New Businesses

Christmas in the Valley

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Our annual Christmas event in Downtown Bolton is back with a new name and a new look! Celebrate the holidays with a vendor & artisan market, delicious food trucks, a Christmas tree lighting, free photos with Santa, food & toy drive and much more!

Join us on December 8th from 6-10pm for “Christmas in the Valley”, taking place in Downtown Bolton’s municipal parking lot at Ann St & Sterne St. 

Vendor Market

Municipal Parking Lot (Ann & Sterne St)

Food Trucks

Municipal Parking Lot (Ann & Sterne St)

Free Photos with Santa

Humber River Centre (28 Ann St)

Tree Lighting

Humber River Heritage Park

33 Massage & Wellness

A Piece of Wood Designs

AJ Arts & Crafts

Beautiful Heaven Treats


Billyard Insurance Group Bolton

Black Oak Boutique

Bubbly V & Co.

Bumbling Duck Creations

Cakes by annamaria

Coldwell Banker Select Real Estate

Cosimo Writes

Design Defined

Diana Silla Designs

Fortuna Loungewear

Glamorous Crystals VM

Glitzy Gals Jewellery

HF Fundraiser

Humbervalley Honey

Linda Murphy Art

Love & Light Jewels

Mini me Munchkins


Retro Boyz Video and Collectables

Riley Noble Acupuncture

Ritzy Bitty Balloons


Serena’s Sugar Shop

Susie Cattedra Fine Art

The Culpepper Shop

The Soap Nook by Filice Boutique

Risa Foods

Wine Spot

Miller’s Meats

Heavenly Pop’t

Open Fire Chestnuts

Pizza Italia

While you’re enjoying all of the Christmas in the Valley festivities tomorrow, be sure to stop by our Downtown Bolton businesses who are also participating! The following businesses will have extended hours and/or offer giveaways, special holiday treats and more:

  • Ethereal (33 Queen St N)
    Free outdoor screening of The Grinch, free hot chocolate, 30% off crystals
  • Wine Spot Bolton (23 Queen St N)
    Extended Hours: Open from 4pm-12am
  • The Valley Bakery (28 Queen St N)
    Open late, offering hot table service, pizza, coffee and pastries
  • New Style (15 Chapel St)
    Open late, offering giveaways & gifts
  • Bake Shoppe Bolton x The Little Almond (25 Queen St N)
    Open late, offering hot chocolate & cookie combos, hot apple cider
  • This is Local (65 Queen St N – 2nd Floor) celebrating their 1-year anniversary & Riverside Grill (65 Queen St N – Main Floor) celebrating their 20-year anniversary
    Extended hours, “Eat, Sip and Shop”, raffle basket (valued at $500) & gift certificates giveaway (spend $20 for a ballot), complimentary hot chocolate & coffee courtesy of Riverside Grill
  • Christine’s Jewellery (12 King St W)
    Giveaway bags for kids, dessert table, free gift with purchase

We will be accepting unwrapped toys and non-perishable food items for the duration of the event.

All items will be donated to Caledon Community Services / The Exchange

Free Photos with Santa | 6-9pm
Meet Santa and get your kids’ or family photos with Santa taken professionally for free at the new Humber River Centre (28 Ann St)

Giant Snowglobe
Grab your closest friends and loved ones, and snap your own photos inside of our giant snowglobe.

Gingerbread Bouncy Castle 

Thank you for your interest in being a vendor for “Christmas in the Valley”! We have reached capacity for our vendors at this year’s event, but we look forward to receiving your application for future events.

Thank you for your interest in being a vendor for “Christmas in the Valley”! Please read the information below carefully before completing the application form.

Cost: $50 per vendor. Payment instructions will be provided if the application is approved. Space is very limited and categories will not exceed two in similarity.

Vendor Requirements

  1. Each vendor must come prepared with their own tent (not exceeding 10ft x 10ft), tables, chairs, lighting and anything else required to operate. Note: This is an outdoor event, please dress accordingly and come prepared for operating in the dark.
  2. Each vendor will be given a 10×10 ft space. Weights are encouraged!
  3. Food Vendors:
    1. Must provide a permit issued by the Town of Caledon for food operators which can be found here. Completed permit applications must be emailed to
    2. Food vendors must also submit a special event application for the Region of Peel which can be found here.
  4. The event will run from 6pm to 10pm on Friday, December 8th in the municipal parking lot, downtown Bolton at Ann St and Sterne St. Vendors will be permitted to start setting up at 4pm.
  5. Insurance is mandatory to participate. If you do not hold insurance, you can purchase it here. Failure to provide insurance will result in your participation being revoked. You must include the following as additional insured on your policy:
    1. Town of Caledon – 6311 Old Church Road, Caledon, Ontario, L7C 1J6
    2. Downtown Bolton BIA – P.O. Box 887, Bolton, Ontario, L7E 5T5

Application Form

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