If you have the budget for a dress watch under (or around) $5,000, one of the biggest challenges will be finding the design you absolutely love as there will be a multitude of high quality options.
Finding the perfect dress watch is a very exciting project, so we compiled a list were we feature the best of the best. Happy hunting!
*By clicking on the product links in this article, we may receive a commission fee at no cost to you. Thank you for your support.
Cartier Santos Quartz
Specs:
- Movement: Quartz
- Case Width: 31.4 mm (w) x 43.5 mm (h)
- Case Thickness: 7.3 mm
- Water Resistance: 30 m
The Cartier Santos watch was born in 1904, the first ever men’s wrist watch, which also happened to be a pilot watch. The Cartier Santos is a fantastic timepiece, with design integrity, and construction quality. This is truly one of the most iconic timepieces.
Omega De Ville Prestige
Specs:
- Movement: Automatic
- Caliber: Calibre 2500
- Power Reserve: 48 hours
- Case Width: 39.5 mm
- Case Thickness: 10.1 mm
With its timeless, exquisite appearance, the OMEGA De Ville Prestige range has gained a sizable and devoted following. These watches reflect a timeless style and are distinguished by their clean, traditional styling and luxurious finishing.
The sun-brushed blue dial is marked with vintage Roman numerals. The stunning dial, which has a date window at 3 o’clock, is shielded by a sapphire crystal that resists scratches.
A 39.5 mm stainless steel case makes it a perfect size for all wrists in all situations. The Co-Axial calibre 2500 is the movement at the core of this timepiece.
Omega Seamaster Aqua Terra
Specs:
- Movement: Automatic
- Caliber: Calibre 8900
- Power Reserve: 60 hours
- Case Width: 41 mm
- Case Thickness: 13.2 mm
Clean, classy, and balanced. That’s our preferred way of describing the Seamaster Aqua Terra watches. All of the models have received elegant updates, and as Master Chronometers, they are simply unbeatable.
These Aqua Terra models’ cases have been redesigned with an additional focus on a symmetrical design to provide a sense of balance. Similar to the very first OMEGA watch with a date window, which was released in 1952, the date window has been shifted from 3 to 6 o’clock to support this concept.
A very classy choice.
Breitling Premier Automatic
Specs:
- Movement: Automatic
- Caliber: Breitling Calibre 17
- Power Reserve: 38 hours
- Case Width: 40 mm
- Case Thickness: 11.36 mm
The Premier, created by Willy Breitling in the 1940s, was the company’s first timepiece specifically focused on fashion. This Premier reimagining lives up to its forefathers’ reputation as “a watch of great taste” with its fine accents and modern-retro features. The grooves on the case-side are one of several exquisite design elements found on the Premier. The watch is driven by the Breitling Caliber 37, a chronometer that has received COSC certification. It’s a beautiful and classy watch for all gentlemen.
Tudor Style Silver
Specs:
- Movement: Automatic
- Caliber: Tudor Calibre T601
- Power Reserve: 38 hours
- Case Width: 38 mm
The Tudor Style collection might be underrated as the beloved Black Bay and Pelagos collections are usually in the spotlight. Sometimes Tudor Style watches are considered a more affordable Rolex Datejust alternatives, but we think it’s more than that. The Tudor Style comes with Tudor’s own in-house automatic movement, which is based on the ETA2824 movement. The silver dial with silver-tone hands and index hour markers make this timepiece a very sleek and elegant piece, and the 38 mm case width brings an additional layer of classical design.
Baume et Mercier Hampton Rectangular
Specs:
- Movement: Automatic
- Caliber: ETA caliber 2895-2
- Power Reserve: 42 hours
- Case Width: 34 mm (w) x 47 mm (h)
The rectangular Baume & Mercier Hampton watch has a traditional yet modern appearance. Arabic numerals and a delicate sunburst pattern on the dial give the watch a classy appearance with an intriguing depth. The automatic ETA 2895 movement gives a power reserve of 42 hours.
Nomos Tetra Neomatik Automatic Midnight Blue
Specs:
- Movement: Automatic
- Caliber: DUW 3001
- Power Reserve: 43 hours
- Case Width: 33 mm x 33 mm
- Case Higher: 7.2 mm
The square NOMOS Tetra Neomatik 39 has an ultra-thin and very accurate automatic caliber. The movement itself is only 3.2 millimeters in height, and case is 7.2 millimeters, which allows the watch to fit very elegantly beneath the cuff.
WRITTEN BY

Maté D
SEE ALSO

Best Dress Watches Under $1,000
In our search to find the best dress watch under $1,000, we found some classics with elegant and powerful design, and great quality.

Best Dive Watches Under $5,000
Finding the perfect diver watch under the $5,000 threshold is an exciting adventure. We have plenty of choices from well-known brands, where functionality, reliability and prestige all play a significant factor in finalizing our pick.

Best GMT Watches Under $5,000
GMT watches that are in the price range of around $5,000 are reflective of a whole different level of jet-setting lifestyle. Without further ado, let’s take a look at our top choices of GMT watches around $5,000.
Best Field Watches Under $5,000
Finding the perfect field watch under $5,000 is a very exciting project, so we compiled a list where the best of the best are featured.
Best Dress Watches Under $500
We searched far and wide for the best dress watches the market has to offer, all under $500. We looked at the quality of the movement, design that will stand the test of time.

One-Watch Collection Under $5,000
$5,000 is a lot of money, and we know you want to get the most watch for your money. So we set strict requirements in order to bring you some great options for a One watch collection for $5,000.