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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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36 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$207.00 USD
Woman in stylish outfit with 'Street & Saddle' text overlay
Gift Card Sale priceFrom $18.08 USD
Save $73.00Hickstead | 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$134.00 USD Regular price$207.00 USD
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$64.00 USD
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 $156.00 USD
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$53.00 USD
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$137.00 USD
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$126.00 USD
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$137.00 USD
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$185.00 USD
Horseshoe | Black Leather Belt - Street and Saddle
Horseshoe | Black Leather Belt Sale price$91.00 USD
Horseshoe | Chestnut Leather Belt - Street and SaddleHorseshoe | Chestnut Leather Belt - Street and Saddle
Horseshoe | Chestnut Leather Belt Sale price$91.00 USD
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 $134.00 USD
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$109.00 USD
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$28.00 USD
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 $134.00 USD
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$60.00 USD
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$308.00 USD
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$192.00 USD
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$53.00 USD
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$71.00 USD
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$141.00 USD
Milton Menasco | Colt Denim Western Shirt, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Colt Denim Western Shirt Sale price$192.00 USD
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$199.00 USD
Save $60.00Ascot | 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$139.00 USD Regular price$199.00 USD
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 $261.00 USD Regular price$373.00 USD
Save $46.00Rosette | 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$108.00 USD Regular price$154.00 USD
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$123.00 USD
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$137.00 USD
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$71.00 USD
Workhorse | Plaid Wool Overshirt, Street_and_Saddle, local_plus_size_inclusive_ethicalWorkhorse | Plaid Wool Overshirt, Street_and_Saddle, local_plus_size_inclusive_ethical
Workhorse | Plaid Wool Overshirt Sale price$207.00 USD
The Lucky | Wool Varsity Jacket, Street_and_Saddle, local_plus_size_inclusive_ethicalThe Lucky | Wool Varsity Jacket, Street_and_Saddle, local_plus_size_inclusive_ethical
The Lucky | Wool Varsity Jacket Sale price$380.00 USD
Turnout | Rib Turtleneck Top, Street_and_Saddle, local_plus_size_inclusive_ethicalTurnout | Rib Turtleneck Top, Street_and_Saddle, local_plus_size_inclusive_ethical
Turnout | Rib Turtleneck Top Sale price$71.00 USD
Haymaker | Henley Riding Top, Street_and_Saddle, local_plus_size_inclusive_ethicalHaymaker | Henley Riding Top, Street_and_Saddle, local_plus_size_inclusive_ethical
Haymaker | Henley Riding Top Sale price$134.00 USD
Loft | Quilted Chambray Barn Jacket, Street_and_Saddle, local_plus_size_inclusive_ethicalLoft | Quilted Chambray Barn Jacket, Street_and_Saddle, local_plus_size_inclusive_ethical
Loft | Quilted Chambray Barn Jacket Sale price$322.00 USD
Filly | Denim Pencil Skirt, Street_and_Saddle, local_plus_size_inclusive_ethicalFilly | Denim Pencil Skirt, Street_and_Saddle, local_plus_size_inclusive_ethical
Filly | Denim Pencil Skirt Sale price$170.00 USD