Driving Directions
There’s something special about May in East Texas. The roses will knock your socks off, the evenings stretch a little longer, and the calendar is chock full of reasons to gather, celebrate, and slow down just enough to enjoy it all. It’s also graduation season—a time when proud families come to town, cameras in hand and hearts full, ready to mark a meaningful milestone.
If you’re planning a visit, whether for a graduation ceremony, a weekend getaway, or
simply to soak in the charm of Tyler in spring, Rosevine Inn offers a stay that feels both welcoming and memorable. Nestled near downtown, it’s close to everything yet tucked away enough to feel like a retreat. With its historic character and peaceful setting, it’s the kind of place where mornings are unhurried and evenings feel like a deep exhale. May tends to fill up quickly, especially on graduation weekends, so it’s a good time to make your plans early.
Shopping Opportunities
May opens and closes with one of East Texas’ most beloved traditions—Canton First Monday Trade Days. Both the first and last weekends of the month bring miles of vendors, antiques, handmade goods, and unexpected treasures. It’s the kind of place where you go looking for one thing and leave with five, along with a funnel cake and a story or two.
On May 2, the Sip & Shop at Kiepersol offers a slightly more elevated take on retail therapy. With vendors set up around the tasting room grounds, you can wander with a glass of wine or cocktail in hand, enjoy a charcuterie snack, and discover everything from handcrafted goods to unique gifts. It’s free to attend, and you can find more details on their events page
Closer to home, Sunday, May 10 brings the Off Square Sundaze Vendor Market, a relaxed and lively afternoon with local makers, music, and plenty of browsing. Shops stay open, there’s a friendly hum in the air, and just next door you’ll find brunch happening at ETX Brewery—an easy way to turn a simple outing into a full day.
Live Entertainment
Music and storytelling take center stage throughout May, starting with EZ Band live at Stanley’s Famous Pit BBQ on May 1 from 8 to 11 PM. Their roots run deep, with a family history of music that began on buses in Mexico and grew into a full, vibrant sound. It’s the kind of night where good food, live music, and a lively crowd all come together. Tickets and details are available here.
On May 8, Lukas Nelson takes the stage at the Cowan Center. A Grammy Award-winning artist and a respected voice in modern country, Nelson’s performance promises both depth and energy. His recent album American Romance has earned widespread praise, and many also recognize his work co-producing music for A Star is Born. You can find ticket information here.
The theater comes alive on May 13 with CLUE, a lively stage adaptation of the classic whodunit. With its clever humor, memorable characters, and just the right amount of mystery, it’s a fun evening out whether you’re a longtime fan or seeing it for the first time. Tickets are available on the UT Tyler Cowan Center website.
And on May 16, Sara Evans brings her unmistakable voice to Blackhawk Creek in Whitehouse. With a career spanning decades and multiple chart-topping hits, her performance is sure to draw both longtime fans and new listeners.
Festivals & Special Events
The first weekend of May begins on a beautifully detailed note with the Needle Art Exhibit at the Tyler Rose Garden on May 1 and 2. Hosted by the East Texas Embroiderers’ Guild, this 25th biennial show showcases intricate hand embroidery in a variety of techniques. Visitors can enjoy demonstrations, browse a boutique and bazaar, and even enter for a chance to win a goldwork-stitched box or beaded key fob. It’s a quiet kind of artistry that invites you to slow down and appreciate the work behind each piece.
The following weekend brings one of the season’s highlights—the Spring Piney Woods
Wine Festival in Lindale on May 8 and 9. Held at Picker’s Pavilion at Blackberry Square, the festival gathers more than 20 local wineries alongside live music, artisan vendors, and plenty of food. It’s lively without feeling rushed, making it easy to linger, sip, and enjoy the company around you. Details and ticket options can be found at www.visitlindale.com.
On May 9, the Red Dirt BBQ & Music Festival delivers a full day of bold flavors and big sound at The Park of East Texas. With top BBQ joints serving samples and national music acts taking the stage, it’s a celebration of Texas at its finest. Whether you opt for VIP access or simply come for the concert, it’s an experience worth planning ahead for. More information is available at https://reddirtbbqfest.com.
Family-Friendly Activities
For those looking to participate rather than simply attend, 
May offers several meaningful and active events. The Remembrance Run on May 2 brings the community together in support of The Children’s Park of Tyler. With a 5K run, a one-mile walk, and a kids dash, it welcomes participants of all ages while honoring loved ones and supporting families navigating loss.
Later in the month, on May 23, the Boots on the Ground 5K & Fun Run in Lindale combines fitness with purpose, supporting troops and veterans. It’s a spirited event that reflects the strong sense of community found throughout East Texas.
That same morning offers a quieter, creative option with the
Garden Mosaic class at Blue Moon Gardens. Participants can choose from a variety of designs—everything from butterflies to Texas shapes—and create something lasting to take home. It’s a hands-on experience that feels both relaxing and rewarding. More details can be found at https://bluemoongardens.com/classes/ola/services/garden-mosaic-28.
Outdoor Activities & Local Experiences
This event is so fun and informative! If you enjoy being outdoors this time of year, the Home Garden Tour on May 16 offers a lovely way to spend the day. Hosted by the Smith County Master Gardeners, the tour invites guests into thoughtfully designed gardens across the area, each one offering inspiration and a glimpse into what grows well in East Texas. Experience breathtaking landscape design and take away ideas for creating or enhancing your own outdoor spaces.
That same weekend, the Lindale Championship Rodeo from May 14 to 16 brings a
more high-energy experience to the Cross Brand Cowboy Church Arena. With events each evening and free admission thanks to local sponsors, it’s a chance to enjoy a true Texas tradition in a welcoming, family-friendly setting. More information can be found at https://lindalechamber.org/rodeo.
Local Flavor
For a touch of elegance, A Night at the Museum on May 2 offers a Regency-era-inspired evening at the Goodman-LeGrand Museum. Guests are invited to dress in Austen-inspired attire and enjoy a dinner and dance filled with charm and intrigue. It’s a unique way to support the preservation of one of Tyler’s historic homes while stepping into another time for the evening.
As Memorial Day weekend arrives, the tone shifts to one of
reflection and gratitude. On May 24, the Memorial Day Tribute at Lake Palestine Resort combines live music, narration, and fireworks in a moving presentation titled Letters Home. Set against the backdrop of the lake, it’s both beautiful and meaningful—a fitting way to honor the holiday while gathering with community. Event details can be found through the Lake Palestine Resort listing.
Stay at Rosevine Inn
With so much happening throughout the month, having a place to return to at the end of the day makes all the difference. Rosevine Inn offers that balance—close to the energy of Tyler’s events, yet calm and inviting when you’re ready to rest. It’s especially well-
suited for graduation weekends, when families want a space that feels more personal than a hotel and more comfortable than a quick overnight stay.
Whether you’re here for a celebration, a festival, or simply a weekend away, May is one of the most rewarding times to visit Tyler. And at Rosevine Inn, you’ll find a stay that feels just as memorable as the moments that brought you here.