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Winterfest Holiday Market
Odessa, DE
Self-guided walking tour of historic homes decorated for the holidays
About
Step back in time and immerse yourself in the festive spirit of Christmas in Odessa. This cherished event features a self-guided walking tour through historic homes and public buildings, each exquisitely decorated to evoke the charm of the 18th and 19th centuries. Beyond the stunning decor, enjoy a day filled with special activities including visits from Santa, a delightful gingerbread house decorating contest, and enchanting Christmas concerts.
Our Take
Family Friendly
Best For
Families and history enthusiasts
Vibe
Festive, historic, community-oriented
Energy Level
Moderate
Budget
Mid-Range
Photo Friendly
High
Weather Sensitivity
Low
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.
Location
Event Details
Pricing
Advance tickets are $25.00 and children ages 6-12 are $5.00. Tickets are $30.00 if purchased on the day of the tour. Children under 6 years old are free.
Duration
All day
Ages
Children ages 6-12 are $5.00, and children under 6 years old are free.
Schedule
Tickets on sale at Old Academy Building and Historic Odessa Foundation’s Visitor Center. Fresh Greens Sale, Tour of Private Homes & Public Buildings, Santa visits, Gingerbread House Decorating Contest, Tea & Cookies, Christmas Concerts, Tracker Organ Concert, Odessa Tree Lighting Ceremony.
Featured Performers
- MOT Male Choir
- Bell Ringers
- St. Paul’s Choir
- Ken Warner (Tracker Organ)
Organizer
The Women's Club of Odessa
Practical Information
Pet Policy
No pets allowed (service animals welcome)
Food & Drink
Tea & Cookies available on-site
Quick Actions
Tips & Advice
- Purchase tickets in advance to secure the best price and ensure entry, as day-of tickets may be more expensive.
- Wear comfortable walking shoes as the event involves a self-guided walking tour through multiple historic locations.
- Arrive early to maximize your enjoyment of all the day's activities, including Santa visits and the Gingerbread House Decorating Contest.
- Check the schedule for specific times of Christmas Concerts and the Tracker Organ Concert to plan your day accordingly.
- Bring cash for any purchases at the Fresh Greens Sale or for any vendors not accepting cards.
Frequently Asked Questions
What is included with the ticket price?
The ticket price includes the self-guided walking tour of decorated homes and buildings, Santa visits, the Gingerbread House Decorating Contest, Tea & Cookies, Christmas Concerts, and the Tracker Organ Concert.
Are there activities for children?
Yes, children can enjoy visits from Santa Claus and participate in the Gingerbread House Decorating Contest. Children under 6 years old are free.
What is the weather policy?
The event is held rain or shine, so attendees should be prepared for various weather conditions.
How can I support the cause?
The event is a fundraiser for The Women's Club of Odessa's scholarship program. Purchasing tickets and any additional items contributes to this cause.
Where can I find the schedule for concerts?
Specific times for Christmas Concerts and the Tracker Organ Concert are usually available on the event's website or at the visitor center on the day of the event.