The ideal Niagara getaway isn’t about choosing between sophistication and fun—it’s about mastering the balance between them. This itinerary is designed to give you the best of both worlds: the serene, refined artistry of Niagara-on-the-Lake’s wine country by day, followed by the electrifying, playful energy of Clifton Hill by night. It’s the perfect pairing for a memorable 24-hour escape.
Morning: The Scenic Transition from Spectacle to Serenity
Begin your journey by leaving the mist and thunder of the Falls in your rearview mirror. The drive itself is part of the experience. The Niagara Parkway, once dubbed by Winston Churchill as the “prettiest Sunday afternoon drive in the world,” follows the Niagara River north. Historic plaques hint at the region’s layered past, while roadside fruit stands signal the bounty that lies ahead. In less than 30 minutes, you’ll trade awe-inspiring power for pastoral calm.

Late Morning: Your First Tastings with a View
Your day of tasting begins at Peller Estates, where manicured grounds and French chateau–inspired architecture set a sophisticated tone. Their structured flights highlight everything from delicate sparkling wines to full-bodied reds, but the true star is the 10 Below Icewine Lounge—a subzero tasting chamber that offers an atmospheric (and literal) chill.

Just down the road, Two Sisters Vineyards provides a more boutique experience. Its Tuscan-inspired architecture and terraces overlook orderly rows of vines. Their bold Cabernet Franc and elegant Merlot showcase how Niagara’s cool climate can produce reds of surprising depth. A morning tasting is best paired with a leisurely stroll through the grounds before the afternoon crowds arrive.

Midday: Dining Among the Vines
Lunch in wine country is an essential chapter of the day. At Ravine Vineyard Estate Winery, a family-run property, the restaurant feels deeply rooted in its farmland setting. The seasonal menu features wood-fired pizzas, housemade charcuterie, and produce harvested directly from the estate garden.

For a more elevated experience, Treadwell Cuisine in Old Town puts a spotlight on local growers and winemakers in a refined bistro setting. Their sommeliers excel at recommending thoughtful pairings, making each dish feel like a conversation with the region itself.
Afternoon: Boutique and Experimental Explorations
The afternoon is the perfect time to slow down and explore smaller, innovative producers. Stratus Vineyards is a must for enthusiasts. As Canada’s first fully LEED-certified winery, Stratus is renowned for its complex, precision-crafted blends. The sleek, modern tasting room offers a beautiful contrast to the traditional landscape outside.

Don’t miss Inniskillin, a pioneer of Canada’s iconic Icewine. Their tours detail the painstaking harvest process, where grapes are picked at frigid temperatures and pressed into a syrupy nectar unique to this latitude. Tasting Icewine at its source is a Niagara rite of passage.
Late Afternoon: Circling Back to Vibrancy
As the wineries begin to wind down, it’s the perfect time to circle back to Niagara Falls. The energetic Clifton Hill awaits, making a convenient and entertaining home base for the night. After a day of sipping and swirling, its vibrant atmosphere offers a refreshing jolt of energy.

Dinner options here are designed to bridge your day and night, with many menus pairing beautifully with the wines you’ve just been tasting.
- Kelsey’s Clifton Hill Patio: Burgers or ribs with a Cabernet Franc.
- Massimo’s Italian Fallsview Restaurant: Osso buco with Merlot; seafood pastas with Chardonnay.
- Weinkeller: Multi-course dinners with in-house wines; Riesling for seafood, Icewine for dessert.
- AG Inspired Cuisine: Mushroom risotto with Pinot Noir, house-aged beef with a Cabernet Sauvignon blend.
- Flour Mill Scratch Kitchen: Roast chicken or lamb with a smoky Baco Noir.
Night: Letting Loose on Clifton Hill
Now, it’s time to fully embrace the shift. If wine country was about refined appreciation, Clifton Hill at night is unapologetically about pure, playful fun. The fun extends late into the night, with arcades, attractions, and bars humming until midnight or beyond. Neon lights blaze, carnival games chime, and music fills the air.

The Great Canadian Midway buzzes with energy into the early hours, offering hundreds of arcade games and glow-in-the-dark fun. For libations, bars and patios like Antica Pizza or Secret Garden pour local wines alongside craft beers and cocktails. Families can stroll the illuminated promenade, while couples can cap the night with a spin on the Niagara SkyWheel, enjoying breathtaking views of the illuminated Falls.
This is where the perfect day culminates. After a day steeped in refinement, the carnival lights, funnel cakes, and carefree laughs of Clifton Hill are the ideal, contrasting pairing.
The Perfect Pairing
You don’t have to choose between Niagara’s contrasting personalities. This itinerary proves that the region’s true magic lies in experiencing its full spectrum: the raw power of the Falls, the cultivated art of winemaking, and the carefree joy of an electric night out. Together, they form a pairing as memorable as anything poured in a glass.