Cup of Cheer™ Home Tour, Holiday Market and Tea
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Artistic rendering – Event may differ

Cup of Cheer™ Home Tour, Holiday Market and Tea

Discover the charm of the 63rd Annual Cup of Cheer™ event in Naperville, featuring a delightful home tour, a vibrant holiday market, and a festive tea. Explore beautifully decorated homes, shop for unique gifts, and take home a commemorative teacup. Proceeds support local scholarships and club projects, making it a meaningful way to celebrate the season.

What to Expect

Annual home tour with holiday market and tea

Know Before You Go

Other Christmas Events Near Naperville

Local Insight & Ratings

Family Friendly

🎄 🎄 🎄 🎄 🎄 (5/5)

Best For

Holiday shopping, home decor inspiration, community events

Vibe

Festive, charming, community-oriented

Energy Level

Moderate

Budget

$$

Photo Friendly

📷 📷 📷 📷 📷 (4/5)

Weather Sensitivity

Low

Special Events & Promotions

  • Groups purchasing ten or more tickets get 10% discount.
  • Thursday is a Preview Day with first chance at Holiday Market items and limited attendance.
  • Online tickets include a $2 handling fee.
  • $40 of Thursday ticket cost is tax deductible.
  • $20 of Friday ticket cost is tax deductible.

Tags

holiday marketfamily friendlyartisanal productsfestive foodholiday shoppingcommunity celebrationseasonal activitiesholiday traditionhandmade craftsunique gifts

Location

Judd Kendall VFW Post 3873
908 W Jackson
Naperville, IL
60540

Event Details

Duration

9 hours per day

Ages

All ages

Timed Entry

No

Organizer

Naperville Garden Club

Food & Drink

Tea and commemorative teacups available

Quick Actions

Tips & Advice

  • Purchase Thursday tickets for a preview day experience with first access to Holiday Market items and potentially shorter lines.
  • Consider purchasing tickets locally with cash or check at The Growing Place, John Greene Realtor Office, or Baird and Warner Realtors to avoid online handling fees.
  • If buying online, be aware of the $2 handling fee per ticket and that PayPal will be used for payment, even if you don't have an account.
  • Tickets purchased online or locally can be picked up at the Judd Kendall VFW Post during event hours.
  • The event proceeds fund scholarships and club projects, making your attendance a contribution to a good cause.

Frequently Asked Questions

What is included with a ticket?

A ticket grants access to tour the decorated homes, the Holiday Market, and the Tea. You will also receive a commemorative teacup or mug to take home.

Are there different ticket options?

Yes, there are tickets for Thursday (Preview Day) and Friday. Thursday tickets are more expensive but offer first access to market items and limited attendance.

Can I buy tickets at the door?

Tickets can be purchased online or at local vendors. It is recommended to check the website for the most up-to-date information on ticket availability and pickup procedures.

Is there a discount for groups?

Yes, groups purchasing ten or more tickets receive a 10% discount. This offer is available through Donna at 630-531-1222.

What is the purpose of the Cup of Cheer™ event?

The event is the Naperville Garden Club's premier fundraising event, with proceeds funding scholarships for students pursuing horticulture and earth science degrees, as well as other club projects.

Always check the official website for the most current information.

We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly.

Contributors & Updates

Last Updated: Oct 30, 2025
Original Submitter: Sep 17, 2025 The Christmas Events Near Me editorial team

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