Woodstock
Woodstock (population 41,000) , the largest City in Oxford County, is known for its extensive downtown historic buildings. Museum Square is home to Theatre Woodstock and The Woodstock Museum, a National Historic Site, formerly the Woodstock Town Hall. Across the street you will find the Woodstock Art Gallery home to the largest collection of Florence Carlyle's work, a local artist who achieved international fame for her work. Explore local history with several self-guided historical walking tours past majestic homes, the old gaol (jail) and County Courthouse (still in use today).
The downtown offers a thriving mix of iconic businesses serving customers for decades to new favourites including restaurants, entertainment, Canada's largest antique mall and plenty of specialty shops. If you love food and drink be sure to visit local brewers, coffee roastery, bean to bar chocolatier, bakeries, restaurants and the Woodstock Farmers' Market.
If you're feeling outdoorsy, Woodstock's Pittock Reservoir and extensive trail network is a popular destination for birders. Historic Southside Park is known for its gardens and a great place to have a picnic. Woodstock has plenty of festivals to pass the time from Cowapolooza and the Downtown BIA Summer Streetfest. With several top attractions, plenty of accommodations, dining and shopping it's an ideal spot for your next getaway.
Woodstock Trip Ideas
Fun Ways for Families to Explore Woodstock, Ontario
- 6 min read
Whether you’re an active fam looking for a way to explore the outdoors, do a little shopping or grab your next…
Explore Downtown Woodstock on Foot with this Budget-Friendly Itinerary
- 3 min read
Park your car in Woodstock and then explore the beautiful downtown on foot. Use the "My Trip" heart icon to save…
Woodstock: 7 ways to travel like a local
- 7 min read
Discover hidden gems, great eats and more in Woodstock. How to Travel Like a Local in Woodstock, Ontario Getting to know…
Mini Trip Idea: Things to do in Woodstock, Ontario on a Sunday
- 4 min read
Looking to explore our backroads on a Sunday? Planning can be a little tricky because many businesses close on Sundays…
Retro Rewind
Your next stop is right nearby on this nostalgia-filled itinerary. Rewind with…
Events in Woodstock
Jesus Christ Superstar
- Theatre Woodstock
- Feb 20, 2026 - Mar 1, 2026
Woodstock Pet Expo
- Woodstock Fairgrounds Farmers' Market
- Mar 6, 2026 - Mar 7, 2026
The 39 Steps
- Theatre Woodstock
- Apr 17, 2026 - Apr 26, 2026
The Addams Family
- Theatre Woodstock
- May 22, 2026 - May 31, 2026