Middletown Vacations from $453

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Holiday Inn Express Hotel & Suites Harrisburg West by IHG

Holiday Inn Express Hotel & Suites Harrisburg West by IHG

2.5 out of 5
Price was $590, price is now $453 per person
$453
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Harrisburg (MDT)
8.6/10 Excellent! (1,003 reviews)
Breakfast was great. Bed was comfortable. We really had nothing negative to say. Maybe change some of the dates carpeting in the place but we will return in the future.

Reviewed on Dec 20, 2025

Hilton Garden Inn Hershey

Hilton Garden Inn Hershey

3 out of 5
Save 100% on your flight
Price was $875, price is now $594 per person
$594
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Harrisburg (MDT)
8/10 Very Good! (1,003 reviews)
Great staff great service. I recommend this to anyone who is traveling with family or by themselves.

Reviewed on Dec 30, 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 $726, price is now $562 per person
$562
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Harrisburg (MDT)
8.4/10 Very Good! (243 reviews)
We really enjoyed the use of the hot tub and double shower. However we were going to pack up and come home a day early because the bed was so completely uncomfortable. Our backs hurt so bad from the bed that we were constantly taking ibuprofen. It was absolutely miserable.

Reviewed on Dec 28, 2025

Comfort Suites Hummelstown - Hershey

Comfort Suites Hummelstown - Hershey

2.5 out of 5
Price was $606, price is now $477 per person
$477
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Harrisburg (MDT)
8.4/10 Very Good! (1,003 reviews)
The breakfast wasn't changed it was leftovers and no changes in the menu.

Reviewed on Dec 25, 2025

Homewood Suites by Hilton Harrisburg-West Hershey Area

Homewood Suites by Hilton Harrisburg-West Hershey Area

3 out of 5
Price was $679, price is now $535 per person
$535
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Harrisburg (MDT)
9.2/10 Wonderful! (760 reviews)
Very comfortable bed!

Reviewed on Dec 27, 2025

Don't see what you're looking for?
See all available trips from Columbus to Middletown
View all trips

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 acclaimed theater scene 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

$109
per adult
Rise and Dine Food Tour in Vintage Style Trolley
See all activities in Middletown

Middletown Hotel Deals

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
$118 nightly
The price is $131 total per night from Jan 14 to Jan 15
$131 total
Jan 14 - Jan 15
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
The hotel was very lovely and the room was comfortable. The breakfast was good however was not warm when we sat down at 8am. Coffee had cooled off too.

Reviewed on Dec 26, 2025

Comfort Inn & Suites – Harrisburg Airport – Hershey South
Holiday Inn Harrisburg East by IHG

Holiday Inn Harrisburg East by IHG

3 out of 5
815 South Eisenhower Boulevard Middletown PA
Fully refundable
$78 nightly
The price is $87 total per night from Jan 3 to Jan 4
$87 total
Jan 3 - Jan 4
Total with taxes and fees
7.2/10 Good! (944 reviews)
Ice storm and found shelter here. The basics and no complaints except no USB ports in the room. Macy’s not standard but seems common other places. I Didn’t have a block but had cord from the car, but no USB on lamps or anywhere to charge. Other wise clean, available, comfy, near the airport, good ...

Reviewed on Dec 27, 2025

Holiday Inn Harrisburg East by IHG
Scottish Inns - Middletown

Scottish Inns - Middletown

2 out of 5
1368 E Harrisburg Pike Middletown PA
Fully refundableReserve now, pay when you stay
$57 nightly
The price is $63 total per night from Jan 15 to Jan 16
$63 total
Jan 15 - Jan 16
Total with taxes and fees
5.2/10 (36 reviews)
Staff was great. Room was nice. Could be better with light blocking curtain or blinds. Bright spot light outside shone right into the room.

Reviewed on Oct 10, 2025

Scottish Inns - Middletown
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.

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Middletown vacation package cost?
Offering excellent value package deals from $453 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.