Two women on a beach looking out at the water
Group of friends sharing wine in a field
Baked goods on display on top of a cake stand with a glass lid
Waterfall
Wooden boardwalk leading through a lush green forest
Boutique shop with lots of trinkets on display.

Bayside Wonders

4.8 (25 reviews)

From $39

The perfect blend of charming small towns, farmers' markets, and wine tastings mixed with epic waterfalls and a few unique trails. Bayside Wonders is a bit farther, which makes for an incredible weekend getaway!

When to Go Weds - Sun
ends near Owen Sound, ON

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  • Free Shipping on Orders $100+
  • 30-Day Returns & Exchanges
  • No Booking Required

Trip Highlights

  • 3 waterfalls to explore
  • Cute small towns full of bakeries and shops
  • Take in scenic views
  • A picturesque local winery
  • Get your toes in the sand
  • Multiple recommendations included on every stop

How Long Is This Trip?

See the approximate total round-trip driving distances/times below. These are driving distances only and do not factor in time spent at stops.

  • From Toronto: 5 hours and 28 minutes / 419 km
  • From Kitchener: 4 hours and 45 minutes / 349 km
  • From Kincardine: 3 hours and 35 minutes / 268 km
  • From Barrie: 3 hours and 45 minutes / 251 km
  • From Collingwood: 2 hours 15 minutes / 150 km

When Can I Go?

Days of the week: Wednesday through Sunday

Seasons: Year-round

Not recommended: Mondays, Tuesdays, and Holidays

Travel Tips

We recommend booking accommodation as this trip makes for a great overnight getaway.

Shipping & Returns

Shipping: Free shipping on orders over $100. Standard shipping takes 4–10 business days. Need it faster? Choose the fastest option at checkout for 2–4 business day delivery.

Returns: Not the right fit? Reach out within 30 days of purchase to start a return. Products just need to be unopened, unused, and in their original packaging, return shipping is your responsibility. Digital trips, gift cards, and opened products can't be returned.

Exchanges: Want a different trip instead? Email us at questions@guesswheretrips.com within 30 days of your order, there's a small $8 reshipping fee to send your new pick out. Digital trips cannot be exchanged.

Read our full return policy →

Bayside Wonders

4.8 Physical Package

Here's How It Works

Browse by location and find a surprise trip that fits your day. Every route is road-tested by our team.

Your surprise destinations stay sealed until you're ready for them. One envelope at a time on the road, all day long.

Hidden gems, local favorites, and stories you won't find on Google. That's what's waiting for you.

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What People Love About Our Trips

Rated 4.9/5.0 stars

What an Amazing Day!

Our daughter gave us this for Christmas and we finally pulled it out this week, July now. We love a road trip and loved the mystery of each new step. Great things to see and experience. Great restaurants to enjoy. I’ve recommended it to all my friends. Amazing.

Donna S. 🇨🇦

First Time…There WILL be a second!

Knowing the area we went I was very pleasantly surprised. We saw things I did NOT know existed! One of the stops was closed however we were able to walk up to it for a photo.

Mary Y. 🇨🇦

Great day away!

Did this trip with my mom for Mother’s Day. Lots of quaint little stops and places to explore! They also gave a few options at each stop so you could choose your own adventure! Will definitely be doing this again, had a wonderful time!

Megan M. 🇨🇦

Road Tested by Our Team

Our team spends 40+ hours researching, driving, and vetting every route: talking to locals, discovering hidden gems, and making sure every stop is worth your day.

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"The most fun, stress-free way to explore Ontario”

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“Trust me, you need to try this”

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“I still can’t get over how fun it was”

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We Remember Experiences, Not Things.

Research consistently shows that spending time together creates more lasting happiness than buying more stuff. Every Guess Where Trip is thoughtfully planned to help you reconnect, explore, and create memories that last long after the day is over.