Downtown Manchester

Holiday on Main 2025

Celebrate Small Business Saturday in Downtown Manchester

Shop Small, Have Fun, and Support Local Businesses!

Join us to celebrate Small Business Saturday and kick off the holiday shopping season!

SHOP

  • Shop, Eat and Drink at Downtown Businesses!
    Hours vary by location. View our Directory.

  • Downtown Deals
    Pick up a Downtown Deals Flyer filled with sales, deals and coupons!
    Scroll down for a list of participating businesses!

  • Shopping Challenge
    Play Shopping Tic-Tac-Toe and earn entries for prizes while you shop! The first 100 people to get Tic-Tac-Toe automatically win a prize!

  • Holiday Pop-Up Shops and Outdoor Market
    * Small Business Saturday Pop Up at WORK_SPACE (903 Main Street, 11 am to 2 pm)
    * Outdoor Maker's Market by The Market at 1115  (1115 Main Street, 10 am to 2 pm)

FUN FOR ALL

  • Photo Fun for Everyone
    Step into a life-sized snowglobe and a winter wonderland scene!

  • Photos with Santa and Mrs. Claus
    Every guest will receive a free 4x6 photo to take home!

  • Special Guests
    Visit with Jingles the Elf, Chuckles from The Lutz, and Nutcracker Dancers from Connecticut Concert Ballet. 

  • Mail a Letter to Santa at a North Pole Post Office

TREE LIGHTING
Return at 4 pm for carols, hot cocoa, and holiday tree lighting. Details below!


Shop Small & Win Prizes

Pick up our Downtown Deals page and grab a bargain at downtown businesses with sales, deals, and coupons!

Complete shopping challenges on our Shopping Tic-Tac-Toe Game board. 

Get 3-in-a-Row and receive entries to our prize drawings!  




Photo Opportunities & Fun

These photo opportunities aren't just for kids! 
Adults will enjoy taking photos in our life-sized snowglobe and winter wonderland located on Purnell Place and at The Market at 1115 Main.

Visit with Santa and Mrs. Claus and have your photo taken at our professional photo booth! Take home a free 4x6 print. 
Anne Miller Real Estate, 11am - 2pm

Stop by a North Pole Post Office to mail a letter to Santa and Santa will send a personalized reply before Christmas.

North Pole Post Office Locations: TBD

More Shopping Downtown

The Market at 1115 Main
1115 Main Street, 10 am to 2 pm
Outdoor Maker's Market

Small Business Saturday Pop-Up Shop WORK_SPACE
903 Main Street, 10 am to 2 pm
 20+ Local Artisans and Vendors.


Holiday Tree Lighting 

Center Congregational Church will be hosting the 2nd Annual Tree Lighting in the Downtown Manchester area!