Middletown flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
per person
Aug 21 - Aug 24
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.
The Towers at Lotte New York Palace
Manhattan
per person
Sep 5 - Sep 9
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate the onsite laundry facilities and in-room childcare. Guests will appreciate perks like free WiFi and a free area shuttle.
Fairmont Miramar Bungalows
North of Wilshire
per person
Aug 31 - Sep 5
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Los Angeles (LAX)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
The Knickerbocker Hotel
Manhattan
Save 100% on your flight
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The hotel's 24-hour gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. A restaurant, a 24-hour front desk, and a coffee shop are also provided.
Top Middletown hotels deals
Holiday Inn Express And Suites Middletown, an IHG Hotel
315 Auto Park Dr, Middletown, DE
Free Cancellation
The price is $110 per night
$110
per night
Jun 30 - Jul 1
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
Fairfield Inn & Suites by Marriott Middletown
411 MERRIMAC AVENUE, Middletown, DE
Free Cancellation
Reserve now, pay when you stay
The price is $99 per night
$99
per night
Jul 1 - Jul 2
An indoor pool is featured at this hotel, along with free WiFi in public areas and a safe deposit box. Staff at the 24-hour front desk can provide around-the-clock assistance.
Pool
Pet friendly
Hampton Inn Middletown
117 Sandhill Dr, Middletown, DE
Free Cancellation
Reserve now, pay when you stay
The price is $127 per night
$127
per night
Jun 24 - Jun 25
This hotel features 20 restaurants, an indoor pool, and a spa tub. Enjoy a meal in one of the 3 coffee shops/cafes and perks like free breakfast and free self parking. You'll appreciate the gym, bar/lounge, and laundry facilities.
Pool
Hot Tub
Bally's Dover Casino Resort
1131 N Dupont Hwy, Dover, DE
Free Cancellation
Reserve now, pay when you stay
The price is $79 per night
$79
per night
Jul 1 - Jul 2
This smoke-free hotel features a casino, a full-service spa, and 5 restaurants. 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.
Pool
Spa
Red Roof Inn & Suites Newark - University
1119 S College Avenue, Newark, DE
Free Cancellation
Reserve now, pay when you stay
The price is $79 per night
$79
per night
Jun 18 - Jun 19
A gym, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. There's express check-out and multilingual staff can provide around-the-clock assistance.
Pet friendly
Parking included
Brandywine Plaza Hotel
630 Naamans Road, Claymont, DE
Free Cancellation
Reserve now, pay when you stay
The price is $90 per night
$90
per night
Jul 1 - Jul 2
This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. You'll appreciate the area shuttle, business center, and coffee shop/cafe.
Pool
Breakfast included
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
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.
Dutch Country Farmers Market
5/5(2 reviews)
You can enjoy retail therapy at Dutch Country Farmers Market during your stay in Middletown. You can enjoy the restaurants while in the area.
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.
Photos of local treasures
Browse Middletown vacation photos for more inspiration