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Men's Chelsea Boots & Men's Dealer Boots

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Men's Leather Chelsea Boots - Richmond
Rydale Chelsea Boots This is the second pair I have bought. They are well made and very comfortable to wear and well. Thank you
Alistair Smith, 10/4/2025
Men's Leather Market Boots - Ilkley II
solid boot had 1 week now solid leather upper moulding to my foot nicely great leather pull on tabs nice grippy rubber sole- not too hard insoles- very poor & replaced mine already. tested so far in wet grass...
Simon Bell, 9/15/2025
Men's Leather Chelsea Boots - Sledmere II
Long lasting and comforta... Bought the Sledmere 1 version which look identical 18 months ago and wear them every day to the office and out to site visits. These are still super comfortable and look smart. The heal is beginning...
Simon H, 8/5/2025
Men's Chelsea Boots & Men's Dealer Boots

Step into timeless country style with our men’s Chelsea boots. Combining classic design with practical durability, these boots are a staple for every gent’s wardrobe. Whether you’re heading into town, attending country events, or simply want everyday footwear that looks sharp and feels comfortable, Rydale Chelsea boots deliver.

Featuring the traditional slip-on design with elasticated side panels, they’re quick and easy to put on while providing a secure fit. The sleek silhouette pairs effortlessly with men’s jeans, chinos, or even smart trousers, making them as versatile as they are stylish. And sturdy soles give reliable grip, whether you’re walking through town or exploring the countryside.

  • Traditional slip-on design with elasticated panels
  • Premium leather for durability and long-lasting wear
  • Comfortable fit for all-day use
  • Available in classic country colours
  • Men’s sizes 7-12

Styling Inspiration: How to Wear Men’s Chelsea Boots

Country Gentleman Look

Men's Leather Chelsea BootsWhether heading to a country pub or attending a country show, dark brown Chelsea boots pair effortlessly with a tweed jackets, country check shirts, and wool jumpers

Smart-Casual Everyday

Wear tan Chelsea boots with slim-fit jeans and a quilted jacket and layer a tattersall shirt underneath for a look that’s stylish yet practical for day-to-day wear.

Rugged Outdoor Edge

Men's Dealer BootsIf you’re heading into the countryside, choose a pair of leather Chelsea boots with a hard-wearing, grippy sole. Match them with a wax jacket and moleskin trousers for a weather-ready outfit that doesn’t sacrifice style.

Looking for matching women’s styles? We’ve got Chelsea boots in a myriad of designs, including those with a chunky heel – perfect for upscale country outings. 

Want to ask us a question about our collection of men’s Chelsea boots and dealer boots? Head to our FAQs below or reach out to us – we’re always happy to help!


Explore our range of men's chelsea boots & men's dealer boots in the following colours .

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FAQs

What kind of men's footwear is available in this collection?
What size boots should I buy?
Can I return my boots if they don't fit?
What materials are used to make our men's Chelsea boots and men's dealer boots?
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Rydale Country Clothing

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