Top Hershey Private and Luxury

Discover Hershey, Pennsylvania in a fresh and flavorful way aboard a charming vintage trolley. The Hershey Trolley Crawl is a unique evening experience running Thursday through Saturday nights, offering a hop-on, hop-off style ride to some of the area’s most beloved restaurants, breweries, and distilleries. Enjoy the comfort of LuLu the Trolley, a beautifully restored vehicle with nostalgic charm and a modern sound system playing curated music to set the mood. Riders can explore multiple stops at their own pace, making this an ideal way to experience local food, drinks, music, and community in one fun-filled evening.

Climb aboard Lulu, your 25-seat party trolley, for a Halloween adventure like no other! Hershey may be the sweetest town on earth, but when the sun sets, its shadows tell another story… On this spirited ride, we’ll share haunted Hershey legends, ghostly tales, and a few spine-tingling surprises — all in good fun. Think “spooky,” not nightmare-scary. Party seating means you’ll be face-to-face with fellow thrill-seekers, making it the perfect mix of eerie and lively. Costumes are encouraged (but not required) — we’ll let you on without one, but dressing up definitely adds to the fun! Bring your sense of humor, your curiosity, and maybe just a little courage. So grab your friends, hop on Lulu, and get ready for a sweet-and-spooky night you won’t forget.

Board our comfortable, vintage-style trolley and set out for an evening of indulgence. As the sun sets over Hershey, our expert guide will share insider stories about the local food and drink culture, giving you a taste of what makes this community so special. Your evening will feature stops at some of Hershey’s top restaurants and bars. Sip on expertly mixed cocktails and savor elevated small plates — each thoughtfully prepared to showcase the chef’s creativity and the best seasonal ingredients. Enjoy the lively atmosphere as you move from one stop to the next — whether it’s a cozy cocktail lounge or a bustling local hotspot. With live music or DJ sets at select venues, you’ll experience the pulse of Hershey’s nightlife while savoring some of the best food and drinks the town has to offer. No evening in Hershey would be complete without a decadent dessert. Your tour will end on a high note with a handcrafted sweet treat — the perfect finale to an evening of indulgence.

In October, Lulu will whisk you through town for an Oktoberfest adventure filled with seasonal flavors, local stories, and plenty of fun. We’ll make three to four delicious stops—where chefs, brewers, and restaurant managers will share their craft while you enjoy tastings and small plates made for autumn.