Middletown Holidays

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Top hotels in Middletown

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 S$231 per night from 19 Jul to 20 Jul
S$231
19 Jul - 20 Jul
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"Parking Free and Safe, Room Clean and Close to Hersey Park Stadium, about 20 minutes away."

Reviewed on 30 Jun, 2026

Fairfield Inn & Suites by Marriott Harrisburg International Airport
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 S$133 per night from 5 Jul to 6 Jul
S$133
5 Jul - 6 Jul
includes taxes & fees
7.2/10 Good! (1,003 reviews)
"Our hotel room had trash all over the floor, popcorn in the sleeper sofa, and the front desk barely spoke a word to us when we asked for sheets for the sleeper sofa or any other questions."

Reviewed on 29 Jun, 2026

Holiday Inn Harrisburg East by IHG
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 S$106 per night from 8 Jul to 9 Jul
S$106
8 Jul - 9 Jul
includes taxes & fees
7.2/10 Good! (2,299 reviews)
"The breakfast could be better. Needed fresh fruit and maybe two waffle makers. The line was out the door people waiting for waffles."

Reviewed on 30 Jun, 2026

Ramada by Wyndham Harrisburg/Hershey Area
See all 1,057 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 Food Tour Experience

Hershey Trolley Food Tour Experience

S$154
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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.