Summer is calling—and there’s no better way to answer than with a spontaneous day trip to Orangeville! Whether you're craving creativity, outdoor excitement, or family-friendly fun, we’ve got just the thing to fuel your summer adventures.

Follow one of our curated itineraries for all the inspiration you need to plan your personalized experience. Art lovers will find a variety of ways to discover our community’s creative flair. Outdoor enthusiasts will be delighted by the active options available in and around Orangeville. Families can leave the planning to us and enjoy a day-long schedule of fun and connection. Of course, food is included in every itinerary, but those looking to really dig in to our local flavours won’t be disappointed with a full day of tastes.

Ready to explore?

Here’s a sample itinerary, perfect for food lovers and culinary explorers.

A morning at the market

Every Saturday, the Orangeville Farmers' Market brings the community together with fresh produce, meats, baked goods, crafts, and more. It's a great way to experience the community spirit and support local vendors. 

A tasteful shopping experience

Stroll around downtown Orangeville to discover gourmet treats and unique finds. Indulge in handcrafted chocolates, Portuguese pastries, and buttery shortbread. Don’t miss charming shops like Dragonfly Arts, More Than Just Baskets and Pear Home for kitchenware and gifts.

Eating options aplenty

From sunny patios to cozy corners, Orangeville’s restaurants cater to every craving. Enjoy plant-based bites at Plant.ed Cafe or gluten-free delights at Forage and The Craft Pizza Bar and Italian Kitchen.

Explore between bites

Walk off your meal with a scenic hike at Island Lake or a self-guided art or heritage tour. Time your visit for summer events like Rotary Ribfest in July or In Good Spirits and Taste of Orangeville in August for extra flavour and fun.

Venture beyond

Explore the countryside of Dufferin County for farm fresh shops or wineries and breweries that round out a perfect foodie getaway.

Saturdays

ORANGEVILLE FARMERS' MARKET

8 a.m. to 1 p.m., Beside Town Hall on Second Street

May 28

AUTHORS ON STAGE: ROBERT MACFARLANE

Opera House, 7 p.m.

May 30 to June 1

ORANGEVILLE BLUES AND JAZZ FESTIVAL

Downtown Orangeville

June 4 to 8

RBC CANADIAN OPEN

TPC Toronto at Osprey Valley, Alton

June 7 to 8

HEADWATERS RAM RODEO

OAS Event Centre

June 8

THE MOM MARKET

Orangeville Curling Club, 10 a.m. to 3 p.m.

June 13 to 21

THE ADDAMS FAMILY

presented by Orangeville Music Theatre

Opera House

June 20 to 22

BARRY BURMAN SUMMER SHOOTOUT

Tony Rose Memorial Sports Centre

June 21

CELEBRATE YOUR AWESOME

Alexandra Park and Second Street, 11 a.m. to 8 p.m.

June 27 to 29

ALICE IN WONDERLAND JR.

presented by Orangeville Music Theatre

Opera House

June 28 to 29

HEADWATERS MEDIEVAL FAIRE

OAS Event Centre

Submit your #OBJF2025 photos for a chance to win!

The Orangeville Blues and Jazz Festival is May 30 to June 1 and we’re looking for your help to capture the sights, people, and experiences of this year’s event. When you enter our #OBJF2025 Photo Contest, you’ll have a chance to win one of three $100 gift cards to a local business of your choice!  

The photo submission form is open from Friday, May 30 at 10 a.m. to Sunday, June 8 at 11:59 p.m.

Full contest rules can be found at Orangeville.ca/OBJFPhotoContest.

Meet Tia Sutherland

Owner, Love and Light Jewels

New location: 14 Second Street Unit 1

Tia has a deep reverence for the natural world and a desire to create pieces that dazzle the eye and nourish the soul. Her mission is to create a space where individuals can come together to celebrate creativity, spirituality, beauty and self-expression. Love and Light Jewels offers a collection of stunning natural gemstone and crystal jewelry, lifestyle products, accessories and a variety of in-store workshops. 

"Orangeville has a strong and supportive community of female entrepreneurs. I am grateful for the positivity, strength and encouragement I receive from these amazing ladies." 

Get your copy of the 2025

Love, Orangeville visitor guide

Orangeville's 2025 visitor guide is full of inspiration and ideas to help you plan your visit to our community. There are many ways to get your own copy.

• Visit the Orangeville Public Library, either at 1 Mill Street or upstairs at the Alder Recreation Centre
• Drop by Town Hall, the downtown directory at 89 Broadway (beside TD Bank) or the main floor of Alder Recreation Centre
• If you need multiple copies for an event or for your business, contact tourism@orangeville.ca.

Loveorangeville.ca

tourism@orangeville.ca

1-855-415-8687

#LoveOrangeville

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