Fall brings cooler weather, festivals, live music, art, food and plenty of reasons to get out around Lake Cypress Springs and Lake Bob Sandlin.
From Winnsboro’s long-running Autumn Trails celebration to events at Lake Bob Sandlin State Park, Mount Pleasant and Pittsburg, there is something happening nearly every weekend through the beginning of the Christmas season.
Here are some of the best fall 2026 events near Lake Cypress Springs and Lake Bob Sandlin.
Art in the Park
September 26, 2026
Lake Bob Sandlin State Park
Get creative at Lake Bob Sandlin State Park during Art in the Park at 2 p.m. Visitors can make their own park-inspired art while enjoying an early fall afternoon at the lake. Regular park admission applies.
Event Details: Texas Parks & Wildlife Department
Healing Heroes Hike
September 26, 2026
Lake Bob Sandlin State Park
Lake Bob Sandlin State Park hosts a special 5 p.m. hike to bring attention to Veterans Suicide Awareness Month. The Healing Heroes Hike is one of three scheduled programs at the park on September 26.
Event Details: Texas Parks & Wildlife Department
Full Moon Hike
September 26, 2026
Lake Bob Sandlin State Park
Experience Lake Bob Sandlin State Park after dark during a guided Full Moon Hike from 9 to 10 p.m. The one-mile hike follows the Trout Pond Trail and explores night vision and how nocturnal animals use darkness to survive. Bring good walking shoes, water and a flashlight.
Event Details: Texas Parks & Wildlife Department
Autumn Trails Tractor Pull
October 3, 2026
Winnsboro
October means Autumn Trails in Winnsboro. The month-long tradition gets underway with events including the Autumn Trails Tractor Pull on Saturday, October 3. It is the beginning of several busy October weekends in Winnsboro, just a short drive from Lake Cypress Springs.
Event Details: Winnsboro Area Chamber of Commerce
Autumn Trails Stew Cookoff
October 10, 2026
Winnsboro
Come hungry to Winnsboro on Saturday, October 10. The Autumn Trails Stew Cookoff is joined by the annual Cake & Pie Contest and other activities, making this one of the food-focused weekends of the Autumn Trails season.
Event Details: Winnsboro Area Chamber of Commerce
Autumn Trails Trail Ride & Barn Dance
October 17, 2026
Winnsboro
One of the most distinctive Autumn Trails traditions returns Saturday, October 17. The annual Trail Ride brings horses, riders and wagons together for a fall ride through the Winnsboro area, followed by the Barn Dance.
Event Details: Winnsboro Area Chamber of Commerce
Winnsboro Trades Days & Swap Meet
October 23–25, 2026
Winnsboro City Park
Spend the weekend treasure hunting at Winnsboro City Park. The Autumn Trails Trades Days & Swap Meet runs Friday through Sunday with flea market and swap meet vendors. Hours are 7 a.m. to 5 p.m. Friday and Saturday and 7 a.m. to 3 p.m. Sunday.
Event Details: Winnsboro Autumn Trails Association
Autumn Trails Old Car Weekend
October 24, 2026
Winnsboro
Classic cars become part of the fall scenery during Autumn Trails Old Car Weekend on Saturday, October 24. It is one of the signature weekends of Winnsboro’s Autumn Trails celebration and pairs well with several other events happening around town that day.
Event Details: Winnsboro Area Chamber of Commerce
Autumn Trails Arts & Crafts
October 24, 2026
Downtown Winnsboro
Downtown Winnsboro fills with arts and crafts vendors from 8 a.m. to 5 p.m. Saturday, October 24. The event takes place along Elm Street and coincides with Old Car Weekend and the final Saturday of the Trades Days & Swap Meet.
Event Details: Winnsboro Autumn Trails Association
Uncorked Food & Wine Festival
October 24, 2026
Caldwell Park, Mount Pleasant
Mount Pleasant’s Uncorked Food & Wine Festival returns Saturday, October 24, bringing Texas wineries, local restaurants, live music and vendors to Caldwell Park. The festival also includes family activities such as hayrides, canvas painting and a pumpkin patch. Wine tasting wristbands are available for guests 21 and older.
Event Details: Mount Pleasant-Titus County Chamber of Commerce
Winnsboro Art & Wine Festival
November 6–7, 2026
Downtown Winnsboro
Artists and Texas wineries take over Winnsboro’s Cultural Arts District for one of the area’s biggest fall arts events. The juried festival features artists from around the country along with wine tastings, specialty foods, vendors and live music. The festival runs Friday from 1 to 7 p.m., with wineries remaining until 8 p.m., and Saturday from 10 a.m. to 5 p.m.
Event Details: Winnsboro Center for the Arts
Winnsboro Christmas Parade
December 3, 2026
Downtown Winnsboro
The holiday season arrives in downtown Winnsboro with the annual Christmas Parade on Thursday, December 3. For Lake Cypress Springs residents and visitors, it is an easy way to kick off the Christmas season in one of the lake area’s closest downtowns.
Event Details: Winnsboro Area Chamber of Commerce
Home for the Holidays
December 5, 2026
Downtown Pittsburg
Pittsburg celebrates Christmas with Home for the Holidays from 10 a.m. to 2 p.m. Saturday, December 5. The annual downtown festival includes free children’s activities, games, cookie decorating, s’mores and other festivities. The Christmas Parade begins at noon.
Event Details: City of Pittsburg
Christmas in the Park
December 11, 2026
Lake Bob Sandlin State Park
Christmas comes directly to the lake on Friday, December 11. Lake Bob Sandlin State Park hosts its 14th annual Christmas in the Park beginning at 6 p.m., making it a fitting finale to the fall and early holiday event season around the lakes.
Event Details: Texas Parks & Wildlife Department
Fall Around Lake Cypress Springs and Lake Bob Sandlin
Living at the lake is about more than time on the water. Lake Cypress Springs and Lake Bob Sandlin sit close to some of Northeast Texas’ most active small towns, with Winnsboro, Mount Pleasant and Pittsburg offering festivals, restaurants, shopping, arts and community events throughout the year.
Fall may be one of the best times to explore it all. You can spend the morning at the lake, head into town for a festival and still be back on the water in time for a Northeast Texas sunset.
Check back as we add more events and individual guides to the biggest festivals happening around Lake Cypress Springs and Lake Bob Sandlin.