Middletown Holidays

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Top hotels in Middletown

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 €89 per night from 19 Nov to 20 Nov
€89
19 Nov - 20 Nov
includes taxes & fees
7/10 Good! (1,000 reviews)
"Excelente!!"

Reviewed on 10 Nov 2026

Holiday Inn Harrisburg East by IHG
Fairfield Inn & Suites by Marriott Harrisburg International Airport

Fairfield Inn & Suites by Marriott Harrisburg International Airport

3 out of 5
4 Terminal Drive Middletown PA
Fully refundableReserve now, pay when you stay
The price is €171 per night from 29 Nov to 30 Nov
€171
29 Nov - 30 Nov
includes taxes & fees
Fairfield Inn & Suites by Marriott Harrisburg International Airport
Ramada by Wyndham Harrisburg/Hershey Area

Ramada by Wyndham Harrisburg/Hershey Area

2.5 out of 5
300 N Mountain Rd Harrisburg PA
Fully refundableReserve now, pay when you stay
The price is €55 per night from 15 Nov to 16 Nov
€55
15 Nov - 16 Nov
includes taxes & fees
7.4/10 Good! (2,547 reviews)
"N/a"

Reviewed on 14 Nov 2026

Ramada by Wyndham Harrisburg/Hershey Area
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

From the first bite to the last, every dish tells a story of local flavors and culinary passion.

Rise and Dine Food Tour in Vintage Style Trolley

€106
per adult
Rise and Dine Food Tour in Vintage Style Trolley
Hershey Trolley Food Tour Experience

Hershey Trolley Food Tour Experience

€102
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.