Discovering Kingston – Ultimate 2024 Guide for Best Day Trips & Weekends


Situated on Lake Ontario’s north shore, Kingston, Ontario often gets overlooked. Despite passing through many times while traveling between Toronto and Montreal, I never stopped. But during Canada’s 150th birthday in 2017, I finally made the detour off the 401 and discovered Kingston’s vibrant food and music scene, along with its unique history.

Fast-forward to today. I have visited the area multiple times, and now I consider Kingston one of my favorite cities in Canada. So, if you are searching for what to do in Kingston, Ontario, you have come to the right place. From where to eat to the best things to do in Kingston, Ontario, here is my suggested itinerary for the perfect day trip or weekend.

An Introduction to Kingston

My Kingston adventure kicked off in the best possible way – mingling with locals over drinks and food, soaking in their insights on what makes their city special. Perched on the cozy patio of Dianne’s Fish Shack, with Kingston’s picturesque harbor as my backdrop, I was warmly welcomed into the heart of the city. Laurie Lewis, an 86-year-old author and avid food enthusiast, shared tales of Kingston’s culinary and artistic enthusiasm. Amidst playful banter about matchmaking my grandfather and discussions comparing Kingston’s street tacos to those of Mexico, I sensed the excitement building. This was just the beginning of an unforgettable journey.

As the conversation shifted to local sights and what to do in Kingston, Ontario, my excitement only grew. Is Kingston worth visiting? I was about to find out.

Here’s a rundown of the best activities and attractions that I enjoyed during my weekend in Kingston Ontario.

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Discovering Kingston - Places to Visit, Food and lots of things to do!
Kingston, Ontario – a great place to explore

Weekend in Kingston Ontario: Things to do in Kingston

On Saturday, I was excited to discover Kingston. I explored the bustling farmers market and artisan stalls near City Hall, where fresh produce, butter tarts, and maple syrup filled the air. Amidst the vibrant atmosphere, local entertainers and chef demonstrations added to the excitement.

Together with my friends, I’m eager to spend the weekend in Kingston, Ontario. Their excitement about discovering local spots inspired me. With a population of about 130,000, I doubted there would be many good restaurants to explore. Yet, I was pleasantly surprised—Kingston has plenty to offer!

Kingston Weekend Events

Kingston weekend events offer a diverse array of experiences for visitors and locals alike. There’s always something exciting happening in this lively city. It pulsates with energy and enthusiasm during the weekends, creating an atmosphere anticipation for every people.

Restaurants in Kingston Ontario

If there’s one thing you won’t have trouble finding in Kingston, Ontario, it’s delicious food. From cozy cafes to upscale dining establishments, this city has something to satisfy every craving.

Le Chien Noir Bistro

Continuing our conversation, we went and explored the wine cellar at Le Chien Noir Bistro, now The Black Dog Tavern, which is one of the beloved spots in Kingston. This restaurant is all about freshness and locality. They prioritize sourcing from local growers, offering creative and delicious farm-to-table options. Just one bite of their duck confit poutine with brie tells you everything you need to know.

The Juniper Cafe

As I stepped through the doors of The Juniper Cafe, I was immediately struck by its serene ambiance and stunning views of the waterfront. I enjoyed lunch with owner Jamie Hodges. The cafe’s cozy interior and welcoming atmosphere made it the perfect place to escape the hustle and bustle of city life. the menu, I was delighted to find a variety of delicious options, from hearty breakfast dishes to gourmet sandwiches and salads.

Truly, it reinforced what I’d been hearing since I arrived – Kingston is a community of food enthusiasts with access to a bounty of local ingredients. It’s no wonder dining and exploring here are such delights.

Best Day Trips from Kingston Ontario

Exploring beyond Kingston’s city limits opens up a world of possibilities for exciting day trips. Whether you’re seeking outdoor adventures, cultural experiences, or simply a change of scenery, there’s a lot to enjoy for different types of tourists when they visit Kingston.

Kingston Beer Scene

Kingston’s dedication to fresh and local extends to its vibrant beer scene, blending history with innovation. During my exploration with Kingston Food Tours, I discovered my misconceptions about Ontario beer were unfounded.

Discovering Local Brews

One of the things I noticed in Kingston is the abundance of breweries and pubs tucked away in every corner. From the bustling taprooms of modern craft breweries to the cozy interiors of historic brewpubs, there was no shortage of places to wet my whistle. Each establishment boasted its unique selection of beers, ranging from crisp lagers to hoppy IPAs, all proudly brewed right here in Kingston.

Sampling the Suds

Of course, no exploration of Kingston’s beer scene would be complete without indulging in a few tastings. While I had assumed Ontario’s brews leaned toward mass-produced simplicity, my taste buds were pleasantly surprised. From the bold IPAs of Stone City Ales, Kingston’s latest craft brewery, to the classic ales of the Kingston Brewing Company, Ontario’s oldest brewpub, each sip was like unfolding a mystery, revealing the skill and passion that went into crafting these delicious brews.

Yes, my brief time discovering Kingston was full of surprises, and I’ve only scratched the surface.

More Day Trips from Kingston Ontario: Places to visit in Kingston

Like I’ve said, there’s more that Kingston can offer to its visitors. Whether you’re up for urban adventures, outdoor escapades, or beachside relaxation, these day trips from Kingston offer something for everyone to enjoy.

Kingston’s Tragically Hip Vibe

Walking through the streets of Kingston, I couldn’t help but feel the influence of The Tragically Hip, one of Canada’s most beloved bands. From the sound of their music drifting out of local bars to the murals depicting the band members on city walls, it’s clear that Kingston is proud to call The Hip its own.

Sightseeing in Kingston Ontario
Discovering Kingston Ontario’s vibrant culture

The Red House

Stepping into The Red House, I was immediately struck by its warm and inviting ambiance. The cozy interior, complete with dim lighting and comfortable seating, creates the perfect setting for a relaxing evening with friends.

By 10:00 pm, the place was bustling with people and it made me realize that Kingston has diverse sides. Its vibrant food and drink scene made me wonder where everyone was from. Yet, at its heart, Kingston is a university town, with Queen’s University and the Royal Military College of Canada shaping its character, even in the summer.

Beer lovers' paradise at The Red House in Kingston, Ontario
The Red House brewery – a taste of local flavors in Kingston, Ontario

Discovering Kingston makes me appreciate the youthful crowd brings to the city’s music and arts scene. Icons like Dan Aykroyd, Bryan Adams, Bedouin Soundclash, and notably, The Tragically Hip, hail from here. The Hip, a beloved band, bid farewell in their hometown after 30+ years as Canada’s House Band when frontman Gord Downie announced his battle with terminal brain cancer in 2016.

Miraculously, The Tragically Hip performed one final cross-Canada tour, concluding in Kingston. The show was broadcasted commercial-free on the Canadian Broadcasting Corporation, captivating 11.7 million viewers nationwide, including those at viewing parties across the country. It was an extraordinary moment – a third of the country tuned in. The scenes of downtown Kingston filled to the brim were heartwarming. It was a celebration of life, showcasing Kingston’s energy and love, and etching itself into Canada’s music history in a uniquely poignant way.

Kingston’s Off-the-Beaten-Path Attractions

Shaking off a late-night exploring the cool side of Kingston, I headed out (and up) to discover some of the area’s natural beauty. With lakes, parks, and rivers to explore Kingston is also an outdoor playground.

The Thousand Islands

Thanks to a scenic flight with Fly Kingston, at the time it was a plane tour, I had the chance to witness one of the region’s top summertime attractions: The Thousand Islands. Although I lost count after about 25, this cluster of islands at the mouth of the St. Lawrence River boasts a national park, a grand castle, and numerous cottage homes. While a boat cruise is a popular way to explore the area from Kingston, the aerial perspective offers a unique vantage point, allowing you to spot sunken ships from bygone eras.

It’s worth noting that an aerial experience with an eagle’s view of 1000 islands now has helicopter tours, providing an even more immersive experience of this breathtaking landscape.

Kingston’s Historic Architecture

As I strolled the lively streets of Kingston during the annual buskers festival, my attention was drawn to the city’s rich history reflected in its charming architecture. From the elegant limestone courthouse and City Hall to the stately mansions that once belonged to the city’s founding figures, Kingston’s walkable downtown is a delightful experience. Having come from Vancouver, a city dominated by modern glass towers and 70s-style homes, the sight of buildings steeped in history was a refreshing change. Kingston truly offers a treasure trove of architectural delights waiting to be explored.

Historic Accommodation: The Hochelaga Inn Experience

Originally built in 1879 as the residence of John McIntyre, Kingston’s inaugural mayor and a prominent lawyer, I felt the essence of Kingston’s unique charm. I stayed in one of the inn’s tower rooms, currently, Hochelaga offers 21 rooms blending modern comforts with the allure of its heritage. With antique furnishings, creaky stairs, and the possibility of air-conditioned rooms that may have a ghostly tale or two, the Hochelaga Inn is far from your typical Holiday Inn – and that’s precisely the appeal. Kingston exudes historical charm, making a stay at the Hochelaga Inn an authentic and captivating experience.

    Read More: Hochelga Inn Review
Staying at Hochelaga Inn in Kingston, Ontario.
Hochelaga Inn – a charming guest house in Kingston, Ontario

Kingston Penitentiary

Kingston is also home to Canada’s first and longest-running prison. Now, it’s not normally something I would note but Kingston Pen is surprisingly stunning and has recently been opened up to the public for tours. As I found on my time discovering Kingston, visiting Kingston Pen is the hottest ticket in town.

Kingston is Canada: Historic Significance

Kingston is also home to Canada’s first prime minister, Sir John A McDonald. For a brief period Kingston was also Canada’s original capital city. Its waterfront location across from the United States made it vulnerable to attacks which led the capital to be relocated up the 200 KM man-made Rideau Canal to Ottawa. Still, remnants of its defense are still present today with the stone towers along the water and massive Fort Henry overlooking the town, guns pointed south.

Stories Along the Road: Highway 401

Beyond the picturesque scenery, getting off the 401 allowed me to connect with the vibrant culture and heritage of the region. From quaint main streets lined with boutique shops to cozy diners serving up homemade comfort food, each stop along the way offered a glimpse into the heart and soul of Ontario’s heartland.

Stretching from Windsor to the Thousand Islands, the 401 holds a special significance as the Highway of Heroes. This designation honors fallen Canadian soldiers who have made the ultimate sacrifice in service to their country.

Is Kingston Worth Visiting?

While Kingston may not always be the first destination that comes to mind, its unique blend of history, culture, and natural beauty makes it as a tourist bucket list place to visit. From its storied past as a colonial outpost to its role as a vibrant modern city, Kingston is steeped in history at every turn.

Beyond its historical significance, Kingston also boasts of a thriving arts and culture scene that rivals larger cities. From lively festivals and art galleries to eclectic live music venues and theater productions, there’s no shortage of cultural experiences to immerse yourself in.

It’s also a paradise for outdoor enthusiasts. Hiking, biking, sailing, and kayaking are just a few of the activities that await, allowing you to soak in the natural beauty of the landscapes while enjoying a dose of fresh air and adventure.

With lots of places to see, you can rent a cheap car to tour around Kingston. It makes it easier to drive around the city at your own pace and enjoy the places you visit whenever you want.

Even though I left Kingston slightly heavier than when I arrived, I also left with a better appreciation for my country and the role this city has in it, both then and now.

    Compare prices on Car Rentals in Kingston, Ontario with Expedia

Frequently Asked Questions About Kingston Ontario

As you plan your visit to Kingston, Ontario, you may have some questions about the best times to visit, must-see attractions, and outdoor activities available in this city. I’ll answer a few:

What are the best times to visit Kingston?

The best times to visit Kingston are during the spring and summer months (May to September) when the weather is mild and conducive to outdoor activities. Additionally, the city hosts numerous festivals and events during these months, adding an exciting atmosphere.

What are some must-visit attractions in Kingston?

Some must-visit attractions in Kingston include Fort Henry National Historic Site, Kingston Waterfront, the Rideau Canal, and Bellevue House National Historic Site. These sites offer insight into the city’s rich history, stunning natural beauty, and cultural heritage.

What outdoor activities can I enjoy in Kingston?

Kingston offers great outdoor activities for nature enthusiasts and adventure seekers. Visitors can explore the Thousand Islands region through boat tours or kayaking excursions, hike along scenic trails in nearby parks such as Frontenac Provincial Park, or simply relax by the waterfront and enjoy the picturesque views of Lake Ontario. Additionally, cycling, fishing, and sailing are popular activities enjoyed by locals and tourists alike. There really is a lot of day trip from Kingston Ontario that everyone can enjoy.


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Although I was discovering Kingston on a press trip organized by Visit Kingston,
the experience, opinions, and new found love of country are my own.


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Discovering Kingston - Ultimate 2024 Guide for Best Day Trips & Weekends
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