Artistic rendering – Event may differ
Wholiday Kickoff Party
Downtown Enterprise ignites the holiday spirit with a series of festive events kicking off with the "Wholiday Kickoff Party." Visitors can immerse themselves in a "Whoville Celebration" featuring street vendors and food trucks, and engage in a "Wholiday Scavenger Hunt." The season continues with early Black Friday shopping events and culminates in a "Wholiday 5K & Fun Run," offering a full spectrum of seasonal entertainment and community engagement.
What to Expect
Downtown Enterprise's "Wholiday" season celebration series.
Know Before You Go
- Tickets: FREE
- Parking: Parking is free where you can find a place to park, like normal.
- Pets: No pets allowed
Other Christmas Events Near Enterprise
Local Insight & Ratings
Family Friendly
Best For
Holiday shopping and festive family fun
Vibe
Festive and community-oriented
Energy Level
Moderate
Budget
FREE
Photo Friendly
Weather Sensitivity
Low
Special Events & Promotions
- Amazing shopping deals
- Exclusive deals during "After Dinner Dash"
- Early morning shopping during "Black Friday PJ Party"
- Support for local businesses on "Small Business Saturday"
- Street vendors and food trucks during "Whoville Celebration"
Location
Event Details
Duration
Varies by event
Ages
All ages
Neighborhood
Downtown Enterprise
Timed Entry
No
Organizer
Main Street Enterprise
Food & Drink
Food trucks and beverage vendors available
Quick Actions
Tips & Advice
- Arrive early for the "Wholiday Kickoff Party" and "After Dinner Dash" to secure the best shopping deals and parking spots.
- Wear comfortable pajamas for the "Black Friday PJ Party" to fully embrace the festive shopping spirit.
- Bring your family and friends to the "Whoville Celebration" for a day filled with street vendors, food trucks, and Grinch-themed fun.
- Participate in the "Wholiday Scavenger Hunt" by deciphering clues and riddles to find the Grinch's Heart scattered throughout downtown.
- Lace up your running shoes for the "Wholiday 5K & Fun Run" and enjoy a healthy start to your holiday weekend.
Frequently Asked Questions
What are the dates for the "Wholiday" season events?
The "Wholiday" season events run from November 22, 2025, through December 20, 2025, with various activities scheduled throughout this period.
Are there any costs associated with attending these events?
Most of the "Wholiday" season events, including the "Wholiday Kickoff Party," "After Dinner Dash," "Black Friday PJ Party," and "Small Business Saturday," are free to attend. Some activities like the 5K may have registration fees.
Where do these events take place?
The events are primarily held in Downtown Enterprise, with the Boll Weevil Monument at 100 Main Street serving as a central point for many activities.
What kind of shopping opportunities are available?
Visitors can enjoy special shopping deals during the "Wholiday Kickoff Party," "After Dinner Dash," "Black Friday PJ Party," and "Small Business Saturday," supporting local businesses.
Are there activities for children?
Yes, the "Whoville Celebration" features the Grinch and the Whos, and the "Wholiday Scavenger Hunt" is a fun activity for all ages. The "Wholiday 5K & Fun Run" also includes a fun run option.
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.