Middletown Vacations from $521

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.
Larkspur Landing Select Carlisle

Larkspur Landing Select Carlisle

2.5 out of 5
Price was $597, price is now $521 per person
$521
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Baton Rouge (BTR) to Harrisburg (MDT)
9/10 Wonderful! (1,001 reviews)
Excellent place to stay. Very clean. Comfortable beds and great staff. Just a short drive to historic downtown with great restaurants. This is my go to stop every time I travel I-81.

Reviewed on Jan 20, 2026

Hilton Garden Inn Hershey

Hilton Garden Inn Hershey

3 out of 5
Price was $962, price is now $768 per person
$768
per person
Apr 12 - Apr 16
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Harrisburg (MDT)
8/10 Very Good! (1,003 reviews)
Great place to stay, hot chocolate bar was lovely on a cold day. Good sports, pool and hot tub.

Reviewed on Jan 22, 2026

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 $753, price is now $638 per person
$638
per person
Apr 1 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Harrisburg (MDT)
8.4/10 Very Good! (243 reviews)
Had a wonderful stay for our anniversary. This was our second time here. Staff is friendly and helpful. Room smelled like it was just cleaned. Shower and hot tub were amazing. The only downside was the chairs are outdated and not very comfortable to sit in for a long period. Highly recommend staying despite that!

Reviewed on Jan 17, 2026

Sunrise Inn Hershey

Sunrise Inn Hershey

2.5 out of 5
Palmdale
Price was $630, price is now $542 per person
$542
per person
Apr 12 - Apr 16
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Harrisburg (MDT)
5.6/10 (333 reviews)
Room was clean and management is extremely friendly and helpful! Very much enjoyed my stay here!

Reviewed on Dec 2, 2025

Residence Inn by Marriott Harrisburg North

Residence Inn by Marriott Harrisburg North

3 out of 5
Price was $779, price is now $679 per person
$679
per person
Apr 12 - Apr 16
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Harrisburg (MDT)
8.8/10 Excellent! (243 reviews)
The room was ok, it could have used a second check by house keeping. Hotel was safe and staff was extremely pleasant and a joy! The room of kids across the hall absolutely ruined the first night since they must have had a hotel party in the room. Over all it was an okay stay.

Reviewed on Jan 18, 2026

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

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

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 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
BAPS Temple + Amish Farm + Hershey 2-Day Tour

BAPS Temple + Amish Farm + Hershey 2-Day Tour

$515
per adult
BAPS Temple + Amish Farm + Hershey 2-Day Tour
See all activities in Middletown

Middletown Hotel Deals

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
$135 nightly
The price is $150 total per night from Jan 31 to Feb 1
$150 total
Jan 31 - Feb 1
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
Pleasant reception!

Reviewed on Jan 16, 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
$67 nightly
The price is $74 total per night from Jan 29 to Jan 30
$74 total
Jan 29 - Jan 30
Total with taxes and fees
7.2/10 Good! (951 reviews)
Front desk employee very courteous and friendly. Rooms were quiet, clean and comfortable.

Reviewed on Jan 13, 2026

Holiday Inn Harrisburg East by IHG
Days Inn by Wyndham Hershey

Days Inn by Wyndham Hershey

2.5 out of 5
350 W Chocolate Ave Hershey PA
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $95 total per night from Jan 25 to Jan 26
$95 total
Jan 25 - Jan 26
Total with taxes and fees
8.6/10 Excellent! (1,887 reviews)
Stayed for 1 night. Checked in at 10:30pm and left around 10am. It was good staff was friendly and accommodating. Breakfast was a choice of waffle, cereals,some bread, bagels, yogurts. Wish they had eggs, bacon, and some stuff like that. They did had hard boiled eggs, kind of wish they had scrambled ...

Reviewed on Jan 14, 2026

Days Inn by Wyndham Hershey
See all 1,008 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 $521 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.