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Back to School

Shop elevated essentials, the coziest sweaters known to mankind, and vintage equestrian tailoring for all your back-to-school needs (remember: you don't need to be a student to celebrate).

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30 products

Milton Menasco | Colt Check Western Shirt, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Colt Check Western Shirt, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Colt Check Western Shirt Sale price$285.00 CAD
Woman in stylish outfit with 'Street & Saddle' text overlay
Gift Card Sale priceFrom $25.00 CAD
Save $100.00Hickstead | Wide Leg Pleated Cotton Trousers, Street_and_Saddle, local_plus_size_inclusive_ethicalHickstead | Wide Leg Pleated Cotton Trousers, Street_and_Saddle, local_plus_size_inclusive_ethical
Hickstead | Wide Leg Pleated Cotton Trousers Sale price$185.00 CAD Regular price$285.00 CAD
Milton Menasco | Trail Base Layer Top, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Trail Base Layer Top - Street and Saddle
Milton Menasco | Trail Base Layer Top Sale price$88.00 CAD
Milton Menasco | Wild & West Belt, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Wild & West Belt, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Wild & West Belt Sale priceFrom $215.00 CAD
Milton Menasco | Chatsworth Square Neck Tank Top, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Chatsworth Square Neck Tank Top - Street and Saddle
Milton Menasco | Chatsworth Square Neck Tank Top Sale price$72.00 CAD
Milton Menasco | Stymie Chenille Patch Hoodie - Street and SaddleMilton Menasco | Stymie Chenille Patch Hoodie - Street and Saddle
Milton Menasco | Stymie Chenille Patch Hoodie Sale price$189.00 CAD
Sold outHorse Camp | Spring Long Sleeve Blouse - Street and SaddleHorse Camp | Spring Long Sleeve Blouse - Street and Saddle
Horse Camp | Spring Long Sleeve Blouse Sale price$174.00 CAD
Milton Menasco | Giddy Up Chenille Patch Hoodie, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Giddy Up Chenille Patch Hoodie, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Giddy Up Chenille Patch Hoodie Sale price$189.00 CAD
Sold outMilton Menasco | Off the Track Wide Leg Snap Pants, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Off the Track Wide Leg Snap Pants, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Off the Track Wide Leg Snap Pants Sale price$255.00 CAD
Horseshoe | Black Leather Belt - Street and Saddle
Horseshoe | Black Leather Belt Sale price$125.00 CAD
Horseshoe | Chestnut Leather Belt - Street and SaddleHorseshoe | Chestnut Leather Belt - Street and Saddle
Horseshoe | Chestnut Leather Belt Sale price$125.00 CAD
Bronco | Equestrian Riding Legging, Street_and_Saddle, local_plus_size_inclusive_ethicalBronco | Equestrian Riding Legging, Street_and_Saddle, local_plus_size_inclusive_ethical
Bronco | Equestrian Riding Legging Sale priceFrom $185.00 CAD
Milton Menasco | Fleece High Rise Joggers with Pockets, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Fleece High Rise Joggers with Pockets, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Fleece High Rise Joggers with Pockets Sale price$150.00 CAD
Milton Menasco | Lariat Satin Ribbon Tie, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Lariat Satin Ribbon Tie, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Lariat Satin Ribbon Tie Sale price$38.00 CAD
Milton Menasco | Bronco Riding Legging with Knee Patch, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Bronco Riding Legging with Knee Patch, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Bronco Riding Legging with Knee Patch Sale priceFrom $185.00 CAD
Milton Menasco | Bronco Ribbed Bralette Top, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Bronco Ribbed Bralette Top, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Bronco Ribbed Bralette Top Sale price$82.00 CAD
Milton Menasco | Riding Club Varsity Jacket - Street and SaddleMilton Menasco | Riding Club Varsity Jacket, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Riding Club Varsity Jacket Sale price$425.00 CAD
Milton Menasco | Colt White Western Shirt, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Colt White Western Shirt, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Colt White Western Shirt Sale price$265.00 CAD
Milton Menasco | Chatsworth Rib Tank, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Chatsworth Rib Tank in Cocoa - Street and Saddle
Milton Menasco | Chatsworth Rib Tank Sale price$72.00 CAD
Milton Menasco | Turnout Rib Turtleneck, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Turnout Rib Turtleneck *New Colours* - Street and Saddle
Milton Menasco | Turnout Rib Turtleneck Sale price$98.00 CAD
Milton Menasco | Rodeo Rugby Sweater, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Rodeo Rugby Sweater, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Rodeo Rugby Sweater Sale price$194.00 CAD
Milton Menasco | Colt Denim Western Shirt, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Colt Denim Western Shirt Sale price$265.00 CAD
Milton Menasco | Ascot Houndstooth Wool Skirt, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Ascot Houndstooth Wool Skirt, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Ascot Houndstooth Wool Skirt Sale price$275.00 CAD
Save $83.00Ascot | Wool Plaid Skirt, Street_and_Saddle, local_plus_size_inclusive_ethicalAscot | Wool Plaid Skirt, Street_and_Saddle, local_plus_size_inclusive_ethical
Ascot | Wool Plaid Skirt Sale price$192.00 CAD Regular price$275.00 CAD
On saleHackney | Vintage Wool Barn Coat, Street_and_Saddle, local_plus_size_inclusive_ethicalHackney | Vintage Wool Barn Coat, Street_and_Saddle, local_plus_size_inclusive_ethical
Hackney | Vintage Wool Barn Coat Sale priceFrom $360.00 CAD Regular price$515.00 CAD
Save $64.00Rosette | Cotton Rugby Sweater, Street_and_Saddle, local_plus_size_inclusive_ethicalRosette | Cotton Rugby Sweater, Street_and_Saddle, local_plus_size_inclusive_ethical
Rosette | Cotton Rugby Sweater Sale price$148.00 CAD Regular price$212.00 CAD
Milton Menasco | Fleece High Rise Track Pant, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Fleece High Rise Track Pant, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Fleece High Rise Track Pant Sale price$170.00 CAD
Milton Menasco | Citation Horse Patch Hoodie, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Citation Horse Patch Hoodie, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Citation Horse Patch Hoodie Sale price$189.00 CAD
Milton Menasco | Turnout Baselayer, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Turnout Baselayer, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Turnout Baselayer Sale price$98.00 CAD