Shop Winter Travel Dresses

Sponsored
$44.97
$74.95
Women's Front Fit And Flare Dress - Lands' End - Pink - XS
Lands' End
39% off
$44.97
$74.95
Women's Front Fit And Flare Dress - Lands' End - Pink - XS
Lands' End
$53.97
$89.95
Women's Cotton Modal Vneck Wrap Midi Dress - Lands' End - Blue - L
Lands' End
39% off
$53.97
$89.95
Women's Cotton Modal Vneck Wrap Midi Dress - Lands' End - Blue - L
Lands' End
$119.00
Anne Klein Women's Jenna Drawstring Dress
Amazon.com
8
Free shipping
$119.00
Anne Klein Women's Jenna Drawstring Dress
Amazon.com
$44.97
$74.95
Women's Front Fit And Flare Dress - Lands' End - Blue - L
Lands' End
39% off
$44.97
$74.95
Women's Front Fit And Flare Dress - Lands' End - Blue - L
Lands' End
$89.95
Women's Plaid Flannel Tiered Midi Dress - XS - The Vermont Country Store
Vermont Country Store
$89.95
Women's Plaid Flannel Tiered Midi Dress - XS - The Vermont Country Store
Vermont Country Store
$66.00
$110.00
Women's Tie-Waist Midi Shirtdress Preppy Navy Regular Size XL
Banana Republic Factory
40% off
$66.00
$110.00
Women's Tie-Waist Midi Shirtdress Preppy Navy Regular Size XL
Banana Republic Factory
$59.95
Women's Fresh Florals Cotton Knit A-Line Midi Dress - Navy - Medium - The Vermont Country Store
Vermont Country Store
$59.95
Women's Fresh Florals Cotton Knit A-Line Midi Dress - Navy - Medium - The Vermont Country Store
Vermont Country Store
$74.97
$110.00
Women's Wrap Midi Sweater Dress Camel Regular Size XXS
Banana Republic Factory
31% off
$74.97
$110.00
Women's Wrap Midi Sweater Dress Camel Regular Size XXS
Banana Republic Factory
$256.76
LIKELY Women's Phillips Cocktail Dress
Amazon.com
Free shipping
$256.76
LIKELY Women's Phillips Cocktail Dress
Amazon.com
$69.97
$100.00
Women's Soft Luxe Midi Dress Black Regular Size M
Banana Republic Factory
30% off
$69.97
$100.00
Women's Soft Luxe Midi Dress Black Regular Size M
Banana Republic Factory
$69.95
Women's Thermal Knit Dress - Blue - Medium - The Vermont Country Store
Vermont Country Store
$69.95
Women's Thermal Knit Dress - Blue - Medium - The Vermont Country Store
Vermont Country Store
$69.95
Women's Beech Point Dress Midnight Black Small, Synthetic | L.L.Bean
L.L.Bean
In store
$69.95
Women's Beech Point Dress Midnight Black Small, Synthetic | L.L.Bean
L.L.Bean
$69.95
Women's Beech Point Dress Darkest Navy Small, Synthetic | L.L.Bean
L.L.Bean
In store
$69.95
Women's Beech Point Dress Darkest Navy Small, Synthetic | L.L.Bean
L.L.Bean
$390.00
Black Halo Women's Marissa Sheath Dress 6
Amazon.com
10
Free shipping
$390.00
Black Halo Women's Marissa Sheath Dress 6
Amazon.com
$69.95
Women's Beech Point Dress Thyme Large, Synthetic | L.L.Bean
L.L.Bean
In store
$69.95
Women's Beech Point Dress Thyme Large, Synthetic | L.L.Bean
L.L.Bean
$26.99
$34.13
Women's Tiered Dress Midi Dress Tiered Date Elegant Vintage Crew Neck Long Sleeve Blue Green Grey Color
LightInTheBox
20% off
$26.99
$34.13
Women's Tiered Dress Midi Dress Tiered Date Elegant Vintage Crew Neck Long Sleeve Blue Green Grey Color
LightInTheBox
$41.99
$89.50
Women's Ponte Pro Knit 3/4 Sleeve Dress - Duluth Trading Company
Duluth Trading Company
53% off
$41.99
$89.50
Women's Ponte Pro Knit 3/4 Sleeve Dress - Duluth Trading Company
Duluth Trading Company
$39.00
JJ's House Dress Navy Blue Scoop A-Line 2025. Available In Regular, Petite & Plus Size.
JJ’s House
$39.00
JJ's House Dress Navy Blue Scoop A-Line 2025. Available In Regular, Petite & Plus Size.
JJ’s House
$44.00
JJ's House Dress Light Blue V-Neck A-Line Chiffon 2025. Available In Regular, Petite & Plus Size.
JJ’s House
$44.00
JJ's House Dress Light Blue V-Neck A-Line Chiffon 2025. Available In Regular, Petite & Plus Size.
JJ’s House
$29.95
$89.95
Loft Mock Neck Midi Dress Size Large Black Women's
LOFT
66% off
$29.95
$89.95
Loft Mock Neck Midi Dress Size Large Black Women's
LOFT
$37.49
$63.00
Women's Midi Length Fit And Flare Dress - Wheat - Size S
Macy's
Special Offer
Free shipping
40% off
$37.49
$63.00
Women's Midi Length Fit And Flare Dress - Wheat - Size S
Macy's
$109.00
KÜHL - Léa™ Dress - BLACK
Kuhl Clothing
$109.00
KÜHL - Léa™ Dress - BLACK
Kuhl Clothing
$23.95
$89.95
Loft Petite Ponte Seamed Tank Midi Dress Size 00 Bright Seaport Women's
LOFT
73% off
$23.95
$89.95
Loft Petite Ponte Seamed Tank Midi Dress Size 00 Bright Seaport Women's
LOFT
$43.99
$74.00
St. John's Bay Womens Long Sleeve Floral Maxi Dress | Blue | Womens X-Small | Dresses Maxi Dresses | Tiered
JCPenney
In store
Curbside
$43.99
$74.00
St. John's Bay Womens Long Sleeve Floral Maxi Dress | Blue | Womens X-Small | Dresses Maxi Dresses | Tiered
JCPenney
$49.00
JJ's House Dress Dusty Rose V-Neck A-Line Chiffon 2025. Available In Regular, Petite & Plus Size.
JJ’s House
$49.00
JJ's House Dress Dusty Rose V-Neck A-Line Chiffon 2025. Available In Regular, Petite & Plus Size.
JJ’s House
$95.40
$159.00
Ann Taylor Long-Sleeve Flare Dress Size 0 Calm Shores Women's
Ann Taylor
39% off
$95.40
$159.00
Ann Taylor Long-Sleeve Flare Dress Size 0 Calm Shores Women's
Ann Taylor
$99.00
Halogen(R) Dolman Sleeve Midi Dress In Rich Black At Nordstrom, Size Small
Nordstrom
$99.00
Halogen(R) Dolman Sleeve Midi Dress In Rich Black At Nordstrom, Size Small
Nordstrom
$24.05
Women's Casual Basic Comfy 3/4 Sleeve Flare A-Line Midi Long Maxi Dress
Walmart
369
$24.05
Women's Casual Basic Comfy 3/4 Sleeve Flare A-Line Midi Long Maxi Dress
Walmart
$37.49
$63.00
Women's Midi Length Fit And Flare Dress - Navy - Size S
Macy's
Special Offer
Free shipping
40% off
$37.49
$63.00
Women's Midi Length Fit And Flare Dress - Navy - Size S
Macy's
$33.99
$48.00
Women's Casual Dress Midi Dress Patchwork Casual Cowl Neck Long Sleeve Blue Gray Color
LightInTheBox
29% off
$33.99
$48.00
Women's Casual Dress Midi Dress Patchwork Casual Cowl Neck Long Sleeve Blue Gray Color
LightInTheBox
$54.72
$99.50
Nordstrom Long Sleeve Midi Sweater Dress In Black At Nordstrom, Size Medium
Nordstrom
45% off
$54.72
$99.50
Nordstrom Long Sleeve Midi Sweater Dress In Black At Nordstrom, Size Medium
Nordstrom
$47.97
$79.95
Loft Seamed Maxi Pocket Dress Size XS Black Women's
LOFT
39% off
$47.97
$79.95
Loft Seamed Maxi Pocket Dress Size XS Black Women's
LOFT
$32.99
24/7 Comfort Apparel Women's Midi Length Fit N Flare Pocket Dress
Walmart
$32.99
24/7 Comfort Apparel Women's Midi Length Fit N Flare Pocket Dress
Walmart
$59.70
$99.50
Nordstrom Long Sleeve Midi Sweater Dress In Ivory Pristine At Nordstrom, Size Large
Nordstrom
40% off
$59.70
$99.50
Nordstrom Long Sleeve Midi Sweater Dress In Ivory Pristine At Nordstrom, Size Large
Nordstrom
$99.98
Calvin Klein 34 Bell Sleeve Boat Neck Sheath Dress, Womens, 4, White
Dillard's
514
$99.98
Calvin Klein 34 Bell Sleeve Boat Neck Sheath Dress, Womens, 4, White
Dillard's
$69.97
$99.95
Lands' End Women's Starfish Midi Fit And Flare Dress - Black
Macy's
Special Offer
Free shipping
29% off
$69.97
$99.95
Lands' End Women's Starfish Midi Fit And Flare Dress - Black
Macy's
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    Shop Winter Travel Dresses

    Sponsored
    $44.97
    $74.95
    Women's Front Fit And Flare Dress - Lands' End - Pink - XS
    Lands' End
    39% off
    $44.97
    $74.95
    Women's Front Fit And Flare Dress - Lands' End - Pink - XS
    Lands' End
    $53.97
    $89.95
    Women's Cotton Modal Vneck Wrap Midi Dress - Lands' End - Blue - L
    Lands' End
    39% off
    $53.97
    $89.95
    Women's Cotton Modal Vneck Wrap Midi Dress - Lands' End - Blue - L
    Lands' End
    $119.00
    Anne Klein Women's Jenna Drawstring Dress
    Amazon.com
    8
    Free shipping
    $119.00
    Anne Klein Women's Jenna Drawstring Dress
    Amazon.com
    $44.97
    $74.95
    Women's Front Fit And Flare Dress - Lands' End - Blue - L
    Lands' End
    39% off
    $44.97
    $74.95
    Women's Front Fit And Flare Dress - Lands' End - Blue - L
    Lands' End
    $89.95
    Women's Plaid Flannel Tiered Midi Dress - XS - The Vermont Country Store
    Vermont Country Store
    $89.95
    Women's Plaid Flannel Tiered Midi Dress - XS - The Vermont Country Store
    Vermont Country Store
    $66.00
    $110.00
    Women's Tie-Waist Midi Shirtdress Preppy Navy Regular Size XL
    Banana Republic Factory
    40% off
    $66.00
    $110.00
    Women's Tie-Waist Midi Shirtdress Preppy Navy Regular Size XL
    Banana Republic Factory
    $59.95
    Women's Fresh Florals Cotton Knit A-Line Midi Dress - Navy - Medium - The Vermont Country Store
    Vermont Country Store
    $59.95
    Women's Fresh Florals Cotton Knit A-Line Midi Dress - Navy - Medium - The Vermont Country Store
    Vermont Country Store
    $74.97
    $110.00
    Women's Wrap Midi Sweater Dress Camel Regular Size XXS
    Banana Republic Factory
    31% off
    $74.97
    $110.00
    Women's Wrap Midi Sweater Dress Camel Regular Size XXS
    Banana Republic Factory
    $256.76
    LIKELY Women's Phillips Cocktail Dress
    Amazon.com
    Free shipping
    $256.76
    LIKELY Women's Phillips Cocktail Dress
    Amazon.com
    $69.97
    $100.00
    Women's Soft Luxe Midi Dress Black Regular Size M
    Banana Republic Factory
    30% off
    $69.97
    $100.00
    Women's Soft Luxe Midi Dress Black Regular Size M
    Banana Republic Factory
    $69.95
    Women's Thermal Knit Dress - Blue - Medium - The Vermont Country Store
    Vermont Country Store
    $69.95
    Women's Thermal Knit Dress - Blue - Medium - The Vermont Country Store
    Vermont Country Store
    $69.95
    Women's Beech Point Dress Midnight Black Small, Synthetic | L.L.Bean
    L.L.Bean
    In store
    $69.95
    Women's Beech Point Dress Midnight Black Small, Synthetic | L.L.Bean
    L.L.Bean
    $69.95
    Women's Beech Point Dress Darkest Navy Small, Synthetic | L.L.Bean
    L.L.Bean
    In store
    $69.95
    Women's Beech Point Dress Darkest Navy Small, Synthetic | L.L.Bean
    L.L.Bean
    $390.00
    Black Halo Women's Marissa Sheath Dress 6
    Amazon.com
    10
    Free shipping
    $390.00
    Black Halo Women's Marissa Sheath Dress 6
    Amazon.com
    $69.95
    Women's Beech Point Dress Thyme Large, Synthetic | L.L.Bean
    L.L.Bean
    In store
    $69.95
    Women's Beech Point Dress Thyme Large, Synthetic | L.L.Bean
    L.L.Bean
    $26.99
    $34.13
    Women's Tiered Dress Midi Dress Tiered Date Elegant Vintage Crew Neck Long Sleeve Blue Green Grey Color
    LightInTheBox
    20% off
    $26.99
    $34.13
    Women's Tiered Dress Midi Dress Tiered Date Elegant Vintage Crew Neck Long Sleeve Blue Green Grey Color
    LightInTheBox
    $41.99
    $89.50
    Women's Ponte Pro Knit 3/4 Sleeve Dress - Duluth Trading Company
    Duluth Trading Company
    53% off
    $41.99
    $89.50
    Women's Ponte Pro Knit 3/4 Sleeve Dress - Duluth Trading Company
    Duluth Trading Company
    $39.00
    JJ's House Dress Navy Blue Scoop A-Line 2025. Available In Regular, Petite & Plus Size.
    JJ’s House
    $39.00
    JJ's House Dress Navy Blue Scoop A-Line 2025. Available In Regular, Petite & Plus Size.
    JJ’s House