Discover a winter wonderland in Ontario, Canada this season! With a wide variety of fun winter activities and beautiful scenery to explore, Ontario is the perfect place to escape for that mid-winter getaway you’ve been dreaming of. Explore the best that Ontario has to offer in Niagara-on-the-Lake, Niagara Benchlands, and Caledon!
Niagara-on-the-Lake
Located on the southern shore of Lake Ontario, and only a short 45-minute drive from Buffalo, New York, you will find Niagara-on-the-Lake. One of Ontario’s most charming and historic destinations, Niagara-on-the-Lake is famous for its world-class wineries, beautifully preserved 19th-century architecture, and the renowned Shaw Festival theatre.
Stroll along the streets of Old Town, indulge in farm-to-table dining, or explore the scenic vineyards that produce some of Canada’s best wines, including the region’s signature Icewine. Whether you are planning a romantic winter getaway or a relaxing escape, Niagara-on-the-Lake, Canada, offers a perfect blend of history, elegance, and small-town charm.

Skate in The Gardens at Pillar and Post
In Niagara-on-the-Lake, you can celebrate the season by skating at our ice rink in The Gardens! Free and open to the public, our ice rink is a great way to brighten up those dreary winter days. Between skating sessions, don’t forget to visit The OutPost, our gourmet snack bar, for a steaming mug of hot chocolate or our Winter Mojito featuring delectable, spiced rum and fresh lime juice. Grab our delicious Warm Salted Pretzel or House Made Cinnamon Bun Popcorn for the perfect accompaniment.

Warm Up with Afternoon Tea
Warm up to winter with elegant afternoon tea in The Drawing Room at Prince of Wales! Enjoy a hot cup of one of our premium teas, traditional finger sandwiches, and house-made assorted pastries in our romantic Victorian tearoom.
For an extra special teatime, upgrade to His Royal Highness Tea, which includes a premium charcuterie board with local cheeses and meats, mustard, pickles, preserves, crostini’s, a pot of tea, and a glass of Bowmore 12-year-old Islay Scotch (or a glass of local sparkling wine). It’s the perfect way to treat yourself or someone you love!
Niagara Benchlands
Just a short drive from the U.S. border, the Niagara Benchlands offer a charming escape into Ontario’s picturesque wine country. Located about 30 minutes from Buffalo, NY, or a 3.5-hour drive from Detroit, this region is known for its rolling vineyards, boutique wineries, and breathtaking escarpment views.
Unlike the bustling tourist spots of Niagara Falls, the Benchlands provide a more relaxed, intimate experience. Visitors can explore award-winning wineries, enjoy farm-to-table dining, and hike scenic trails along the Niagara Escarpment. Whether you’re looking for a weekend winter getaway or a scenic detour on your way to Toronto, the Niagara Benchlands offer a taste of Ontario’s best-kept secrets.

Shop at Local Boutiques
Venture to the quaint village of Jordan, Ontario where you’ll discover exclusive boutiques with unique, often handcrafted items you won’t find anywhere else. Some of our favourite spots include Beauty.Body.Home, where you’ll find natural, good-for-you bath products and nutritional supplements, and Heritage Gift Shop, where we love to stock up on local goods like fudge, preserves, and much more.

Take a Wine Tour
No trip to the Benchlands is complete without a tour of the area’s magnificent wineries! Thankfully, our Signature Jordan Wine Tour allows you to explore several of Niagara’s best wineries and sample a portfolio of their outstanding wines.
Your exclusive tour shuttle leaves from Inn On The Twenty, and you’ll be able to sit back and enjoy the scenery as our knowledgeable tour director offers fascinating local history and fun facts about the Benchlands. Our four-hour tour includes tastings at Creekside Estate Winery, The Foreign Affair Winery, Cave Spring Vineyard, and Sue-Ann Staff Estate Winery.
Caledon, Ontario
Just a 1-hour drive from Buffalo, NY, and around 3.5 hours from Detroit, Caledon is a hidden gem in Ontario, offering a perfect blend of natural beauty, outdoor winter adventure, and small-town charm.
Known for its rolling hills, scenic trails, and picturesque countryside, Caledon is a haven for hikers and nature lovers. Hike the breathtaking trails, visit charming villages like Alton and Belfountain, and explore artisan shops, cozy cafés, and farm-to-table dining. Whether you’re looking for a winter weekend escape into nature or a scenic road trip destination, Caledon provides a refreshing retreat just outside the Greater Toronto Area.

Hike Along a Winter Trail
Home to a variety of beautiful hiking trails, the rolling hills of Caledon are truly majestic, especially when veiled with snow. Explore the expansive grounds at Millcroft Inn & Spa and enjoy a spectacular view of the Shaw’s Creek Falls. Other popular trails include the Caledon Trailway and the Bruce trail.

Enjoy Outdoor Hot Spring Pools
Make time to relax this winter with the luxurious hot spring pools at Millcroft Inn & Spa! They’re the ideal way to warm up on a cold day, and boast numerous therapeutic benefits, including improved circulation, tension relief, and an enhanced sense of relaxation and well-being.
Our polar plunge pool provides a unique experience with contrast hydrotherapy, or the alternating of hot and cold baths, which has been practiced in Europe for thousands of years. Challenge yourself with a dip in this icy-cold pool before heading back to the revitalizing warmth of our hot spring pools!
Beat the Winter Blues with Vintage Hotels
Your winter retreat in beautiful Ontario, Canada awaits! Surrounded by pristine snow-covered forests and tranquil lakes, Ontario is the perfect setting for relaxation and adventure. Unwind by a crackling fire, explore scenic winter trails, or simply soak in the peaceful atmosphere. Book online with us today or contact our friendly staff for assistance.