Middletown Vacations from US$ 538
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherYou can save when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Days Inn by Wyndham Hershey
Downtown Hershey
Price was US$ 660, price is now US$ 572 per person
US$ 572
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Harrisburg (MDT)
8.6/10 Excellent! (1,854 reviews)
Good location close the Hershey.
Front desk ladies were lovely with a great recommendation for dinner, however that was the highlight of our stay.
The shower faucet leaked, the fan made a terrible noise, and you can hear everything in the hotel because the walls/doors are so thin.
We had to listen to an alarm go off for 17 minutes starting at 6 am before the person down the hall turned it off.
If you are a sound sleeper just looking for a place to sleep for the night, this is for you.
Reviewed on 10 Feb, 2026
Holiday Inn Express Hershey - Harrisburg Area by IHG
Price was US$ 700, price is now US$ 625 per person
US$ 625
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Harrisburg (MDT)
8.6/10 Excellent! (1,000 reviews)
The room was adequate. Breakfast was very good.
Reviewed on 22 Jan, 2026
Comfort Inn & Suites – Harrisburg Airport – Hershey South
Price was US$ 737, price is now US$ 659 per person
US$ 659
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Harrisburg (MDT)
9.2/10 Wonderful! (1,001 reviews)
Great place for early morning flights! Neal who coordinated breakfast was spectacular! He made us SO welcomed! It was like we were his family! The shuttle service is outstanding! It is a 5 star hotel!
Reviewed on 5 Feb, 2026
Country Inn & Suites by Radisson, Harrisburg Northeast - Hershey
Price was US$ 628, price is now US$ 567 per person
US$ 567
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Harrisburg (MDT)
8.8/10 Excellent! (1,507 reviews)
Apparently, they don’t clean daily if you stay for three days. But I asked the maid and she did a quick tidy up and change out which I really appreciated.
Reviewed on 12 Feb, 2026
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 |
Middletown Hotel Deals
Fairfield Inn & Suites by Marriott Harrisburg International Airport
4 Terminal Drive Middletown PA
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $189 total per night from Feb 25 to Feb 26
$189 total
25 Feb - 26 Feb
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Run was spacious clean and everyone was helpful
Reviewed on 6 Feb, 2026
Days Inn by Wyndham Hershey
350 W Chocolate Ave Hershey PA
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,899 reviews)
Clean and friendly
Reviewed on 9 Feb, 2026
Ramada by Wyndham Harrisburg/Hershey Area
300 N Mountain Rd Harrisburg PA
Fully refundableReserve now, pay when you stay
7/10 Good! (2,018 reviews)
all good
Reviewed on 10 Feb, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Middletown
Penn State Harrisburg
4/5(16 reviews)
Explore the campus of Penn State Harrisburg as part of your travels around Middletown. Discover the local chocolate shops and entertainment choices in this family-friendly area.
The Vineyard and Brewery at Hershey
3/5(1 review)
You can take time to visit The Vineyard and Brewery at Hershey during your travels to Middletown. Discover the local chocolate shops and acclaimed theater scene in this family-friendly area.
Middletown & Hummelstown Railroad
Take the family on an outing to Middletown & Hummelstown Railroad during your trip to Middletown. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
What to do in Middletown
Rise and Dine Food Tour in Vintage Style Trolley
US$ 109
per adult
BAPS Temple + Amish Farm + Hershey 2-Day Tour
US$ 515
per adult
Other vacations you might like
- Nearby Cities
- Destinations similar to Middletown
- Vacations from
- Best vacation destinations by month
- Expedia's Latest Trends
- Vacations from Atlanta
- Vacations from Austin
- Vacations from Boston
- Vacations from Chicago
- Vacations from Dallas
- Vacations from Houston
- Vacations from Las Vegas
- Vacations from Los Angeles
- Vacations from Miami
- Vacations from New York
- Vacations from Orlando
- Vacations from Philadelphia
- Vacations from Phoenix
- Vacations from Pittsburgh
- Vacations from Seattle
- Vacations from Washington
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
Expedia's Latest Trends
Hotels
- Best Hotels in Gettysburg
- Best Hotels in Lancaster
- Best Hotels in Bethlehem
- Best Hotels in Scranton
- Best Hotels in Jim Thorpe
- Best Hotels in Johnstown
- Best Hotels in State College
- Best Hotels in Harrisburg
- Best Hotels in Allentown
- Best Hotels in New Hope
- Best Hotels in Easton
- Best Hotels in Altoona
- Best Hotels in Carlisle
- Best Hotels in Chambersburg
- Best Hotels in Hershey
- Best Hotels in Erie
- Best Hotels in York
- Lancaster Cheap Hotels
- Best Hotels in Reading
- Erie Cheap Hotels
- Best Hotels in Wilkes-Barre
- Best Hotels in Williamsport
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.