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Holiday Outfits for Men

  • All Valentine's Outfits
189 items
Suit Separates Trousers
NORDSTROM RACK

Suit Separates Trousers

$24.99 – $39.97Current Price $24.99 to $39.97
(Up to 83% off select items)Up to 83% off select items.
$149.00Comparable value $149.00
(304)
Open to Close Performance Pants
TravisMathew

Open to Close Performance Pants

$69.97 – $74.97Current Price $69.97 to $74.97
(46% off)46% off.
$129.95 – $139.95Comparable value $129.95 to $139.95
(1135)
Form Cotton Polo
AllSaints

Form Cotton Polo

$49.97Current Price $49.97
(54% off)54% off.
$109.00Comparable value $109.00
(5)
Crown Crafted Wayfare Five Pocket Pants (Regular & Big)
Peter Millar

Crown Crafted Wayfare Five Pocket Pants (Regular & Big)

$59.98Current Price $59.98
(73% off)73% off.
$228.00Comparable value $228.00
(121)
Mouliné Merino Wool Sweater
Bugatchi

Mouliné Merino Wool Sweater

$40.93Current Price $40.93
(Extra 40% off)Includes extra 40% off.
$68.23Previous Price $68.23
$298.00Comparable value $298.00
Price Drop
Only a few left
Non-Iron Long Sleeve Regular Fit Dress Shirt
Brooks Brothers

Non-Iron Long Sleeve Regular Fit Dress Shirt

$49.97Current Price $49.97
(53% off)53% off.
$108.00Comparable value $108.00
(75)
Slim Fit Stretch Cotton Dress Shirt
Michael Kors

Slim Fit Stretch Cotton Dress Shirt

$39.97Current Price $39.97
(49% off)49% off.
$79.50Comparable value $79.50
(46)
Sawyer Chelsea Boot (Men)
MADDEN

Sawyer Chelsea Boot (Men)

$20.97 – $49.97Current Price $20.97 to $49.97
(Extra 40% off select items)Includes extra 40% off select items.
$34.96Previous Price $34.96
$90.00Comparable value $90.00
Price Drop
(12)
Textured Canvas Shirt Jacket
Scotch & Soda

Textured Canvas Shirt Jacket

$49.97Current Price $49.97
(68% off)68% off.
$158.00Comparable value $158.00
(1)
Azur Long Sleeve Cotton Button-Up Shirt
AllSaints

Azur Long Sleeve Cotton Button-Up Shirt

$69.97 – $124.97Current Price $69.97 to $124.97
(Up to 53% off)Up to 53% off.
$149.00Comparable value $149.00
(8)
Zaccai Lug Sole Penny Loafer (Men)
Steve Madden

Zaccai Lug Sole Penny Loafer (Men)

$84.97Current Price $84.97
(39% off)39% off.
$140.00Comparable value $140.00
(14)
Slim Fit Four Season Performance Dress Shirt
Ted Baker London

Slim Fit Four Season Performance Dress Shirt

$49.97Current Price $49.97
(37% off)37% off.
$79.50Comparable value $79.50
(4)
Bedford Penny Loafer (Men)
New
Cole Haan

Bedford Penny Loafer (Men)

$99.97Current Price $99.97
(67% off)67% off.
$306.00Comparable value $306.00
(58)
Soren Ginkgo Print Stretch Cotton Dress Shirt
Ted Baker

Soren Ginkgo Print Stretch Cotton Dress Shirt

$59.97Current Price $59.97
(65% off)65% off.
$175.00Comparable value $175.00
(1)
Harker Grey Mélange Flat Front Wool & Linen Dress Pants (Regular & Big)
Peter Millar

Harker Grey Mélange Flat Front Wool & Linen Dress Pants (Regular & Big)

$113.97Current Price $113.97
(60% off)60% off.
$285.00Comparable value $285.00
505™ Relaxed Straight Leg Corduroy Jeans (Black Coffee)
Levi's

505™ Relaxed Straight Leg Corduroy Jeans (Black Coffee)

$59.97Current Price $59.97
(13% off)13% off.
$69.50Comparable value $69.50
(1)
Men's Diamond Two-Tone Link Bracelet
Esquire

Men's Diamond Two-Tone Link Bracelet

$279.97Current Price $279.97
(65% off)65% off.
$800.00Comparable value $800.00
Soren Ted Print Stretch Cotton Dress Shirt
Ted Baker

Soren Ted Print Stretch Cotton Dress Shirt

$59.97Current Price $59.97
(65% off)65% off.
$175.00Comparable value $175.00
Regular Fit Linen Dress Shirt
Brooks Brothers

Regular Fit Linen Dress Shirt

$69.97Current Price $69.97
(45% off)45% off.
$128.00Comparable value $128.00
(2)
Only a few left
Baggy Carpenter Pants
rag & bone

Baggy Carpenter Pants

$129.97Current Price $129.97
(56% off)56% off.
$298.00Comparable value $298.00
Austyn Relaxed Straight Leg Jeans
7 For All Mankind

Austyn Relaxed Straight Leg Jeans

$79.97 – $89.97Current Price $79.97 to $89.97
(Up to 61% off)Up to 61% off.
$208.00 – $218.00Comparable value $208.00 to $218.00
(4)
Matt Relaxed Straight Leg Jeans (Dark Indigo Williamsburg) (Regular, Big & Tall)
Mavi Jeans

Matt Relaxed Straight Leg Jeans (Dark Indigo Williamsburg) (Regular, Big & Tall)

$59.97Current Price $59.97
(38% off)38% off.
$98.00Comparable value $98.00
Textured Short Sleeve Button-Up Polo
TRUTH

Textured Short Sleeve Button-Up Polo

$34.97Current Price $34.97
(60% off)60% off.
$88.00Comparable value $88.00
(1)
Palm Desert Half Zip Polo Shirt
Tommy Bahama

Palm Desert Half Zip Polo Shirt

$45.47Current Price $45.47
(64% off)64% off.
$128.00Comparable value $128.00
(30)
Bedford Plain Toe Derby (Men)
Cole Haan

Bedford Plain Toe Derby (Men)

$59.97 – $99.97Current Price $59.97 to $99.97
(Up to 79% off)Up to 79% off.
$298.00 – $306.00Comparable value $298.00 to $306.00
(43)
Lennox Slim Fit Jeans (Thane) (Regular & Big)
PAIGE

Lennox Slim Fit Jeans (Thane) (Regular & Big)

$89.97Current Price $89.97
(60% off)60% off.
$229.00Comparable value $229.00
(2)
Hanry Slim Fit Windowpane Check Linen & Cotton Blend Knit Sport Coat
New
BOSS

Hanry Slim Fit Windowpane Check Linen & Cotton Blend Knit Sport Coat

$284.97Current Price $284.97
(59% off)59% off.
$695.00Comparable value $695.00
(1)
Grand Hurrion Wingtip Derby (Men)
Cole Haan

Grand Hurrion Wingtip Derby (Men)

$99.97Current Price $99.97
(56% off)56% off.
$230.00Comparable value $230.00
(22)
Solid Non-Iron Regular Fit Dress Shirt
Brooks Brothers

Solid Non-Iron Regular Fit Dress Shirt

$49.97Current Price $49.97
(53% off)53% off.
$108.00Comparable value $108.00
(53)
NYC Trousers
Scotch & Soda

NYC Trousers

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(3)
Open to Close Performance Pants
TravisMathew

Open to Close Performance Pants

$74.97Current Price $74.97
(Up to 46% off)Up to 46% off.
$129.95 – $139.95Comparable value $129.95 to $139.95
(1135)
Vienna Bit Loafer (Men)
Maison Forte

Vienna Bit Loafer (Men)

$89.97 – $99.97Current Price $89.97 to $99.97
(Up to 53% off)Up to 53% off.
$195.00Comparable value $195.00
(6)
Siena Regular Fit Windowpane Check Linen & Wool Twill Sport Coat
New
Canali

Siena Regular Fit Windowpane Check Linen & Wool Twill Sport Coat

$699.97Current Price $699.97
(60% off)60% off.
$1,750.00Comparable value $1,750.00
Five-Pocket Performance Pants
TailorByrd

Five-Pocket Performance Pants

$39.97Current Price $39.97
(60% off)60% off.
$100.00Comparable value $100.00
(6)
Only a few left
Harker Navy Flat Front Wool & Linen Dress Pants (Regular & Big)
Peter Millar

Harker Navy Flat Front Wool & Linen Dress Pants (Regular & Big)

$113.97Current Price $113.97
(60% off)60% off.
$285.00Comparable value $285.00
® Red Tab™ '501®' Straight Leg Jeans (Polished Black Wash)
Levi's

® Red Tab™ '501®' Straight Leg Jeans (Polished Black Wash)

$49.97Current Price $49.97
(37% off)37% off.
$79.50Comparable value $79.50
(6)
Plaid Cotton Blend Sport Coat (Regular & Big)
Brooks Brothers

Plaid Cotton Blend Sport Coat (Regular & Big)

$279.97Current Price $279.97
(43% off)43% off.
$498.00Comparable value $498.00
(1)
Austyn Relaxed Straight Leg Jeans (Fields)
7 For All Mankind

Austyn Relaxed Straight Leg Jeans (Fields)

$79.97Current Price $79.97
(59% off)59% off.
$198.00Comparable value $198.00
Boxy Buttoned Cardigan
Civil Society

Boxy Buttoned Cardigan

$59.97Current Price $59.97
(44% off)44% off.
$109.00Comparable value $109.00
Deville Leather Penny Loafer (Men)
TO BOOT NEW YORK

Deville Leather Penny Loafer (Men)

$199.97Current Price $199.97
(Up to 55% off)Up to 55% off.
$425.00 – $450.00Comparable value $425.00 to $450.00
(82)
Morse Grand 360 Plain Toe Derby (Men)
Cole Haan

Morse Grand 360 Plain Toe Derby (Men)

$71.98 – $119.97Current Price $71.98 to $119.97
(Up to 64% off select items)Up to 64% off select items.
$200.00Comparable value $200.00
(9)
Birger Virgin Wool Quarter Zip Sweater
BOSS

Birger Virgin Wool Quarter Zip Sweater

$89.96Current Price $89.96
(49% off)49% off.
$179.00Comparable value $179.00
(1)
Only a few left
Cotton Blend Oxford Button-Down Shirt
Faherty

Cotton Blend Oxford Button-Down Shirt

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
(18)
Universal Tech Pants
DKNY SPORTSWEAR

Universal Tech Pants

$29.97Current Price $29.97
(66% off)66% off.
$89.50Comparable value $89.50
(33)
Modern Fit Windowpane Sport Coat
TailorByrd

Modern Fit Windowpane Sport Coat

$99.00Current Price $99.00
(69% off)69% off.
$325.00Comparable value $325.00
(1)
Geometric Jacquard Polo Shirt
Elie Tahari

Geometric Jacquard Polo Shirt

$32.97Current Price $32.97
(66% off)66% off.
$98.00Comparable value $98.00
(2)
Water Resistant Cuban Chain Necklace
Adornia

Water Resistant Cuban Chain Necklace

$24.98Current Price $24.98
(73% off)73% off.
$95.00Comparable value $95.00
(102)
Hutson Check Virgin Wool Sport Coat
New
BOSS

Hutson Check Virgin Wool Sport Coat

$349.97Current Price $349.97
(49% off)49% off.
$699.00Comparable value $699.00
Contrast Pipe Trim Quarter Zip Polo
Calvin Klein

Contrast Pipe Trim Quarter Zip Polo

$29.97Current Price $29.97
(56% off)56% off.
$69.00Comparable value $69.00
(1)
Mackay Jacquard Johnny Collar Polo
Psycho Bunny

Mackay Jacquard Johnny Collar Polo

$64.97Current Price $64.97
(44% off)44% off.
$118.00Comparable value $118.00
Only a few left
Jayme Rib Knit Camp Shirt
Psycho Bunny

Jayme Rib Knit Camp Shirt

$59.97Current Price $59.97
(45% off)45% off.
$110.00Comparable value $110.00
Colby Penny Loafer (Men)
BOSS

Colby Penny Loafer (Men)

$119.97Current Price $119.97
(Up to 33% off)Up to 33% off.
$165.00 – $180.00Comparable value $165.00 to $180.00
(5)
Lyle Chelsea Boot (Men)
VINTAGE FOUNDRY

Lyle Chelsea Boot (Men)

$41.98 – $44.97Current Price $41.98 to $44.97
(Extra 40% off)Includes extra 40% off.
$69.98 – $74.96Previous Price $69.98 to $74.96
$200.00Comparable value $200.00
Price Drop
(3)
Textured Stitch Sweater
Scotch & Soda

Textured Stitch Sweater

$59.97Current Price $59.97
(62% off)62% off.
$158.00Comparable value $158.00
(2)
Harley Chelsea Boot (Men)
AllSaints

Harley Chelsea Boot (Men)

$129.97Current Price $129.97
(56% off)56% off.
$299.00Comparable value $299.00
(24)
Jack Stretch Cotton Shirt Jacket
rag & bone

Jack Stretch Cotton Shirt Jacket

$99.97Current Price $99.97
(61% off)61% off.
$258.00Comparable value $258.00
Theon Boot (Men)
BOSS

Theon Boot (Men)

$119.97Current Price $119.97
(52% off)52% off.
$250.00Comparable value $250.00
(5)
Eddie Chore Cardigan
rag & bone

Eddie Chore Cardigan

$119.96Current Price $119.96
(69% off)69% off.
$398.00Comparable value $398.00
(3)
Only a few left
Alfred Loafer (Men)
New
Stuart Weitzman

Alfred Loafer (Men)

$169.97 – $579.97Current Price $169.97 to $579.97
(Up to 78% off)Up to 78% off.
$775.00 – $1,100.00Comparable value $775.00 to $1,100.00
Classic Twill Skinny Jeans
XRAY

Classic Twill Skinny Jeans

$34.97Current Price $34.97
(55% off)55% off.
$78.00Comparable value $78.00
(23)
Slim Fit Quarter Zip Sweater
T.R. PREMIUM

Slim Fit Quarter Zip Sweater

$29.97Current Price $29.97
(69% off)69% off.
$98.00Comparable value $98.00
(1)
Quentin Embroidered Short Sleeve Cotton & Linen Button-Up Shirt
Obey

Quentin Embroidered Short Sleeve Cotton & Linen Button-Up Shirt

$29.97Current Price $29.97
(64% off)64% off.
$84.00Comparable value $84.00
Pinch Prep Penny Loafer (Men)
Cole Haan

Pinch Prep Penny Loafer (Men)

$119.97Current Price $119.97
(49% off)49% off.
$238.00Comparable value $238.00
(30)
Movement Chino Pants
Faherty

Movement Chino Pants

$74.97Current Price $74.97
(55% off)55% off.
$168.00Comparable value $168.00
(12)
Henio Perforated Oxford (Men)
Magnanni

Henio Perforated Oxford (Men)

$126.48 – $239.97Current Price $126.48 to $239.97
(Up to 70% off select items)Up to 70% off select items.
$425.00 – $465.00Comparable value $425.00 to $465.00
(7)
Commander Cotton & Linen Button-Up Shirt Jacket
Faherty

Commander Cotton & Linen Button-Up Shirt Jacket

$124.97Current Price $124.97
(49% off)49% off.
$248.00Comparable value $248.00
(14)
Wool Bolero Hat
San Diego Hat

Wool Bolero Hat

$48.97Current Price $48.97
(51% off)51% off.
$101.00Comparable value $101.00
(6)
Counsman Stretch Knit Blazer
TravisMathew

Counsman Stretch Knit Blazer

$68.23Current Price $68.23
(65% off)65% off.
$199.95Comparable value $199.95
(1)
Only a few left
Terril Leather Oxford (Men)
Magnanni

Terril Leather Oxford (Men)

$229.97Current Price $229.97
(Up to 48% off)Up to 48% off.
$399.00 – $445.00Comparable value $399.00 to $445.00
(6)
Noam 6689 Textured Stripe Linen Polo Sweater
NN07

Noam 6689 Textured Stripe Linen Polo Sweater

$85.47 – $107.22Current Price $85.47 to $107.22
(Up to 70% off)Up to 70% off.
$285.00Comparable value $285.00
Onisor Apron Toe Bit Loafer (Men)
Bally

Onisor Apron Toe Bit Loafer (Men)

$279.97Current Price $279.97
(51% off)51% off.
$580.00Comparable value $580.00
(5)
Regular Fit Plaid Non-Iron Dress Shirt
Brooks Brothers

Regular Fit Plaid Non-Iron Dress Shirt

$69.97Current Price $69.97
(40% off)40% off.
$118.00Comparable value $118.00
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