8 Of The Best Tours & Things To Do In Hershey

Hershey isn’t just about chocolate; it’s a lively town with a surprising variety of tours and experiences that showcase its culinary scene, historic streets, and local charm. Whether you’re a foodie eager to sample Hershey’s best bites or a photo enthusiast wanting to capture the town’s nostalgic vibe, this small Pennsylvania town offers plenty to do.

Among our favorites are the Hershey Trolley Food Tour Experience for its relaxed, foodie-friendly ride and the Hershey: Rise and Dine Food Tour for a cozy brunch in vintage style.

These tours stand out for their personal touch and authentic local flavors, making Hershey a delicious and memorable destination.

Hershey’s variety of guided food tours, trolley rides, and evening explorations makes it easy to find an experience tailored to your interests, whether you’re into culinary adventures, scenic rides, or fun night outs. Below, we highlight the top eight options, each offering a unique way to explore Hershey’s sights, tastes, and lively atmosphere.

1. Hershey Trolley Food Tour Experience

At number one, the Hershey Trolley Food Tour Experience is a perfect choice for those who want to combine sightseeing with tasting. This 3-hour journey takes you through Hershey’s downtown and surrounding neighborhoods aboard a comfortable Yokl trolley.

The tour visits handpicked local eateries, each serving a signature dish—ranging from creative small plates to classic comfort foods—and pairs them with carefully selected drinks.

What makes this experience stand out is its focus on local favorites like Rising Sun, known for its beautiful interior and exceptional brisket, and Pronio’s Market, where you can sample regional specialties. The reviews are glowing, with visitors praising the fun atmosphere, diverse food stops, and Eileen’s engaging storytelling.

The tour’s value lies in the combination of transportation, food, and entertainment, all for $99 per person. It’s perfect for food lovers who enjoy a relaxed pace and want to learn about Hershey’s culinary scene.

Bottom line: If you’re looking for a well-rounded foodie experience with a friendly guide, this tour offers a fun, flavorsome afternoon. Book early—these sell out fast.

2. Hershey: Mid-Day Magic – A Premier Food Tour

Next in line, the Hershey: Mid-Day Magic tour offers an exclusive tasting experience at top local restaurants. For $89, this 3-hour tour emphasizes meeting the chefs and creators behind the dishes, giving a personal touch to your culinary journey. It’s designed for those who want a deeper understanding of Hershey’s food scene while enjoying delicious, curated tastings.

The tour is notable for its focus on storytelling about each hotel, making the experience more meaningful. Since it’s the only tour with a single review, which rates it a perfect 5/5, it clearly resonates with travelers looking for quality and intimacy. Ending with a decadent dessert, it appeals to foodies who value both flavor and behind-the-scenes insights.

Bottom line: This tour is ideal if you prefer an intimate, chef-driven experience and are willing to pay a few dollars more for quality. Check the reviews and book ahead to avoid disappointment.

3. Hershey: Rise and Dine – The Ultimate Brunch Tour

Starting your day with a tasty brunch, the Hershey: Rise and Dine tour offers a 3-hour journey aboard a vintage trolley, focusing on local brunch spots. For $89, you’ll sample signature dishes and cocktails at cozy cafes and renowned eateries, all while riding through Hershey’s streets and learning about the chefs behind your favorite dishes.

What makes this tour special is its combination of transportation and a food-focused itinerary. It’s perfect for early risers or anyone craving a relaxed, flavorful start to their day. The small group size and engaging guide help make the experience feel personalized. Although only one review is available, it’s a glowing 5/5, praising its fun vibe and tasty stops.

Bottom line: If you love brunch and vintage trolley rides, this is a delightful way to kick off your Hershey visit. Reserve in advance—this tour is popular among weekend travelers.

4. Hershey: Night Fever Evening Food Tour

The Hershey Night Fever tour explores the town’s vibrant nightlife with a 3-hour guided experience of top restaurants and bars. For $89, you’ll enjoy cocktails, small plates, and the chance to experience Hershey after hours. The tour offers a lively, social atmosphere perfect for adults looking for a fun night out.

While specific reviews are unavailable, the tour’s highlights include expertly crafted cocktails and insider access to some of Hershey’s best spots. It’s designed for those who enjoy evening socializing and want to see a different side of Hershey—less touristy, more local. The guided format ensures you won’t have to worry about finding your way or ordering drinks.

Bottom line: This tour is perfect for night owls and those wanting to enjoy Hershey’s bar scene in style. It’s best suited for adults and should be booked ahead for weekends.

5. Hershey: Trolley Crawl

For a more relaxed, flexible evening, the Hershey Trolley Crawl is a $20 all-in-one experience. Running hourly from 5 PM to 10 PM, this hop-on, hop-off trolley takes you to local restaurants, breweries, and bars. Kids 12 and under ride free, making it an affordable way for families or groups to explore.

The trolley, affectionately called Lulu, is a restored vintage vehicle that adds nostalgia to your outing. Riders can explore at their own pace, hopping off to enjoy live music, a craft brew at Tröegs, or a cozy dinner. With no reservations required, it appeals to spontaneous plans and budget-conscious travelers.

Bottom line: For a fun, casual night out with maximum flexibility, this trolley crawl offers a memorable way to experience Hershey’s social scene without breaking the bank.

6. Hershey Trolley Crawl and Evening Food Tour on a Vintage Trolley

This combination experience offers a 4-hour journey through Hershey on a vintage trolley, combining food, drinks, and local flavor. The Hershey Trolley Crawl and Evening Food Tour runs Thursday through Saturday and costs $20 per person.

Its itinerary includes stops at Fresh Market at Hershey Towne Square, Fenicci’s, Englewood Hershey, and Tröegs Brewing. The tour’s charm lies in its relaxed pace, allowing you to hop off and explore each spot, sampling craft beers, Italian cuisine, and more. The vintage trolley adds nostalgia, while curated music sets a relaxed mood.

Since there are no reviews yet, potential riders should note that it’s a good option for those seeking a leisurely, flexible food and drink experience. Perfect for locals or visitors looking for something different.

Bottom line: Ideal for adventurous eaters who want to customize their evening with multiple stops and a vintage ride. Reserve early to secure your spot.

7. Private Professional Holiday Photoshoot in Hershey

For those who want more than just a tour, the Private Professional Holiday Photoshoot offers a 1-hour session capturing your memories in Hershey’s most photogenic locations. Costing around $165, it includes a professional photographer guiding you through iconic landmarks, ideal for family, engagement, or holiday photos.

While reviews are unavailable, the experience emphasizes personalized service and beautiful scenery, making your holiday photos truly special. It’s a great way to add a personal touch to your trip or create lasting memories with professional guidance.

Bottom line: Best suited for travelers who want professional photos in Hershey’s scenic spots. Book early for the best lighting and location options.

8. Rise and Dine Food Tour in Vintage Style Trolley

Rounding out the list, this 3-hour food tour combines brunch and vintage trolley rides. It’s tailored for breakfast and brunch lovers willing to spend $99 for a curated experience. You’ll visit local brunch spots, sampling dishes and creative cocktails while riding through Hershey’s streets in a charming, climate-controlled trolley.

The tour focuses on local favorites, offering a relaxed pace and insider stories about Hershey’s culinary scene. It’s ideal for weekend mornings or those wanting a leisurely, food-focused start to their day. The comfortable trolley adds an elegant touch, making it a memorable morning outing.

Bottom line: Perfect for brunch aficionados and those wanting to enjoy Hershey’s culinary diversity with vintage charm. Early booking recommended.

How to Choose Your Hershey Tour

When selecting the best experience, consider your budget, interests, and schedule. If you love food and socializing, the Hershey Trolley Food Tour Experience or the Rise and Dine Food Tour are great options. For a night out, the Night Fever Evening Food Tour or trolley-based Trolley Crawl give flexible, fun ways to explore Hershey’s nightlife.

Families or those wanting professional keepsakes might favor the Holiday Photoshoot or the Rise and Dine Trolley. Budget travelers should consider the Trolley Crawl for its affordability and casual vibe.

Booking early is advisable, especially during peak seasons or weekends. Keep in mind your preferred times—whether you want a morning, afternoon, or evening experience—and match that with the tour’s schedule.

Final Thoughts

Hershey offers a surprising variety of tours and activities that suit many different interests and budgets. From culinary adventures like the Hershey Trolley Food Tour Experience to lively evening explorations, there’s something for every traveler. For families, the trolley-based options provide flexibility and fun, while food and nightlife tours cater to adults seeking good eats and drinks.

If you’re planning a visit, consider booking one or two experiences in advance to ensure you don’t miss out. Whether you’re after a relaxed tasting tour, a night out, or professional photos, Hershey’s diverse offerings will make your trip memorable. Happy exploring and don’t forget to savor every bite!