Winter Wander-land on Nov 30 & Dec 1 2024

THANK YOU, STRATFORD!! We hope you had as much over the weekend as we did. xo

Our Downtown Stratford Annual WINTER WANDER-LAND is BACK – BIGGER & BETTER!
We’re almost ready for a full weekend of festive fun as we kick off the holiday season with exciting new features and your all-time favourite traditions.

Join us Saturday, November 30th and Sunday, December 1st, from 11am-5pm.

Winter Wander-land 2024 | Downtown Stratford

Prepare for the NEW enchanting Polar Express Train around City Hall, NEW Snow Globe Selfie Photo Booth for magical holiday pics, NEW Yuletide Cabins and Festive Food Trucks at our charming Winter Food Market for hungry bellies, cozy Fire Pits for roasting Rice Krispie Treats, Santa Claus “coming to town”, Carollers and Live Choir Performances to fill the air with festive tunes, NEW Christmas Tree Market by B&C Custom Landscaping for the perfect tree to take home, ALL FREE for everyone! Come get into the festive spirit with family fun in Market Square. 🎅✨

Some highlights of the season

 Polar Express Train Rides around City Hall

Cozy Fire Pits for roasting Rice Krispie Treats

Snow Globe Selfie Photo Booth

Santa Claus “is coming to town”

Carollers and Live Choir Performances

Yuletide Cabins and Festive Food Trucks at our charming Winter Food Market

Christmas Tree Market by B&C Custom Landscaping

Collect 8 validation stickers on your Shop & Dine Passport to enter to win Downtown Dollars

Ride the magical POLAR EXPRESS

Sponsored by ON STAGE DANCE (our main sponsor of the event)

ALL ABOARD!!! We are thrilled to be offering the ALL-NEW Polar Express trackless train into Market Square. This elegant Wattman train is battery operated (good for the environment) and trackless, with a locomotive and 4 cars which can seat up to 18 children! 

 This show stopper provides the best authentic steam train engine experience ever. A huge thank you to On Stage Dance for being the Train Sponsor of our event.

Delicious Treats at the FIRE PITS

FIRE PIT #1: Sponsored by MERCHANTS OF YORK STREET & ORR INSURANCE (York Street)

FIRE PIT #2: Sponsored by Shawn Malvern at WK FINANCIAL (Market Street)

Our two toasty fire pit areas are back. Get cozy around them and roast delicious rice krispie treats. Supervised by adult volunteers, come warm up our fingers and toes while they walk away with the tastiest of treats to fuel their train riding. (Pick up your treats at the Winter Wander-land Hut.)

Inflatable SNOW GLOBE Photo Booth

Sponsored by STRONG ROOTS

Step into our Inflatable Snow Globe, with realistic blowing snow to help you capture the perfect Wanderland selfie. Or bring your own photographer.

Strolling Holiday CAROLLERS

Sponsored by ALEXANDRA J. BIGNUCOLO LAW

We’re delighted to welcome the Victorian Christmas Carollers. Bringing their musical magic to the streets of downtown… gracing us with their enchanting melodies on our Winter Wander-land. Prepare to listen or sing along to some of the most cherished holiday classics as they weave through downtown.

CHRISTMAS TREE Market

By B&C CUSTOM LANDSCAPING

THE PERFECT weekend to grab your Christmas Tree — giving you a FULL MONTH to deck it out with your favourite ornaments and some new treasured ornaments you purchase downtown after exploring and collecting stickers with the WW Passport Guide.

SANTA is coming (back) to town

Sponsored by SUTTON GROUP

Santa is coming. Santa is coming. Santa is setting up shop on his reindeer sleigh both Saturday and Sunday from 11am to 3pm — to welcome all the kiddos thoughout the Winter Wander-land weekend . Get your cameras ready as your children (or pets) let Santa know if they’ve been naughty or nice – and what they’re wishing for this year.

Visit Santa and take your photos (it’s free) in Market Square before he joins the SUNDAY Santa Claus Parade of Lights from 5-7pm.

Bring your Letters to Santa addressed to: Santa Claus, North Pole, H0H 0H0, Canada and his elves will make sure they get delivered to the North Pole for Santa to read when he gets home.

WINTER FOOD MARKET | Yuletide Cabins & Festive Food Trucks

We are so delighted to bring you even more reasons to hang out the square all weekend.

Our Yuletide Cabins and Festive Food Trucks will be sprinkled throughout the square offering delicious fare, warm drinks, and even some “adult” drinks through the al fresco program.

The following are confirmed Yuletide Cabin Dwellers so far:

And our Festive Food Trucks are:

  • Bru Garden with smash burgers and fries, sausage on a bun, hot dogs, poutine, pulled pork ⁠
  • Features serving their fall-apart smoky turkey legs, brisket burnt ends, candy-apple pork belly, loaded brisket poutine, smoked shotgun shells⁠

Al Fresco Program

A delightful addition to our Winter Food Market includes the chance to drink take-out alcohol beverages (including wines, craft beers and drinks) along with your delicious Yuletide Cabin grub inside the Market Square area.

The Stratford Al Fresco outdoor dining experience has expanded again, so you can dine outdoors with delicious takeout and accompanying drinks from participating Stratford restaurants (see map for locations and window cling to look for below while in the city).

Winter Wander-land is NOT just for families. All ages can enjoy a break here as they head out on their holiday shopping adventure.

Shop, Dine & WIN with our WW PASSPORT

Sponsored by GOOD VIBRATIONS ROCK SHOP and RHEO THOMPSON CANDIES

WIN BIG: $250, $150, or $100 in Downtown Dollars!

One of the MOST EXCITING FEATURES of this year is our Winter Wander-land Passport – which starts November 22nd and runs until December 23rd. This features a whopping number of downtown businesses that offer a validation sticker when you shop or dine. Collect 8 stickers and enter to win one of 3 Downtown Dollar prizes! WOW!!!! You must purchase something from each location, but there is no minimum cost.

Drop passports off to 47 Downie Street by Monday, December 23rd at 5pm. Draw will occur on December 23rd at 6pm. Winners will contacted directly.

https://downtownstratford.ca/whats-on/shop-and-dine-passport/

Gift Wrapping by donation

St. John’s Ambulance Huron-Perth is providing a gift wrapping service from Noon to 4:30pm at 47 Downie St. on the days of our event. This is run entirely by volunteers and they’re asking for a donation only. All proceeds will go to St. John’s Ambulance.

Suggested donations are as follows:

  • Small box: $3
  • Shoe box: $5
  • Boot box: $10
  • Extra large: $15
  • Oversized: ask us

Grayson Mills Portraits

Grayson Mills is open for Family Photo Opportunities from 11-5 pm each day of our Festival.

Family Portraits, Pet-Friendly Portraits (so dogs and cats are welcome). Different holidays settings available to set the scene for your Christmas Cards.

Two Photographers Available:

Hannah Stewart, Sunday, 2-5pm — BOOK SESSION HERE

Leanne Murray, both days, 11am to 5pm — BOOK SESSIONS HERE

We are truly grateful to the sponsors of Winter Wander-land 2024!

Winter Wander-land 2024 | Downtown Stratford
Artwork by George Burkholder
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