Your Ultimate Guide: 14 Unforgettable Ontario Weekend Getaways That Are Totally Worth the Drive!

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Your Ultimate Guide: 14 Unforgettable Ontario Weekend Getaways That Are Totally Worth the Drive!
Your Ultimate Guide: 14 Unforgettable Ontario Weekend Getaways That Are Totally Worth the Drive!
Photo by sspiehs3 on Pixabay

Alright, Ontario explorers, listen up! Are you tired of the same old routine? Do your weekends feel less like an adventure and more like a rerun? We totally get it! Our incredible province is absolutely bursting with fantastic options for things to do, see, and *experience* when you need a break from the everyday grind. Forget scrolling endlessly, because we’ve done the legwork for you, curating a list of epic weekend getaways that promise everything from quaint and quiet moments to zen-inducing nature, unique creative vibes, and urban entertainment. Seriously, your next mini-vacation is just a scroll away!

We’re talking about dipping your toes into exciting new places, exploring charming towns, indulging in delicious food and drink, and soaking up all the natural beauty Ontario has to offer. The main thing to remember when planning your next great escape is to pick somewhere close enough to make a weekend trip totally worthwhile. That’s why we’ve gone ahead and organized this ultimate guide into regional areas, making it super easy for you to think about how far you’re keen to go and plan your adventure accordingly. Whether you’re a couple looking for a romantic escape, a family with kids seeking fun, or a group of friends ready for adventure, there’s an itinerary here with your name on it!

So, buckle up, because we’re about to take you on a whirlwind tour of some of the absolute best weekend getaways in Ontario. We’ve had a blast putting this list together, and trust us, the variety is off the charts! From hiking trails that take your breath away to serene beaches, world-class wineries, and rejuvenating spas, these detailed mini-weekend itineraries are your ticket to enjoying Ontario, come summer or winter. Get ready to hit the road and savour every single moment, because once you dive into these options, you’ll be itching to pack your bags and go! Let’s kick things off by exploring the fantastic offerings of Ontario’s Southwest.

Waves” by TheStaceys1 is licensed under CC BY 2.0

1. **Go on a Bike Tour Around the Lake Erie North Shore Wine Region**If you’re a fan of pedaling through picturesque landscapes with a glass of local vino waiting for you at the end, then a bike tour around the Lake Erie North Shore Wine Region is absolutely calling your name. This weekend getaway adventure centers around a stay in charming Kingsville, providing the perfect home base for your explorations. On one of your two days, you’ll jaunt out to the renowned Lake Erie North Shore wine region, which is practically a paradise for grape enthusiasts.

This vibrant region boasts over thirteen wineries, each offering unique sips and stories, alongside five fantastic restaurants where you can refuel with delectable meals. Beyond the vineyards and eateries, Kingsville and its surrounding hamlets are dotted with great shops just begging to be explored. And for those who appreciate a good brew, you’ll be pleased to discover some excellent breweries in the area, offering a different kind of local taste.

But wait, there’s more! To sprinkle a little extra magic on this already delightful getaway, you can easily extend your trip over to Leamington. Here, you’ll find even more great beer, incredible food, and some truly breathtaking views of Lake Erie, especially from the iconic Point Pelee Observation Tower. It’s the perfect blend of active exploration, culinary indulgence, and scenic beauty, all wrapped up in one unforgettable weekend.

Head to the Southernmost Points in Mainland and Island Canada
File:The Southernmost Tip of Canada, Point Pelee National Park, Leamington, Ontario, Canada (21587095749).jpg – Wikimedia Commons, Photo by wikimedia.org, is licensed under CC BY-SA 2.0

2. **Head to the Southernmost Points in Mainland and Island Canada**Ready to say you’ve been to the absolute southernmost tip of mainland Canada? This weekend getaway starts with an exciting journey to Point Pelee National Park, a place of stunning natural beauty and incredible ecological diversity. The scenic drive down to the tip itself is a neat experience, building anticipation for the wonders that await. Once there, you can dive into exploration along numerous hiking trails and beautiful boardwalk paths.

If time is a bit tight, don’t worry! Make a beeline for the Observation Tower, which offers panoramic views and a fantastic perspective of this unique landscape. But the adventure doesn’t stop at the mainland! Your next step is to catch the ferry from Leamington to Pelee Island, an experience that requires a bit of foresight – make sure to book your ferry ticket well in advance, especially during peak seasons.

The ferry ride itself is about 90 minutes, subject to weather, making it the perfect opportunity to kick back with a good book and enjoy the lake breeze. Once you arrive on Pelee Island, the charm is undeniable. We’re huge fans of The Wandering Dog Inn for a cozy stay, and you’ll find plenty of other great spots to check out. Carve out some precious time to rent a bike and explore the island at your own pace, go for a refreshing swim, savor meals at local restaurants, and simply embrace the laid-back island life. And here’s a pro-tip: a Point Pelee winter getaway offers a completely different, yet equally incredible, way to experience the park’s serene beauty.

3. **Dip Your Toes into Exciting Outdoor Experiences and Delectable Wineries in Norfolk County**Welcome to Norfolk County, affectionately known as “Ontario’s Garden” – and trust us, it lives up to the name! This region offers a fantastic mix of outdoor thrills and gastronomic delights, making it an ideal spot for a diverse weekend getaway. For your base camp, consider booking a stay at Long Point Eco-Adventures or the charming Port Rowan Inn, though do note that the Port Rowan Inn was closed for renovations as of May 2023, so always double-check current availability!

While you’re in Norfolk, your itinerary can be as packed or as relaxed as you wish. Explore the many different wineries and breweries that dot the landscape, offering a taste of the local bounty. If your visit falls during the summer months, you absolutely *must* check out the breathtaking lavender fields – a sensory experience not to be missed! Regardless of the season, the region’s farm-fresh markets and roadside farm stands are a delight, showcasing why this area is a great growing region. You’ll find heaps of delicious seasonal produce, whether you visit in the summer or fall.

But let’s talk about some highlights! Make sure to carve out time to stop at Burning Kiln Winery; their famous “Kiln Hanger” is not just award-winning but also ranks among the top-rated wines in the entire province. And for the adrenaline junkies or nature lovers, Long Point Eco-Adventures isn’t just a place to stay; it also offers exhilarating outdoor activities like zip-lining and mountain biking. For those seeking a more educational experience, they even have unique apiary tours and fascinating mushroom foraging hikes. It’s a garden of wonders, indeed!

Go “Retro” in Chatham and Nearby Small Towns
The Ave University Way NE (2025) – Best of TikTok, Instagram \u0026 Reddit Travel Guide, Photo by georgetownvoice.com, is licensed under CC BY-SA 4.0

4. **Go “Retro” in Chatham and Nearby Small Towns**Step back in time and add a splash of vintage cool to your weekend with a getaway to Chatham and its adorable nearby small towns. The star of the show here is undoubtedly the Retro Suites Hotel in Chatham, which is far more than just a place to sleep – it’s a destination in itself! This neat hotel boasts over twenty suites, each one uniquely themed, offering a different, memorable experience with every stay. It’s the kind of place that sparks conversation and makes you want to explore every corner.

If you happen to be visiting in June, or if you simply have a soft spot for vintage cars, you absolutely cannot miss their annual Retro Fest. It’s a vibrant celebration that brings the town to life with classic automobiles and a nostalgic atmosphere. Beyond the hotel, you’ll want to head to their on-site restaurant, The Chilled Cork, for a delicious breakfast or dinner that perfectly complements your retro adventure. Before you take a leisurely stroll around town, make a stop at Sons of Kent brewing for a local craft experience.

After you’ve soaked up all the charm Chatham has to offer, the adventure continues with a visit to some of the incredibly adorable towns in the region. Dresden stands out as one of our absolute favorites, brimming with small-town appeal and friendly faces. This getaway is all about embracing unique character, a touch of history, and the simple joy of discovery in Ontario’s wonderfully retro corner.

Relax on the Shores of Lake Huron in Grand Bend
File:Grand Bend 2.JPG – Wikimedia Commons, Photo by wikimedia.org, is licensed under CC BY-SA 3.0

5. **Relax on the Shores of Lake Huron in Grand Bend**Ah, Grand Bend! If you’re yearning for some serious lakeside relaxation and charming small-town vibes, then a weekend escape to Grand Bend is precisely what the doctor ordered. This spot is genuinely one of the most charming towns in Ontario, especially when the warmer months roll around. It transforms into a bustling haven, perfect for enjoying its pristine beaches and direct access to the magnificent waters of Lake Huron. Imagine sinking your toes into the sand, listening to the gentle lapping of the waves, and simply letting your worries drift away.

Beyond the main beach scene, we’re also huge fans of Pinery Provincial Park, which is conveniently just down the road. This provincial gem is an absolute dream for those who love to stretch their legs and immerse themselves in nature. It’s a fantastic park for taking long, scenic walks, where you can truly appreciate more of what the enchanting shores of Lake Huron have to offer. The park boasts unique ecosystems and stunning views, making every step a discovery.

Whether you’re a sun-worshipper, a keen walker, or simply someone who appreciates natural beauty and a relaxed atmosphere, Grand Bend delivers. It’s the perfect blend of beachy fun and natural tranquility, ensuring you’ll leave feeling refreshed, revitalized, and utterly charmed by this Ontario gem.

6. **A Weekend in London, And Then Some**For those who love the energy of a city combined with easy access to charming nearby locales, a weekend getaway in London, Ontario, is a truly fantastic choice. This vibrant city offers a dynamic urban experience, and your stay will be elevated by checking into The Park Hotel – it’s a truly impressive property that promises comfort and style. London itself is a foodie’s paradise, boasting a ton of great restaurants that cater to every palate, from casual eats to fine dining experiences.

Beyond the culinary scene, London is brimming with unique and local things to do. You can explore its various neighborhoods, discover local boutiques, and immerse yourself in the city’s cultural offerings. But the fun doesn’t have to stop within the city limits! If you’re eager to explore a few delightful nearby places, you’re in luck. There are some fantastic golf courses just a stone’s throw from London, perfect for hitting the links.

The town of Strathroy is also a beautiful spot worth visiting, offering its own dose of charm. While there, The Clocktower Inn is an excellent place to stay overnight or simply enjoy a delicious meal. And for another local culinary highlight, make sure to stop at MJ’s Roadhouse in Lucan – it’s a restaurant well worth the detour! If you’re feeling a bit more adventurous and want to venture a little further afield, the town of Port Stanley is incredibly charming and offers a lovely lakeside escape. London truly serves as a perfect hub for a multi-faceted weekend adventure.


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A Weekend in Windsor
Tourists Walking Along the Road Through Windsor Great Park · Free Stock Photo, Photo by pexels.com, is licensed under CC Zero

7. **A Weekend in Windsor**Last but certainly not least in our tour of Ontario’s Southwest is the bustling city of Windsor, another gem that promises an exhaustive range of different activities and things to do. If you’re dreaming of a Las Vegas-style getaway but prefer to skip the flight, then look no further than Caesar’s Palace in Windsor. This impressive establishment is an excellent place to stay, offering all the glitz and glamour, including its very own casino, for a touch of excitement and entertainment right here in Ontario.

But Windsor is so much more than just its casino lights! Beyond the thrilling gaming floors, you absolutely must check out Windsor’s Ford City, a fascinating neighborhood that’s rich in history and culture. It’s a place where you can explore unique shops, discover local eateries, and soak in the distinct atmosphere that tells the story of the city’s industrial heritage.

What’s truly great about a weekend in Windsor is its flexibility. If you happen to have a little extra time on your hands and are looking to extend your adventure, it can very easily be combined with an exciting extension to the Pelee Island Wine Country. This allows you to blend urban excitement with serene vineyard experiences, creating a truly diverse and memorable Ontario getaway. Windsor offers a fantastic mix of high-energy fun and cultural exploration, making it a perfect spot for your next weekend escape.

Alright, road trippers and adventure seekers, if you thought Ontario’s Southwest was epic, just wait until we journey through the heart of the province! We’re about to dive into the scenic hills, charming lakeside towns, bustling cityscapes, and incredible historic natural wonders that South Central Ontario has to offer. Get ready to uncover a fantastic blend of relaxation and adventure that’s practically begging for you to hit the road. Let’s keep this awesome getaway streak going!


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Take in the Scenic Rolling Hills and Hamlets of Mulmur
Rolling Hills by clipartcotttage, Photo by deviantart.net, is licensed under CC BY-SA 4.0

8. **Take in the Scenic Rolling Hills and Hamlets of Mulmur**If you’re dreaming of a weekend escape where the pace is a little slower, and the views are absolutely breathtaking, then Mulmur is calling your name. This spot is packed with beautiful hamlets just waiting to be explored, offering a truly relaxed vibe for your escape. It’s perfect for unwinding and soaking in the natural beauty of the region, whether it’s spring, summer, fall, or winter.

For your cozy home base, we highly recommend staying at Foxingham Farm B&B in Mansfield. Imagine waking up to rolling hills that are either vibrant green, ablaze with brilliant fall colours, or covered in a serene blanket of snow, perfect for downhill skiing enthusiasts! It’s such a picturesque setting for any season.

While you’re there, you absolutely must swing by Mrs. Mitchell’s Restaurant for a delicious breakfast, dinner, or a charming afternoon tea. Don’t forget to check out the Dufferin Museum to soak in some local history, and explore the countless unique shops and farms dotted throughout the area. And for all you fans of iconic TV, a visit to the *Schitt’s Creek* Rosebud Motel and the stunning Hockley Valley region is a total must-do!

Lake Scugog
File:Lake Scugog.jpg – Wikipedia, Photo by wikimedia.org, is licensed under CC BY-SA 3.0

9. **Head to Lake Scugog and its Surrounding Charming Towns**No matter what time of year you plan your visit, this delightful corner of Durham Region is a truly pretty place that offers something for every season. When the weather warms up, getting out on Lake Scugog for a kayaking adventure is the perfect way to embrace the water and enjoy the serene surroundings. It’s an incredibly refreshing way to spend an afternoon.

But don’t think the fun stops when the temperatures drop! In the winter, Lake Scugog transforms into a hub for ice fishing, which is a beloved local pastime. It’s a unique experience that allows you to connect with the local culture and enjoy the tranquility of a frozen lake. Whether you’re casting a line or simply enjoying the crisp air, it’s a memorable winter activity.

To round out your visit, make sure to spend some quality time in Port Perry. You can dive into your creative side with various craft and art classes at Meta4, or sample some delicious local craft beer at Old Flame Brewery. For dining or an overnight stay, the Piano Inn and Cafe is a fantastic choice, or head just outside town to the charming Nestleton Waters Inn for a truly picturesque experience.

And here’s a pro-tip for your journey: on your way into or out of Port Perry, make a detour to Uxbridge. A local favorite, Haugen’s, is a must-stop for their rotisserie chickens, which have been spinning for over 60 years! Plus, you can visit Goodwood, the real-life downtown *Schitt’s Creek* location, complete with Cafe Tropical and Rose Apothecary. Uxbridge itself boasts great restaurants, hiking and biking trails, and The Second Wedge brewery for a well-deserved pint after your adventures.

toronto” by VV Nincic is licensed under CC BY 2.0

10. **Enjoy a Weekend of Neighbourhood Culture in Toronto**Okay, so squeezing all the amazing things to do in Toronto into one little blurb is practically impossible – it’s a bustling metropolis after all! But we’ve got a genius hack for you: plan your weekend around a specific neighborhood to really soak in its unique vibe. It’s all about making the city feel a bit more manageable and super exciting!

Perhaps you’re dreaming of waterfront views? Then booking a stay at the Westin Harbour Castle and exploring the surrounding areas is an absolute must. Or maybe you’re drawn to the trendy eastern side of the city? The Broadview Hotel in Leslieville is calling your name, promising a stylish and vibrant experience. Each neighborhood offers a distinct flavor of Toronto!

If you prefer a more central hub for your adventures, The Chelsea Hotel is a solid choice. And for those keen on exploring the west, The Drake will give you a taste of that cool, artsy vibe. No matter which direction you choose, Toronto is jam-packed with fun activities, from water sports and hiking trails to fascinating facts and buzzing bars.

Seriously, don’t miss out on what’s showing at the Royal Ontario Museum or the Art Gallery of Ontario during your visit – sometimes you can even snag free admission! And for an unforgettable experience, an evening helicopter tour of the city is an absolute game-changer. It’s a truly breathtaking way to see Toronto light up.

Head to one of the Most Charming Towns Near the Grand River
2024’s 8 Most Beautiful Small Towns in The Rockies, Photo by worldatlas.com, is licensed under CC BY-SA 4.0

11. **Head to one of the Most Charming Towns Near the Grand River**Alright, this next suggestion stretches the definition of “Grand River adjacent” a tiny bit, but trust us, the charm factor is off the charts! We’re talking about picking your perfect weekend escape from three incredibly delightful towns: Stratford, Elora, or Paris. Each offers its own unique slice of Ontario magic, making for an unforgettable getaway.

Both Elora and Paris, while not directly connected, are beautifully situated along different spots of the Grand River. They both boast incredibly scenic views and that undeniable small-town charm that just makes you feel good. Stratford, a little further west along Lake Victoria, brings its own cultural flair and picturesque setting, especially if you’re a theatre buff!

Each of these towns is a destination in itself, brimming with character, fantastic local eateries, and unique shops. Whether you’re looking for a romantic stroll along the riverbanks, an artistic immersion, or just a quaint spot to unwind, you can’t go wrong with any of these choices. Get ready to fall in love with these Ontario gems!


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Take in the History and Nature of Niagara
File:Maid of the Mist, Horseshoe Falls, Niagara Falls, Ontario (29901863431).jpg – Wikimedia Commons, Photo by wikimedia.org, is licensed under CC BY-SA 2.0

12. **Take in the History and Nature of Niagara**Prepare for a weekend getaway that effortlessly blends exhilarating family fun with historic charm, all set against the backdrop of one of the world’s most iconic natural wonders! This trip allows you to combine the vibrant energy of Niagara Falls with the serene elegance of Niagara-on-the-Lake. Depending on what kind of weekend you’re craving, you can focus on one or luxuriate in both.

Kick things off with all the heart-pumping excitement that Niagara Falls’ attractions have to offer. We’re talking about seriously thrilling activities here! Imagine soaring over the falls on a zip-line, feeling the spray on an epic jet boat tour of the Niagara Rapids, or wandering through the enchanting Butterfly Conservatory. It’s an absolute feast for the senses and an adrenaline rush like no other.

After all that excitement, it’s time to take a breath and unwind in the utterly charming Niagara-on-the-Lake. This historic town is perfect for a more relaxed pace. You can rent a bike and leisurely explore local wineries, follow scenic nature paths along the Niagara River, or simply wander through town. Pop into unique shops, savor a delicious meal, or just admire the stunning historic buildings. Both Niagara Falls and Niagara-on-the-Lake are incredible on their own, but blending them creates an truly unforgettable Ontario adventure!


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13. **Relax and Enjoy the Outdoors in Collingwood and The Blue Mountains**If you’re looking for a weekend getaway that takes you straight to the scenic mountains of southern Ontario, then Collingwood is your perfect launchpad! This vibrant town is absolutely brimming with fantastic breweries and restaurants, offering a delicious start or end to your adventurous days. Plus, there are so many fun things to do right in town, ensuring you’re never bored.

Just a stone’s throw away, The Blue Mountains offer a treasure trove of activities, especially if you’re an outdoor enthusiast. Whether you’re keen on hitting the slopes in winter, hiking breathtaking trails in warmer months, or trying out mountain biking, this region has it all. It’s a playground for anyone who loves to get out and move.

But hey, if your idea of a perfect weekend is more about serene relaxation amidst nature, The Blue Mountains totally delivers on that front too. This area is home to an abundance of incredibly relaxing spas, just waiting for you to indulge in some serious pampering. Imagine unwinding with a massage and soaking in the tranquil surroundings. It’s the ideal spot for a rejuvenating escape, offering the best of both worlds!

Relaxation and Neighbourhood Walks at Langdon Hall and Cambridge
HISTORIA ARTIUM, Photo by wikimedia.org, is licensed under CC BY-SA 4.0

14. **Relaxation and Neighbourhood Walks at Langdon Hall and Cambridge**For those who have had the pleasure of visiting this special corner of the Waterloo Region, you already know it holds a unique charm! Langdon Hall is not just a place to stay; it’s a renowned historic estate that promises an unforgettable and truly memorable experience. This impressive property will undoubtedly leave a lasting impression, long after your bags are unpacked.

Langdon Hall offers an elevated escape, complete with luxurious packages that can include indulgent spa credits and exquisite multi-course meals right on the property. It’s the perfect setting for total relaxation and a chance to truly treat yourself. Imagine being surrounded by elegance and tranquility, with every detail taken care of.

When you’re ready to venture beyond the serene grounds of Langdon Hall, the city of Cambridge, specifically the charming town of Galt, is just waiting to be explored. Galt boasts beautiful views of the Grand River, along with a fantastic selection of coffee shops, cozy pubs, and delightful restaurants. It’s an ideal spot for a leisurely walk and some local discovery.

For all you TV and film buffs out there, Galt’s historic homes and picturesque streets have served as filming locations for numerous productions, including Hulu’s *The Handmaid’s Tale* and Netflix’s *The Queen’s Gambit*! Keep an eye out for these iconic spots as you wander around town. And before you head back to the luxurious embrace of Langdon Hall, make sure to stop by Foundry Brewing for a taste of local craft beer.

What an incredible journey through Ontario we’ve had, right?! From the charming small towns to the vibrant cityscapes, and the breathtaking natural wonders, it’s clear our province is absolutely brimming with amazing possibilities for your next escape. We hope this guide has sparked your wanderlust and given you a serious dose of inspiration to explore the hidden gems and well-loved favorites that Ontario proudly offers. So, go on, pick an adventure, pack your bags, and get ready to savour every single moment of your next unforgettable weekend getaway in our spectacular province. We’ll be rooting for you, and who knows, maybe we’ll even cross paths on the road!

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