December 14, 2022

Are you looking for things to do in Oakville this winter? Well, look no further! This blog post lists all of Oakville’s to-do’s this frosty season!

Lakeshore Winter Views

First, you must experience Oakville’s winter scenery from the shoreline of Lake Ontario. 

Lakeside ParkWaterworks ParkCoronation Park or Bronte Heritage Park offer the best trails to adventure around the waterfront. So be sure to capture the sunset shimmering off of the lake and tag us @visitoakville when you share your images on social media!

Skating, Snowshoeing and Skiing

Grab a pair of skates and head to one of Oakville’s 15 outdoor skating rinks.

Do you want to skate under the stars? We recommend Trafalgar Park because it has outdoor lighting until 8 PM. You can even rent a pair of skates from the Trafalgar Community Centre (limited quantities are available).

Additionally, you can try a fun new activity! Grab your snowshoes or cross-country skis and visit Bronte Creek Provincial Park. This place features trails and winter landscapes to view on your hike!


Dove + Arrow, a recipient of The Talk of The Town award for Best Local Shopping, carries home decor and unique locally made goods. They also host DYI workshops where you can create and take home your masterpiece! This place is located in the heart of Kerr Village at 363 Kerr St. 

Lakeside Livin’ Home Decor, at 100 Bronte Rd, offers a unique opportunity to shop a wide selection of nautical and coastal-themed gifts and décor. They also offer jewelry and accessories. So take a short drive to Bronte village and see for yourself.

Maker’s Mojo. Are you searching for a one-of-a-kind item? Come by Maker’s Mojo and check out their selection of hand-crafted products. Here you can also pick up a unique jewelry or home décor piece for yourself or a loved one. The place is located at 331 Lakeshore Road E.

Oakville Art And History

Oakville Museum. Located at 8 Navy Street, this estate was the former residence of Oakville’s founding family. Visitors can also hear stories about the town’s history, admire historical artifacts and check out any ongoing exhibitions, including Oakville’s Flower: HMCS Oakville. This exhibition displays artifacts from a Second World War naval ship with heavy ties to the Town of Oakville.

Do you love art? If so, then Oakville Galleries is a great place to visit. This winter, they are showcasing two new exhibitions: A Many-Sided House by Wolf Tones and They Called It Idlewild by Helen Cammock. Check out their locations here. 

Oakville’s iFLY

iFLY Oakville Indoor Skydiving is a fun activity to do with family or friends. You’ll be up in the air within 60 seconds, feeling free as a bird! They also offer pre-flight briefings to inform you of all the steps needed to fly. As well, certified instructors are guiding you in the tunnel. So don’t worry if you’re a first-time flyer; they’ve got you covered! iFLY will also capture your entire experience with its high-definition cameras. So make sure you share your memories and tag @visitoakville! They are located at 2007 Winston Park Dr.

Oakville Movie Theatre Cinemas is dedicated to ensuring its audiences have the best possible experience for a budget-friendly price! So, pick a movie and purchase your ticket online or in person. This cinema is located at 171 Speers Road.

Oakville Bakeries and Cafes

Want to grab a warm cup of hot cocoa? Chocolato +Tommy Café has 14 flavours of hot chocolate to choose from! Also, pick up in-house salads, sandwiches, baked goods or gelato while you’re there. The cafe is located at 236 Lakeshore Rd E. 

Flüf Soufflé Cheesecake is a new cafe at 131 Lakeshore Road E. This place is the first in Oakville to serve Japanese-style soufflé cheesecakes. Also, its menu offers a variety of other delicious desserts and handcrafted drinks. To accompany its tasty treats, the cafe also has a pretty pastel aesthetic. Perfect if you want to capture an Instagrammable picture.

Oakville Restaurants

Piano Piano is hard to miss! Its building is located at 120 Thomas St and showcases a beautiful pink floral mural. This restaurant also offers a wide selection of Italian cuisine. Their customers love are mushroom cavatelli, eggplant fritti, and roasted sea bass the most. Check out their menu here.

Don’t forget to grab a selfie with the background of their mural and share it with @visitoakville!

The Mermaid And The Oyster, located at 250 Kerr Street, offers an East Coast seafood experience. The restaurant serves chilled seafood platters, oysters, lobster dishes, and much more.

So, if you’re craving seafood, this is the spot to dine! Check out their menu here.

The Firehall, located at 2390 Lakeshore Road West, offers a menu of award-winning wings, burgers, and zesty salads as well as an outstanding selection of wines, draft beers and cocktails!


Book a room and stay while enjoying the town’s experiences.

We suggest:

Holiday Inn & Suites Bronte, Oakville, offers newly renovated rooms with a Keurig machine, mini fridge and microwave, and upgraded rooms that include Jacuzzi and Kitchenette Suites. Additionally, the hotel provides recreational facilities such as a naturally lit indoor pool, a whirlpool & sauna, and a fitness centre.

Hilton Garden Inn Oakville is Located 15 minutes from Toronto Pearson International Airport. This place also offers complimentary wifi and parking to all guests and full access to their pool, fitness centre, bar and restaurant.

Check out other hotel options here.