Smaller, more intimate celebrations call for a more comfortable outfit for Thanksgiving 2020. That doesn’t mean I am letting you off the style hook.
Choose one of the three fashion formulas in the blog for a comfortable outfit for Thanksgiving 2020 and you can be comfortable, confident, and chic this holiday season.
Happy Shopping!

The House Dress
There are quite a range of house dresses on the market, from the loose cotton cocoon, to the elaborate, embroidered silk caftan. I thought this would be more of a go-to look for me during the pandemic, as it has been for many.
I haven’t embraced it because all the caftans I own are gorgeous silk numbers I don’t want my kids to touch! I have, however, been lusting after the Mille Jasmine Dress for quite a while now.
Treasure and Bond Long Sleeve Mock Neck Sweater Dress, $79
Pact Essential Sweatshirt Dress, $80
Target Knox Rose Long Sleeve Embroidered Tiered Dress, $34.99
Hill House Ellie Nap Dress, $125
Emerson Fry Heirloom Dress, $188

Mille Gemma Dress in Plum Organic Cotton, $232
Nap Loungewear Collarless Shirt Dress, $98

Uniqlo Waffle Key Neck 3/4 Sleeve Dress, $19.90

Nap Loungewear V-neck Midi Length Dress, $178

Mille Jasmine Dress in Emerald, $236

Nap Loungewear Looped Strap A-Line Dress, $98
Uniqlo Souffle Yarn Turtleneck Long-Sleeve Dress, $39.90
The Polished Matching Set
To be clear, this matching set look is polished, intentional loungewear. Buy yourself something fresh that makes you feel like a million bucks, not like you are wearing your college sweats. Cashmere for a comfortable outfit for Thanksgiving 2020? Why not?
Naadam Cashmere Cardigan, $145
Naadam Cashmere Cargo Jogger, $195

Farm Rio Toucan Hoodie, $165
Farm Rio Toucan Sweatpants, $145
Cuyana Cashmere Asymmetrical Turtleneck Sweater, $225
Cuyana Cashmere Tapered Pant, $245

Target Wild Fable Oversized Ombre Sweatshirt, $22 (From XS to 4X)
Target Wild Fable Vintage Jogger Sweatpants, $22 (From XS to 4X)

Girlfriend Collective Plum R&R Hoodie, $68 (from XXS to 6X)
Girlfriend Collective Plum R&R Jogger, $68 (from XXS to 6X)

Cinq a Sept Lenore Top, $295
Cinq a Sept Giles Pant, $265
Club Monaco Sporty Striped Sweatshirt, $119.50
Club Monaco Sporty Striped Pants, $139.50

Cuyana French Terry Boatneck Sweater, $85
Cuyana French Terry Tapered Lounge Pant, $95
LoveShackFancy Bevan Hoodie in Mood Indigo, $295
LoveShackFancy Blex Sweatpant in Mood Indigo, $196
MM.LaFleur Judith Hoodie, $265
MM.LaFleur Keely Jogger, $225
or buy as a set for $415

Marine Layer Signature Lined Hoodie in Ash Heather Stars, $125
Marine Layer Signature Lined Jogger in Ash Heather Stars, $98
SummerSalt Softest French Terry Cinched Waist Pullover, $95 (From XS to 2X)
SummerSalt Softest French Terry Jogger, $80 (From XS to 2X)
RicherPoorer Terry Half Zip Pullover, $84
RicherPoorer Terry Wide Leg Pant, $78

Theory Ribbed Neck Shell Top in Silk Jersey, $145
Theory Ribbed Waist Pant in Silk Jersey, $225
The Reset Boyfriend Sweater, $178
The Reset Lounge Jogger, $148

SummerSalt Coziest Cashmere Blend Hoodie, $125 (From XS to 2X)
SummerSalt Coziest Cashmere Blend Jogger, $95 (From XS to 2X)
The Statement Sweater with Faux Leather Pants
The first outfit below from The Reset is my dream comfortable outfit for Thanksgiving 2020! Both pieces come in many colors. By the way, I cannot believe that the Target A New Day Ankle Length Jogger Pull-On Pants are a dead ringer for the The Reset Vegan Leather Jogger. Act fast. They are already sold out in the wine color in my size…

The Reset Essential Pullover, $178
The Reset Vegan Leather Jogger in Wine, $198
Madewell Space-Dye Dodworth Pullover Sweater, $98 $69.99
Madewell Slim Emmett Wide-Leg Pants in Vegan Leather, $148

Target Prologue Mock Turtleneck Tuck Shoulder Sweater, $29.99
Spanx Faux Leather Jogger Pants, $148
LL.Bean Signature Cotton Fisherman Sweater, $109
Avec Les Filles Faisa Faux Leather Joggers, $128
AllSaints Metallic Star Alpaca and Wool Blend Sweater, $229
Target A New Day Ankle Length Jogger Pull-On Pants, $20

Zara Striped Knit Sweater, $39.90
Lysse High Waist Faux Leather Pants, $128
Uniqlo HeatTech Fleece Turtleneck Long-Sleeve T-Shirt, $19.90
TopShop Fliss Biker Faux Leather Leggings, $75

Everlane Oversized Alpaca Crew, $95
Commando Faux Leather 7/8 Leggings, $49

Marine Layer x LF Ellie Fairisle Sweater, $145
H&M Faux Leather Pants, $39.99
Leith Cable Knit Fringe Sweater, $59
Spanx Faux Leather Leggings, $98
H&M Ribbed Turtleneck Sweater, $24.99
Liverpool Chloe Faux Suede High Waist Flare Pants, $89
You may notice that this year’s Thanksgiving outfit blog is way more extensive than last year’s. I’m just doing my best to brighten your week, as always 🙂
Which comfortable outfit for Thanksgiving 2020 will you be wearing? Let us know in the comments below!
Real Life Style is a style consulting firm that teaches busy women to wear their power so they can live their lives fully and confidently. Lani Inlander and Kyle Dunphy are based in the Washington, D.C. metropolitan area and serve clients across the country. We offer personal styling services, an on-demand e-course, corporate services, and training to become a personal stylist.
Once in a while, you can find Lani Inlander and Real Life Style on Facebook, LinkedIn, Twitter, Pinterest, and Instagram. Mostly, they are happily busy serving their fabulous clients, not hanging out online!
You hit these looks out of the park! Love everything about all of these. I think they are very versatile to wear on multiple occasions this season. You always give me new style and new sites that inspire me! Thank you for sharing your expertise!
Thank you so much, Fran! What was your favorite look?