Muskoka Meandering
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Muskoka Meandering

Muskoka Meandering

Regular price $65.00 USD
Sale Sold out

One trip is required per group.

* "PDF Instant Download" means the trip will be sent by email as a PDF document, and not by mail (the email is sent immediately after completing your purchase)

WHAT TO EXPECT

Muskoka Meandering is the perfect way to escape from the hustle and bustle of the city and immerse yourself in nature while enjoying delicious wines and beers, beautiful scenery and lookouts, and charming small towns.

Trip Highlights

  • Explore a cute town with a unique connection to the past
  • Scenic trails, boardwalks and lookouts
  • A dockside cafe to dip your toes in the water
  • Local winery and brewery options
  • A sunset beach spot to end the day
  • Winter snowshoeing & ice skating options

AVAILABLE TO DEPART

This trip can be done on any day throughout the year.

SUGGESTED FOR

  • Foodies
  • Photographers
  • Outdoor Adventureurs
  • Active Families

Itinerary

STOP 1

Grab a coffee to start your cottage country road trip before exploring one of our easy outdoor adventures. Drive time to the second stop is 20 minutes.

STOP 2

A hidden gem lookout, an easy 3-km lakeside trail or boardwalk bliss. The choice is yours! Drive time to the third stop is 15 minutes.

STOP 3

It's time for a brewery break that serves up tasty pub-fare or a seasonal docksidecafe. Drive time to the fourth stop is 10 minutes.

STOP 4

A winery with year-round activities ends your Muskoka meandering. Have some energy still? Enjoy the sunset from a little local beach.

Region

muskoka.meandering.map.png

Can depart from

Kitchener-Waterloo Area, Toronto Area, Barrie Area

Before you go

What You'll Need to Bring

  • Bathing Suit
  • Beach Towel
  • Cash
  • Water
  • Camera
  • Bug Spray
  • Walking Shoes
  • Ice Skates (optional)

Additional Details

  • Kid-Friendly
  • Dog-Friendly

FREQUENTLY ASKED QUESTIONS

We're here to help!

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

  • From Collingwood: 3 hours and 43 minutes / 288 km
  • From Barrie: 2 hours and 36 minutes / 219 km
  • From Peterborough: 4 hours and 7 minutes / 313 km
  • From Downtown Toronto: 4 hours and 45 minutes / 438 km
  • From Oakville: 4 hours and 43 minutes / 446 km
  • From Oshawa: 4 hours and 37 minutes / 334 km

This trip can be done on any day throughout the year.

We recommend departing between 7:30 -8:30 am. It's a long road trip, but so worth the drive!

You are able to bring your furry-friend with you for the day. There are a number of outdoor activities and a few dog-friendly food spots.

We recommended bringing up to 5 people on your surprise road trip.

If you're bringing a larger group, we highly recommend having one person in charge of booking reservations at the restaurants and attractions in advance. In your confirmation email, you'll receive a copy of the itinerary.

First Stop: No fee

Second Stop: No fee

Third Stop: No fee

Fourth Stop: $5 trail pass required at one suggestion but free options are available.

*Please note: gas, tolls, and food may be additional costs.

After booking your trip, we'll send you a confirmation email with a few recommended accommodation options.

Customer Reviews

Based on 29 reviews
86%
(25)
3%
(1)
10%
(3)
0%
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P
Pat Thomlison
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Excellent! I would definitely recommend this trip
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Very enjoyable. However, the Clearlake Brewery was dirty and smelly. The front glass door was dirty, it smelled like a barn in there. We were seated but grossed out and left. Other than that location 10/10 on everything else. Congratulations, I enjoyed watching you on Dragon Den.

S
Shirley MacGregor
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I would not recommend this trip
Excellent! I would definitely recommend this trip
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Rate how 'unique' the stops were:
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Muskoka Meandering

B
BB
Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
Weird and Wonderful things

I did this in the fall during peak fall colours and it was absolutely spectacular! the drive between stops was as beautiful as the fun places to stop themselves

C
Chelsea Goodwin
Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
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Very active
Rate how accessible the trip was:
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Rate how 'unique' the stops were:
Not really
Yes, very unique!
Muskoka Meandering

This was such a fun day! We got to explore areas that we wouldn't have known about before opening our Guess Where trip.

I've already got another trip bought and I'm looking forward to experiencing it.

S
Sydnee Belford
Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
Amazing Time!

I bought this trip for someone as a birthday gift to them. The bonus was that I was able to enjoy our day as much as they did! Neither of us had a clue where we would be going, didn’t have to plan much ourselves, and could enjoy surprises all day long! Some of the stops were predictable for the location/town but it was still fun to open the envelope and find out what was next. We’ve already bought another one to do this fall and have our eyes on some others. Would absolutely recommend Guess Where to anyone who asks!