A perfect weekend getaway for recreational cyclists. Day one starts with the Sunshine City Cycle Tour, a sightseeing tour of Orillia's historic sites and waterfront. It ends with lunch and beer tasting at Couchiching Craft Brewery Co, where the food friendly brews pair perfectly with Chef Brandon Conrad's menu.  Then, explore the town on your own and spend a night at the Champlain Waterfront Hotel or Best Western Mariposa. Day 2, cycle to Quayle's Brewery in the beautiful neighbouring township of Oro-Medonte. Sit on their patio and enjoy the vista while you eat lunch and taste beer made from their own hops. Modelled on our original Pedal, Pints, and Pubs, the Orillia version takes advantage of the area’s natural beauty, rich history, and two exceptional new craft breweries.

Until November 30, book 2022 trips at 2021 prices. 

Duration: 2 days/1 night
Approximate Distance: 50km or 70km
2021 Cost: $229 CDN pp + HST ($258.77 CDN)
double occupancy; p
rice includes booking fee
Single Supplement: $69 + HST ($77.97)
Trip Departure: Orillia, ON
Skill/Fitness Level:  Novice/intermediate

2022 Dates (Pricing to be determined):

May 7-8
June 18-19
July 16-17
August 6-7
August 13-14
Custom dates available (conditions apply)




  • 1 night accommodation at Champlain Waterfront Hotel or Best Western Mariposa
  • 1 breakfast
  • 2 lunches
  • 2 craft beer tastings
  • Guided cycle tour on Day 1
  • Self-guided tour with support on Day 2
  • Shuttle back to Orillia (with masks) on Day 2
  • Not Included: Dinner, Airfare/transportation to route departure point, alcoholic beverages (other than the tastings), personal expenses, gratuities for guides.


  • Extra hotel night before or after your trip
  • Pick up/drop off at Toronto Pearson Airport
  • Bike rental
  • Extended bike and/or bike box storage beyond trip dates

Day 1

Sunshine City Cycle Tour/Couchiching Craft Brewery

Start out mid morning with a sightseeing tour of Orillia's waterfront and historic sites, the Sunshine City Cycle Tour. Stops include Grant Wetlands, Couchiching Beach Park, the Mnjikaning Fish Weirs, and the Leacock Museum. Finish up with lunch and beer tasting in downtown Orillia at the Couchiching Craft Beer Co. Spend the night at the Champlain Waterfront Hotel or the Best Western Mariposa.

Included: Lunch, Beer Tasting
Distance: ~25  km

Day 2

Severn and Oro-Medonte Townships/Quayle's Brewery

Day 2 is a self-guided tour to Quayle's Brewery with two route options. The easier route starts on the Simcoe Loop Trail rail trail path before turning onto some quiet backroads of Severn and Oro-Medonte townships. The more challenging route is longer and mostly on paved roads. There is a hill to climb to finish at Quayle's Brewery - totally worth it for the spectacular view and delicious beer!  After lunch and beer tasting, we shuttle you and your bike back to Orillia to end the day and the tour.
Included: Breakfast, Lunch, Beer Tasting
Distance: 25 km or 45km

 Notes: Routes are subject to change without notice based on local conditions and guide judgement. Trips will run with as few as 4 guests.