Hershey: Trolley Crawl

If you’re looking for a relaxed way to explore Hershey’s vibrant dining scene without the fuss of reservations or strict schedules, the Hershey: Trolley Crawl might just be your new favorite evening activity. This tour offers a casual, budget-friendly approach to discovering some of the area’s top local spots, all while riding in style on a vintage trolley.

What immediately caught our attention is the low price point—just $20 per person, with kids 12 and under riding free—and the flexibility it provides. You can hop on and off at your leisure, exploring as much or as little as you like. Plus, the opportunity to enjoy local food, cocktails, and live music makes it feel more like a night out with friends than a structured tour.

That said, one thing to keep in mind is that food and drinks at the stops aren’t included in your ticket price. So, if you’re expecting a full meal on the trolley, you’ll want to plan your stops accordingly. This experience suits those who enjoy a relaxed, social, and spontaneous evening—whether you’re a local looking for a fun night out or a visitor wanting to get a taste of Hershey’s community vibe.

Key Points

• Affordable fun at only $20 per person for unlimited rides in the evening.
• Hop on and off at your own pace, visiting various local hotspots.
• Family-friendly: Kids 12 and under ride free.
• No reservations needed at stops, making spontaneous plans easy.
• Multiple stops including breweries, eateries, and cocktail bars.
• Flexible schedule with hourly loops from 5 PM to 10 PM.

You can check availability for your dates here:

What is the Hershey: Trolley Crawl?

This tour is a laid-back, self-guided-style evening event that lets you explore Hershey’s best bars, breweries, and restaurants while riding a playful vintage trolley named Lulu. It’s perfect if you want to experience the town’s local flavor without the rush or the need to book tables ahead of time. The trolley runs every hour from 5 PM to 10 PM, giving plenty of flexibility to start your night whenever it suits you.

How does it work?

You purchase a ticket for $20, which grants you unlimited rides for the evening. You can hop on Lulu, enjoy a scenic ride, and then disembark at any stop to explore the area. When you’re ready, hop back on for the next loop. Since there’s no reservation requirement at the stops, you can take your time, try different spots, and customize your night.

The stops and what they offer

The tour features several standout locations, each with its own charm:

• The Mill: A historic feed mill turned bar, serving rustic-chic cocktails and comfort food. It’s a cozy spot to start or wind down your evening.
• The Fresh Market: Located in a former post office, this gourmet food hall and wine bar is perfect for sampling small bites and a glass of wine.
• The Englewood: An 1860s farmhouse turned brewpub, known for its craft beer and live music.
• Feniccis of Hershey: Serving Italian classics since 1935, this spot offers comforting pasta dishes in a classic setting.
• Hershey Italian Lodge: For those craving hearty Italian-American food, this place offers pasta, wine, and warm hospitality.
• Hidden Still Spirits: A cozy distillery where you can try small-batch cocktails with bold flavors.
• Tröegs Independent Brewing: Hershey’s iconic craft brewery, acclaimed for its award-winning beers and a solid kitchen.

Each of these stops is well-chosen for its local flavor, ambiance, and variety, giving you a broad taste of Hershey’s dining and drinking scene.

The Experience

From reviews, it’s clear that guide knowledge makes a big difference. Many travelers appreciated the friendly, knowledgeable staff on the trolley, which adds an extra layer of enjoyment and helps you feel more connected to the local scene. The music onboard creates a lively vibe, and the fact that you can hop on and off at your leisure keeps the experience relaxed rather than regimented.

The trolley itself, with its vintage look and red paint, adds a fun, nostalgic feel to the evening. It’s more than just transportation—it’s part of the charm. The loops are hourly, giving you enough time to explore each stop without feeling rushed. Plus, kids under 12 ride free, making it a decent option for families wanting a casual night out, though most stops focus on adult drinks and food.

More Great Tours Nearby

Is it worth it?

For just $20, the value here is surprising. You get unlimited rides, access to some of Hershey’s coolest spots, and the freedom to tailor your night. Keep in mind, however, that you’ll need to budget for food and drinks separately, which can add up depending on how much you indulge. Some reviews mention that the stops are quite diverse, from comfort food to craft cocktails, meaning there’s something for most tastes.

What travelers seem to love most is the flexibility—you’re not tied to a schedule or reservations, so it’s perfect for spontaneous plans or relaxed evenings with friends. The stops are well-chosen for their quality and local flavor, making each visit memorable.

Who is this experience best suited for?

This tour is ideal for groups of friends looking for a lively, informal night out. It’s also good for locals wanting to explore new spots without the hassle of booking or strict timing. If you’re a visitor with a sense of adventure and a love for good food and craft drinks, you’ll likely enjoy the mix of ambiance, variety, and easygoing vibe.

It’s not suited for those seeking a sit-down, guided tour with historical insights or a full meal included. Nor is it aimed at families with very young children, as most stops cater to an adult crowd—though the kids ride free, they might not find the stops as engaging.

The Sum Up

The Hershey: Trolley Crawl offers a relaxed yet lively way to learn about Hershey’s local scene. With its affordable price, flexible schedule, and variety of stops, it’s a great choice if you want to enjoy a mix of good food, craft drinks, and local atmosphere without a rigid itinerary. The vintage trolley adds a fun nostalgic element, making the night feel special without breaking the bank.

If you’re someone who appreciates spontaneity and local flavor over structured tours, this experience fits the bill. It’s particularly well-suited for friends, couples, or even small families who don’t mind a casual night focused on sampling and socializing.

All in all, it’s a simple, enjoyable way to see Hershey’s best spots while keeping the evening open to your own pace. Just remember to factor in your drinks and meals separately, and you’re all set for a fun night in this charming Pennsylvania town.

FAQ

Is the Trolley Crawl suitable for children?
Kids 12 and under ride free, but since stops focus on food and alcohol, it’s more geared toward adults. Younger children might not find the stops as engaging unless they enjoy the atmosphere.

Do I need to make reservations?
No, reservations aren’t required at the stops, which makes spontaneous planning easy. You just buy your ticket and hop on when you’re ready.

Can I hop on and off at any stop?
Yes, the ticket grants you unlimited rides within the scheduled hours, so you can leave and rejoin the trolley as you like.

Are drinks and food included?
No, food and drinks are extra. Your ticket covers the ride, but you’ll want to budget separately for meals and beverages at each stop.

How often does the trolley run?
The loops run hourly from 5 PM to 10 PM, offering plenty of flexibility to start your evening at different times.

Is the experience good for groups?
Absolutely. It’s great for groups of friends or couples who want a relaxed, social night out.

What’s the trolley like?
It’s styled like a vintage red trolley, with onboard music and friendly vibes, adding a nostalgic touch to your evening.

Is the tour weather-dependent?
Since it’s an outdoor trolley, it’s best enjoyed in fair weather. Always check the forecast and consider rain gear or plan for indoor stops if rain is expected.

If you’re in Hershey and craving a fun, flexible way to explore local spots, the Trolley Crawl is definitely worth considering. It’s a simple idea done well—an easy-going night that lets you savor Hershey’s community spirit at your own pace.

You can check availability for your dates here: