Deals on vacations and trips to Middletown
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Middletown flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Montgomery Maybrook
per person
Jun 15 - Jun 20
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
This motel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free buffet breakfast each morning. A safe deposit box is provided and the front desk is staffed around-the-clock.
YO1 Longevity & Health Resorts, Catskills
Save 100% on your flight
per person
Jun 23 - Jun 27
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the indoor pool and perks like free self parking.
The Crossroads Hotel, Newburgh
per person
Jun 8 - Jun 11
found 3 hours ago
Roundtrip flight included
Minneapolis (MSP) to Newburgh (SWF)
A gym is featured at this hotel, along with free self parking. WiFi in public areas is free. A fireplace in the lobby is provided and the front desk is staffed around-the-clock.
Courtyard by Marriott Newburgh Stewart Airport
per person
Jun 25 - Jun 28
found 4 hours ago
Roundtrip flight included
Minneapolis (MSP) to Newburgh (SWF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.
La Quinta Inn & Suites by Wyndham Middletown
per person
Jun 26 - Jun 29
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Top Middletown hotels deals
La Quinta Inn & Suites by Wyndham Middletown
551 Route 211 E, Middletown, NY
Free Cancellation
Reserve now, pay when you stay
The price is $150 per night
$150
includes taxes & fees
$127 per night
May 11 - May 12
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Sleep Inn & Suites Middletown - Goshen
3491 Route 6, Middletown, NY
Free Cancellation
Reserve now, pay when you stay
The price is $133 per night
$133
includes taxes & fees
$112 per night
May 26 - May 27
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Courtyard by Marriott Middletown Goshen
24 Crystal Run Xing, Middletown, NY
The price is $130 per night
$130
includes taxes & fees
$110 per night
May 26 - May 27
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A 24-hour business center, express check-out, and luggage storage are also on offer.
Pool
Pet friendly
Hampton Inn by Hilton Middletown
20 Crystal Run Crossing, Middletown, NY
The price is $127 per night
$127
includes taxes & fees
$107 per night
May 26 - May 27
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Home2 Suites by Hilton Middletown
600 Route 211 East, Middletown, NY
Free Cancellation
Reserve now, pay when you stay
The price is $173 per night
$173
includes taxes & fees
$144 per night
May 26 - May 27
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
Super 8 by Wyndham Middletown
563 Route 211 E, I-84 Exit 4W Rt 17 Exit 120, Middletown, NY
Free Cancellation
Reserve now, pay when you stay
The price is $94 per night
$94
includes taxes & fees
$80 per night
May 14 - May 15
This motel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. Luggage storage and a safe deposit box are also provided.
Breakfast included
Parking 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
Orange County Fair Speedway
4/5(5 reviews)
Catch an event at Orange County Fair Speedway during your trip to Mechanicstown. Discover the area's festivals and churches.
Orange County Fairgrounds
4.5/5(4 reviews)
Enjoy an outing to Orange County Fairgrounds during your stay in Mechanicstown. Discover the area's festivals and churches.
Galleria at Crystal Run
4/5(20 reviews)
During your visit to Middletown, you can search for that perfect souvenir at Galleria at Crystal Run. While in this family-friendly area, you can savor the top-notch restaurants.
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