Travel Guide: 7 Steps to the Perfect Girl’s Getaway in Windsor

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If you’re anything like me, you love exploring new places. And while we’re celebrating Canada 150 is there really any better excuse for getting out and discovering more of this great country? I decided to start local and spent some time in the Windsor – Essex area recently.

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I was honestly blown away by some of the things that we were able to see; who knew that somewhere only a few hours away has so much to offer? In case you’re looking for a weekend escape, I’ve pulled together the elements you should throw in to create the perfect girl’s getaway in Windsor!

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Go on a boat cruise: Is there really any better way to get to see a city than by water? Get out on a fun river cruise to check out both the Windsor & Detroit skylines, the gorgeous cottages and get an unbelievable view of the Ambassador Bridge. The dinner and dance cruise with Windsor River Cruises gives you the perfect chance to enjoy some drinks and dinner on the river, and the DJ keeps the tunes going all evening as you sail into the sunset.

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Catch up at a cafe: Ladies, let’s be honest – we all love a cute cafe, and Windsor has no shortage of them. The new “Windsor Essex Coffee Trail” has several amazing stops with delicious coffee so you can refuel before continuing on with the rest of the fun you have planned. Taloola Cafe has a selection of delicious coffee beverages (including a few smoothies – try the Good Morning Smoothie for a fresh boost) and a really unique, artsy setting.

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Cafe March 21 is also an absolute must if you’re in the area. I fell in love with this quirky café that’s full of fun little surprises, like Woody from Toy Story hanging from a vent over the cash. The delicious treats are all baked in house and they take their coffee seriously.

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Hit up the casino: Obviously you can’t have a girls’ weekend in Windsor without a trip to the casino, which means you have to go! A visit to Caesar’s Windsor will give you a taste of Vegas with tons of slot machines & table games, plenty of entertainment and a perfect location near the water. If you win big, you can even treat your girls to a spa day at the Spa by Windsor Arms.

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Find a charming B&B: Is there anything cuter than a cozy bed and breakfast? They’re picturesque (I did it for the Insta) and give you a completely different setting that almost makes it feel like a home away from home.

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Plan a girls’ night in at a beautiful spot like the Iron Kettle Bed & Breakfast, enjoy some local eats & wine, and have the best sleep of your life.

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Checking out Cooper’s Hawk with Eleni, Kait, Kelsey & Marissa

Discover your new favourite wine: When you’re on a girls’ getaway, wine must be on the agenda. Luckily, you’re in the heart of one of the best wine areas this country has to offer. Plan a few tastings in the Essex Pelee Island Coast Wine Country  and discover some amazing vineyards you might now have tried before.

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I definitely recommend stopping by Cooper’s Hawk Vineyards to try their dry Riesling & enjoy a meal in their on-site restaurant.

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Get active: Go on a little adventure and get active. The Windsor-Essex area has a plethora of activities to get you outside so you can enjoy the summer weather. Try golfing at Rochester Place Golf Club & Resort for a leisurely afternoon activity (drinks on the golf cart are a necessity) and enjoy a post-game bite at The Parkside Grille – the food is amazing!

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If you want to get out on the water, there’s really no better option than paddle boarding, something I fell in love with while in Costa Rica. It’s such a fun activity and Urban Surf Co (run by the coolest people you might ever meet) will make it a blast. Once you get the hang of it, you’ll love paddling around the water.

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Oh, and the post-paddle boarding refreshments they serve at their smoothie bar are so delish.

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Go explore: Point Pelee National Park, which has the southernmost tip of Mainland Canada, is gorgeous. Filled with lush greenery, relaxing beaches & lots of wildlife, the park is worth a visit.

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The 10-person freighter canoe excursion shows you another side of the park, and a beautiful new pavilion area is great for a beach-side picnic. And as a bonus, admission is free with a Parks Canada Discovery Pass this year!

Will you be planning a girls’ getaway in Windsor any time soon? What types of activities do you like to do when you go away?

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  • Jessica Bradshaw

    This looked like the perfect girls weekend. I love all your photos! Looks like a cool and relaxing place.

  • Style hue

    So many fun things to do ! I love checking out new cafes too,and I have always wanted to try out paddle boarding !

    xo
    http://style-hue.com/no-makeup-keeping-simple/

  • Nadia

    Such a picture perfect place! Definitely lots to do there!! <3 Thank you so much for sharing all the ideas and activities! The food looks so yummy and those coffees – ahhh, yes! Where is the top photo taken, by the way? It's stunning!
    xox Nadia
    http://www.mielandmint.com

  • Cassie Liz

    Looks like there is just so much to do in Windsor! What a fun idea to have a girls weekend getaway too – love getting to explore and try new food

  • Lois Alter Mark

    Girls’ weekends are so much fun, and it looks like you all had a blast! I love staying in B&B’s, too. They’re so homey and cute!

  • Aww this is a cute post! The boat getaway sounds so fun, I would totally do this with my girlfriends!

  • Awww, this made me miss my girlfriends back at home! There is nothing better than going to a small coffee shop to gossip with the friends!

  • Michelle Leslie

    Oh my Windsor does look like it’s got so much to offer and Point Pelee National Park looks gorgeous. I could walk through those trees forever

  • Benita

    A girls weekend in Windsor sounds awesome. Staying at a nice B&B and taking in the sites, visiting quaint coffee shops with my girls would be perfect, oh and don’t forget the wine.

  • IG:Suetanyamchorgh

    Oh my Windsor does looks like a lot of fun. I see the wine in the pic and i can tell it was a good time.Thanks for sharing this.

  • 65citygirl

    Looks like a perfect girls’ weekend out! That ham platter is <3 btw. Makes me wanna pack up a picnic basket and head out too!

  • Looks like you had an amazing time! I’ve only been to one teeny tiny speck of Canada (because we went to Niagara Falls), but one day I would love to travel there for a vacation. Windsor looks beautiful 🙂

  • Jessica Barnett

    Oh my you sold me and wine and cafe! Thanks for the blog! If I ever head that way I’ll def keep all of this in mind!

  • Frolic_Life_Syl

    This sounds like an amazing girls trip! I love visiting wineries and breweries when we go on vacation too. And who doesn’t love a good cafe!

  • I have never been to Windsor but it looks like the perfect gateway. You really make me want to go there!

  • Lian Wright

    Windsor is a beautiful place to visit. I have only been there for basketball tourneys, so seeing this area through opur eyes was gorgeous. I would like to check out all the cafés. I do love a cute spot ti sip on a warm drink.

  • Windsor looks like a beautiful place to see! I would totally do a boat cruise!

  • Nicole Flint

    I love girls trips and Windsor is beautiful!! Thanks for sharing.. Looks like you had an amazing time!

  • The Legal Blonde Blog

    I have never been on a boat cruise! I am definitely going to have to add it to my bucket list 🙂

  • Kaleigh Bulone

    I love your photos!! Looks like a great time (I am dying to visit Canada)

  • Yeu Doi

    Great idea! I need to organize a girls getaway soon. Thanks for sharing.

  • Ana Ojha

    I need to organize a getaway soon with my girlfriends! Your Windsor experience looks absolutely amazing!

  • Candy Rachelle

    I cannot wait to visit my neighboring sister countryof Canada. These photos are absolutely gorgeous!

    http://www.keepingupwithcandy.com

  • Nandyz Soulshine

    Beautiful clicks…especially loved the Cafe March 21 and Wine Country ones. Seems like you guys had real fun with such a variety of things to explore and do!

  • victoria

    I really love these girlfriend getaway tips… and honestly I’m totally smitten with your blog now

  • Victoria Stacey

    Following your trip on IG Stories it looked amazing! I would never have thought Windsor was so gorgeous!

  • Lisa

    It is gorgeous! I loved your tips! A girls trip sounds like a blast!

  • Doris Martin

    This looks amazing!! I’d definitely check it out as a girls trip as well!

  • Christine Ann Dela Cruz

    I love your photos. I would never have thought Windsor was so gorgeous! Seems like you guys had real fun with such a variety of things to explore and do!