Middletown Vacations from $523
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Your Middletown Vacation
Say farewell to the worries of planning and hello to a Middletown vacation package. With everything organized before you go, you can focus on discovering this city, starting with Downtown Harrisburg, which is great for shopping, cafes and families. Any trip to Middletown needs a well-planned itinerary. Fill yours with major attractions like Penn State Harrisburg, The Vineyard and Brewery at Hershey and Saturdays Market. Expedia can help you escape the everyday. Tailor your vacation to Middletown to suit your style of travel, whatever that may be.
The Latest Middletown vacation packages
Price found within the past 48 hours. Click for updated prices.
Inn of The Dove Harrisburg-Hershey Romantic Suites
$666
per person
Jan 14 - Jan 17
found 18 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Harrisburg (MDT)
8.6/10 Excellent! (362 reviews)
The hot tub was excellent, excellent water pressure and the water temperature stayed hot for a long time. The rooms were quiet no shared walls meant no noisy neighbors. The bed was actually comfortable.
The pillows were awful 18” decorative pillows not bed pillows. There were 3 lightbulbs out in our room. The bathroom sink was clogged, and the fan in the water closet sounded like a dying dinosaur. For a stay beyond a day or 2 there was no dresser and only 2 hangers in the closet no way to unpack clothes. There was a serious gap around the exterior door you could see outside and inside! The door to the water closet didn’t shut.
Even with these issues we will be back to stay for the bed and hot tub, we’ll just bring hangers and pillows from home.
Reviewed on Oct 19, 2026
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.
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.
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.
What to do in Middletown
Middletown Hotel Deals
Holiday Inn Harrisburg East by IHG
815 South Eisenhower Boulevard Middletown PA
Fully refundable
$93 nightly
$103 total
Oct 29 - Oct 30
Total with taxes and fees
7/10 Good! (1,000 reviews)
"Falling apart. No elevator that works"
Reviewed on Oct 18, 2026
Fairfield Inn & Suites by Marriott Harrisburg International Airport
4 Terminal Drive Middletown PA
Fully refundableReserve now, pay when you stay
$170 nightly
$189 total
Nov 1 - Nov 2
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
"My stay overall was great. The staff were very nice and everything was clean and nicely maintained. Also, it’s pretty quiet given that it’s right next to the airport. I would definitely book again."
Reviewed on Oct 21, 2026
Days Inn by Wyndham Hershey
350 W Chocolate Ave Hershey PA
Fully refundableReserve now, pay when you stay
$100 nightly
$111 total
Oct 25 - Oct 26
Total with taxes and fees
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.
Find the Best Middletown Vacation Packages
Middletown Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Harrisburg Intl. Airport (MDT) |
Population | 9,100 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Hersheypark, Hershey Theatre and Troegs Brewing Company |
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Frequently asked questions
What's included in a Middletown vacation package?
A Middletown vacation package lets you combine round-trip flights, a hotel stay, and a rental car. Many hotels in Middletown offer free breakfast, such as Fairfield Inn & Suites by Marriott Harrisburg International Airport and Holiday Inn Harrisburg East by IHG, providing a convenient start to your day. Several properties also provide airport shuttle services, making arrivals and departures easier, especially from Harrisburg International Airport (MDT).Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Middletown vacation package?
When you bundle, you can save up to 30%*. To save money on a Middletown package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's the best vacation package for Middletown?
For families seeking the best vacation packages in Middletown, a package built around a stay at Holiday Inn Harrisburg East by IHG is a strong choice. This hotel offers family rooms and a playground, making it convenient for those traveling with children, and travelers often praise the accommodating staff and awesome food.Travelers looking for a budget-friendly Middletown vacation package might consider a stay at MainStay Suites Harrisburg Airport - Hershey South. This property, costing around $140 per night, provides free breakfast and free WiFi, offering good value about 8 miles from Hersheypark.*Package availability and prices may change depending on dates and demand.
Is Middletown a good choice for a family vacation package?
Middletown is a strong choice for family vacation packages, offering a variety of attractions and accommodations designed for all ages. Many hotels provide amenities like family rooms, playgrounds, and on-site restaurants to provide a comfortable stay.For instance, Holiday Inn Harrisburg East by IHG is a family hotel that offers family rooms and a playground, and travelers often praise the accommodating staff and convenient overall experience. It's also about 9 miles from Hersheypark, a major family attraction.Beyond the hotels, families can enjoy popular spots like Hersheypark, about 9 miles from central Middletown, or Hershey's Chocolate World, about 8 miles away. For outdoor fun, Conoy Township Park is about 4 miles from central Middletown, providing space for kids to play.
What are the top things to do in Middletown?
A Middletown vacation offers a mix of family-friendly attractions and outdoor activities, making it ideal for a diverse trip. Consider these top things to do during your stay:Browse and book things to do in Middletown on Expedia.
Do you need to rent a car in Middletown, or is public transport enough?
For a Middletown vacation package, renting a car offers the most flexibility, especially for exploring attractions outside the immediate town center. As an outdoor and nature destination, Middletown has many points of interest spread out, making a car convenient for day trips.While the town itself can be easily explored on foot, and a local bus route (Capital Area Transit, or CAT) runs through part of downtown, a car allows you to reach destinations like Hersheypark or Gifford Pinchot State Park at your own pace. For arrivals, Harrisburg International Airport (MDT) serves the area, and you can arrange ground transportation from there.
Are Middletown vacation package hotels conveniently located?
Middletown vacation package hotels are generally conveniently located, with many options close to the town center. For example, Sleep Inn & Suites Harrisburg Airport - Hershey South, rated 9.3 out of 10, is about 1 mile from central Middletown. Similarly, Fairfield Inn & Suites by Marriott Harrisburg International Airport, rated 9 out of 10, and Comfort Inn & Suites – Harrisburg Airport – Hershey South, rated 8.5 out of 10, are also about 1 mile away.Even properties slightly further out, like Holiday Inn Harrisburg East by IHG, about 3 miles from the center, still offer easy access to local attractions, making it simple to explore the area during your stay.
Can I change or cancel my Middletown vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Middletown vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Middletown vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Middletown vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Middletown?
To find last-minute vacation packages to Middletown, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Middletown vacation packages?
Free cancellation on a Middletown vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Middletown vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Middletown getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Middletown vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.
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- Hershey Theatre
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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.
