I have always wanted to visit Stratford, Ontario, and to immerse myself in cultural experiences that the town is known for. As an art student in Toronto, I pictured myself sitting in a café with friends, arguing about the artistic direction of a play we had just seen at the Stratford Festival.  Sadly, budget and curriculum restrictions thwarted my plans.

A couple decades later, I am the editor of a travel blog for a train company that stops in the town. Someone needed to spend a weekend figuring out the best things to do in Stratford, and I selflessly volunteered. A mere 20 years later, I was finally going to see if the town lived up to my expectations.

Shakespearean Town

Founded almost 200 years ago, Stratford was on the decline in the mid-1900s when a man with a vision reinvented the town. Tom Patterson, World War II veteran and Stratford-born journalist, felt that his hometown was made for a Shakespearean theatre festival (yes, his vision was that specific!).  In 1953, with the backing of the Mayor, town council and some enthusiastic citizens, it came to be. The Stratford Shakespeare Festival (now the Stratford Festival) was born, and along with it, a new cultural hub.

Not Your Small Town Fare

My first morning in Stratford I pored over the map and realised just how cozy (read: small) the town was. With only a handful of commercial streets, the rush to see it all was lifted. The morning began at the very central Revel café. Packed with locals chatting, sipping and comparing babies, it’s a good place to start. When you go, make sure to pair your coffee with a croissant – one of the best I’ve had in years.

Choosing a supper spot was slightly more challenging – not for lack of places but for the luxury of choice. Stratford has seen an incredible, edible growth in choice dining spots. Begin with a choice cocktail at Relic Lobby Bar. If you’re looking for something more casual, you can’t go wring with El Cactus Taco Shop or The Planet Diner, which offers vegan comfort food and a retro vibe.

The previous night, we sauntered into Mercer, right on the main drag. I’m usually skeptical of restaurants in the downtown core, fearing tourist traps, but my worries were assuaged the by fact that locals made up the bulk of the clientele. If you go, do yourself a favour and have the Smoked Mcintosh farms summer sausage and vegetable pancake. It’s a huge, it’s indulgent, it’s topped with thinly-sliced sausage and I paired it with a cherry beer. ‘Nuff said.

Walk the Streets

One of the best things about Stratford is its walkability. Given its small size, we were able to wander around the entirety of the commercial part of the town more than once, with some excursions into more residential areas both north and south.

Start at the Shakespearean Gardens, a small and pretty park in honour of the bard whose plays changed the town. Make your way up to one-block York street, packed with antique shops, coffee, tea and tchotchkes galore. From there, if you feeling like a nature walk, head north east to the river-side path.

If more shopping is your thing, make your way to Ontario street (and to Watson’s Chelsea Bazar , where the best deals are in the basement!). Do stop at La Osa, which specialises in vintage, sustainable and handcrafted jewelry and clothing.  At Dale + Company you can peruse and dream about what your home could look like one day, if you’re lucky.  And while you’re at it, how about a cut at The Green Hair Spa? I’m 99% sure they’re referring to their environmental practices, but I’m also kind of hoping they’re not!

If you’re an avid rambler, you’ll discover the handful of alleys with bold, graphic painted murals honouring local talent and celebrity visitors. To get started, check out Allen’s Alley, off of Wellington street. The other alleys don’t have signage, so you’ll have to discover them on your own, which is half the fun.

What to See at the Festival

The Stratford Festival runs from June – October, and has branched out from solely Shakespearean theatre.  Of course, any of the Shakespeare plays are a slam dunk, though I’ve heard much (positive) ado about Much Ado About Nothing this year.

For the non-Shakespeare types, there are some tried and true musicals including Rent and Spamalot. And while you’re there, experiencing a new play is also a must. Check out comedy Grand Magic or drama Wedding Band. Thank me later.

Stratford Accommodations

If you’re looking for spacious, apartment-style accommodations that will give you house envy, Hotel Julie will not disappoint. For complete privacy and luxury, try the Grand Trunk Guest House (which actually sleeps six, so you can invite a few friends if you want to share).

Always More to do in Stratford

For a full and robust list of places to stay, eat and not-to-miss attractions and experiences, check out Visit Stratford. Please make sure to do the self-guided (and free) Justin Bieber Audio Tour and check out the events calendar, which is updated daily.