Middletown Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Michelle Gonzalez

Top hotels in 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 3.475.423 ₫ per night from 27 Jul to 28 Jul
3.475.423 ₫
3.857.720 ₫ total
27 Jul - 28 Jul
includes taxes & fees
9.2/10 Wonderful! (246 reviews)
"Super clean and professional"

Reviewed on 13 Jun 2025

Fairfield Inn & Suites by Marriott Middletown
Holiday Inn Express And Suites Middletown by IHG
Holiday Inn Express And Suites Middletown by IHG
2.5 out of 5
315 Auto Park Dr, Middletown, DE
Fully refundable
The price is 3.632.209 ₫ per night from 6 Jul to 7 Jul
3.632.209 ₫
4.031.753 ₫ total
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (586 reviews)
"Great property!"

Reviewed on 22 Jun 2025

Holiday Inn Express And 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 3.529.713 ₫ per night from 13 Jul to 14 Jul
3.529.713 ₫
3.917.981 ₫ total
13 Jul - 14 Jul
includes taxes & fees
8.8/10 Excellent! (808 reviews)
"Front desk service was exceptional!!"

Reviewed on 30 Jun 2025

Hampton Inn Middletown
See all 686 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.

Frequently asked questions

How much does a Middletown holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Middletown costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Middletown?
You can typically find lower rates and greater availability in January, March and December. Explore our cheap Middletown holiday packages and you could land some excellent off-season deals.
How many days is enough for Middletown?
The ideal duration of your Middletown holiday depends on what you'd like to see. Generally, a handful of days to a week will give you time to check out all the major sights and explore some hidden treasures along the way.
Is it worth booking a holiday package to Middletown?
Known for its festivals and home to leading attractions like Dutch Country Farmers Market, a Middletown holiday is bound to impress. Another top sight to visit? Don't miss Frog Hollow Golf Club.
How to find the best Middletown package deals?
Landing a cheap Middletown package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" 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? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Middletown holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and hotels individually. Better still, you can tailor your Middletown escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Middletown?
If you've got your Middletown travel dates locked in, book as early as you can to grab some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Middletown?

  1. Choose your dates: What you'd like to do in Middletown and your preferred season can help you decide when to go.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and activities. Your hotel will likely be the biggest expense during your trip to Middletown.
  3. Work out your trip length: Think about how much time you'd like to spend exploring Middletown. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Middletown holiday package that brings all your bookings together.

Popular places to visit

Frog Hollow Golf Club

Enjoy a round of golf in Middletown at Frog Hollow Golf Club. While in this family-friendly area, you can enjoy the restaurants.

Frog Hollow Golf Club