Highland Village Holiday Stroll Returns with New Pop-Up Shops

JACKSON, MS, UNITED STATES, November 11, 2026 /CourierPR/ -- Highland Village, Jackson’s premier lifestyle destination, is set to kick off the holiday season with its fifth annual Holiday Stroll on Thursday, November 12th, from 4 p.m. to 7 p.m. The event, free to attend, promises a variety of festive activities for families to enjoy. Shoppers can browse holiday decor, gifts, and fashion from both national and local favorites, with special in-store treats and activations. A free calligraphy station will be available, where a professional calligrapher will create custom gift tags for purchases made during the event. Children will have the opportunity to meet Santa Claus and characters from the Mississippi Metropolitan Ballet production of The Nutcracker. Ornament decorating will also be available.

Live music from The Lonely Hearts in the Courtyard and a performance by the Mississippi Symphony Orchestra will add to the festive atmosphere.

In addition to the Holiday Stroll, Highland Village will welcome two new pop-up shops. Northshore Specialty Coffee launched a regular pop-up coffee cart in early November, located in the Plaza weekly, Wednesday through Saturday, from 8 a.m. to 3 p.m. The coffee cart offers a variety of beverages and treats, providing a cozy spot for visitors to enjoy a cup of coffee or a snack.

Cowboy Country Club, a rapidly growing golf and lifestyle brand founded by Jackson native Tanner McCraney, will return for the holidays from November 27 to December 27. The brand offers premium apparel designed to move seamlessly from the country to the country club, including hats, button-downs, outerwear, polos, belts, and t-shirts. Golfers can also subscribe to the Cowboy Country Club membership for a curated selection of exclusive golf essentials and limited-edition items only available to members. Membership boxes will be available for purchase at its Highland Village pop-up.

The event will feature a wide range of activities and offerings, including the opportunity to meet Santa Claus and characters from the Mississippi Metropolitan Ballet production of The Nutcracker. Shoppers can also enjoy live music from The Lonely Hearts in the Courtyard and a performance by the Mississippi Symphony Orchestra. The Holiday Stroll is free to attend, and it will take place in Highland Village, a charming Jackson, Mississippi destination that has been a community staple since 1961.