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. Pedal, Pints & Pubs Orillia takes advantage of the area's natural beauty, rich history, and two excellent craft breweries.

2023 Dates:
May 13-14 (Mother's Day Weekend)
July 22-23
Aug 26-27

Custom dates available


Duration: 2 days/1 night
Approximate Distance: 50km or 70km
$295 CDN pp + HST ($333.35)
double occupancy; p
rice includes booking fee
Single Supplement: $95 + HST ($107.35)
Trip Departure: Orillia
Skill/Fitness Level:  Novice/intermediate

Deposits & cancelations:
20% deposit at the time of booking is transferable up to 60 days before departure. Full refund is available if we need to cancel due to changes in travel/Covid regulations.
Full details in FAQ


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

Book Now!



  • 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. Sights include two beautiful lakefront parks, the more than 5000-year-old Mnjikaning Fish Weirs, and the Stephen Leacock property. 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.