Middletown Vacation Packages

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Your Middletown Vacation

Our Middletown vacation packages give you the power to create your own adventure. Tailor your getaway to suit your interests and needs and make the most of your time in this wonderful city. Make your trip to Middletown even more enjoyable by including some sightseeing. Dutch Country Farmers Market, Historic Houses of Odessa and Frog Hollow Golf Club are some of the popular attractions worth exploring. No matter your travel plans or the size of your budget, organizing a tailored Middletown vacation is a breeze with Expedia.

Top Middletown Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Masquerade Tower at Rio Hotel & Casino
The Cole
The Retreat Collection at 1 Hotel & Homes South Beach
Riverside Hotel
Pelican Grand Beach Resort - A Noble House Resort

Ready to book your vacation to Middletown?

 

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Middletown Hotel Deals

Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

2.5 out of 5
315 Auto Park Dr, Middletown, DE
Fully refundable
The price is CA $149 per night from Sep 7 to Sep 8
CA $149
CA $165 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (606 reviews)
"The staff was courteous and professional and they were very helpful"

Reviewed on Aug. 20, 2025

Holiday Inn Express & Suites Middletown by IHG
Hampton Inn Middletown

Hampton Inn Middletown

2.5 out of 5
117 Sandhill Dr, Middletown, DE
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Sep 1 to Sep 2
CA $152
CA $169 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (821 reviews)
"Staff was pleasant…room was clean, comfortable and very quiet. Good choice…nice stay."

Reviewed on Aug. 19, 2025

Hampton Inn Middletown
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

2.5 out of 5
411 MERRIMAC AVENUE, Middletown, DE
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Sep 4 to Sep 5
CA $143
CA $159 total
Sep 4 - Sep 5
includes taxes & fees
9.2/10 Wonderful! (263 reviews)
"I’ve stayed here a few times now and everyone is so pleasant and helpful."

Reviewed on Aug. 18, 2025

Fairfield Inn & Suites by Marriott 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.

Frequently asked questions

How much does a Middletown vacation package cost?
You can pick up a vacation package to this top destination from CA $457 on Expedia. However, how much your vacation to Middletown costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Middletown?
January, March and December are great times to look for cheap Middletown vacation packages. Choosing to travel in less busy months means you'll typically find reduced prices on flights and accommodations.
How many days is enough for Middletown?
The ideal length of your Middletown vacation depends on what you'd like to do. Generally, a handful of days to a week will give you plenty of time to check out all the leading attractions and explore some hidden gems along the way.
Is it worth booking a vacation package to Middletown?
From attractions such as Dutch Country Farmers Market and Frog Hollow Golf Club to its terrific festivals, a Middletown vacation is sure to exceed your expectations. 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?
Bagging a cheap Middletown package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most economical Middletown package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Middletown vacation as a package?
You can enjoy significant savings on your next Middletown getaway by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Middletown?
If you're considering a spontaneous Middletown getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Middletown?

  1. Choose your travel dates: The things you want to do in Middletown and your favourite season will help you decide when to go.
  2. Plan your budget wisely: As well as the price of your hotel, you should consider other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected costs that may come up during your trip to Middletown.
  3. Decide how long to go away for: Now that you know more about Middletown, you can figure out the perfect length of your break. Create a draft plan and allocate enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick 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.