Shop our wide selection of trail and pleasure saddles from brands you know like Tucker, Circle Y, High Horse,  Dakota and more! Choose from saddles with traditional square skirts or round skirts which allow gaited and other horses more freedom for movement on the trail. There are several colors and finishes to choose from for our pleasure and trail saddles for sale as well as a variety of seat sizes. We carry saddles with ralide trees, flex trees and even bareback pads with no trees. You will find Western saddles and Endurance type saddles and some more English type trail saddles in our pleasure and trail saddle pages. IF you are looking for something you don't see in stock, please call or email us.

Trail & Pleasure Saddles

T60-611-9211-22 Tucker High Plains Trail Saddle 16.5 Inch Seat Wide Tree Black Chrome
T60-611-9211-22 Tucker High Plains Trail Saddle 16.5 Inch Seat Wide Tree Black Chrome
$3,499.00
Tucker Saddles: known for comfort and performance. This High Plains is part of the revised Classics line has...
1667-1601-05 Circle Y Salt River Flex2 Trail Saddle 16" Wide - Walnut
1667-1601-05 Circle Y Salt River Flex2 Trail Saddle 16" Wide - Walnut
$2,699.00
The 1667 Salt River Flex2® is a great choice for a trail saddle because of the comfort features...
T93-721-9211-12 Tucker Big Bend Trail Saddle 17.5 Inch Wide Tree Brown
T93-721-9211-12 Tucker Big Bend Trail Saddle 17.5 Inch Wide Tree Brown
$3,550.00
Tucker Saddles; known for comfort and performance. The T93 Big Bend Trail Saddle from Tucker is an updated...
2377-8701-05 Circle Y Alpine Flex2 Trail Saddle 17" Wide Tree - Walnut
2377-8701-05 Circle Y Alpine Flex2 Trail Saddle 17" Wide Tree - Walnut
$2,699.00
The 2377 Alpine Flex2® trail saddle is one of Circle Y's most popular models. It’s a favorite among...
2473-3608-05 Circle Y Dark Rider Black Flex2 Trail Saddle - 16" Seat Wide Tree
2473-3608-05 Circle Y Dark Rider Black Flex2 Trail Saddle - 16" Seat Wide Tree
$3,499.00
Circle Y Dark Rider Flex2 Trail Saddle 16" Seat Black with Wide Tree Made in the USA! Flex2®...
6822-060T-05 High Horse by Circle Y Dusty Road Trail Saddle 16" Seat Wide Tree
6822-060T-05 High Horse by Circle Y Dusty Road Trail Saddle 16" Seat Wide Tree
$2,299.00
The Dusty Road is made with rich chestnut leather that is perfectly accented with a hand-tooled border called...
6925-1505-05 High Horse Iron Weed Cordura Trail Saddle 15" Wide Tree
6925-1505-05 High Horse Iron Weed Cordura Trail Saddle 15" Wide Tree
$1,499.00
High Horse Iron Weed Cordura Western Trail Saddle 15" Wide Tree.  The Iron Weed Cordura trail saddle is...
-9%
DEMO 1651-1601-04 Circle Y Topeka Flex2 Western Saddle 16 Inch Seat Medium Tree Walnut- Demo Model
DEMO 1651-1601-04 Circle Y Topeka Flex2 Western Saddle 16 Inch Seat Medium Tree Walnut- Demo Model
$2,350.00$2,150.00
Demo Model of this beautiful Circle Y Topeka Flex2 Western Saddle 16 Inch Seat Medium Tree Walnut.  This...
T60-720-9111-12 Tucker High Plains Trail Saddle 17.5 Inch Seat Wide Tree Round Skirt - Brown
T60-720-9111-12 Tucker High Plains Trail Saddle 17.5 Inch Seat Wide Tree Round Skirt - Brown
$3,399.00
The Tucker High Plains is consistently a best seller because of the perfect combination of features that help keep you...
1682-860V-05 Circle Y Sunflower Flex2 Trail Saddle 16" Seat Wide Tree- Vintage
1682-860V-05 Circle Y Sunflower Flex2 Trail Saddle 16" Seat Wide Tree- Vintage
$3,499.00
Circle Y Sunflower Flex2 Trail Saddle 16" Seat Wide Tree- Vintage The Circle Y 1682 Sunflower Flex2® Trail...
6914-1601-05 High Horse Daisetta Cordura Trail Saddle 16 Inch Wide Tree Walnut
6914-1601-05 High Horse Daisetta Cordura Trail Saddle 16 Inch Wide Tree Walnut
$1,499.00
 High Horse Daisetta Cordura Trail Saddle 16 Inch Seat with Wide Tree Border tooling  Stainless hardware  Copper flower...
6910-1608-05 High Horse Lockhart Cordura Trail Saddle 16 Inch Wide Tree Black
6910-1608-05 High Horse Lockhart Cordura Trail Saddle 16 Inch Wide Tree Black
$1,499.00
The Lockhart Cordura Trail saddle from High Horse by Circle Y. Cordura skirts and fenders for less weight....
1651-8601-04 Circle Y 16" Seat Medium Flex Tree Topeka Flex2 Trail Saddle- Walnut
1651-8601-04 Circle Y 16" Seat Medium Flex Tree Topeka Flex2 Trail Saddle- Walnut
$2,699.00
The 1651 Topeka Flex2 is a great choice for a trail saddle and a favorite among trail riders. ...
T91-621-9218-12 Tucker Meadow Creek Tooled Western Trail Saddle - 16.5 Wide
T91-621-9218-12 Tucker Meadow Creek Tooled Western Trail Saddle - 16.5 Wide
$3,499.00
The classic Meadow Creek has traditional good looks; ride with confidence the investment you make today will last...
2164-2506-05 Circle Y Cheyenne All Around Saddle 15 Inch Wide Tree
2164-2506-05 Circle Y Cheyenne All Around Saddle 15 Inch Wide Tree
$2,499.00
All around saddle strong enough to rope in or lightweight to do any gymkhana event. This Saddle also...
6870-1601-04 High Horse Round Rock Gaited Tree Trail Saddle 16 Inch- Walnut
6870-1601-04 High Horse Round Rock Gaited Tree Trail Saddle 16 Inch- Walnut
$1,999.00
The perfect gaited trail saddle, this 6870 Round Rock model has all the features you and your gaited...
920 Dakota Trainer Saddle 16 Inch Seat Wide Tree Roughout Leather Saddle
920 Dakota Trainer Saddle 16 Inch Seat Wide Tree Roughout Leather Saddle
$1,574.99
Built to the same exacting standards as other Dakota saddles, this trainer combines functionality with durability and hand-built...
T49-620-4163-11 Tucker Equitation Endurance Trail Saddle 16.5 Brown/Brass Medium Tree
T49-620-4163-11 Tucker Equitation Endurance Trail Saddle 16.5 Brown/Brass Medium Tree
$3,399.00
This popular Tucker Equitation Endurance saddle provides the rider with a balanced position in the seat. Stirrups are hung from...
1554-8701-05 Circle Y Omaha Flex 2 Saddle Walnut 17 Inch Seat Wide Tree
1554-8701-05 Circle Y Omaha Flex 2 Saddle Walnut 17 Inch Seat Wide Tree
$2,699.00
The 1554 Omaha Flex2® is a great choice for a trail saddle and a favorite among trail riders....
1554-1601-05 Circle Y Omaha Flex2 Western Saddle 16 Inch Wide Tree
1554-1601-05 Circle Y Omaha Flex2 Western Saddle 16 Inch Wide Tree
$2,699.00
This saddle style one of our all-time best sellers because it has all the essential Flex2® features for...
1750-1601-05 Circle Y Julie Goodnight Wind River Trail Saddle 16 Inch Wide Tree Walnut
1750-1601-05 Circle Y Julie Goodnight Wind River Trail Saddle 16 Inch Wide Tree Walnut
$3,299.00
This round skirted saddle designed by Julie Goodnight and made by Circle Y is ideal for trail riding....
T59-620-6133-12 Tucker Endurance Trail Saddle 16.5 Wide Tree Smooth Brown Leather
T59-620-6133-12 Tucker Endurance Trail Saddle 16.5 Wide Tree Smooth Brown Leather
$3,399.00
Tucker's classic Endurance Trail Saddle with updated features. In stock and ready to ship. 16.5" seat Wide tree...
-6%
6864-1601-04 High Horse Mesquite Trail Western Saddle 16 Inch Seat Med Tree Walnut
6864-1601-04 High Horse Mesquite Trail Western Saddle 16 Inch Seat Med Tree Walnut
$1,699.00$1,599.00
The Mesquite Trail take a minimalist approach with a pared down skirt style and light weight stirrup leathers. Antique...
6910-1701-05 High Horse 17" Wide Tree Lockhart Cordura Trail Saddle - Tobacco
6910-1701-05 High Horse 17" Wide Tree Lockhart Cordura Trail Saddle - Tobacco
$1,499.00
Light weight comfortable Lockhart Cordura Trail Saddle by High Horse 17" Black Grain out double padded seat Wide...
T60-611-9211-22 Tucker High Plains Trail Saddle 16.5 Inch Seat Wide Tree Black Chrome
T60-611-9211-22 Tucker High Plains Trail Saddle 16.5 Inch Seat Wide Tree Black Chrome
$3,499.00
1667-1601-05 Circle Y Salt River Flex2 Trail Saddle 16" Wide - Walnut
1667-1601-05 Circle Y Salt River Flex2 Trail Saddle 16" Wide - Walnut
$2,699.00
T93-721-9211-12 Tucker Big Bend Trail Saddle 17.5 Inch Wide Tree Brown
T93-721-9211-12 Tucker Big Bend Trail Saddle 17.5 Inch Wide Tree Brown
$3,550.00
2377-8701-05 Circle Y Alpine Flex2 Trail Saddle 17" Wide Tree - Walnut
2377-8701-05 Circle Y Alpine Flex2 Trail Saddle 17" Wide Tree - Walnut
$2,699.00
2473-3608-05 Circle Y Dark Rider Black Flex2 Trail Saddle - 16" Seat Wide Tree
2473-3608-05 Circle Y Dark Rider Black Flex2 Trail Saddle - 16" Seat Wide Tree
$3,499.00
6822-060T-05 High Horse by Circle Y Dusty Road Trail Saddle 16" Seat Wide Tree
6822-060T-05 High Horse by Circle Y Dusty Road Trail Saddle 16" Seat Wide Tree
$2,299.00
6925-1505-05 High Horse Iron Weed Cordura Trail Saddle 15" Wide Tree
6925-1505-05 High Horse Iron Weed Cordura Trail Saddle 15" Wide Tree
$1,499.00
-9%
DEMO 1651-1601-04 Circle Y Topeka Flex2 Western Saddle 16 Inch Seat Medium Tree Walnut- Demo Model
DEMO 1651-1601-04 Circle Y Topeka Flex2 Western Saddle 16 Inch Seat Medium Tree Walnut- Demo Model
$2,350.00$2,150.00
T60-720-9111-12 Tucker High Plains Trail Saddle 17.5 Inch Seat Wide Tree Round Skirt - Brown
T60-720-9111-12 Tucker High Plains Trail Saddle 17.5 Inch Seat Wide Tree Round Skirt - Brown
$3,399.00
1682-860V-05 Circle Y Sunflower Flex2 Trail Saddle 16" Seat Wide Tree- Vintage
1682-860V-05 Circle Y Sunflower Flex2 Trail Saddle 16" Seat Wide Tree- Vintage
$3,499.00
6914-1601-05 High Horse Daisetta Cordura Trail Saddle 16 Inch Wide Tree Walnut
6914-1601-05 High Horse Daisetta Cordura Trail Saddle 16 Inch Wide Tree Walnut
$1,499.00
6910-1608-05 High Horse Lockhart Cordura Trail Saddle 16 Inch Wide Tree Black
6910-1608-05 High Horse Lockhart Cordura Trail Saddle 16 Inch Wide Tree Black
$1,499.00
1651-8601-04 Circle Y 16" Seat Medium Flex Tree Topeka Flex2 Trail Saddle- Walnut
1651-8601-04 Circle Y 16" Seat Medium Flex Tree Topeka Flex2 Trail Saddle- Walnut
$2,699.00
T91-621-9218-12 Tucker Meadow Creek Tooled Western Trail Saddle - 16.5 Wide
T91-621-9218-12 Tucker Meadow Creek Tooled Western Trail Saddle - 16.5 Wide
$3,499.00
2164-2506-05 Circle Y Cheyenne All Around Saddle 15 Inch Wide Tree
2164-2506-05 Circle Y Cheyenne All Around Saddle 15 Inch Wide Tree
$2,499.00
6870-1601-04 High Horse Round Rock Gaited Tree Trail Saddle 16 Inch- Walnut
6870-1601-04 High Horse Round Rock Gaited Tree Trail Saddle 16 Inch- Walnut
$1,999.00
920 Dakota Trainer Saddle 16 Inch Seat Wide Tree Roughout Leather Saddle
920 Dakota Trainer Saddle 16 Inch Seat Wide Tree Roughout Leather Saddle
$1,574.99
T49-620-4163-11 Tucker Equitation Endurance Trail Saddle 16.5 Brown/Brass Medium Tree
T49-620-4163-11 Tucker Equitation Endurance Trail Saddle 16.5 Brown/Brass Medium Tree
$3,399.00
1554-8701-05 Circle Y Omaha Flex 2 Saddle Walnut 17 Inch Seat Wide Tree
1554-8701-05 Circle Y Omaha Flex 2 Saddle Walnut 17 Inch Seat Wide Tree
$2,699.00
1554-1601-05 Circle Y Omaha Flex2 Western Saddle 16 Inch Wide Tree
1554-1601-05 Circle Y Omaha Flex2 Western Saddle 16 Inch Wide Tree
$2,699.00
1750-1601-05 Circle Y Julie Goodnight Wind River Trail Saddle 16 Inch Wide Tree Walnut
1750-1601-05 Circle Y Julie Goodnight Wind River Trail Saddle 16 Inch Wide Tree Walnut
$3,299.00
T59-620-6133-12 Tucker Endurance Trail Saddle 16.5 Wide Tree Smooth Brown Leather
T59-620-6133-12 Tucker Endurance Trail Saddle 16.5 Wide Tree Smooth Brown Leather
$3,399.00
-6%
6864-1601-04 High Horse Mesquite Trail Western Saddle 16 Inch Seat Med Tree Walnut
6864-1601-04 High Horse Mesquite Trail Western Saddle 16 Inch Seat Med Tree Walnut
$1,699.00$1,599.00
6910-1701-05 High Horse 17" Wide Tree Lockhart Cordura Trail Saddle - Tobacco
6910-1701-05 High Horse 17" Wide Tree Lockhart Cordura Trail Saddle - Tobacco
$1,499.00