It's a dressy season for fashion, starring knockout necklaces, jeweled heels (like this beauty by Brian Atwood), and opulent evening watches with real gems—or more democratically priced faux stones.

1. Day-to-night transitions are no problem for this silvery bracelet watch with a serious black dial and glamorous diamond trim. Citizen, $395

2. Your wrist will glitter in this timepiece, a nonstop blaze of tiny Austrian crystals. Pedre, $90

3. A diamond-edged square on a sleek satin band effortlessly adapts to any outfit. Tiffany & Co. 

4. This bold cuff encrusted with chunky imitation stones slides back to reveal a dial-in-hiding (for discreet time checks). Badgley Mischka, $595

5. The Swarovski-crystal-studded strap and case and mother-of-pearl face of this delicate watch perfectly suit the ladylike mood of the season. Armitron, $65

A rich harvest of watches in seasonal oranges—think pumpkins, squash, peak foliage—is spicing up autumn. Try updating your wardrobe by swapping a plain strap or watch face for something from this palette. 

1. From the inventors of equestrian chic, a watch embedded in alligator and strung on a leather cord, to tie to a bag or on a wrist. Hermès, $1,950

2. This lizard band fuses color and texture, and there are diamonds and easy-to-see numbers on the dial. David Yurman, $1,850

3. No stolen moments with this golden case—it's in the shape of a tiny lock. Coach, $358

4. A juicy twist on a classic has stylish Roman numerals and a crocodile strap. Cartier

5. A rubber-and-stainless-steel strap gives this well-built watch industrial flair. Izod, $85

6. Handsome and water-resistant to 200 meters, this timepiece trades a sunny strap for a vivid face. Seiko, $425