Organizing a large group getaway can feel overwhelming, but with the right planning, it can be the highlight of your year. Whether you're bringing together extended family for a reunion, celebrating a milestone birthday, or simply gathering your closest friends, Blue Mountain offers the perfect backdrop for multi-generational memories.
Here's your complete guide to planning a stress-free group getaway — from picking dates everyone can agree on to feeding a crowd without losing your mind.
Why Blue Mountain for Groups?
Unlike typical cottage country destinations, Blue Mountain offers something unique: the ability to rent multiple chalets near a single property while having a pedestrian village full of dining, shopping, and entertainment just minutes away. This means your group gets the privacy of a cottage experience with the convenience of resort amenities. Our group and reunion packages are built around exactly this kind of gathering.
- A whole fleet of chalets — With 11 chalets sleeping 10 to 14 guests each, you can house a large extended family while staying close together
- Private hot tubs — Every chalet has its own year-round private hot tub, no sharing required
- Shared heated pool — A seasonal heated outdoor pool (May to mid-September) makes a perfect gathering spot
- Full kitchens — Cook together or take turns with meals
- Year-round activities — Skiing, hiking, beaches, and spa days mean there's something for everyone
If you're weighing which chalet (or chalets) suits your crew, our guide on how to choose the right Blue Mountain chalet for your group walks through the trade-offs.
Step-by-Step Planning Guide
1. Set Your Date Early
Getting everyone on the same page about dates is often the hardest part. Here's how to make it easier:
- Use a Doodle poll or similar tool to find dates that work for the majority
- Consider shoulder seasons (May to June, September to October) for better availability and rates
- Be mindful of school calendars, work schedules, and travel distances for different family members
- Book 6 to 12 months ahead for peak seasons (Christmas, March Break, summer weekends)
2. Establish a Realistic Budget
Money can be a sensitive topic, so address it early and transparently:
- Determine the maximum each family is willing to spend before shopping for accommodation
- Split costs per family or per adult — decide what's fair for your group
- Consider creating a shared fund for groceries and group activities
- Factor in meals, activities, and any special experiences beyond accommodation
Splitting the bill fairly across families and couples can get complicated fast — our guide to fairly splitting your chalet vacation cost lays out a few approaches that keep everyone happy.
Pro Tip: Split the Cooking
Assign each family or couple responsibility for one dinner during your stay. One family handles Friday night tacos, another does Saturday's BBQ, and so on. This spreads the workload and lets everyone showcase their specialties.
3. Create a Communication Hub
Keep everyone in the loop without overwhelming their inboxes:
- Create a Facebook event or WhatsApp group for updates and discussions
- Share a Google Doc with the itinerary, meal assignments, and grocery list
- Designate one person as the point of contact for accommodation questions
- Send arrival time updates so everyone knows when to expect each other
4. Plan Activities for All Ages
The beauty of Blue Mountain is having options for every generation — from toddlers to grandparents. For a deeper look at keeping every age group happy, see our guide to multi-generational family vacations at Blue Mountain. Here are activities that work for mixed-age groups:
- Blue Mountain Gondola — Scenic ride to the summit with panoramic views (all ages)
- Ridge Runner Mountain Coaster — Gentle enough for kids, fun for adults (3+ years)
- Blue Mountain Village Stroll — Shopping, ice cream, street performers (all ages)
- Georgian Trail Bike Ride — Flat, paved 34 km trail, rent bikes in town (all ages)
- Beach Day at Georgian Bay — Northwinds Beach or Wasaga Beach (all ages)
- Scenic Caves Nature Adventures — Caves, suspension bridge, and trails (5+ years)
- Scandinave Spa — Nordic baths and relaxation (adults only, 18+)
- Skiing or Snowboarding — Lessons available for all skill levels (4+ years)
For even more ideas across every season, browse our full list of things to do around Blue Mountain.
5. Plan Meals Strategically
Feeding a large group is one of the biggest logistical challenges. Here's how to handle it.
Communal Meals
- Assign nights — Each family takes responsibility for one dinner
- Keep it simple — Tacos, BBQ, pasta, and chili all feed crowds easily
- Shop in advance — The Collingwood Costco and local grocery stores have everything you need
Independent Meals
- Breakfasts — Let each family handle their own (stock shared staples like eggs, bread, coffee)
- Lunches — Keep sandwich supplies and snacks available for grab-and-go
- Dining out — Blue Mountain Village has 30+ restaurants if you need a break from cooking, and our dining guide highlights the best of them
Dietary Restrictions
Collect dietary information early. Use your group chat to ask about allergies, vegetarian or vegan needs, or other restrictions. Build this into your meal planning.
Family Reunion Activity Ideas
Beyond the local attractions, here are activities that bring everyone together.
Games & Competitions
- Family Olympics — Relay races, sack races, egg-and-spoon competitions
- Scavenger Hunt — Create teams mixing ages so kids work with grandparents
- Board Game Tournament — Bring classics like Uno, Pictionary, or Codenames
- Trivia Night — Include questions about family history for bonus points
Memory-Making Activities
- Photo Booth — Set up props and a backdrop for silly pictures
- Family Story Time — Have older generations share stories around the fireplace
- Time Capsule — Everyone contributes a note or photo to open at the next reunion
- Family Tree Display — Bring old photos and create a visual family history
Planning Checklist
Use this timeline to keep the whole trip on track:
- Set a date using a poll (try Doodle) — 6 to 12 months ahead
- Book accommodation — 6 to 12 months ahead
- Create a shared group chat or Facebook event — 4 to 6 months ahead
- Assign meal responsibilities — 2 to 3 months ahead
- Plan activities and make reservations — 1 to 2 months ahead
- Confirm headcount and dietary restrictions — 2 to 3 weeks ahead
- Create a grocery list and assign shoppers — 1 week ahead
- Share arrival times and check-in details — 1 week ahead
Tips for a Smooth Stay
- Respect quiet hours — Not everyone keeps the same schedule, especially with kids
- Create free time — Don't over-schedule; people need downtime
- Mix up seating — Encourage different family members to sit together at meals
- Have a backup plan — Ontario weather can be unpredictable; keep indoor activities ready
- Delegate tasks — Don't let one person do all the organizing; spread the responsibility
Ready to Start Planning?
Blue View Chalets offers 11 chalets, each sleeping 10 to 14 guests, that can be booked together for your next family reunion or group getaway. Every chalet features a private year-round hot tub, a full kitchen, and comfortable sleeping arrangements — plus access to our shared heated pool (seasonal, May to mid-September).
Take a look at the full collection of chalets to picture where your group will gather, and for groups booking multiple chalets, contact us directly about special group rates. With a little planning, your reunion at Blue Mountain will be the trip everyone talks about until the next one.
Or call us at (416) 203-2057




