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Dorchester Center, MA 02124

Explore Hershey’s best local eateries and craft breweries aboard a vintage trolley, hopping on and off at your own pace for a fun, flexible evening.
If you’re looking for a lively way to experience Hershey’s local food, drinks, and community vibe, the Hershey: Trolley Crawl offers a unique, relaxed evening adventure. This tour promises a fun ride aboard a vintage-style trolley, with the flexibility to explore some of the town’s top eateries, breweries, and bars at your own pace.
What we like most about this tour is its affordability and flexibility. For just $20, you get unlimited rides in the evening, plus the freedom to hop off at different stops when something catches your eye. We also appreciate the kid-friendly aspect—kids 12 and under ride free—making it a great option for families or groups. On the flip side, the tour doesn’t include food or drinks, so you’ll need to budget for those separately, which could add up depending on your appetite.
This experience works best for travelers who want to combine casual touring with local culinary discovery and craft beverages. It’s ideal for those who enjoy a laid-back, social vibe, and don’t mind creating their own itinerary from the list of stops.


Imagine stepping onto a bright red vintage trolley named Lulu, with cheerful music playing. The atmosphere is friendly and relaxed, perfect for a casual evening out. The trolley runs hourly loops from 5 PM to 10 PM, giving plenty of options to join in when it suits your schedule.
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While the trolley’s routes include several stops, each offers a distinct flavor of Hershey’s local scene. You’ll find everything from historic spots to lively breweries and cozy Italian eateries.
The Mill: This historic feed mill has been transformed into a spot for rustic-chic cocktails and comfort food. The atmosphere is warm, and the setting provides a glimpse into Hershey’s industrial past. It’s a good place to start the evening, especially if you’re into craft cocktails and hearty bites.
The Fresh Market: Inside an old post office, this gourmet food hall and wine bar are perfect for a casual tasting experience. You can sample wines or pick up some gourmet snacks for the trolley ride or later in the evening.
The Englewood: A true local gem, this 1860s farmhouse-turned-brewpub offers craft beers and live music, adding a lively, communal feel. If you’re into craft beer and a bit of local music, this is a stop you’ll enjoy.
Feniccis of Hershey: Serving Italian classics since 1935, this cozy spot brings authentic Italian-American hospitality. Sharing small plates here can be a highlight, especially if you’re craving comfort food.
Hershey Italian Lodge: For lovers of pasta and wine, this warm venue emphasizes family-style Italian-American dishes. It’s a great place to unwind and enjoy a relaxed dinner.
Hidden Still Spirits: This cozy distillery specializes in small-batch cocktails with bold flavors. If you’re into spirits and crafting your own drinks, it’s well worth a visit.
Tröegs Independent Brewing: No visit to Hershey is complete without a stop at its iconic craft brewery, known for award-winning beers. The kitchen here also gets good reviews, making it an ideal spot to end the night.
The ticket price of $20 covers unlimited rides for the evening, meaning you can hop on and off as often as you like. The stops are spread out, and with the trolley running every hour, you can plan your own sequence of visits. This means you’re not locked into a fixed schedule—ideal for spontaneous explorers.
An important detail is that food and drinks at the stops aren’t included. While most venues offer a variety of options, you’ll need to budget for your meals, drinks, and tips separately. Some reviewers note that the stops provide good value, especially considering the relaxed, community-focused atmosphere.
While the experience is largely self-guided, the friendly guides onboard Lulu add to the welcoming vibe. They are knowledgeable, ready to answer questions about Hershey’s history or suggest how best to enjoy your stops. Expect a lively, social environment with music onboard, making the trolley feel more like a party on wheels.
More Great Tours NearbyThe tour is designed for casual enjoyment, so comfortable shoes and a sense of adventure are recommended. Since kids under 12 ride free, it’s family-friendly, but be mindful that the stops involve some walking and standing.
Booking is flexible—you can reserve your spot now and pay later, with the option to cancel up to 24 hours in advance. This flexibility is handy if your plans are subject to change.

If you’re someone who enjoys local food, craft beers, and a relaxed social atmosphere, the Hershey Trolley Crawl offers excellent value. For just $20, you get to explore different neighborhoods, sample some of Hershey’s best spots, and do so at your own pace. The vintage trolley adds a nostalgic touch, and the absence of strict reservations makes the experience accessible for spontaneous plans.
Travelers have praised the knowledgeable guides and the friendly, communal vibe onboard Lulu. The stops are thoughtfully chosen to showcase Hershey’s culinary and brewing talents, making this more than just a ride—it’s a true taste of local life.
This experience is especially suited for groups of friends, couples, or families who want a fun, relaxed evening out with plenty of flexibility. It’s perfect if you’re in Hershey for a few days and want to add a lively, social night to your itinerary without the fuss of fixed reservations or expensive tickets.

The Hershey: Trolley Crawl offers a balanced blend of fun, flexibility, and authenticity. It doesn’t promise a high-end, formal food tour but instead delivers an informal and inviting way to sample Hershey’s vibrant local scene. The unlimited rides and self-guided nature mean you can craft your own evening, exploring at your leisure.
While the experience doesn’t include meals or drinks, the stops are carefully selected to provide excellent options for everyone from casual drinkers to Italian food lovers. The vintage trolley adds a nostalgic touch that elevates the whole outing, making it feel like a special night out on rails.
If you enjoy discovering new local spots, tasting craft beverages, and chatting with friendly guides, this tour is a smart choice. It’s a great value for the price and a memorable way to get a feel for Hershey’s lively community spirit.

Is the Hershey Trolley Crawl suitable for families?
Yes, kids 12 and under ride free, making it family-friendly. Just be aware that some stops involve walking and standing, so plan accordingly.
How long does the tour last?
The tour operates with hourly loops from 5 PM to 10 PM, giving you plenty of flexibility. The overall duration depends on how many stops you choose to visit.
Are reservations required?
No, there’s no need for reservations at the stops. You can hop on and off as you wish, which makes it very flexible.
What’s included in the price?
Your $20 ticket grants you unlimited rides for the evening. Food and drinks at the stops are not included.
Can I join the tour later in the evening?
Yes, since the trolley runs every hour, you can join in at any scheduled time during those hours.
Is the trolley comfortable and accessible?
The trolley is vintage-style and cheerful, but it’s generally suitable for most travelers. For specific accessibility needs, it’s best to check directly with the provider.
What should I bring?
Comfortable shoes, some cash or cards for food and drinks, and a sense of adventure.
What if I need to cancel?
You can cancel up to 24 hours in advance for a full refund, providing peace of mind if your plans change.
Is the experience primarily for night owls?
Yes, it’s designed for evening fun, making it ideal for those who prefer to explore after daytime activities.
In all, the Hershey Trolley Crawl is a lively, budget-friendly way to experience some of Hershey’s best local spots. It’s perfect for relaxed evenings, spontaneous plans, and those eager to enjoy local flavors without a rigid schedule.
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