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đ§ď¸ Rainy Day Reset in Windsor-Essex: Outfits, Cafes & Cozy Things To Do
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items Rainy days donât have to be gloomyâespecially when youâve got a cute outfit, a cozy cafĂŠ, and a reason to romanticize your local vibe. Hereâs what I actually reach for (and where I go) when itâs pouring in Windsor Ontario.
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Sections
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â Cozy Places to Hide Out When Itâs Raining
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đźď¸ Things To Do Indoors (Besides Just Scrolling)
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đ˛ Rainy Day Comfort Food Spots (Trust Me on These)
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đ Rainy Day Outfits I Actually Wear
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𧢠Rainy Day Accessories & Apparel I Swear By
â Cozy Places to Hide Out When Itâs Raining
My real-life favorites when I want to read, sip something warm, or just escape the downpour.
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My favorite rainy day nookâgood coffee, even better vibes. Grab a window seat upstairs if you can.
cafe march 21
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Best chai latte in the city. I go here to journal or edit photos on stormy days.
Anchor Coffee House
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A cozy indie bookstore with armchairs and the kind of staff that always gives good recs.
Biblioasis Bookshop
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Perfect for a low-key rainy afternoon. Try a flight and people-watch with moody lighting.
Home | CRAFT HEADS BREWING COMPANY
đźď¸ Things To Do Indoors (Besides Just Scrolling)
Real places Iâve loved visiting when the weather cancels your plans.
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Free/by donation and genuinely calming. Great rainy afternoon stop with rotating local exhibits.
Art Windsor-Essex
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OK, this oneâs outdoorsâbut with a big umbrella and good boots? Itâs â¨romanticâ¨.
The Windsor Sculpture Park
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They host indoor community yoga and breathwork events on rainy days. Bonus: good vibes and local teas.
Urban Surf Co.
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I joined a pottery night here once on a whimâSO fun and unexpectedly therapeutic.
Home - LaSalle Hangout for Youth #
đ˛ Rainy Day Comfort Food Spots (Trust Me on These)
When all you want is something warm and soul-soothing.
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Their lentil soup on a grey day? LIFE-CHANGING. Add a side of zaâatar fries.
Souq Lebanese Grill | Lebanese Food in Windsor
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Cozy booths, friendly staff, and the maple bacon burger hits different when itâs raining.
Mamo Burger Bar
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Candlelit pasta on a rainy night? Yes please. Classic Windsor date night spot.
The Cook's Shop
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A little fancier, but worth it. Steak + jazz = rainy night romance.
Take Five Bistro: Windsor's finest steaks, chops, & seafood
đ Rainy Day Outfits I Actually Wear
Easy layers, waterproof picks, and cute enough for a rainy cafĂŠ run.
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Lightweight, packs in my bag, and actually keeps me dry on windy Riverside walks.
Women's Switchback III Jacket
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Worth the hype. Super comfy for errands or market runs, and they go with everything.
Womens Short Boots
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My go-to for staying warm and cozy without feeling bulky. Plus: looks so good with leggings.
Scuba Oversized Half-Zip Hoodie | Women's Hoodies & Sweatshirts
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Water-resistant fabric + the kind of cool-girl style that still feels practical.
Cozy Sweatfleece Mega Cargo⢠Sweatpant | Aritzia CA
𧢠Rainy Day Accessories & Apparel I Swear By
These are the low-key essentials that keep me warm, dry, and still looking put together (even when itâs pouring sideways on Ouellette Ave).
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Itâs water-resistant, windproof, and basically like wrapping yourself in a cloud. I keep this in the car for surprise downpours.
Scarves for Women
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The only umbrella that hasnât flipped inside out on me walking along the Detroit River. Folds into any tote, too.
UV PROTECTION COMPACT UMBRELLA
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Rain, sleet, or frizzâit just works. Adds a cute street-style vibe even when your hair doesnât cooperate.
Knit Cuffed Beanie | Full Stock Sale
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Waterproof, hands-free, and local-Canadian brand approved. I love it for rainy market runs or coffee shop hopping.
Vegan Crossbody Bags & Purses
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Keeps hands dry and lets you still scroll Pinterest in the rain. Chic and practical.
Metallic touch gloves - Leather & Suede - Simons