Dreaming of a weekend escape with standout meals, cozy vibes, and design-forward accommodations? Welcome to Collingwood—a charming town that punches way above its weight when it comes to culinary experiences. From MICHELIN-rated tasting menus to small-town brunch gems, this 48-hour itinerary is made for food lovers looking to unwind, indulge, and explore the South Georgian Bay region.

Day 1: Arrival & MICHELIN-Starred Dining

Check-in at Somewhere Inn Collingwood

Begin your weekend by checking into Somewhere Inn Collingwood, a boutique hotel that seamlessly blends modern design with comfort. Guests rave about the spacious rooms featuring king beds, in-room soaker tubs, and walk-in showers. The on-site wine bar offers a curated selection of natural and organic wines, perfect for unwinding. Don’t miss the thermal cycle experience—sauna, cold plunge, and relaxation in a serene garden setting.

Dinner at The Pine – Creemore

📍 20-minute drive from Collingwood
Housed in a small, converted gas station, The Pine offers an intimate, globally inspired tasting menu led by Chef Jeremy Austin, whose culinary roots stretch from China to the Canadian countryside. Dishes like Sichuan-spiced beans, delicate jiaozi dumplings, and dry-aged duck are executed with precision and care. The ambiance is warm and minimalist, with an open kitchen and just 18 seats creating an immersive dining experience. Service is personal, thoughtful, and paced to let each dish shine.

Day 2: Local Flavours, Scenic Drives & a Late-Night Bite

Breakfast at Gibson & Co – Collingwood

📍 Downtown Collingwood
Start your day at Gibson & Co, a stylish espresso bar located in a historic downtown building. Known for its expertly crafted coffee and warm atmosphere, it’s a go-to morning stop for locals and visitors alike. Their breakfast menu features simple, elevated classics like buttery croissants, stacked egg sandwiches, and seasonal quiche. It’s casual yet curated—perfect for easing into your day without rushing.

Lunch at Heart’s Tavern – Kimberley

📍 30-minute drive from Collingwood
Set in a restored 1800s inn, Heart’s Tavern blends rustic charm with elevated countryside fare. The menu is seasonal and ever-changing, with standouts like sourdough-fried chicken, braised short ribs, and trout rillette. The atmosphere is warm, a little worn-in, and full of character—fireplaces, vintage wood, and views of the surrounding hills. Service is laid-back but attentive, with staff who genuinely love the food they’re serving.

Afternoon Reset: Sauna & Cold Plunge

Return to Somewhere Inn Collingwood and sink into the ritual of thermal contrast therapy. Alternate between the high heat of the sauna and a bracing cold plunge, then kick back in the garden lounge with a glass of wine in hand. It’s the perfect post-lunch reset, especially before another unforgettable dinner.

Dinner at Down Home – Markdale

📍 35-minute drive from Collingwood
Down Home is a farmhouse-style restaurant that delivers refined, hyper-local cuisine through a heartfelt 10-course tasting menu. Each dish is an ode to the land, featuring foraged ingredients, house ferments, and stories told by the chef himself. Think smoked carrot tartare, spruce-brined trout, and coal-roasted vegetables—all served in a cozy, candlelit dining room. The service feels like being welcomed into someone’s home, with warmth and genuine hospitality at the forefront.

Nightcap at Bar Gondola – Collingwood

📍 Downtown Collingwood
End your Saturday with a late-night cocktail at Bar Gondola, a moody speakeasy tucked behind an unmarked door in downtown Collingwood. Open until 2 AM, it’s a low-lit haven for expertly shaken drinks and great playlists. Grab a slice of Later Pizza (yes, these guys also own Later Pizza) and soak in the local energy—this spot has become a hidden gem among night owls. Whether you go for a Negroni or a nostalgic throwback cocktail, it’s the perfect closing note for a day well spent.

Day 3: Morning Brews & Coastal Bites

Breakfast at Good Grief – Thornbury

📍 20-minute drive from Collingwood
Good Grief is part roastery, part retro café, and 100% worth the short drive. Known for its light-roast coffee and creative specials, it delivers major personality in both flavour and design. Expect seasonal scones, elevated breakfast sandwiches, and the occasional soft-serve affogato when the weather calls for it. The vibe is playful and pink, and the service is as friendly as it is fast.

Lunch at Georgian Bay Surf Club – Collingwood

📍 Downtown, Collingwood
Georgian Bay Surf Club is part surf shop, part community hangout, and part globally inspired café—all set along the waterfront. Expect light, fresh dishes like miso-glazed tofu bowls, crunchy salads, and poke bowls that keep you fueled and happy. The space is bright, open, and filled with natural textures—perfect for lounging after a morning of beach walks or vintage shopping. Staff are welcoming and passionate, giving the whole space a laid-back, surfer-at-heart charm.

Where to Stay: Somewhere Inn Collingwood

After indulging in the culinary gems of South Georgian Bay, you’ll want a hotel that matches the taste and thoughtfulness of your meals. Somewhere Inn Collingwood is a boutique hotel that blends luxury and character, creating a stay that feels both elevated and grounded.

• Design-forward rooms with king beds, soaker tubs, and walk-in tile showers

• Unlimited access to the thermal cycle (sauna + cold plunge in a lush garden courtyard)

• On-site wine bar offering curated organic and biodynamic bottles from around the world

• Perfect location—just a short walk to downtown Collingwood and a 12-minute drive to Blue Mountain

It’s the kind of place that makes you slow down, breathe deep, and feel like you’re truly on a break.

Ready to plan your foodie escape?
Check availability here and treat yourself to a weekend of good food, better vibes, and one of Ontario’s most striking hotel stays.