Middletown Vacations from $225

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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 at Cemetery Hill

Inn at Cemetery Hill

2 out of 5
Gettysburg Historic District
per person
Sep 9 - Sep 11
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Harrisburg (MDT)
9.4/10 Exceptional! (1,005 reviews)
The Inn was in Historical Gettysburg and was within walking distance to Shops, restaurants and historical sites. Our room was very clean and staff was very friendly. Will stay there again when we go back to Gettysburg.

Reviewed on Jul 12, 2025

Hilton Garden Inn Hershey

Hilton Garden Inn Hershey

3 out of 5
Save 100% on your flight
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Flint (FNT) to Harrisburg (MDT)
8/10 Very Good! (1,006 reviews)
Property was very clean and fresh, employees were very nice and respectful

Reviewed on Jul 6, 2025

La Quinta Inn & Suites by Wyndham Harrisburg-Hershey

La Quinta Inn & Suites by Wyndham Harrisburg-Hershey

3 out of 5
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Flint (FNT) to Harrisburg (MDT)
8/10 Very Good! (1,662 reviews)
needs some upgrades pool is cold curtains in room dont fully cover window. toilet paper is cheap and small. water pressure is low, carpet stains all in the halls

Reviewed on Jul 15, 2025

Spark By Hilton Hershey Near The Park

Spark By Hilton Hershey Near The Park

3 out of 5
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Flint (FNT) to Harrisburg (MDT)
8.6/10 Excellent! (124 reviews)
The hotel is just average. Also, doesn’t help when you have a water leak at 3AM that triggers the fire alarm resulting in evacuation!

Reviewed on Jul 14, 2025

Ramada by Wyndham Harrisburg/Hershey Area

Ramada by Wyndham Harrisburg/Hershey Area

2.5 out of 5
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Flint (FNT) to Harrisburg (MDT)
7.2/10 Good! (1,416 reviews)
Hotel, king suite, swimming pool and hot tub where all clean and nice , staff very helpful , breakfast ok only 1 waffle maker so you had to wait a little while to use it ! At check in I was asked if I needed room service everyday for my 2 night stay which I thought was nice but I only wanted fresh towels everyday in which house keeping only pick up the dirty towels you have to go to the front desk to get more clean towels and towels for the swimming pool but in all it was a nice stay very quiet and peaceful I would give this hotel a high 3 star recommendation the rates are reasonable not a luxury hotel but a nice clean safe hotel to take your children

Reviewed on Jul 15, 2025

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Discover the most popular places to visit in Middletown

Penn State Harrisburg

4/5(16 reviews)

Explore the campus of Penn State Harrisburg as part of your travels around Middletown. Discover the local chocolate shops and great live music in this family-friendly area.

Penn State Harrisburg

The Vineyard and Brewery at Hershey

3/5(1 review)

You can take time to visit The Vineyard and Brewery at Hershey during your travels to Middletown. Discover the local chocolate shops and acclaimed theater scene in this family-friendly area.

The Vineyard and Brewery at Hershey

Middletown & Hummelstown Railroad

Take the family on an outing to Middletown & Hummelstown Railroad during your trip to Middletown. Attend a sporting event or simply enjoy the local chocolate shops while you're in the area.

Middletown & Hummelstown Railroad

What to do in Middletown

Rise and Dine Food Tour in Vintage Style Trolley

Rise and Dine Food Tour in Vintage Style Trolley

$99
per adult
Rise and Dine Food Tour in Vintage Style Trolley
Night Fever A Signature Hershey Area Evening Food Tour

Night Fever A Signature Hershey Area Evening Food Tour

$99
per adult
Night Fever A Signature Hershey Area Evening Food Tour
See all activities in Middletown

Middletown Hotel Deals

Holiday Inn Harrisburg East by IHG

Holiday Inn Harrisburg East by IHG

3 out of 5
815 South Eisenhower Boulevard, Middletown, PA
Fully refundable
$89 nightly
The price is $99 total per night from Aug 3 to Aug 4
$99 total
Aug 3 - Aug 4
Total includes taxes and fees
7.2/10 Good! (815 reviews)
"Only complaint i have is i didn't recieve my welcome gift."

Reviewed on Jul 13, 2025

Holiday Inn Harrisburg East by IHG
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 refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Jul 29 to Jul 30
$141 total
Jul 29 - Jul 30
Total includes taxes and fees
9/10 Wonderful! (1,001 reviews)
"Nice hotel, clean and friendly staff"

Reviewed on Jul 7, 2025

Comfort Inn & Suites – Harrisburg Airport – Hershey South
Fairfield Inn & Suites by Marriott Harrisburg International Airport

Fairfield Inn & Suites by Marriott Harrisburg International Airport

2.5 out of 5
4 Terminal Drive, Middletown, PA
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $155 total per night from Jul 29 to Jul 30
$155 total
Jul 29 - Jul 30
Total includes taxes and fees
9/10 Wonderful! (1,001 reviews)
"The place is great to stay by the airport if a little expensive. They do NOT offer a shuttle service and it is too close for cabs and Ubers to accept your rides. So you are stuck walking with your suitcases which is not good late at night. For the price of the room a shuttle should be included."

Reviewed on Jul 5, 2025

Fairfield Inn & Suites by Marriott Harrisburg International Airport
See all 1,022 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.

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

How much does a Middletown vacation package cost?
Offering excellent value package deals from $225 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 score a cheap Middletown vacation package, consider visiting in November, December and January. You'll generally find better prices on hotels and airfares during these quieter months --- perfect for budget-conscious travelers.
How many days is enough for Middletown?
Dedicate around 2 days for your Middletown vacation if you want to enjoy everything that makes this place special. Wander around popular neighborhoods, including Highspire and Bressler-Enhaut-Oberlin. Then check out major sights such as Middletown & Hummelstown Railroad and Penn State Harrisburg. With a well-organized itinerary, you'll be kept busy with room for some rest time too. Want to travel outside of Middletown? Consider fitting in an excursion or two.
Is it worth booking a vacation package to Middletown?
Well known for its history and home to leading attractions like Middletown & Hummelstown Railroad, a Middletown vacation is sure to impress. Another top sight to visit? 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 get away: Check your diary and get packing. Your favorite time of year and the activities on offer will also help you decide when to vacation in Middletown.
  2. Budget wisely: In addition to the cost of your hotel, you'll need to consider other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Middletown.
  3. Organize your Middletown escape with Expedia's trip planning tool: Search for and book accommodations and things to do all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Middletown together.
  4. Decide how long to go away for: Now that you know more about Middletown, you can figure out the right length of your break. Put together a draft itinerary and allocate enough time for all the things you want to do.
  5. Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, book the ideal Middletown vacation package for you.
  6. Add on experiences and excursions: Take a look at our travel guide to find some exciting things to do in Middletown. Book tickets or make reservations in advance to save time and skip the hassle of trying to find activities once you arrive.

Does Expedia offer Book Now, Pay Later Middletown vacation packages?
Jet off on your dream escape to Middletown with help from Expedia's Book Now, Pay Later vacations. No need to save up or wait for your next paycheck --- we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily budget for your trip and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.