Middletown Vacations from $376

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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.
Fairfield Inn & Suites by Marriott Harrisburg West

Fairfield Inn & Suites by Marriott Harrisburg West

2.5 out of 5
Price was $452, price is now $376 per person
$376
per person
Nov 13 - Nov 16
found 24 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Harrisburg (MDT)
8.2/10 Very Good! (342 reviews)
Needs a good cleaning

Reviewed on Aug 19, 2025

Hilton Garden Inn Hershey

Hilton Garden Inn Hershey

3 out of 5
Price was $565, price is now $423 per person
$423
per person
Nov 13 - Nov 16
found 24 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Harrisburg (MDT)
8/10 Very Good! (1,000 reviews)
Very clean and staff was veer polite only problem pool was not working

Reviewed on Aug 24, 2025

Inn of the Dove - Luxury Romantic Suites with Jacuzzi & Fireplace at Harrisburg-Hershey

Inn of the Dove - Luxury Romantic Suites with Jacuzzi & Fireplace at Harrisburg-Hershey

2 out of 5
Price was $631, price is now $477 per person
$477
per person
Oct 4 - Oct 8
found 13 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Harrisburg (MDT)
8.4/10 Very Good! (210 reviews)
The property is a great vintage hotel for a romantic getaway

Reviewed on Aug 20, 2025

Lancaster Suites

Lancaster Suites

2.5 out of 5
Price was $634, price is now $524 per person
$524
per person
Oct 11 - Oct 14
found 9 hours ago
Roundtrip flight included
San Juan (SJU) to Harrisburg (MDT)
8.6/10 Excellent! (1,023 reviews)
Stay was okay. The room had an odor. The sound of trucks using their jake brakes constantly was annoying. For the money, it was doable.

Reviewed on Aug 25, 2025

Residence Inn by Marriott Harrisburg North

Residence Inn by Marriott Harrisburg North

3 out of 5
Price was $729, price is now $611 per person
$611
per person
Oct 4 - Oct 8
found 13 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Harrisburg (MDT)
8.8/10 Excellent! (234 reviews)
More areas outside to eat breakfast

Reviewed on Aug 16, 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 great live music 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 top-notch restaurants 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
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
$82 nightly
The price is $91 total per night from Sep 1 to Sep 2
$91 total
Sep 1 - Sep 2
Total with taxes and fees
7.2/10 Good! (883 reviews)
"The property was clean and well maintained. Our room was spacious and clean. The bathroom was large. The pool was a decent size but freezing! Only complaint I have is that it took a little while for the water to get hot in the shower."

Reviewed on Aug 21, 2025

Holiday Inn Harrisburg East by IHG
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
$125 nightly
The price is $139 total per night from Sep 7 to Sep 8
$139 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (1,005 reviews)
"This is a true airport motel. You can literally walk to the terminal in a few minutes. It was very convenient for us as my spouse and I were not rushed the morning of our flight. The motel has a fitness room where I used the treadmill. The breakfast is satisfactory and the scrambled eggs were adequately ..."

Reviewed on Aug 20, 2025

Fairfield Inn & Suites by Marriott Harrisburg International Airport
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
$107 nightly
The price is $119 total per night from Sep 2 to Sep 3
$119 total
Sep 2 - Sep 3
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
"Very comfortable Would have liked a little better quality for breakfast food Less variety would be good if quality was better"

Reviewed on Aug 22, 2025

Comfort Inn & Suites – Harrisburg Airport – Hershey South
See all 1,006 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.

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Frequently asked questions

How much does a Middletown vacation package cost?
Offering excellent value package deals from $376 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.

Explore a world of travel with Expedia

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.