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Writer's pictureTiffany Tillema

Experience Autumn Trails & Art and Wine Festival at Oaklea Mansion Bed & Breakfast


As the air turns crisp and the leaves begin to change, there's no better place to experience the magic of autumn than at Oaklea Mansion Bed & Breakfast. Nestled in the heart of Winnsboro, Texas, our historic bed and breakfast offers a luxurious retreat just minutes from the annual Autumn Trails and Art & Wine Festivals—Two of the area's most beloved traditions.

What is the Autumn Trails Festival?

Every October, Winnsboro transforms into a bustling hub of excitement, with fun-filled activities every weekend for locals and visitors alike. The Autumn Trails Festival has something for everyone, whether you’re an outdoor enthusiast, a foodie, or someone who loves local culture.

Here are just a few of the highlights you won’t want to miss:

  • Trail Rides: Saddle up for a scenic ride through the autumn woods. Perfect for both experienced riders and those new to horseback riding.

  • Antique Car Show and Parade: See vintage automobiles in all their glory as they cruise down Main Street.

  • 5k Run and .5k Fun Run: Whether you're up for a challenge or just want to enjoy a casual stroll, these runs are a great way to start your weekend.

  • Beard Contest: Who has the best beard in Texas? Come find out!

  • Pie Contest: Indulge in homemade pies and vote for your favorite!

  • Mule Rodeo: A must-see event that draws spectators from all around.

  • Pet Show: Bring your furry friends and let them shine in this fun and family-friendly event.

  • 42 Tournament: Test your domino skills in this Texas tradition.

  • Trades days: City park will be abuzz with all kinds of gifts and antiques.

  • Art Sale: Sidewalk art sale is a popular event.

  • Art & Wine Festival: The annual Art and Wine Festival is held on November 1st and 2nd. Local and national artists show their work, and wine is available for purchase and tasting.

  • NEW this year: Hockey Tournament and demonstration: For the first time ever, the festival will introduce an exciting hockey demonstration and tournament for sports fans.


Stay at Oaklea Mansion and Enjoy Exclusive Savings!

With so many exciting activities, there’s no better place to relax and recharge after a full day of festivities than at Oaklea Mansion. Each year, we offer an exclusive discount code for guests attending the Autumn Trails and Art & Wine Festival, making your stay even more affordable. Whether you're looking for a romantic getaway, a fun weekend with friends, or just a peaceful escape from the hustle and bustle, Oaklea Mansion is the perfect home away from home.

Why Oaklea Mansion?

  • Historic Charm: Our mansion boasts elegantly appointed rooms, beautiful grounds, and the warmth of Southern hospitality.

  • Prime Location: We're just minutes away (most festivities are within a short walk) from all the Autumn Trails festivities, so you won’t miss a thing.

  • Unmatched Comfort: From our cozy rooms to our gourmet breakfasts, we provide our guests with a relaxing experience.


Book Your Stay Today!

Autumn Trails weekends fill up fast, so be sure to reserve your room at Oaklea Mansion today! Don’t forget to use our special discount code when booking your stay to take advantage of exclusive savings during the festival.

Come for the festival, stay for the memories. We can’t wait to welcome you this autumn!


Exclusive Discount:


Enter Promo Code:

AutumnArtWine


This code is good for Autumn Trails AND the Art & Wine Festival


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