Hidden Hideaways

4.4 (18 reviews)

From $39

This trip is filled with so many hidden gems and charming towns. A countryside brewery or winery, riverside roaming, a seasonal sculpture garden, and unique photo ops galore! This is the perfect trip to do on the way from Ottawa to Montreal.

When to Go Weds - Sun, June - October
ends near Hudson, QC

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

Trip Highlights

  • Sit riverside at a local cafe
  • Countryside brewery & winter options
  • A floral wonderland with a few surprises (seasonal)
  • Charming historical small towns
  • One of the most unique outdoor spots we've ever seen
  • Multiple recommendations included on every stop

How Long Is This Trip?

Please see the approximate driving distances below. Please note this just includes round-trip driving distances and not time spent at stops.

  • From Ottawa: 3 hours and 35 minutes / 297 km
  • From Kanata: 4 hours / 339 km
  • From Gloucester: 3 hours and 24 minutes / 286 km
  • From Orleans: 3 hours and 26 minutes / 273 km
  • From Kemptville: 4 hours and 26 minutes / 3647 km
  • From Montreal: 3 hours and 32 minutes / 269 km

When Can I Go?

Days of the week: Wednesday through Sunday

Months: June through October

Not recommended: Mondays, Tuesdays, November through May, or Holidays

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 →

Hidden Hideaways

4.4 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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Frequently Asked Questions

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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.

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.