Middletown Holidays
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- Better togetherSave up to S$1,300 when you book a flight and hotel together*
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Top hotels in Middletown
Fairfield Inn & Suites by Marriott Middletown
411 MERRIMAC AVENUE Middletown DE
Fully refundableReserve now, pay when you stay
S$169
16 Aug - 17 Aug
includes taxes & fees
Holiday Inn Express & Suites Middletown by IHG
315 Auto Park Dr Middletown DE
Fully refundable
S$143
23 Aug - 24 Aug
includes taxes & fees
Hampton Inn Middletown
117 Sandhill Dr Middletown DE
Fully refundableReserve now, pay when you stay
S$149
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (915 reviews)
"no comments"
Reviewed on 10 Aug, 2026
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.
Stay near popular Middletown attractions
Middletown Historic District
Stroll through Middletown Historic District's preserved 18th and 19th-century architecture. Visit the Everett Theatre or enjoy the annual Olde-Tyme Peach Festival for a taste of local heritage.
Middletown Square
This convenient shopping hub offers retail stores, dining, and entertainment like Mid-County Lanes. Visit the Dutch Country Farmer's Market for fresh local produce and goods in a community-focused atmosphere.
Middletown Town Hall
Middletown Town Hall serves as the administrative heart of local governance, hosting monthly council meetings and municipal services. Visitors can attend public forums on the first Monday of each month.
Frightland
8.4/10 (15 reviews)
This haunted scream park offers eight terrifying attractions, including a mile-long hayride and four indoor haunted houses. Recognised by Forbes and Travel Channel as among America's scariest Halloween destinations.
Frog Hollow Golf Club
8.0/10 (7 reviews)
Frog Hollow Golf Club challenges players with rolling terrain and strategic water hazards amid mature trees. Enhance your game with a PGA lesson before unwinding at the clubhouse with live acoustic performances.
Rothwell Estates Park
After visiting Rothwell Estates Park, make a plan to see the other sights and activities in Middletown. You can enjoy the restaurants while in the area.
Appoquinimink Library
Appoquinimink Library is just one of the places to see in Middletown, so why not enjoy the other things to explore during your travels? You can enjoy the restaurants while in the area.
Westown
Westown Town Centre offers a diverse mix of national retailers and local shops in Middletown's premier retail hub. Explore the bustling marketplace during weekday mornings for a more relaxed shopping experience.
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?
- Choose your dates: What you'd like to do in Middletown and your preferred season can help you decide when to go.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
