
Deals on vacations and trips to Middletown
Save when you book Middletown package deals

Middletown flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Harrah’s Las Vegas – A Caesars Rewards Destination
Las Vegas Strip
Price was $683, price is now $177 per person
$177
per person
Feb 10 - Feb 13
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Las Vegas (LAS)
This resort features a casino, a full-service spa, and 5 restaurants. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. 2 coffee shops/cafes offer dining options, while a poolside bar and a 24-hour gym are also on site.

Topping Rose House
Price was $1,646, price is now $695 per person
$695
per person
Feb 12 - Feb 15
found 13 hours 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
South Beach
Price was $2,274, price is now $1,019 per person
$1,019
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.

Solé Miami, A Noble House Resort
Ocean Four
Price was $1,967, price is now $894 per person
$894
per person
Feb 16 - Feb 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Enjoy the 24-hour gym and unwind at the beach bar and poolside bar.

Westgate Flamingo Bay Resort
Spring Valley
Save 100% on your flight
Price was $742, price is now $373 per person
$373
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Las Vegas (LAS)
This hotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A business center, a terrace, and a grocery/convenience store are also on offer.
Top Middletown hotels deals

Fairfield Inn & Suites by Marriott Middletown
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 11 - Jan 12
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
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
315 Auto Park Dr Middletown DE
Free Cancellation
$91 nightly
The price is $101 total per night
$101 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
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 8 - Jan 9
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
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 3 - Jan 4
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
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
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 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.
Back Creek Golf Club
Enjoy a round of golf in Middletown at Back Creek Golf Club. While you're here, you can savor the top-notch restaurants.
Frequently asked questions
Photos of local treasures
Browse Middletown vacation photos for more inspiration

