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Men's Riding Boots

Men's riding boots: tall field, dress, country and winter boots, paddock boots and Western boots, from Tredstep, Horze, TuffRider, Ovation and Mountain Horse. Many tall styles come in several calf widths and heights.

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By the Tack of the Day Product Team · Updated October 2026

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In the Spotlight

The newest tall and paddock boots for men

Shop the Latest Men's Riding Boots

New field, dress, paddock and country styles for men

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    What Riders Say

    On men's and unisex riding boots

    B Vertigo Cetus Waterproof Tall Boots

    I purchased a pair of these boots on impulse and it was the best impulse buy I ever made! Attractive, comfortable, warm, abd durable. No breaking pain, no waxing or polishing, no cold toes!! Just step in, zip up wipe off, and go. I'll buy them again!!!

    ★★★★★Rider review

    Ovation Telluride Winter Tall Boot

    I’ve tried boots from every outfitter imaginable. Some were too tight on my calves some were just rigid and inflexible. These boots have been perfect ! They fit with enough flex for me to move around the barn all day long. They’re warm and my feet have been dry despite all the rain. At this price point this is a win win for anyone.

    ★★★★★Verified buyer · NY

    Tredstep Medici II Field Boot

    These are best boots I have triedeven better than my custom boots. There was very little if any break in time. I am a Tredstep fan and have worn their Donatello boots up to now so I know how important it is to fit them as tight as possible at the start. They eased out over the first few days and are now really comfortable. Super delighted with them and would highly recommend them

    ★★★★★Rider review

    Ovation Blizzard Original Winter Tall Boot

    This was a decent price for boots that are incredibly high quality and warm! A must for riding in the North in the winter.

    ★★★★★Verified buyer · MN

    Rider reviews are quoted word for word from the original reviews, checked October 2026.

    The Riding Boot Edit

    Tall, paddock or Western: the right boot for every ride

    A man in a navy quarter-zip top, gray breeches and black tall boots leans against a dark wooden barn wall

    Tall boots

    Men's tall boots: field, dress, country and winter

    • Tredstep makes the Sirani and Medici II Field Boots in calf widths from XX Slim to Full Plus Plus Plus, in Short, Regular, Tall and X Tall heights.
    • For winter, Mountain Horse lines the Men's Rimfrost III with Thermolite and says it keeps feet dry up to the start of the zipper.
    • For polo, TuffRider says its Men's Polo Boots are designed and field tested for the rigorous demands of polo.
    DisciplineWhat USEF rules say about boots (2026)
    DressageFourth Level and below: tall boots, or paddock or jodhpur boots with half chaps or garters that match the boot color, in smooth leather or leather-like material. Above Fourth Level: tall boots, including dress or field boots, are required (DR120.1.6)
    JumpersBoots are required. Half chaps are permitted if their color matches the paddock boots (JP111.11)
    HuntersThe attire rule (HU107) does not mention rider boots
    EquitationEQ105 and EQ106 do not mention tall or paddock boots. Only one spur on each boot (EQ106.3)
    Lessons, schooling & trailNo rule: your choice, or your trainer's

    Men's field bootsMen's dress bootsCan I find tall boots for wide calves?

    What Riders Say

    On tall boots

    Ovation Highlander Winter Tall Boot

    Truly warm even in North Dakota! Love these boots true to size

    ★★★★★Verified buyer · ND

    Ovation Telluride Winter Tall Boot

    So comfortable and warm and waterproof! My last boots served me for over 30 yrs. I'm looking forward to this new relationship!

    ★★★★★Rider review

    B Vertigo Cetus Waterproof Tall Boots

    There is no break in time needed with these fabulous looking boots. Out of the box and to the barn. Warm, comfortable and eye catching. Absolutely love and recommend.these boots. Shipping fast and price one of the best offered.

    ★★★★★Rider review

    Tredstep Avoca II Tall Country Boot

    Very comfortable and as someone with wide calves that make regular size boots just a touch tight these have plenty of room, but tighten up nicely to fit well

    ★★★★★Verified buyer · NC

    Rider reviews are quoted word for word from the original reviews, checked October 2026.

    Shop Men's Tall Boots

    Field, dress and country boots, from Tredstep to TuffRider

      Black leather half chaps with stretch rib panels worn over black paddock boots on a brick path

      Paddock boots & half chaps

      Men's paddock boots and half chaps

      For lessons, schooling and trail, the choice is yours or your trainer's. Several brands cut theirs for men:

      • TuffRider calls the Men's Starter its best-selling paddock boot, now in men's sizes, with a front zipper and elastic gussets.
      • Ovation builds the Men's Aeros Zip Front Showmaster on a last made specifically for a man's foot.
      • TuffRider sizes its Men's Derby Half Chaps specifically for men, in leather with neoprene inserts.
      • For the barn, Tredstep calls its waterproof Spirit Pull On Short Country Boot the perfect boot at the barn or about the country.

      Men's paddock bootsHalf chaps and chapsDo I need half chaps with paddock boots?

      What Riders Say

      On paddock boots, short boots and chaps

      Tredstep Spirit Pull On Short Country Boot

      It didn't need breaking in time. Slip on and go. No blisters. Tredstep is the best of the best.

      ★★★★★Verified buyer

      Tredstep Spirit Pull On Short Country Boot

      These boots are the bomb. They run a bit wide which was good as I normally wear a wide width. I sized up half a size to ensure they would fit. And fit they do - perfectly. I love that there was no break-in time at all, the footbed is soft and supportive and is super comfortable.

      ★★★★★Verified buyer · CA

      Tredstep Medici Air Half Chaps

      Great for larger calf sizes and they come up high enough on the side to have a classic dressage look. This is my second pair as I need to replace a snap on my first pair. The leather holds up great as does the zipper.

      ★★★★★Verified buyer · KY

      Horseware Fleece Lined Chaps

      I have been wearing these chaps for years I finally wore my old ones out so happy to have new ones great quality great product

      ★★★★★Verified buyer · AR

      Shop Men's Paddock Boots

      Zip, lace and pull-on styles to wear alone or with half chaps

        Shop Half Chaps and Chaps

        Leather, suede and synthetic half chaps and full chaps

          A pair of men's brown leather TuffRider Wyatt Western boots with a square toe, worn under dark jeans

          Western boots

          Men's Western boots: square toes and round toes

          TuffRider calls the Wyatt a working man's cowboy boot, meant for long days and hard riding, and says the El Paso is perfect for in and out of the saddle.

          • Wide square toe: Lamar, Grand Canyon, Grant and Old Faithful.
          • Round toe: El Paso, Hayden and Norris.
          • Shafts run from 10 inches on the El Paso to 12 inches on the Lamar.

          Men's Western boots

          Shop Men's Western Boots

          Leather cowboy boots from TuffRider, square and round toes

            Shop men's riding boots by brand: tall and paddock

            Where each brand's range of men's and unisex riding boots leans. Choose a bar to shop that brand's tall boots or paddock boots.

            • Tall boots
            • Paddock boots
            • Tredstep
            • Horze
            • TuffRider
            • Ovation
            • Mountain Horse
            • B Vertigo
            • Equinavia
            Our Take

            Choose the boot for the ride, then the fit

            For lessons, schooling and trail, the boot is your choice or your trainer's. For shows, USEF dressage rules allow paddock or jodhpur boots with matching half chaps or garters at Fourth Level and below and require tall boots above Fourth Level (DR120.1.6), and jumper rules require boots (JP111.11).

            Then fit the boot: check the brand's size system, and use Calf Width and Height in Find Your Fit to see every boot in your fit. Shop the full range of men's riding boots in the grid above.

            Riding Boots for Every Rider

            Questions riders ask

            Men's riding boots FAQ

            What are the best dress boots for men?

            What our customers buy most in men's and unisex dress boots are the Tredstep Donatello III, Medici II and Sirani. Tredstep calls the Sirani Dress Boot by far the most comfortable and flexible dress boot on the market today, and says the Donatello III's pro flex design allows full rider flexion. TuffRider makes the Men's Baroque Dress Boots and Men's Belmont Dress Boot, with a Spanish top and a back zipper.

            What are field boots for, and how are they different from dress boots?

            Field boots have laces at the front of the ankle; dress boots have a smooth front with no laces. USEF dressage rules require tall boots, including dress or field boots, above Fourth Level (DR120.1.6); in the dressage ring, dress boots are the usual choice. Tredstep cuts its Sirani Field Boots lower at the back for jumping, and Mountain Horse designed its Opus Hunter Boots, a dress-front style, specifically for hunter riders.

            Are there decent everyday tall boots on a budget?

            Yes. TuffRider says its Men's Starter Field Boots are affordable and durable for all day, every day use, and TuffRider describes its Men's Baroque Field Boots as an affordable field boot with a classic look.

            Can I find tall boots for wide calves?

            Yes, in several styles. TuffRider makes the Men's Baroque Field Boots in Regular, Wide and X Wide, and Ovation makes the Men's Flex Field Boot in Slim, Regular and Wide. Tredstep makes the Sirani and Medici II Field Boots in calf widths from XX Slim to Full Plus Plus Plus and in Short, Regular, Tall and X Tall heights. Choose Calf Width or Height in Find Your Fit to see every boot in that fit.

            What are paddock boots?

            Paddock boots are ankle-height riding boots. TuffRider gives its Men's Starter Paddock Boots a front zipper, elastic gussets and a spur rest, and Ovation says it builds the Men's Aeros Zip Front Showmaster on a last made specifically for a man's foot.

            Do I need half chaps with paddock boots?

            For lessons, schooling and trail, it's your choice or your trainer's. In the show ring, USEF dressage rules allow paddock or jodhpur boots at Fourth Level and below only with half chaps or garters that match the boot color (DR120.1.6), and jumper rules permit half chaps as long as the color matches the paddock boots (JP111.11).

            What are half chaps?

            Half chaps cover the lower leg over a paddock or jodhpur boot. TuffRider makes its Men's Derby Half Chaps in leather with neoprene inserts and sizes them specifically for men, and Dublin makes its Easy-Care Half Chaps II from machine washable synthetic suede with a full-length YKK zipper.

            What are polo boots?

            Polo boots are tall boots made for polo. TuffRider says its Men's Polo Boots are designed and field tested for the rigorous demands of polo, with a heavy duty front zipper, and that their easy care leather can be hosed off with water to remove dirt and sweat.

            Can I get my riding boots wet?

            Check each boot's description. TuffRider calls its Men's Starter Field Boots water resistant, B Vertigo makes the Cetus Waterproof Tall Boots, and Mountain Horse says the Men's Rimfrost III keeps feet dry up to the start of the zipper. For care, TuffRider says to wipe dirt and sweat off its Men's Lexington Waterproof Tall Country Boots with a damp cloth or sponge as soon as possible after every ride.

            What makes a winter riding boot warm?

            Brands describe warmth in different ways: Mountain Horse lines the Men's Rimfrost III with 200g Thermolite and the Men's Active Winter Rider with faux fur, Tredstep insulates the Avoca II Tall Country Boot with 200 grams of Thinsulate, and Ovation gives the Blizzard a wool and aluminum foil insole.

            Features for Riders

            Riding Boot Brand Features

            Guides for Riders