Middletown Vacations from $208

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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.
Planet Hollywood Resort & Casino

Planet Hollywood Resort & Casino

4 out of 5
Las Vegas Strip
Save 100% on your flight
per person
Sep 16 - Sep 19
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Las Vegas (LAS)
8/10 Very Good! (17,226 reviews)
The property was a little older but very clean. The staff was prompt with check-in and pool cabana rentals.

Reviewed on Jul 5, 2025

Westgate Las Vegas Resort & Casino

Westgate Las Vegas Resort & Casino

4 out of 5
Save 100% on your flight
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Las Vegas (LAS)
8/10 Very Good! (4,474 reviews)
Over all it’s a pretty good property. Excellent location if you’re trying to avoid the strip chaos and traffic. The resort fee is a bit steep + I don’t understand the parking fees for guests. It should be covered in the resort fee in my opinion

Reviewed on Jul 5, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
8/10 Very Good! (1 review)
The Shelborne By Proper

The Shelborne By Proper

4 out of 5
South Beach
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
9.6/10 Exceptional! (4 reviews)
Everything was amazing- The accommodations, the property decor, the staff like Adrian and Chef Luis were very personable and welcoming. Our room was upgraded from partial ocean view to full as we were celebrating our 23rd wedding anniversary, so that was a nice touch. We would definitely book again.

Reviewed on May 31, 2025

iCoconutGrove Vacation Rentals

iCoconutGrove Vacation Rentals

4 out of 5
Coconut Grove
per person
Sep 19 - Sep 23
found 4 hours ago
Roundtrip flight included
New York (JFK) to Miami (MIA)
9.2/10 Wonderful! (1,003 reviews)
Very relaxing, & private. Loved it! Very easy to get ahold of management for any needs.

Reviewed on Jun 22, 2025

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Discover the most popular places to visit in Middletown

Frightland

5/5(1 review)

Enjoy an outing to Frightland during your stay in Middletown. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Frightland

Back Creek Golf Club

5/5(1 review)

Enjoy a round of golf in Middletown at Back Creek Golf Club. While you're here, you can savor the top-notch restaurants.

Back Creek Golf Club

Frog Hollow Golf Club

5/5(1 review)

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

Middletown Hotel Deals

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
$133 nightly
The price is $148 total per night from Jul 27 to Jul 28
$148 total
Jul 27 - Jul 28
Total includes taxes and fees
9.2/10 Wonderful! (247 reviews)
"Nice place to stay"

Reviewed on Jun 30, 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
$139 nightly
The price is $154 total per night from Aug 4 to Aug 5
$154 total
Aug 4 - Aug 5
Total includes taxes and fees
9.2/10 Wonderful! (586 reviews)
"Great property!"

Reviewed on Jun 22, 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
$126 nightly
The price is $140 total per night from Aug 3 to Aug 4
$140 total
Aug 3 - Aug 4
Total includes taxes and fees
8.8/10 Excellent! (809 reviews)
"Front desk service was exceptional!!"

Reviewed on Jun 30, 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.

Find the Best Middletown Vacation Packages

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

How much does a Middletown vacation package cost?
Offering great value package deals from $208 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.