As social distancing measures continue to relax, what better way to unwind than a relaxing retreat to Canada’s South – Windsor & Essex County!
When you start planning your road trips for down the road, we want you to think about Windsor Essex. It’s a rural retreat – a big city with small town charm. Boutique hotels, owner operated restaurants, farm fresh dining, cultural delights, and it’s all just a 3.5 hour drive from downtown Toronto. Check out more below!
Note: due to COVID-19 safety precautions, some establishments are temporarily closed as they learn to adjust to new social distancing measures. We suggest you contact the businesses prior to planning a trip as their services and hours may be modified.
How to Get Here
Windsor is easy to get to – by plane, train or car. Expand any of the below options to find out just how easy it is!
Windsor International Airport Your Quick Gateway (YQG), is conveniently located just 15 minutes from downtown Windsor. The airport offers frequent service to and from Toronto in under an hour with Porter Airlines, Air Canada Jazz, and seasonally with WestJet. Upon arrival, transportation to and from the airport is easy with major rental car, taxi and public transit just steps from the luggage terminal. For more details visit yqg.ca.
Looking to be on your own schedule or have the flexibility to explore more than one Windsor Essex neighbourhoods or towns? A short four hour drive down the 401 will have you here in no time. Windsor Essex boasts plenty of free or low cost parking options for you once you are here so having your vehicle will certainly not impede on your budget while offering you the freedom to explore everything from authentic cuisine in Leamington and perfectly instagrammable coffee shops in Amherstburg, to the EPIC Wine Route and the Barrels Bottles & Brews tour and everything in between!
With trains operating 8 times daily between Windsor and Toronto, riders can sit back and relax (with wifi) and travel with comfort and ease. VIA Rail provides intercity passengers with fast, convenient and affordable service, downtown-to-downtown between Canada’s largest business centres. Upon arriving at the Windsor Via Rail terminal, you will find yourself steps away from the Walkerville district and walking distance to exceptional food, drink and entertainment. The station is centrally located and an easy transfer to a taxi or car service will get you to where you need to be!
You may not know it, but Windsor is the fourth-most multicultural city in the country. And with that come fantastic bites. Some of the highlights you MUST check out when you make a trip.
- Windsor-style pizza: It’s known around the world for it’s thin crust, shredded pepperoni, and locally made cheese
- Shawarma – you can find authentic around every corner. Perfect for a quick-lunch, or grab & go after the bar
- Farm-to-table dining – Essex county has over a million+ acres of greenhouses, so that means fresh veggies are available within a 30 minute drive year around.
- Pierogies & paczki – look for the polish delights on a lot of the menus in the region
Click here to check out more on the culinary scene in the region.
Windsor is known as the home of Canadian whisky – so you know they’re serious about their cocktails. And more! And what’s awesome about it is….their beers, wines & spirits are all local at the bars & restaurants. Check it out!
- There are 18 EPIC Wineries along the Lake Erie North Shore – so sampling the bold reds, crisp whites and soft rose’s as a must.
- You may know that Windsor his home to one of the largest distilleries in the world. The Hiram Walker Distillery is supplying the world with J.P. Wiser’s and Canadian Club whisky, polar ice vodka & more.
- That means their cocktail scene is A+! Check out the Blind Owl or Maiden Lane Wine & Spirits for some of the best.
- There are also 10 craft breweries (and more opening soon) in the region. Check out the Flight Log – where you can get an exclusive flight tasting at each stop for $25.
- Their Coffee Culture is also something to check out. Locally roasted brews available in quaint coffee shops across the region – cold brews, fresh espresso and beans to go!
With beautifully appointed accommodations peppered with outstanding services, like complimentary valet, concierge, indoor pool & spa, and fitness centre Caesar’s Windsor Hotel will make your stay truly unforgettable.
This CAA/AAA Four-Diamond hotel, which offers 758 guestrooms and suites overlooking the beautiful Windsor riverfront defines modern luxury and boasts six world class restaurants, three contemporary full-service lounges. and world-renowned entertainment in the 5,000 seat Colosseum theatre!
Caesars Windsor also offers non-stop slot and gaming table action! Try your hand at Blackjack, Roulette, Mini Baccarat, Craps, Caribbean Stud, Let it Ride, Three Card, Four Card and Pai Gow Poker.
With the perfect blend of hip and historic, the Walkerville District is one of the most unique neighbourhoods you’ll find in Windsor Essex, with a rich history steeped in the rollicking days of smugglers, Prohibition and the birth of the labour unions. With vibrant boutique shopping, dinning and craft brewing nestled among Windsor’s largest collection of heritage properties, Walkerville is a one-stop for all of your shopping, services, dining, and entertainment needs. Attend one of the Distillery District Night Markets held monthly on the last Friday from May – October to eat, drink, shop and enjoy live music under the stars and strings of edison lights.
Visit Kingsville Main Street where boutique shops line the streets and offer an assortment of unique clothing, desserts, gifts, wellness products, gardening essentials, and so much more. Pop into one of the quaint bakeries or produce markets and get a taste of local. Walk the trails, explore our parks and visit our beaches. Spend an afternoon biking through lush EPIC Wine County, play a round of golf on one of our championship courses or simply take in our stunning Victorian-era architecture.
Create a Custom Trip
If you’re looking to plan a trip now, check out our MyTrip Digital Itinerary Builder, or click some of the itinerary ideas below. You can create a stop-by-stop itinerary based on popular attractions, or key interests. Export it for driving directions between each of your stops!