Middletown Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    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.

Top Middletown Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Chambersburg

Baymont by Wyndham Chambersburg

2.5 out of 5
per person
Oct 30 - Nov 2
found 17 hours ago
Roundtrip flight included
Ottawa (YOW) to Harrisburg (MDT)
7.4/10 Good! (828 reviews)
Property was clean and great towels! Had to leave at 5 am and no one at the desk to buy water except a phone number to call..only issue I see 🌻

Reviewed on Jul. 12, 2025

The Lodges at Gettysburg

The Lodges at Gettysburg

3 out of 5
per person
Oct 30 - Nov 2
found 17 hours ago
Roundtrip flight included
Ottawa (YOW) to Harrisburg (MDT)
9.2/10 Wonderful! (1,002 reviews)
The place itself was wonderful. The rooms were pretty spacious and clean. The shower was wonderful and the extra room made even better. The back patio overlooked Gettysburg and the view was amazing. Loved the little pond for fishing and the restaurant on site was pretty good.

Reviewed on Aug. 4, 2025

Days Inn by Wyndham Gettysburg

Days Inn by Wyndham Gettysburg

3 out of 5
per person
Oct 30 - Nov 2
found 17 hours ago
Roundtrip flight included
Ottawa (YOW) to Harrisburg (MDT)
8.8/10 Excellent! (1,098 reviews)
Great value and great staff!

Reviewed on Aug. 4, 2025

Super 8 by Wyndham Gettysburg

Super 8 by Wyndham Gettysburg

2 out of 5
per person
Oct 30 - Nov 2
found 17 hours ago
Roundtrip flight included
Ottawa (YOW) to Harrisburg (MDT)
8.8/10 Excellent! (1,017 reviews)
Everything was fantastic. Only opportunity was a quick sweep of the bathroom floor.

Reviewed on Aug. 2, 2025

Wyndham Gettysburg Hotel & Conference Center

Wyndham Gettysburg Hotel & Conference Center

3.5 out of 5
per person
Oct 30 - Nov 2
found 17 hours ago
Roundtrip flight included
Ottawa (YOW) to Harrisburg (MDT)
8.6/10 Excellent! (1,451 reviews)
Two years in a row the elevator didn’t work and we had to use stairs.

Reviewed on Aug. 4, 2025

Ready to book your vacation to Middletown?

 

Choose your dates

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
The price is CA $114 per night from Sep 4 to Sep 5
CA $114
CA $127 total
Sep 4 - Sep 5
includes taxes & fees
7.2/10 Good! (847 reviews)
"Nice bar and lobby area."

Reviewed on Aug. 3, 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
The price is CA $170 per night from Aug 24 to Aug 25
CA $170
CA $188 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Clean,bed wasn't big enogh to turn over"

Reviewed on Jul. 31, 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
The price is CA $163 per night from Sep 1 to Sep 2
CA $163
CA $181 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"Had a great breakfast with close access to WaWa gas station and airport"

Reviewed on Aug. 4, 2025

Comfort Inn & Suites – Harrisburg Airport – Hershey South
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Middletown

Rise and Dine Food Tour in Vintage Style Trolley

Rise and Dine Food Tour in Vintage Style Trolley

CA $136
per adult
Rise and Dine Food Tour in Vintage Style Trolley
See all activities in Middletown

Frequently asked questions

How much does a Middletown vacation package cost?
You'll find cheap prices from CA $673 on Expedia for your Middletown getaway. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Middletown costs.
What are the cheapest months to go to Middletown?
December, January and February are the best times to search for cheap Middletown vacation packages. Opting to travel in less busy periods means you'll typically find lower prices on flights and hotels.
How many days is enough for Middletown?
To get the most out of your Middletown vacation, we recommend booking for 2 days. Split your time between discovering Middletown & Hummelstown Railroad, Hershey Area Playhouse and other leading sights, as well as exploring neighbourhoods like Highspire and Bressler-Enhaut-Oberlin. If you've got some time to spare, add a day trip to your Middletown vacation itinerary.
Is it worth booking a vacation package to Middletown?
From top attractions such as Middletown & Hummelstown Railroad and Doc's Family Fun Centre to its excellent history, a Middletown vacation delivers big on experiences. With so much to do and see, it's time to find out for yourself why Middletown is such a good vacation destination.
How to find the best Middletown package deals?
Use Expedia's filter tool to find some terrific Middletown package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Middletown package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Middletown vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and stays individually. Better still, you can personalize your Middletown escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Middletown?
If you've got your Middletown travel dates confirmed, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Middletown?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Middletown.
  2. Budget wisely: As well as the cost of your hotel, you should consider other expenses. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that may come up during your trip to Middletown.
  3. Decide how many days away: Start by compiling a list of the activities and sights you want to experience in Middletown. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Middletown vacation package.

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