Middletown Vacations from $267

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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.

The Latest Middletown vacation packages

Price found within the past 48 hours. Click for updated prices.
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Middletown Hotel Deals

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
$116 nightly
The price is $129 total per night from Aug 24 to Aug 25
$129 total
Aug 24 - Aug 25
Total includes taxes and fees
9.2/10 Wonderful! (603 reviews)
"The cleanliness"

Reviewed on Aug 11, 2025

Holiday Inn Express And Suites Middletown by IHG
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
$103 nightly
The price is $114 total per night from Sep 8 to Sep 9
$114 total
Sep 8 - Sep 9
Total includes taxes and fees
9.2/10 Wonderful! (259 reviews)
"We stayed here on our trip to VA Beach; our room was immaculate and very comfortable."

Reviewed on Aug 7, 2025

Fairfield Inn & Suites by Marriott Middletown
Hampton Inn Middletown

Hampton Inn Middletown

2.5 out of 5
117 Sandhill Dr, Middletown, DE
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $122 total per night from Aug 24 to Aug 25
$122 total
Aug 24 - Aug 25
Total includes taxes and fees
8.8/10 Excellent! (818 reviews)
"Amazing staff and customer experience. I am disabled and they were considerate and respectful. They didn't make me feel ashamed or weak. It isn't very often where you get this type of understanding. I would absolutely recommend!"

Reviewed on Jul 27, 2025

Hampton Inn 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.

Things to do in and around Middletown

Middletown, Delaware, is perfect for outdoor family vacations and city-themed adventures. You can explore educational attractions, enjoy shopping at local centers, and take leisurely strolls along the boardwalk. This charming town offers great options for vacation tours, day trips, romantic getaways, and golf outings, making it an ideal destination for a memorable getaway.

Shopping

For a unique shopping experience, visit the Dutch Country Farmers Market in Middletown for local goods and souvenirs. If you’re up for a drive, check out the Christiana Mall and Brookside Shopping Center, both offering a variety of family-friendly shops and entertainment options.

Recreation

Experience the serene outdoor vibes at Frog Hollow Golf Club, perfect for a round of golf amidst nature. For relaxation, visit Kirkwood Soccer Complex, offering a peaceful park atmosphere. Enjoy indoor wellness activities at Elkton Indoor Tennis, where you can unwind while playing a game or two.

Adventure

Experience the thrill of racing at Dover International Speedway, located 21 miles from Middletown. Engage in paintball battles at Mansion House Paintball, only 10 miles away, or challenge yourself with climbing at Delaware Rock Gym, situated 11 miles from Middletown. Adventure awaits.

Nightlife

Middletown’s nightlife offers a mix of cozy bars and vibrant entertainment. Visit the popular Mispillion River Brewing for craft beers and local vibes. For a fun night out, check out the nearby Mojo’s for live music and dancing, creating a lively atmosphere to enjoy with friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Middletown

Middletown, Delaware, offers a delightful blend of outdoor activities and family-friendly attractions, making it perfect for a city-themed vacation. Explore urban parks, a marina, and nearby state parks to enjoy nature and recreation. For those seeking a beach experience, Middletown provides beautiful options to relax and unwind. Whether you're looking to connect with nature or spend quality time with loved ones, Middletown has something for everyone.

  • Frightland: Experience the thrill of Frightland, a unique theme park located in Middletown, where family-friendly entertainment meets spine-tingling attractions. With various haunted houses, thrilling rides, and seasonal events, it promises an unforgettable day filled with fun and excitement for visitors of all ages.
  • Back Creek Golf Club: Enjoy a round of golf at Back Creek Golf Club, a welcoming and budget-friendly course in Middletown. With beautifully maintained greens and friendly staff, it offers a relaxing atmosphere for both seasoned golfers and newcomers looking to perfect their swing.
  • Historic Houses of Odessa: Just 3 miles from Middletown, the Historic Houses of Odessa invites you to explore its rich cultural heritage through beautifully preserved 18th and 19th-century homes. Guided tours provide fascinating insights into the region's history and architecture, making it a captivating experience for history buffs.

Best time to go to Middletown

The best time to visit Middletown can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Middletown falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Middletown falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January33.4°F (0.8°C)Light RainMostly SunnyAverageSlightly Low
February36.0°F (2.2°C)Light RainMostly SunnyAverageSlightly Low
March43.2°F (6.2°C)Light RainMostly SunnyAverageSlightly Low
April53.8°F (12.1°C)Light RainMostly SunnySlightly HighAverage
May63.3°F (17.4°C)Light RainMostly SunnyAverageSlightly High
June71.8°F (22.1°C)Light RainMostly SunnySlightly HighSlightly High
July77.2°F (25.1°C)Light RainMostly SunnySlightly HighAverage
August75.2°F (24.0°C)Light RainMostly SunnyAverageAverage
September68.9°F (20.5°C)Light RainMostly SunnyAverageAverage
October58.3°F (14.6°C)Light RainMostly SunnySlightly LowSlightly High
November46.6°F (8.1°C)Light RainMostly SunnySlightly LowAverage
December39.4°F (4.1°C)Light RainMostly SunnySlightly LowAverage

Tips to save on your trip to Middletown

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Middletown during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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Frequently asked questions

How much does a Middletown vacation package cost?
Offering great value package deals from $267 on Expedia, you'll be thrilled with how little a vacation to Middletown costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Middletown?
You can usually find lower rates and greater availability in March, August and December. Explore our cheap Middletown vacation packages and you could score some great off-season discounts.
How many days is enough for Middletown?
The ideal duration of your Middletown vacation depends on what you'd like to see. Typically, a handful of days to a week will give you enough time to visit all the leading attractions and discover some hidden treasures along the way.
Is it worth booking a vacation package to Middletown?
From cool attractions such as Dutch Country Farmers Market and Frog Hollow Golf Club to its excellent festivals, a Middletown vacation is sure to exceed your expectations. With so much to see and do, it's time to find out for yourself why Middletown is such a good vacation destination.
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 vacation as a package?
An Expedia vacation 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 vacation 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.
Does Expedia offer Book Now, Pay Later Middletown vacation packages?
Jet off on your ideal getaway to Middletown with Expedia's Book Now, Pay Later vacations. No need to save up or hold off until your next payday — we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily stick to your budget and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.