Weekend Getaway
Make a Weekend of it
The Collingwood Art Crawl is more than a day of art and music—it’s the perfect reason to escape to Georgian Bay for the whole weekend. Stay in the heart of downtown, discover local dining and shops, and enjoy a weekend filled with culture, connection, and inspiration.
Where to Stay
Make your visit extra special by booking one of Collingwood’s boutique accommodations, all within walking distance of the Art Crawl. Stay steps away from the action in one of Collingwood’s stylish hotels, offering modern comfort and unique character.
The Dorchester Hotel
A design-forward boutique hotel in a restored 1800s building with luxe soaking tubs, record players in every room, and curated local guidebooks.
VanderMarck Boutique Hotel
A heritage mansion turned luxe retreat, offering nine designer suites with fireplaces and balconies, a serene courtyard, and a tech-savvy, front-desk-free experience.
Living Water Resort & Spa
Stay lakeside with access to a full-service spa featuring Ontario’s only Aquapath, indoor and outdoor pools, and spacious suites with kitchens and balconies.
Somewhere Inn
A century-home turned boutique hotel with cozy rooms, a natural wine bar, and a forested thermal spa experience.
Candlewood Suites
A modern extended-stay hotel with full kitchens, free laundry, and pet-friendly rooms.
Living Stone Resort
A four-season retreat with a championship golf course, indoor and outdoor pools, tennis courts, and direct access to Georgian Bay.
A Suggested Itinerary
Not sure how to plan your weekend? Here’s our suggestion:
Friday
Morning – Arrive in Collingwood and check-in at one of the many hotel options located in the heart of Collingwood. Grab coffee and breakfast at a café and enjoy the cozy vibes.
Midday – Explore historic downtown Collingwood and check out shops on offer. Grab lunch downtown. Relax at a spa, hike or ride some of Collingwood 70+ km of trails or relax down by the water at Sunset Point.
Evening – Attend the Fashion Week finale and a sip & shop experience. End the night with an elegant dining experience.
Saturday
Morning – Start the day with a stroll along Sunset Point Beach, enjoying breathtaking waterfront views. Grab brunch or a classic breakfast.
Midday – Visit the Collingwood Farmer’s Market and fill your basket with seasonal produce and delicious treats. Relax in nature with a stroll through Collingwood’s Arboretum, a peaceful botanical park with gorgeous waterfront views. Learn about Collingwood’s history as a ship building community.
Evening – Join the Collingwood Art Crawl, 30+ venues with visual artists, musicians, and live performances. Wrap up the night with dinner and drinks at the Low Down, a vibey cocktail bar with bold Asian-fusion bites and creative cocktails
Sunday
Wrap up your weekend with a leisurely brunch, then take in a local attraction such as Blue Mountain, Scenic Caves, or a lakeside walk before heading home refreshed and inspired.
Taste and Toast the Town
Collingwood’s dining scene is as vibrant as its arts community. From chef-driven restaurants to cozy cafés and brewpubs, there’s something for every palate.
1858 Caesar Bar
Espresso Post
Check out this cozy downtown café serving rich espresso, fresh pastries, and local vibes!
Tremont Cafe
Savor dishes like wagyu carpaccio and Fogo Island halibut in a refined space known for French-Lebanese fusion and gallery-style ambiance.
Fig & Feta
Authentic Greek eats like souvlaki and saganaki served in a stylish space with a market full of Mediterranean treats.
Gibson & Company
Tucked in a downtown alley, this café-bar serves award-winning espresso, craft cocktails, and standout bites like smoked trout dip and duck rillette.
Sidelaunch Brewing Company
Award-winning craft beers brewed on-site, with a spacious taproom, weekend tours, and a laid-back vibe.
Low Down
A vibey cocktail bar with bold Asian fusion bites, creative drinks, and a cozy, intimate setting perfect for happy hour or late-night hangs.
Black Bellows
Set in a restored heritage building, this artsy brewpub blends small-batch beer, creative bites, and a funky beerhall-meets-gallery vibe with two patios and a cozy parlour.
Georgian Bay Surf Club
A stylish surf-inspired hub with a bar, globally inspired restaurant, and curated shop set in a renovated heritage building.
Practical Info
Parking & Transportation – Downtown Collingwood offers convenient parking and is highly walkable. Once you’re here, you can leave the car behind.
Everything Within Steps – From your hotel to the Art Crawl to your favourite restaurant—it’s all just minutes apart.