Naperville Garden Club Cup of Cheer Home Tour and Holiday Market

As the holiday season approaches, Naperville residents and visitors alike look forward to cherished traditions that bring warmth and cheer to the community. The Naperville Garden Club’s Cup of Cheer Home Tour and Holiday Market is one such event, offering a delightful mix of beautifully decorated homes, unique shopping, and festive refreshments.

Whether you’re a longtime local or exploring the area for the first time, this two-day fundraiser invites you to step inside private residences transformed for the holidays while supporting scholarships and community projects through the Naperville Garden Club.

Why You Can't Miss Naperville Garden Club Cup of Cheer Home Tour and Holiday Market

This 64th annual event combines self-guided tours of four festively decorated Naperville homes with a central Holiday Market and Tea at the Judd Kendall VFW Post 3873. Attendees receive a commemorative teacup or mug to take home, making it a memorable way to kick off the season.

What to Expect at the Holiday Market and Tea

The Holiday Market and Tea are located at the Judd Kendall VFW Post 3873 on 908 W. Jackson Street. Browse handcrafted and curated holiday items perfect for gifting or decorating your own home, then enjoy tea or coffee paired with homemade cookies baked by club members.

• Thursday serves as a preview day with first access to market items and shorter lines due to limited ticket numbers.
• Friday offers a full day of shopping and touring with more availability.

One of the Best Things to Do in Naperville

The self-guided home tours let you explore four private residences across different Naperville neighborhoods, each showcasing unique holiday décor blended with the homeowners’ personal style. Ticket holders receive addresses and directions, allowing flexible pacing throughout the day from 9 a.m. to 4 p.m.

Plan Your Visit

Tickets range from $45…$62 depending on the day, with Thursday at the higher price point for preview access. Purchase online via the official Naperville Garden Club site or at local vendors like The Growing Place, John Greene Realtor, and Baird & Warner locations. Groups of 10 or more qualify for a discount…call ahead for details.

• Event runs 9 a.m….4 p.m. both days; arrive early for popular market finds.
• Parking is available at the VFW venue; consider carpooling if touring multiple homes.
• The venue sits conveniently near downtown Naperville, making it easy to combine with a stroll along the Riverwalk or a visit to nearby landmarks like Naper Settlement afterward.

Proceeds from the Cup of Cheer support local scholarships and garden club initiatives that enrich Naperville year-round. Grab your tickets soon…this beloved tradition fills up quickly and offers a meaningful way to celebrate the season with neighbors.

Event Details At-A-Glance

• When: Thursday, December 3…Friday, December 4, 2026
• Where: Judd Kendall VFW Post 3873
• Address: 908 W. Jackson Street, Naperville, IL 60540, United States
• Admission: $45…$62
• Organizer: Naperville Garden Club
• Tickets / info: Get details

Dates, times, and pricing can change. Confirm the latest details on the official event page before making plans.

Looking for more? Explore other things to do in Naperville or browse the full Naperville events calendar.