Pack your bag, grab the gang and head out for a weekend of food, fun and footlights.
Suggested Itinerary
The fun begins Friday after you check in at the region’s premier hotel the Best Western Plus Orangeville Inn & Suites. Begin with a quick dip in the hotel’s indoor salt-water pool or a relaxing lounge in the whirlpool spa. Once the stress of the week has melted away it’s time to indulge in a delicious locavore dinner at Forage Restaurant where the casual gourmet atmosphere is enhanced by live jazz piano. Cap off your delicious evening with the complimentary wine and chocolates back at your suite before turning in to sleep in luxurious comfort.
Complimentary breakfast is served at the hotel and is the perfect way to fuel up for a bit of retail therapy in Historic Downtown Orangeville, or pampering on-site at the hotel’s Spa O.
After a rejuvenating morning, hop in the car and head north to Mrs. Mitchell’s in Violet Hill or The Globe Restaurant in Rosemont for lunch or afternoon tea. After dining at one of Headwaters’ historic locales, head on over to Dufferin County Museum and Archives to learn more about our region’s history and culture.
After an afternoon learning about the area’s history, it’s time to experience its hospitality. Stop in at Ruby Pier & the Mad Hatter Pub for food and fun before heading to Orangeville’s Opera House to take in Theatre Orangeville‘s latest production.
Before heading back to reality on Sunday, make sure to pop in to Inglewood Antique Market where you’ll surely find the perfect piece of Headwaters to take home as a souvenir of your getaway.
Booking your Getaway
- Best Western Plus Orangeville Inn & Suites, Spa O
Phone hotel directly at or toll free at for your special rate – not available when room is booked online.- Request “The 2 Night Theatre Package” to receive 2 tickets to Theatre Orangeville, 2 nights’ suite accommodation with breakfasts, complimentary wine & chocolates.
- Pre-book spa appointments through the hotel as well.
- Downtown Orangeville $10 Discount Voucher – go to to print the voucher and redeem at any of the participating merchants.
- Print and show this itinerary for the following deals:
– Ruby Pier & The Mad Hatter Pub – minimum $50 purchase, receive dessert for two
– Forage – minimum $50 purchase, receive a dessert sampler for two
– Inglewood Antiques – receive 10% discount on purchases

