Middletown Vacations from $565

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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.
Red Roof Inn & Suites Wilmington - New Castle

Red Roof Inn & Suites Wilmington - New Castle

$565
per person
Nov 15 - Nov 18
found 22 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Wilmington (ILG)
5.8/10 (1,001 reviews)
Hyatt Place Newark - Main Street

Hyatt Place Newark - Main Street

$741
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Wilmington (ILG)
9.4/10 Exceptional! (537 reviews)
Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

$646
per person
Nov 15 - Nov 18
found 22 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Wilmington (ILG)
9.2/10 Wonderful! (734 reviews)
HomeTowne Studios by Red Roof Wilmington - New Castle

HomeTowne Studios by Red Roof Wilmington - New Castle

$574
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Wilmington (ILG)
6/10 (154 reviews)
Not once in 2 months as any staff member came in to clean my room or offer anything we need trash is left in hallways for hours they allow smoking inside the building and have seen numerous roaches

Reviewed on Sep 11, 2026

Residence Inn by Marriott Newark, DE

Residence Inn by Marriott Newark, DE

$772
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Wilmington (ILG)
8.8/10 Excellent! (39 reviews)
The air conditioning didn’t work. Asked them to fix it multiple times. Which they didn’t. Instead we got a big loud fan to use. Then there were no blankets on the bed asked for those. Was given a light sheet. So bring your own blankets . Then not enough towels had to get those. They did take money off but honestly it was still wildly overpriced

Reviewed on Oct 4, 2026

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Stay near popular Middletown attractions

Frightland

8.4/10 (15 reviews)
This haunted scream park offers eight terrifying attractions, including a mile-long hayride and four indoor haunted houses. Recognized by Forbes and Travel Channel as among America's scariest Halloween destinations.
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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.
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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.
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Dutch Country Farmers Market

9.6/10 (16 reviews)
This bustling Amish marketplace offers authentic Lancaster County treats made using traditional recipes. Browse handcrafted furniture, sample fresh juice, or savor BBQ chicken while experiencing genuine Dutch Country culture.
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Back Creek Golf Club

9.2/10 (7 reviews)
Designed for golfers of all levels, Back Creek's 18-hole course offers challenging greens amid scenic Delaware landscapes. After your round, unwind at Seven Tap-Tavern with sports memorabilia from Jaworski's NFL career.
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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.
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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.
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Westown

Westown Town Center 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.
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Middletown Hotel Deals

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

411 MERRIMAC AVENUE Middletown DE
$119 nightly
$132 total
Oct 25 - Oct 26
Total with taxes and fees
Fairfield Inn & Suites by Marriott Middletown
Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

315 Auto Park Dr Middletown DE
$105 nightly
$117 total
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Express & Suites Middletown by IHG
Hampton Inn Middletown

Hampton Inn Middletown

117 Sandhill Dr Middletown DE
$102 nightly
$113 total
Nov 1 - Nov 2
Total with taxes and fees
8.8/10 Excellent! (933 reviews)
"The male employee working night shift hours on 10/03/2026 was more than accommodating and polite."

Reviewed on Oct 4, 2026

Hampton Inn Middletown
See all 682 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.

Find the Best Middletown Vacation Packages

Things to do in and around Middletown

Middletown, Delaware, is perfect for family and outdoor vacations, offering a range of activities such as educational experiences and shopping at local centers and malls. Visitors can enjoy day tours, golf getaways, and romantic retreats, making it an ideal destination for great vacations. Whether you're exploring the city or indulging in leisure activities, Middletown has something for everyone.

Shopping

Middletown offers a delightful shopping experience with local boutiques and shops. If you're up for a drive, visit Christiana Mall, 16 miles away, featuring entertainment and family-friendly options. Brookside Shopping Center and University Office Plaza Shopping Center, both 15 miles away, also provide a variety of stores and dining choices.

Recreation

Experience the serene outdoors at Frog Hollow Golf Club, where lush greens invite relaxation and friendly competition. For a tranquil retreat, visit Kirkwood Soccer Complex, offering wellness vibes in a peaceful park setting. Alternatively, enjoy a rejuvenating session at Elkton Indoor Tennis, designed for wellness and relaxation.

Adventure

Experience the thrill of motorsports at Dover International Speedway, located 21 miles from Middletown. Get your adrenaline pumping with paintball at Mansion House, only 10 miles away. For family fun, visit Vince's Sports Center, an exciting arcade adventure zone 15 miles from Middletown.

Nightlife

Middletown's nightlife offers a vibrant mix of activities. Enjoy craft cocktails at The Barley Taproom, or indulge in live music at Crabby Dick's. For a laid-back atmosphere, visit 2nd Street Bar & Grill, where you can unwind with friends and savor delicious pub fare.

*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, is an ideal destination for family vacations, offering a blend of outdoor and city experiences. Visitors can explore popular attractions like urban parks, marinas, and nearby state parks, ensuring fun for all ages. For those seeking relaxation, the local beach provides a perfect spot to unwind. Whether you're looking for adventure or leisure, Middletown has something to offer every traveler.

  • Frightland: Experience the thrill of Frightland, Delaware's premier theme park, located in Middletown. With a variety of haunted attractions and family-friendly entertainment, it's perfect for those seeking both scares and fun. Enjoy rides, games, and seasonal events that create a memorable outing for visitors of all ages.
  • Back Creek Golf Club: This welcoming golf course and country club in Middletown offers a relaxed atmosphere for golf enthusiasts. With friendly staff and affordable rates, it’s an ideal spot to enjoy a round of golf while soaking in scenic views and connecting with fellow players.
  • Historic Houses of Odessa: Just 3 miles from Middletown, explore the Historic Houses of Odessa, where rich cultural heritage meets stunning architecture. Wander through these beautifully preserved homes and learn about Delaware's history in an enchanting setting.

Best time to go to Middletown

The best time to visit Middletown is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Middletown.
  • Consider traveling during the off-peak season (typically January to March) for more affordable package holidays to Middletown.
  • 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.

Middletown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Wilmington, DE (ILG-New Castle)
Population
20,400
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Lums Pond State Park, Fort DuPont State Park and Frightland

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Frequently asked questions

What's included in a Middletown vacation package?
A Middletown vacation package lets you combine round-trip flights, your hotel stay, and a rental car. Many hotels in the area, such as Fairfield Inn & Suites by Marriott Middletown and Holiday Inn Express & Suites Middletown by IHG, offer free breakfast, which can be a convenient addition to your trip. Philadelphia, PA (PHL-Philadelphia Intl.) is the closest major airport for your flights.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Middletown vacation package?
When you bundle, you can save up to 30%*. To save money on a Middletown package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's the best vacation package for Middletown?
For families looking for the best vacation packages in Middletown, a stay at Hampton Inn Middletown is a strong choice. This hotel, rated 8.2 out of 10 and costing around $190 per night, offers family rooms and an indoor pool, with travelers often highlighting the amazing rooms and great pool.If you're seeking a budget-friendly Middletown vacation package, consider a stay at Pleasant Hill Motel. Priced at around $100 per night, this motel is praised by travelers for its great rooms and nice food.For a comfortable and well-rated option, a package built around a stay at Fairfield Inn & Suites by Marriott Middletown is ideal. This property is rated 8.9 out of 10 and features an indoor pool and free breakfast, with travelers frequently praising the wonderful rooms, great breakfast, and convenient location. *Package availability and prices may change depending on dates and demand.
Is Middletown better suited for a beach vacation or a cultural trip?
Middletown is primarily a central urban destination, offering a blend of family-friendly attractions and outdoor activities. Travelers planning a Middletown vacation will find more opportunities for city exploration and natural escapes than for a beach-focused trip.For those interested in local history and culture, the Middletown Historic District and Middletown Town Hall are within a 5-minute walk of the city center. Outdoor enthusiasts can enjoy Lums Pond State Park, located about 3 miles away, which offers various recreational options. The area also provides shopping experiences at Christiana Mall, about 10 miles from central Middletown.A Middletown vacation package can be tailored to explore these diverse attractions.
What are the top things to do in Middletown?
A Middletown vacation offers a variety of activities, from shopping to outdoor adventures and historical exploration:Browse and book things to do in Middletown on Expedia.
Do you need to rent a car in Middletown, or is public transport enough?
For a Middletown vacation package, renting a car generally offers the most flexibility to explore the area and its surrounding attractions. While central Middletown is walkable, many points of interest, such as Christiana Mall (about 10 miles away) and Longwood Gardens (about 13 miles away), are best reached by car.Travelers booking Middletown vacation packages with flights into airports like Philadelphia International Airport (PHL) or Baltimore Washington International Thurgood Marshall Airport (BWI) will find that a rental car provides convenient onward travel and the freedom to visit nearby parks like Lums Pond State Park. Local taxis and ride-share apps are also available for shorter trips.
Are Middletown vacation package hotels conveniently located?
Middletown vacation package hotels are generally conveniently located, with several options close to the city center.Fairfield Inn & Suites by Marriott Middletown and Holiday Inn Express & Suites Middletown by IHG are both situated about 1 mile from central Middletown, offering easy access to local points of interest. For those preferring to be even closer, Hampton Inn Middletown is about a 15-minute walk from the city center.When choosing your Middletown vacation package, consider how close you want to be to specific attractions or dining options.
Are there vacation package hotels in Middletown within walking distance of restaurants and shops?
Several Middletown vacation package hotels are located within walking distance or a short stroll of local restaurants and shops.Hampton Inn Middletown is conveniently situated about a 15-minute walk from central Middletown, placing you close to dining and retail options. Both Fairfield Inn & Suites by Marriott Middletown and Holiday Inn Express & Suites Middletown by IHG are also about 1 mile from central Middletown, offering walkable access to the town's amenities.When booking your Middletown vacation package, check the specific hotel's location on a map to confirm proximity to your preferred dining and shopping areas.
Can I change or cancel my Middletown vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Middletown vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Middletown vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Middletown vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Middletown?
To find last-minute vacation packages to Middletown, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Middletown vacation packages?
Free cancellation on a Middletown vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Middletown vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Middletown getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Middletown vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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