A VIP experience is the newest option for Ladies Nite Out participants on the Woodstock Square this holiday season.

Now in its 14th year, the free, ladies-only event returns from 5 to 9 p.m. Thursday, Nov. 30, on the Square. This year, the theme is Hollywood VIP.

A VIP experience will offer perks to a limited number of participants, including drink, reserved parking and a gold “swag bag” filled with goodies from local merchants, valued at $200. Tickets for VIPs are $50.

VIPs will enjoy a free event cup good for three drinks throughout the evening. The first drink will be served at the Cherry Tree Inn, 344 Fremont St., during a reception and tour, before car service will return guests to the Opera House for check-in at a shorter line. Only 60 VIP tickets are available for purchase.

The first 500 participants will receive a silver “swag bag” upon check-in at the Opera House. Admission is free for non-VIPs, who can buy an event cup at Stage Left Cafe’ for $2 and purchase drinks at participating establishments throughout the evening.

All participants will be treated to specials in stores and restaurants on the Square, and a minibus will provide shuttle service from Rendezvous Bistro to the Square, including a stop at Colonial Antique Mall. The fun isn’t limited just to shopping – there will be live music from Potts and Pans Steelband and the Woodstock Community Choir at Stage Left, and more live music at Mia Passione.

“It’s a tradition for people. They come with grandparents, moms, aunts, nieces, sisters. It’s an annual event for them,” Woodstock Chamber of Commerce Executive Director Danielle Gulli said.

Nearly 50 sponsors and businesses collaborate to make Ladies Nite Out possible. Attendance has been between 600 and 750 people the last few years, according to Gulli.

“It’s a fun night to just hang out, shop local, support local stores and businesses and have a good time,” said Darrin Flynn, an event coordinator. Flynn co-owns D&A Salon and Apothecary.

Even though many will come dressed to fit the glam Hollywood theme, Flynn said anything goes.

“Last year people were dressed in pajamas and ugly sweaters. It’s a really good time.”

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