Dates & times
All times are local to the venue · America/Chicago
- 4:00 PM – 7:00 PM
These are the previously published dates. Check the organizer for a new edition.
Check the organizer’s latest schedule ↗Holiday Stroll 2026 at Highland Village: Passport, Nutcracker Characters and Music
At Highland Village, the Holiday Stroll Passport links the evening’s stops with a shopping offer: purchases at participating merchants earn stickers, and three stickers returned with the passport qualify for a chance to win a gift collection. Holiday Stroll 2026 runs Thursday, Nov. 12, from 4 to 7 p.m.; admission is free.
A map that doubles as a shopping offer
Pick up a Holiday Stroll Passport when you arrive. It maps the festive stops around the Village, connecting activities such as Santa visits and ornament decorating with music, calligraphy and other stops.
Each purchase at a participating merchant earns a sticker. Return the passport with three stickers for a chance to win a gift collection featuring EK Home, Rowan, Char, The Nail Lounge, Kendra Scott, Buffalo Peak and Maison Weiss, among others. The event listing does not name the participating merchants, so check before shopping if you are collecting stickers.
Shopping is optional. Many merchants offer gift wrapping, but the listing gives no purchase condition for that service. Olivia Franklin Calligraphy will make complimentary hand-lettered gift tags with a purchase. These extras are separate from admission, which is free.
Further reading: Holiday Stroll 2026 | Visit JacksonCWS_Logo_Horizontal_FullColorlogo-circularlogo-circularCWS_Logo_Stacked_FullColor ↗
Nutcracker characters among the family stops
Children can leave wish lists in Santa’s mailbox and decorate ornaments. Santa visits and complimentary photos are first-come, first-served; no additional queue or visit conditions are given, so a Santa visit is not guaranteed.
Mississippi Metropolitan Ballet dancers will appear as Nutcracker characters. The event listing does not give their appearance a separate time. A Christmas tree portrait station offers another photo option, with a printed keepsake available; the listing does not specify whether that keepsake has a charge.
Further reading: Holiday Stroll 2026 | Visit JacksonCWS_Logo_Horizontal_FullColorlogo-circularlogo-circularCWS_Logo_Stacked_FullColor ↗
Courtyard music, without a set time
The Lonely Hearts are scheduled to play live music in the Courtyard during the event window. No set time, duration or setlist is published, so visitors should not plan around a particular start.
Further reading: Holiday Stroll 2026 | Visit JacksonCWS_Logo_Horizontal_FullColorlogo-circularlogo-circularCWS_Logo_Stacked_FullColor ↗
A shopping center with a community history
Highland Village dates to the early 1960s and has grown from a retail development into a lifestyle center. The venue directory also notes local artists’ work on the property. That is part of the setting, not a separate Holiday Stroll activity; the event itself brings family stops and shopping together across the center.
Further reading: Highland Village: Jackson’s Beloved Shopping and Gathering Destination | Visit JacksonCWS_Logo_Horizontal_FullColorlogo-circularlogo-circularCWS_Logo_Stacked_FullColor ↗ · Highland Village Shopping Center | Visit JacksonCWS_Logo_Horizontal_FullColorlogo-circularlogo-circularCWS_Logo_Stacked_FullColor ↗
Programme timing
Activities and live music are listed within the full 4–7 p.m. event window; the listing gives no individual activity times or separate set time for the band.
Thursday, November 12, 2026 · Throughout the Village
- Santa visits and complimentary photos on a first-come, first-served basis; wish-list mailbox; ornament decorating; Nutcracker characters performed by Mississippi Metropolitan Ballet dancers; Christmas tree portrait station; Holiday Stroll Passport and participating-merchant promotion.
Thursday, November 12, 2026 · Courtyard
- Live music by The Lonely Hearts.
Plan your visit
Thursday, November 12, 2026
The event runs from 4 to 7 p.m.
Free entry; shopping is separate
Admission is free. Purchases at participating merchants are required for passport stickers; the calligraphy gift tags are also offered with a purchase.
Santa is first-come, first-served
The listing describes activities for little ones and families but gives no age restriction. Santa visits and complimentary photos are first-come, first-served.
Highland Village
The event is at 4500 I-55 N, Jackson, MS 39211. The venue directory labels Highland Village wheelchair accessible but does not describe access along the event route or at individual stops.
Holiday Stroll 2026 | Visit JacksonCWS_Logo_Horizontal_FullColorlogo-circularlogo-circularCWS_Logo_Stacked_FullColor ↗ · Highland Village Shopping Center | Visit JacksonCWS_Logo_Horizontal_FullColorlogo-circularlogo-circularCWS_Logo_Stacked_FullColor ↗
Getting there
Destination and directions
The event address is Highland Village, 4500 I-55 N, Jackson, MS 39211. The venue directory places the center just off I-55 N. No event entrance or transit route is identified; use the map links to calculate directions from your own starting point.
Holiday Stroll 2026 | Visit JacksonCWS_Logo_Horizontal_FullColorlogo-circularlogo-circularCWS_Logo_Stacked_FullColor ↗ · Highland Village Shopping Center | Visit JacksonCWS_Logo_Horizontal_FullColorlogo-circularlogo-circularCWS_Logo_Stacked_FullColor ↗
Parking and accessibility
The event listing does not provide parking guidance. Highland Village’s directory labels the center wheelchair accessible, but does not describe access along the Holiday Stroll route or at individual stops.
Holiday Stroll 2026 | Visit JacksonCWS_Logo_Horizontal_FullColorlogo-circularlogo-circularCWS_Logo_Stacked_FullColor ↗ · Highland Village Shopping Center | Visit JacksonCWS_Logo_Horizontal_FullColorlogo-circularlogo-circularCWS_Logo_Stacked_FullColor ↗
Before you make a plan
How do I qualify for a chance to win the gift collection?
Collect three stickers from purchases at participating merchants and return the passport. The event listing does not identify which merchants are participating.
Is a visit with Santa guaranteed?
No. Santa visits and complimentary photos are first-come, first-served; the listing gives no further queue or visit conditions.
Does The Lonely Hearts have a separate performance time?
The band is listed in the Courtyard during the 4–7 p.m. event window, but no separate set time is published.
Is there an age restriction?
No age restriction is stated. The listing describes the activities as suitable for little ones and families.
Location & Google Maps
Highland Village
4500 I-55 N, Jackson, MS 39211
Map search by venue and address. Check the organiser’s entrance details before travelling.