Things To Do


Play the Grand Raffle

Over two hundred decorated trees and raffle prizes will be beautifully laid out before you at Festival. This raffle allows you to try your hand at winning just the items you want.

Raffle tickets can be purchased at the Festival in sheets of 25 for just $20; three sheets of tickets for $50 and seven sheets for $100. 

Raffle winners must be available by phone on Sunday, November 19th from 5:30-8:30pm and available for item pick up Monday, November 20th between 12pm and 8pm.

2023 Prizes include:

  • Grill

  • TVs

  • Fire Truck Ride

  • Ridgewood Country Club Foursome

  • Richter Park Foursome

  • Toys

  • Family Portrait Session

  • Hand Finished Doll House

  • Various Gift Baskets

  • Jewelry Designs Gift Card

  • $1,000 Amazon Gift Card

  • $1,000 Apple Gift Card

  • Gorgeous Hand Made Quilt

  • Hand Finished Doll House

  • Apple Watch

  • Yeti Cooler

  • Ridgefield Symphony Orchestra Tickets

  • Fresh Cut Christmas Tree

    And Much More!

Shopping

 
 
 

There is something for everyone on your holiday gift list at the Festival of Trees Boutique & Holiday Lane (and maybe a little something for yourself too). Enjoy artisanal and handmade gifts that can’t be found in a department store.

You will never want to shop anywhere else!

Friday Night Sip, Stroll & Shop Event

Friday, November 17th, 5pm-7pm

  • Get a jump on your shopping

  • Enjoy one free drink and nibbles

  • Hang out with friends

  • Listen to live music by Swingset

  • Enter to win a special door prize

    Tickets are $15 online or at the door. Entry includes one free drink, bites to eat, entry to win a door prize and Friday entrance into the Festival of Trees.

Children’s Winter Village Program

Festival of Trees is a family affair and children aged 3 - 11 will enjoy:

  • Face Painting

  • Make-and-Take Holiday Crafts

  • Coloring

  • LEGO® building

  • Photos with Santa & Mrs. Claus and their favorite characters and more!

Children can also join their parents to view the trees and select raffle prizes.

Saturday and Sunday only.

Entertainment

This year we can’t wait to bring you a spectacular line up of entertainment including live music, magic acts, dance troupes, orchestra and more! Check out our full line up HERE!

Silent Online Auction - Nov 14 - Nov 19

Auction Goes Lives at Midnight, November 14th!

Your chance to bid on unique experiences, valuable services and one of a kind items!

Some of the 2023 Auction Items Include:

  • A Day at Limerock Race Track

  • A Fabulous Day in Westport

  • Spa Experiences

  • Solo Stove and Pizza Oven

  • Tickets to Sporting Events

  • Various Gift Baskets

  • Custom Designed Christmas Trees

Fairfield County Bank’s Inaugural
Left, Right Center (LRC) Game

Friday, November 17, 5:30 p.m., The Summit 3rd Floor.

Come out and have some fun playing LRC with your friends and family while supporting Ann's Place!

Limited Seating! Hurry and pre-register to save your seat!

$25.00* to play. ($10 will automatically be donated to Ann's Place, and you will receive $15 in play money.) The LRC winner will split half of the final winning pot with Ann's Place. You must be 18 years of age to play.

Sign up below to hold your seat. You will pay at the Festival at the special LRC check-in table.

*Donation to play does not include admission to Festival or Sip & Stroll.