Downtown Whitby Ladies Night Shopping

Date: Friday, June 26th, 2026

Time: 5 pm – 8 pm

Location: Various participating businesses throughout Downtown Whitby

Admission: Free

Details

Join us on Friday, June 26 from 5:00 PM – 8:00 PM for Downtown Whitby’s Ladies Night Shopping. Gather your friends and explore the downtown core during our Ladies Night Shopping Event, featuring exclusive promotions, live entertainment, giveaways, and unique in-store experiences — all for one night only.

While it’s called Ladies Night, everyone is welcome! Make an evening of it by catching the Toronto Blue Jays game at a local pub or visiting a participating brewery for a craft drink. With multiple locations to explore, Downtown Whitby is the place to be for shopping, socializing, and summer vibes.

Enjoy a vibrant night filled with shopping, surprises, and fun:

  • Exclusive in-store offers at participating businesses
  • Giveaways, samples, and special promotions
  • Free photobooth with instant prints
  • Live music throughout downtown
  • Complimentary personal styling sessions

Participating Business Offers:

Food & Drink

  • The Souk – $5 cocktails ($1 supports Habitat for Humanity)
  • Jacked Up Coffee – Matcha slushie samples & coffee deals
  • Marito’s Coffee & Things – Complimentary scone samples
  • Town Brewery – Beer vouchers available at select locations
  • Cali Tacos – Free chips & guac with a three-taco order
  • Brock St Espresso – 20% off with cookie purchase

Shopping & Unique Finds

  • Artisanthropy Fibre Arts – 25% off one item + gift bag
  • Brookstead Fine Flowers – 25% off + raffle
  • Crystal Bliss – Free incense with $25 purchase
  • The Gamers Table – 10% off coupons
  • The Vintage Loft – Photobooth + $50 gift card giveaway
  • Unique Town Boutique – Popcorn samples & swag bags
  • Van Belle Flowers – Flower wagon + discounts
  • Whispers of Istanbul – Up to 15% off
  • ZJ Trade Inc. – 15% off perfumes + gift

Beauty & Wellness

  • Dermalyn Skin Clinic – Botox & laser deals, demos, treats & giveaways
  • DermaScience Medical Spa – Up to 40% off treatments + raffle
  • Pranic Traditions – Complimentary chai tea bag & recipe card
  • Skin Essence Med Spa – Free cleanser with skincare purchase, 15% off your next appointment

Fashion & Style

  • Gypsea Treasures – 20% off storewide
  • Inspired By You Boutique – 25% off + surprise discount bowl
  • J’adore Intimates – Tax-free shopping + gift with purchase
  • Jayne Fashion – Free robe with $40 purchase
  • LOVEY Pre-Loved – 30% off pre-loved items + raffle
  • Style Loft Boutique – 25% off storewide

Enhance your night with special experiences throughout downtown! Visit the free photobooth at the 8-Bit Beans patio (Brock St & Dundas St) for an instant photo, enjoy styling advice from complimentary personal stylist Nancy Roy in participating shops, and take in live music performances from local artists as you explore.

Food Tours

Date: Select Tuesdays and Saturdays throughout July & August

Time: Tuesday tours start – 6 pm Saturday tours start – 12:30 pm

Location: Exact meeting location and details will be provided to ticket holders prior to the tour.

Admission: Paid event – ticket required.

Details

Join us for a tasty Saturday stroll exploring the best bites Downtown Whitby has to offer!

Downtown Whitby Food Tours!

Join us for a delicious stroll through Downtown Whitby, where you’ll sample signature bites from local favourites, hidden gems, and vibrant eateries.

Discover the flavours, stories, and history that make our downtown unique as you explore the historic Four Corners and beyond. Perfect for food lovers and newcomers alike, this guided tour offers a true taste of the community—one bite at a time.

Tour Highlights: Duration: 2 hours | Walking Distance: Approximately 2 km, level terrain | 8 tastings and treats per tour | Explore our vibrant Downtown space


Parking: Free parking is available from June 1 to September 30 at two municipal parking lots, one on Perry Street and another on Colborne Street. All other municipal parking lots are free after 6:00 p.m. on weekdays and all day on Saturdays, Sundays, and holidays (3-hour maximum applies).

Please note: Food Tours are not vegetarian- or gluten-free-specific. Please get in touch with foodtours@whitbybia.org, and we will work with local eateries to provide an option, if available. Participants must be 19+ to participate, as alcohol will be served. Tours will vary slightly based on restaurant availability and operating hours. If you have any allergies, require accommodations, or have questions, please contact foodtours@whitbybia.org.

Home Sweet Home Festival

Date: Saturday, July 25th, 2026

Time: 10 am – 4 pm

Location: Downtown Whitby core (exact event map and details to be announced)

Admission: Free

Details

Experience the excitement of the Home Sweet Home Festival, a signature Town of Whitby event in collaboration with the Downtown Whitby BIA, taking place in the heart of downtown! The core will transform into a vibrant, pedestrian-friendly celebration filled with local businesses, vendors, live music, and family-friendly activities. This lively event brings the community together to showcase everything that makes Whitby feel like home, drawing thousands of visitors to enjoy the energy, creativity, and spirit of our downtown.

At the heart of the festival is Home Sweet Home Helps the Homeless, an initiative supporting those in need within our community. Get involved by participating in Donate for Dunks, where you can dunk local leaders for a great cause, or Pack with Purpose, assembling care kits filled with essential items for individuals experiencing homelessness. With meaningful ways to give back and more exciting details to come, this is a community celebration you won’t want to miss.

Summer Art Series

Date: Saturday July 18th AND August 15th, 2026

Time: 12:30 pm – 2:30 pm

Location: Downtown Whitby (exact event map and details to be announced)

Admission: Free

Details

Spend your summer Saturdays exploring downtown Whitby while enjoying live music. Grab a coffee, stroll the shops, dine on a patio, and soak up the sounds of talented local musicians at the Brock Street Patio, Mary Street Promenade, and Jacked Up Coffee.

Downtown Whitby Trick or Treat

Date: Saturday, October 31st, 2026

Time: 12 pm – 3 pm

Location: Downtown Whitby Businesses (exact event map and details to be announced)

Admission: Free

Details

Get ready for a frightfully fun afternoon in Downtown Whitby! Dress up in your favourite Halloween costume and bring the whole family for a safe, festive, and free community celebration.

Enjoy a variety of Halloween activities, including:

  • Trick-or-Treating at participating Downtown businesses
  • Special guest appearance by the Toronto Ghostbusters
  • Halloween Scavenger Hunt for a chance to win a prize
  • Spooktacular Halloween Photo Booth
  • Balloon Twisting
  • Character Meet-and-Greets
  • Games, treats, surprises, and more!

There’s something for everyone to enjoy! Make Downtown Whitby part of your Halloween tradition and create lasting memories with family and friends.

8th Annual Downtown Whitby Christmas Market

Date & Time:

Friday, November 13 from 4 pm to 9 pm

Saturday, November 14 from 10 am to 8 pm

Location: Celebration Square – 405 Dundas Street West and Mary St. Promenade

Admission: Free

Details

Join us in the heart of Downtown Whitby for two festive days filled with holiday entertainment, family-friendly activities, seasonal treats, and unique shopping experiences. Discover the charm of the market while creating lasting memories with family and friends.

Enjoy a variety of seasonal attractions, including:

  • Live entertainment on the outdoor stage
  • Live magic performances
  • Free maple taffy on snow
  • Kids’ holiday crafts
  • Meet Santa and The Grinch
  • Festive holiday photo booth
  • Christmas trolley rides
  • Delicious food and seasonal treats
  • Local vendors and unique holiday shopping
  • And so much more!

With festive fun around every corner, there’s something for visitors of all ages to enjoy. Whether you’re searching for the perfect holiday gift, indulging in seasonal treats, or taking in the festive atmosphere, the Downtown Whitby Christmas Market is the perfect way to start the holiday season.