
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.

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Price was $435, price is now $395 per person
$395
per person
Feb 26 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Newburgh (SWF)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the laundry service. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Hampton Inn & Suites Newburgh Stewart Airport
Price was $936, price is now $877 per person
$877
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Newburgh (SWF)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free airport shuttle. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Courtyard by Marriott Newburgh Stewart Airport
Price was $532, price is now $504 per person
$504
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.

Homewood Suites Stewart Airport
Price was $520, price is now $518 per person
$518
per person
Mar 7 - Mar 11
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Newburgh (SWF)
This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. Free WiFi in public areas, a lobby fireplace, and express check-out are also on offer.

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Price was $479, price is now $479 per person
$479
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Newburgh (SWF)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Free self parking, a computer station, and luggage storage are also offered.
Top Middletown hotels deals

Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Free Cancellation
$94 nightly
The price is $111 total per night
$111 total
Feb 15 - Feb 16
Total with taxes and fees
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

Hampton Inn by Hilton Middletown
20 Crystal Run Crossing Middletown NY
Free Cancellation
Reserve now, pay when you stay
$82 nightly
The price is $96 total per night
$96 total
Jan 29 - Jan 30
Total with taxes and fees
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

Courtyard by Marriott Middletown Goshen
24 Crystal Run Xing Middletown NY
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $130 total per night
$130 total
Jan 21 - Jan 22
Total with taxes and fees
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

La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E Middletown NY
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $120 total per night
$120 total
Feb 1 - Feb 2
Total with taxes and fees
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

Tru by Hilton Middletown
41 Dunning Road Middletown NY
Free Cancellation
Reserve now, pay when you stay
$86 nightly
The price is $102 total per night
$102 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free English breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and free newspapers.
Breakfast included
Pet friendly

Super 8 by Wyndham Middletown
563 Route 211 E Middletown NY
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $83 total per night
$83 total
Jan 18 - Jan 19
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage and a safe deposit box are also provided.
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
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.
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.
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