Middletown Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top Middletown Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel O Sycamore - Havana IL

Hotel O Sycamore - Havana IL

2.5 out of 5
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Springfield (SPI)
2/10 (1 review)

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Middletown Hotel Deals

Ramada by Wyndham Springfield North

Ramada by Wyndham Springfield North

2.5 out of 5
3281 Northfield Drive, Springfield, IL
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Aug 3 to Aug 4
CA $119
CA $136 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
Great Stay
"We enjoyed our stay! Everything was clean and we felt comfortable. The breakfast was enjoyable and they kept it filled. We will stay there again."

Reviewed on Jul. 22, 2025

Ramada by Wyndham Springfield North
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
The price is CA $174 per night from Aug 17 to Aug 18
CA $174
CA $198 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Always a solid bet for a trip to Springfield for work or for fun, friendly and welcoming staff, great location, and good amenities."

Reviewed on Jul. 19, 2025

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
The price is CA $134 per night from Jul 31 to Aug 1
CA $134
CA $153 total
Jul 31 - Aug 1
includes taxes & fees
9.2/10 Wonderful! (1,239 reviews)
"The staff was friendly and very accommodating. The hotel was very clean and accessible with a free breakfast that made my stay more enjoyable."

Reviewed on Jul. 21, 2025

Northfield Inn, Suites & Conference Center
See all 109 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

Frequently asked questions

How much does a Middletown vacation package cost?
You'll find cheap prices from CA $1,040 on Expedia for your Middletown break. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Middletown costs.
What are the cheapest months to go to Middletown?
You can typically find lower rates and better availability in January, February and November. Explore our cheap Middletown vacation packages and you could score some excellent off-season deals.
How many days is enough for Middletown?
With a well-planned itinerary, you can easily tick off the main Middletown attractions in a handful of days. But if you prefer to explore off the beaten track or go on day tours, 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 apply a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Middletown package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Middletown escape underway.
Is it cheaper to book a Middletown vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still get the freedom to create a personalized Middletown vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Middletown?
If you've got your Middletown travel dates finalized, book early to grab some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Middletown?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Middletown.
  2. Set a budget: Factor in costs such as flights, meals and transportation when working out how much to put aside for your trip to Middletown. Then, choose a hotel that works with your budget, whether that's a low-cost stay or a lavish getaway.
  3. Decide your trip length: Consider how much time you want to spend discovering Middletown. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Middletown vacation package that brings all your bookings together.

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