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Holiday Collection

Holiday Collection

The holidays are about two things: looking good and feeling cozy. It's about sartorial extremes - of getting dressed to the nines for your events, or cuddling up at home in only the softest of sweater sets. 

From stunning looks to thoughtful gifts, we've got you covered this holiday season. Thank you (as always) for supporting small business during the holidays. 

Please note our Christmas order cutoff is Dec 1st. For last minute gifts, grab a gift card OR contact us to see if we can work some magic!

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42 products

Woman in stylish outfit with 'Street & Saddle' text overlay
Gift Card Sale priceFrom $25.00 CAD
Filly | Cropped Work Shirt, Street_and_Saddle, local_plus_size_inclusive_ethicalFilly | Cropped Work Shirt, Street_and_Saddle, local_plus_size_inclusive_ethical
Filly | Cropped Work Shirt Sale price$185.00 CAD
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$235.00 CAD
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$185.00 CAD
Save $26.00Jockey | Horse Print Wild Rag/Scarf, Street_and_Saddle, local_plus_size_inclusive_ethicalJockey | Horse Print Wild Rag/Scarf, Street_and_Saddle, local_plus_size_inclusive_ethical
Jockey | Horse Print Wild Rag/Scarf Sale price$59.00 CAD Regular price$85.00 CAD
Save $83.00Jockey | Horse Print Satin Blouse, Street_and_Saddle, local_plus_size_inclusive_ethicalJockey | Horse Print Satin Blouse, Street_and_Saddle, local_plus_size_inclusive_ethical
Jockey | Horse Print Satin Blouse Sale price$192.00 CAD Regular price$275.00 CAD
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
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 | 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 | 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 | 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
Save $60.00Milton Menasco | Hickstead Black Denim Trousers, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Hickstead Black Denim Trousers, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Hickstead Black Denim Trousers Sale price$238.00 CAD Regular price$298.00 CAD
Milton Menasco | Hickstead Double Breasted VestMilton Menasco | Hickstead Double Breasted Vest, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Hickstead Pleated Trouser with Piping, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Hickstead Pleated Trouser with Piping, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Jumbo Lariat Tie, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Jumbo Lariat Tie, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Jumbo Lariat Tie Sale price$78.00 CAD
Milton Menasco | Lariat Denim Ribbon Tie, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Lariat Denim Ribbon Tie, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Lariat Satin Rosette Brooch, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Lariat Satin Rosette Brooch, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Prairie Lace Collar, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Prairie Lace Collar, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Turnout BaselayerMilton Menasco | Turnout Baselayer, Street_and_Saddle, local_plus_size_inclusive_ethical
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
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$525.00 CAD
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$98.00 CAD
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$285.00 CAD
Year of the Horse | Cotton Twill Barn Jacket, Street_and_Saddle, local_plus_size_inclusive_ethicalYear of the Horse | Cotton Twill Barn Jacket, Street_and_Saddle, local_plus_size_inclusive_ethical
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 | Gimme Ribbon Equestrian Top - Street and SaddleMilton Menasco | Gimme Ribbon Equestrian Top, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Trail Base Layer Top, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Trail Base Layer Top - Street and Saddle
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 | Stymie Chenille Patch Hoodie - Street and SaddleMilton Menasco | Stymie Chenille Patch Hoodie - Street and Saddle
Sold outHorse Camp | Spring Long Sleeve Blouse - Street and SaddleHorse Camp | Spring Long Sleeve Blouse - Street and Saddle
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
Horseshoe | Black Leather Belt - Street and Saddle
Horseshoe | Black Leather Belt Sale price$125.00 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 | Desert Smoking Satin Jacket with Fringe, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Desert Smoking Satin Jacket with Fringe, Street_and_Saddle, local_plus_size_inclusive_ethical
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 | Riding Club Varsity JacketMilton Menasco | Riding Club Varsity Jacket - Street and Saddle
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 | Chatsworth Rib Tank, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Chatsworth Rib Tank in Cocoa - Street and Saddle
Milton Menasco | Turnout Rib Turtleneck, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Turnout Rib Turtleneck *New Colours* - Street and Saddle
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 | Vegas Snap Satin Shorts, Street_and_Saddle, local_plus_size_inclusive_ethicalMilton Menasco | Vegas Snap Satin Shorts, Street_and_Saddle, local_plus_size_inclusive_ethical
Milton Menasco | Colt Denim Western Shirt, Street_and_Saddle, local_plus_size_inclusive_ethical