip-Ons: Your everyday summertime shoes endure all the elements and are typically replaced seasonally. DV black and white Deidre slip-ons (19.99) at Target.

Statement Necklace: Save your money for a classic diamond or pearls. When it comes to bigger pieces grab a fun costume piece for cheap. Sticks N Stones necklace ($28) at Punch!.

Hat: Taking a shot at this trend? Opt for a less expensive option to test the waters. Who What Wear straw hat ($14.99) at Target.

Printed Pant: Prints tend to change seasonally. Save your pennies. BCBG Generation blue multi print pant ($78) at South Moon Under.

Denim Shirt: While denim is classic, there are so many less expensive options of this style that will serve you as well as the pricier options. Merona denim tunic ($27.99) at Target.

Crop Top: Definitely save on this piece. After all, it’s only half of a shirt. Sady & Lu red crop top ($29.50) at South Moon Under.

The off-the-shoulder neckline has been a popular women’s style for decades—think Brigitte Bardot and Bianca Jagger. And with spring/summer catwalks chock-full of off-the-shoulder looks and current fashion icons like Alexa Chung and Olivia Palermo donning this style, we think it’s a seasonal must-have for your closet.

“I am a big fan of the off-the-shoulder trend. It is effortlessly sexy, showing just the appropriate amount of skin,” says Christie Griffiths, owner of Brightside Boutique. “An off-the-shoulder dress is probably the easiest route to go, giving you instant style without putting in too much effort.”

Off-the-shoulder tops can be paired with almost anything from high-waisted pants to miniskirts. “Since this look is so wearable [with many different ways to outfit it], it works on many different body types,” says Cydney Vigliotti, owner of Punch Boutique in Federal Hill. “I personally love the trend paired with jean shorts or skinny jeans and pumps.”

It also leaves lots of room for accessorizing. Use the open neckline to add a statement necklace or a larger pair of earrings. Agrees Vigliotti, “Complete the look with an awesome cross-body bag for the perfect summer look.”

The Grandstand

When prepping your look for the grandstand, just remember two things: bright colors and big hats. You can’t go wrong with a fun floral print cocktail dress and a nice pair of nude heels. Keep in mind you’ll probably be doing a lot of walking so choose your most comfortable pair. A hat is not a must but it’s a great excuse to wear a not-so-common statement piece. Here’s what we picked:

Milly Chloe V-neck dress ($375) at Sassanova. C.C. Exclusives Spring Derby hat ($65) at Sassanova. Kendra Scott Harlow necklace ($195) at Punch. Michael Kors straw clutch ($195) at Handbags in the City. Loeffler Randall Piper Wheat wedges ($350) at Sassanova.

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The Infield

Think cute and comfortable when it comes to dressing for the infield. Try to choose a flat shoes, or if you are leaning toward a heel, go with a wedge—the grass is not a great place for stilettos. Just because you’re not in the grandstand doesn’t mean you can’t have fun with your outfit. A patterned romper or sundress is perfect paired with a crossbody bag for this all-day event. Here is what we picked:

Abbeline patterned romper ($98) at South Moon Under. Spitfire Teddy Boy #2 sunglasses ($39) at Brightside. Street Level crossbody bag ($48) at Brightside. Leaf Scoop Pendant necklace ($16) at Punch. Converse low-tops ($55) at South Moon Under.