This article uses affiliate links, which means if you purchase products through these links, we may earn a commission. Click here to see our T&C. For licensing please click here.
bruchin-noeka-FPNN28ZHXIc-unsplash
Get a good leather watch without the hefty price tag. Bruchin Noeka//Unsplash

A great watch isn’t just functional but also fashionable. As men usually have limited options when it comes to accessories and jewelry, a gorgeous leather wristwatch is always a welcome find. A nice men’s classic leather watch can easily take your look from casual to business.

However, shopping for the best men’s business watch can be overwhelming with so many options from the best leather watch brands, usually on the expensive side. To simplify your search, here are the best leather watches under $300.

1. Fossil Men's Grant Watch FS5237

Fossil Mens Grant Watch FS5237
Fossil Mens Grant Watch FS5237 watches2u.com

It’s blue on blue with this trendy analog wristwatch by Fossil. It features a blue leather strap with a copper stainless steel case and a blue face. It’s also water-resistant for about 50 meters, perfect for the man of adventure who still likes to keep it classy.

Originally priced at $191.23, get it for just $110.05 from Watches2U here.

2. Fossil Men's Rhett Watch BQ1703

Fossil Mens Rhett Watch BQ1703
Fossil Mens Rhett Watch BQ1703 watches2u.com

Evoke an air of mystery with this stylish analog wristwatch that’s making black on black look cool again. It features a black leather strap and a black stainless steel case that encloses a black face with just a sliver of white on the hands to help you tell the time.

Originally priced at $191.23, get it for just $110.05 from Watches2U here.

3. Fossil Men's Flynn Watch BQ2261

Fossil Mens Flynn Watch BQ2261
Fossil Mens Flynn Watch BQ2261 watches2u.com

Go back to the classic leather watch with brown leather straps like this model piece by Fossil. With one of the best leather watch straps in brown, it also features a black face enclosed in a beautiful gold stainless steel case.

Originally priced at $191.23, get it for just $110.05 from Watches2U here.

4. Fossil Men's Rhett Watch BQ2163

Fossil Mens Rhett Watch BQ2163
Fossil Mens Rhett Watch BQ2163 watches2u.com

Look good with this classic analog wristwatch by Fossil that features a lighter shade of brown for its leather straps. It also has a handsome blue face and blue dial that’s complemented by its silver hands, hour markers and stainless steel case.

Originally priced at $191.23, get it for just $110.05 from Watches2U here.

5. Emporio Armani Men's Watch AR11173

Emporio Armani Mens Watch AR11173
Emporio Armani Mens Watch AR11173 watches2u.com

Minimalist yet classy, this simple analog timepiece by Emporio Armani goes well with any casual to semi-formal look. Its sleek design features textured dark brown leather straps, a wide white face enclosed in a silver stainless steel case with a thin bezel.

Originally priced at $246.26, get it for just $155.45 from Watches2U here.

6. Emporio Armani Men's Watch AR2463

Emporio Armani Mens Watch AR2463
Emporio Armani Mens Watch AR2463 watches2u.com

This new addition to the Renato range of wristwatches by Emporio Armani is definitely an eye-catcher. A high-shine stainless steel watch head in silver is complemented by the 3-hand analog display also in silver and a soft brown leather strap.

Originally priced at $246.26, get it for just $155.45 from Watches2U here.

7. Armani Exchange Men's Dress Watch AX2626

Armani Exchange Mens Dress Watch AX2626
Armani Exchange Mens Dress Watch AX2626 watches2u.com

This timeless piece features a sleek, classic look. This model has brown leather straps and a stainless steel face in copper that encloses a regal blue face and dial. The gold 3-hand display and hour markers complement this timepiece’s stylish look.

Originally priced at $246.26, get it for just $123.80 from Watches2U here.

8. Diesel Men's Overflow Watch DZ4400

Diesel Mens Overflow Watch DZ4400
Diesel Mens Overflow Watch DZ4400 watches2u.com

At first look, it seems like the case features an uneven shape because of the three crowns of this analog wristwatch by Diesel. However, upon closer inspection, you’ll notice that the dark blue face enclosed in a silver stainless steel case is actually symmetrical. The brown leather straps round up its rugged look.

Originally priced at $227, get it for just $144.44 from Watches2U here.

9. Diesel Men's RASP Watch DZ4445

Diesel Mens RASP Watch DZ4445
Diesel Mens RASP Watch DZ4445 watches2u.com

Another black-on-black wristwatch, this rugged-looking analog timepiece by Diesel features a black face and dial. It is complemented by a handsome dark copper finish on its stainless steel case and hour markers.

Originally priced at $287.53, get it for just $171.95 from Watches2U here.

10. Timex Men's Natural Brown Tide Temp Compass Watch T2N721

Timex Mens Natural Brown Tide Temp Compass Watch T2N721
Timex Mens Natural Brown Tide Temp Compass Watch T2N721 watches2u.com

This multi-hyphenate analog watch by Timex is classic and rugged, perfect for your next adventure. It has natural brown leather straps and a beige face enclosed in a stainless steel case. What makes it stand out is that its bezel doubles as a compass and has other elements that help tell you the temperature, if it's high tide or low tide and the date.

Originally priced at $206.35, get it for just $144.44 from Watches2U here.

11. Skagen Men's Hagen Watch SKW6273

Skagen Mens Hagen Watch SKW6273
Skagen Mens Hagen Watch SKW6273 watches2u.com

Minimalism at its best is what you'll get from this timepiece by Danish design house Skagen. It’s simple yet functional and goes well with any clean look. It has brown leather straps, a silver case and a large white face.

Originally priced at $227, get it for just $132.04 from Watches2U here.

12. Skagen Men's Holst Watch SKW6678

Skagen Mens Holst Watch SKW6678
Skagen Mens Holst Watch SKW6678 watches2u.com

Skagen has created a chronograph watch with a simple design through Danish innovation and style. This model has dark brown leather straps and face with a slight copper hue that complements its copper stainless steel case so well.

Originally priced at $177.47, get it for just $101.08 from Watches2U here.

13. Braun Classic Watch AW50

Braun Classic Watch AW50
Braun Classic Watch AW50 watches2u.com

This Braun wristwatch exudes the minimalism and functionality of German design. It has a gray watch face with just lines for hour markers and a 2-hand display plus the date. The minimalist look is completed by black leather straps and a stainless steel case.

Originally priced at $275.14, get it for just $159.92 from Watches2U here.

14. Guess Men's Horizon Blue Leather Chronograph Watch W0380G5

Guess Mens Horizon Blue Leather Chronograph Watch W0380G5
Guess Mens Horizon Blue Leather Chronograph Watch W0380G5 watches2u.com

If you prefer something more eye-catching, then this Guess wristwatch is perfect for you. Merging style and function, it has a royal blue analog display on its face with rose gold Roman numeral hour markers and textured blue leather straps.

Originally priced at $218.74, get it for just $108.67 from Watches2U here.