Deals on vacations and trips to Middletown

Save when you book Middletown package deals

Choose two or more items and save on your trip:

Middletown flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was $1,205, price is now $471 per person
$471
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and barbecue grills are also provided.
The Club at Brickell Bay by Palermo Home

The Club at Brickell Bay by Palermo Home

2.5 out of 5
Brickell
Price was $2,943, price is now $1,301 per person
$1,301
per person
Mar 22 - Mar 29
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Staff at the 24-hour front desk can provide around-the-clock assistance. Enjoy the 2 outdoor pools and get free self parking.
Topping Rose House

Topping Rose House

4.5 out of 5
Price was $1,719, price is now $762 per person
$762
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free valet parking. Enjoy the gym and perks like free self parking and a free area shuttle.
The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Price was $2,261, price is now $1,006 per person
$1,006
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
A private beach, a 24-hour gym, and a restaurant are all featured at this boutique hotel. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was $1,213, price is now $568 per person
$568
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
An outdoor pool, valet parking, and laundry facilities are featured at this aparthotel. A grocery/convenience store, a communal living room, and express check-out are also on offer.

Top Middletown hotels deals

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

2.5 out of 5
411 MERRIMAC AVENUE Middletown DE
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $120 total per night
$120 total
Jan 8 - Jan 9
Total with taxes and fees
An indoor pool is featured at this hotel, along with free WiFi in public areas and a safe deposit box. Enjoy the free continental breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.
Pool
Breakfast included
Hampton Inn Middletown

Hampton Inn Middletown

2.5 out of 5
117 Sandhill Dr Middletown DE
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $106 total per night
$106 total
Jan 13 - Jan 14
Total with taxes and fees
This hotel features 20 restaurants, an indoor pool, and a hot tub. Enjoy a meal in one of the 3 coffee shops/cafes and perks like free buffet breakfast and free self parking. You'll appreciate the gym, bar/lounge, and laundry facilities.
Pool
Hot Tub
Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

2.5 out of 5
315 Auto Park Dr Middletown DE
Free Cancellation
$90 nightly
The price is $100 total per night
$100 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, express check-out, and laundry facilities are also on offer.
Pool
Breakfast included
Pleasant Hill Motel

Pleasant Hill Motel

2.5 out of 5
3155 Dupont Pkwy Middletown DE
Free Cancellation
Reserve now, pay when you stay
$91 nightly
The price is $102 total per night
$102 total
Jan 7 - Jan 8
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant is provided and the front desk is staffed around-the-clock.
Parking included
Free WiFi
Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall

3 out of 5
48 Geoffrey Dr Newark DE
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $103 total per night
$103 total
Jan 2 - Jan 3
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a terrace, and a garden are also on offer.
Pool
Pet friendly
Bally's Dover Casino Resort

Bally's Dover Casino Resort

4 out of 5
1131 N Dupont Hwy Dover DE
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $96 total per night
$96 total
Jan 4 - Jan 5
Total with taxes and fees
A casino, 5 restaurants, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at one of the 5 bars/lounges and enjoy perks like free self parking.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Middletown
View all properties
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.

Popular places to visit

Middletown Historic District

You can find out about the history of Middletown with a stop at Middletown Historic District. You can enjoy the restaurants while in the area.

Middletown Historic District

Middletown Town Hall

Middletown Town Hall 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.

Middletown Town Hall

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

Frequently asked questions

How much are vacation packages to Middletown?
Your travel daydreams can come to life in Middletown from an impressive $471. Vacation packages include flights and hotels, so organizing everything should be a breeze. All you'll have to focus on is getting out there and having a great time.
How long should my Middletown vacation be?
An average of 2 nights is how long most travelers spend checking out the sights of Middletown. Wondering whether that'll be sufficient time to tick everything off your bucket list? Stay a few more nights to make the most of your trip.
Where can I get the best vacation package deals for Middletown?
You'll come across a terrific range of Middletown package deals on Travelocity. With as many as 400 partner airlines and 1,000,000 properties across the globe, putting together your ultimate vacation will be a piece of cake.
Why should I book my Middletown vacation bundle with Travelocity?
We have experiences and destinations to suit every type of traveler, top-quality service and support available 24/7. And to top it off, we'll match any cheaper price you discover with our Price Match Guarantee.
Can I save money on my Middletown car rental if I book it with my hotel or flight?
You most certainly can — bundle your hotel, flight and car into a Middletown vacation package and you can save plenty. With so much to see in and around Middletown, that set of wheels will make it easy to explore. Once you've settled into the driver's seat, crank up the music and find your way to Statue of Liberty, an unmissable sight around 120 mi from Middletown.
Which airport is best for Middletown?
There's a high chance you'll be landing at Philadelphia Intl. Airport (PHL), which is 40 mi northeast of downtown Middletown. Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (55 mi away from central Middletown) and Atlantic City Intl. Airport (ACY) (60 mi away from central Middletown) are your other options.
What is there to do in Middletown?
While taking the path less traveled can be rewarding, you really shouldn't miss the big sights that make a place famous. Dutch Country Farmers Market and Frightland are a couple of them in Middletown.
Where should I stay when visiting Middletown?
If you're looking for someplace comfortable to base yourself, have a look at the Hampton Inn Middletown. It's the top choice for many travelers.

Photos of local treasures

Browse Middletown vacation photos for more inspiration

Photo by Michelle Gonzalez
Photo by Michelle Gonzalez