Middletown Holidays

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Middletown Holiday

Our pick of the best Middletown Hotel Deals

Comfort Inn & Suites – Harrisburg Airport – Hershey South

Comfort Inn & Suites – Harrisburg Airport – Hershey South

2.5 out of 5
1589 W Harrisburg Pike Middletown PA
Fully refundable
The price is NZ$212 per night from 23 Aug to 24 Aug
NZ$212
23 Aug - 24 Aug
includes taxes & fees
Comfort Inn & Suites – Harrisburg Airport – Hershey South
Holiday Inn Harrisburg East by IHG

Holiday Inn Harrisburg East by IHG

3 out of 5
815 South Eisenhower Boulevard Middletown PA
Fully refundable
The price is NZ$166 per night from 30 Aug to 31 Aug
NZ$166
30 Aug - 31 Aug
includes taxes & fees
7.2/10 Good! (1,007 reviews)
"Room wasnt cleaned properly. Call front desk 3 times and they still did not send staff to address it. Even though this is a non smoking hotel property, the hall ways smelled like smoke..Was very disappointed in the overall experience"

Reviewed on 2 Aug 2026

Holiday Inn Harrisburg East by IHG
Days Inn by Wyndham Hershey

Days Inn by Wyndham Hershey

2.5 out of 5
350 W Chocolate Ave Hershey PA
Fully refundableReserve now, pay when you stay
The price is NZ$351 per night from 4 Aug to 5 Aug
NZ$351
4 Aug - 5 Aug
includes taxes & fees
8.6/10 Excellent! (2,044 reviews)
"Floors seemed sticky. Not dirty, but like the soap was left to dry. Bathroom was very clean. Many light bulbs burned out on the outdoor patio. Dirty windows at parking access doors. Breakfast area was very clean. Selection was pretty good, but only pastry and cereal. Loved the 24-hour coffee station. ..."

Reviewed on 3 Aug 2026

Days Inn by Wyndham Hershey
See all 1,064 properties in Middletown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Middletown attractions

The Vineyard and Brewery at Hershey

8.2/10 (22 reviews)
Pennsylvania's first combined winery and brewery offers 20+ handcrafted wines and 10 craft beers in one charming location. Savour tastings on the deck overlooking vineyards and enjoy live music events.
See properties

What to do in Middletown

Hershey Trolley Crawl and Evening Food Tour on a Vintage Trolley

Hershey Trolley Crawl and Evening Food Tour on a Vintage Trolley

NZ$85
per adult
Hershey Trolley Crawl and Evening Food Tour on a Vintage Trolley
Rise and Dine Food Tour in Vintage Style Trolley

Rise and Dine Food Tour in Vintage Style Trolley

NZ$210
per adult
Rise and Dine Food Tour in Vintage Style Trolley
Hershey Trolley Food Tour Experience

Hershey Trolley Food Tour Experience

NZ$211
per adult
Hershey Trolley Food Tour Experience
See all activities in Middletown

Frequently asked questions

How much does a Middletown holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Middletown costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Middletown?
If you'd like to snag a cheap Middletown holiday package, consider planning a trip in December, January and February. You're likely to find lower prices on airfares and hotels during these months — ideal for a budget-friendly break.
How many days is enough for Middletown?
We suggest planning a Middletown holiday for around 2 days. This gives you plenty of time to visit key attractions such as Middletown & Hummelstown Railroad and Doc's Family Fun Centre, and check out neighbourhoods like Highspire and Bressler-Enhaut-Oberlin. You could even make time for a day trip outside of Middletown.
Is it worth booking a holiday package to Middletown?
Well known for its history and home to popular attractions like Middletown & Hummelstown Railroad, a Middletown holiday is sure to impress. Another top sight to check out? Don't miss Doc's Family Fun Centre.
How to find the best Middletown package deals?
Begin your search for a Middletown package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Middletown package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Middletown adventure off to a flying start.
Is it cheaper to book a Middletown holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and stays individually. Better still, you can customise your Middletown getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Middletown?
If you have your Middletown holiday dates finalized, book as soon as you can to bag some incredible deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Middletown?

  1. Choose when to go: Check your schedule and get your bags packed. Your favourite season and the activities available will also help you decide when to visit Middletown.
  2. Budget wisely: As well as the cost of your stay, you should consider other expenses. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Middletown.
  3. Decide how long to go for: Now that you know more about Middletown, you can figure out the right length of your holiday. Put together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalised Middletown holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.