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 $25; three sheets of tickets for $50 and seven sheets for $100.

Raffle winners must be available by phone on Sunday, November 23rd from 6:00-9:00pm and available for item pick up Monday, November 24th between 12pm and 7pm. Click to download complete rules.

Shopping

There is something for everyone on your holiday gift list at the Festival of Trees (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!

2025 Specialty Merchants

Friday Night Sip, Stroll & Shop Event

Friday, November 21st, 4pm-7pm

Get a jump on your shopping
Enjoy one free drink and nibbles
Hang out with friends
Listen to live music
Enter to win a special door prize
Tickets are $20 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 Activities

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

Face Painting
Make-and-Take Holiday Crafts
Coloring
Photos with Santa & Mrs. Claus and their favorite characters!

Children can also join their parents to view the trees, raffle prizes, entertainment, & more.

Saturday and Sunday only.

Entertainment

This year we can’t wait to bring you a spectacular line up of entertainment including live music, dance troupes, and more! This year’s lineup is as follows:

Friday Night, November 21

4:30pm-7pm - Swing Set

Saturday, November 22

10:30am-11:15am-Nancy Wildman
11:30am-12:15pm-New Fairfield High School Chamber Singers
12:30pm-1:15pm-JK Shuffles
1:30pm-2:15pm-Blonde and Grey
2:30pm-3:30pm-Polynesian Dance Troupe
4pm-4:45pm-Celtic Cross
Jingle & Mingle Saturday Night: $2 Hat
Sunday, November 23
10:30am-11am-Unbroken Glass
11:15am-11:45am-Jewel of the East Dance Troupe
12pm-12:30pm-Danbury Dynamic Dance and Fitness
12:45pm-1:30pm-Don Lowe Missy and Bill
1:40pm-2:10pm-United Jewish Center Choir
2:20pm-2:50pm-Celebrity Voice Coach/ Samantha Cole
3:10pm-3:40pm-Fred Astaire Dance Studio of Ridgefield
3:50pm-4:20pm-Ecudorian Dance Troupe

Silent Online Auction

Opens on Nov 21 - Closes 5:00pm Nov 23

Support Ann’s Place from a distance or stop by the auction display during Festival and bid on these great items!