Middletown Vacations

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Find the Best Middletown Vacation Packages

Middletown Hotel Deals

Comfort Inn & Suites – Harrisburg Airport – Hershey South

Comfort Inn & Suites – Harrisburg Airport – Hershey South

1589 W Harrisburg Pike Middletown PA
Fully refundable
NT$3,600
NT$3,996 total
Aug 30 - Aug 31
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
"The ice machine wasn’t working on my floor. The first morning (of 2) I was able to get juice and breakfast. The 2nd day the juice dispenser was empty and there was a poor selection of hot items and there was no employee in sight to monitor it. My biggest complaint is that the HOT water in the dispensers ..."

Reviewed on 2026/8/17

Comfort Inn & Suites – Harrisburg Airport – Hershey South
Holiday Inn Harrisburg East by IHG

Holiday Inn Harrisburg East by IHG

815 South Eisenhower Boulevard Middletown PA
Fully refundable
NT$2,802
NT$3,110 total
Aug 30 - Aug 31
includes taxes & fees
7.2/10 Good! (1,011 reviews)
"Overall the hotel could use a remodel. The sheets looked to be the cleanest thing there."

Reviewed on 2026/8/17

Holiday Inn Harrisburg East by IHG
Days Inn by Wyndham Hershey

Days Inn by Wyndham Hershey

350 W Chocolate Ave Hershey PA
Fully refundableReserve now, pay when you stay
NT$4,036
NT$4,531 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (2,052 reviews)
"We loved our stay! We will definitely coming back here during our next trip to Hershey Park!"

Reviewed on 2026/8/17

Days Inn by Wyndham Hershey
See all 1,063 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. Savor tastings on the deck overlooking vineyards and enjoy live music events.
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Middletown & Hummelstown Railroad

8.0/10 (18 reviews)
This vintage railroad journey winds through Pennsylvania's scenic landscapes aboard 1920s coaches. Experience narrated history along the Swatara Creek while passing century-old limekilns and Union Canal remnants.
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Doc's Family Fun Center

7.4/10 (11 reviews)
This classic roller rink has been a family entertainment staple since 1939, offering nostalgic fun on wheels. Glide across the well-maintained skating floor before enjoying treats at the Rock n Roll Malt Shop.
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Frequently asked questions

How much does a Middletown vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation 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 vacation 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 vacation for around 2 days. This gives you plenty of time to visit key attractions such as Middletown & Hummelstown Railroad and Doc's Family Fun Center, and check out neighborhoods like Highspire and Bressler-Enhaut-Oberlin. You could even make time for a day trip outside of Middletown.
Is it worth booking a vacation package to Middletown?
Well known for its history and home to popular attractions like Middletown & Hummelstown Railroad, a Middletown vacation is sure to impress. Another top sight to check out? Don't miss Doc's Family Fun Center.
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 vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays individually. Better still, you can customize 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 vacation package to Middletown?
If you have your Middletown vacation 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 favorite 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 vacation. 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 personalized Middletown vacation package.

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