Middletown Vacations from $789

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The Latest Middletown vacation packages

Price found within the past 48 hours. Click for updated prices.
Riverbank Lodge

Riverbank Lodge

2.5 out of 5
Price was $856, price is now $789 per person
$789
per person
Aug 21 - Aug 24
found 21 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Springfield (SPI)
9/10 Wonderful! (470 reviews)
Nice little hometown lodge, the staff was awesome and rooms clean.

Reviewed on Jul 5, 2026

Northfield Inn, Suites & Conference Center

Northfield Inn, Suites & Conference Center

2.5 out of 5
Price was $975, price is now $867 per person
$867
per person
Aug 21 - Aug 24
found 21 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Springfield (SPI)
9.2/10 Wonderful! (1,411 reviews)
Room was clean, bathroom needed alittle more elbow grease.

Reviewed on Jul 14, 2026

Country Inn & Suites by Radisson, Springfield Southeast

Country Inn & Suites by Radisson, Springfield Southeast

2.5 out of 5
Price was $960, price is now $855 per person
$855
per person
Aug 21 - Aug 24
found 21 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Springfield (SPI)
8/10 Very Good! (1,002 reviews)
The front desk staff was very helpful but the breakfast was lacking and they were out of coffee.

Reviewed on Jul 12, 2026

Hilton Garden Inn Springfield, IL.

Hilton Garden Inn Springfield, IL.

3 out of 5
Price was $918, price is now $825 per person
$825
per person
Aug 21 - Aug 24
found 21 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Springfield (SPI)
8.2/10 Very Good! (1,003 reviews)
Unfortunately, the phones were out of order. So had to go to the front desk and inform the staff our fire alarm was beeping due to low battery. However, they were quick to resolve and handle any other requests we had.

Reviewed on Jul 14, 2026

Holiday Inn Express Springfield by IHG

Holiday Inn Express Springfield by IHG

2.5 out of 5
Price was $976, price is now $891 per person
$891
per person
Aug 21 - Aug 24
found 21 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Springfield (SPI)
8.2/10 Very Good! (1,001 reviews)
The room was clean and comfortable. They provided water bottles and coffee/tea in the room, along with Dove shampoo, conditioner, body wash, hand soap and lotion. Loved all that! The pool is at the Crowne Plaza, which is just a short walk from the hotel. We slept well and were comfortable.

Reviewed on Jul 14, 2026

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Middletown Hotel Deals

President Abraham Lincoln Springfield - DoubleTree by Hilton

President Abraham Lincoln Springfield - DoubleTree by Hilton

4 out of 5
701 E Adams St Springfield IL
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $140 total per night from Aug 9 to Aug 10
$140 total
Aug 9 - Aug 10
Total with taxes and fees
8.4/10 Very Good! (1,009 reviews)
"Excellent location. Huge rooms. Friendly staff."

Reviewed on Jul 9, 2026

President Abraham Lincoln Springfield - DoubleTree by Hilton
Northfield Inn, Suites & Conference Center

Northfield Inn, Suites & Conference Center

2.5 out of 5
3280 Northfield Dr Springfield IL
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $124 total per night from Jul 22 to Jul 23
$124 total
Jul 22 - Jul 23
Total with taxes and fees
9.2/10 Wonderful! (1,433 reviews)
"Room was clean, bathroom needed alittle more elbow grease."

Reviewed on Jul 14, 2026

Northfield Inn, Suites & Conference Center
Comfort Suites near Route 66

Comfort Suites near Route 66

2.5 out of 5
2620 S Dirksen Pkwy Springfield IL
Fully refundable
$112 nightly
The price is $128 total per night from Aug 9 to Aug 10
$128 total
Aug 9 - Aug 10
Total with taxes and fees
9.2/10 Wonderful! (1,009 reviews)
"The location and price made our stay OK. The staff were cheerful."

Reviewed on Jul 14, 2026

Comfort Suites near Route 66
See all 112 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
Abraham Lincoln Capital Airport (SPI)

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Frequently asked questions

How much does a Middletown vacation package cost?
You'll find cheap prices from $789 on Expedia for your Middletown escape. 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?
November, December and January are the best times to search for cheap Middletown vacation packages. Opting to travel in quieter periods means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Middletown?
With a well-organized itinerary, you can easily visit the main Middletown sights in a handful of days. But if you want to discover lesser-known spots or take day trips, think about booking your Middletown vacation for longer.
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 add a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Middletown package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Middletown adventure underway.
Is it cheaper to book a Middletown vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component separately. And you'll still have the flexibility to create a customized Middletown vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Middletown?
If you're considering an impromptu Middletown vacation, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Middletown vacation packages?
Your Middletown getaway should be a relaxing escape from your busy life, not a reason for money worries. So to allow you more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.