Highland Mills Vacation Packages
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Your Highland Mills Vacation
With every last detail organized before you head off, our Highland Mills vacation packages mean you can concentrate on letting the good times roll. Whether you're based in the neighborhood of Montrose, which is great for walking, or somewhere else, this interesting city offers a world of discoveries. Any trip to Highland Mills needs a well-planned itinerary. Fill yours with famous sights like Woodbury Common Premium Outlets, Brotherhood Winery and Harriman Plaza Shopping Center. Your ideal Highland Mills vacation is clicks away. Search accommodations, flights and more on Expedia for an adventure that's tailored just for you.
Top Highland Mills Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel St. James
Manhattan
Price was CA $2,632, price is now CA $1,649 per person
CA $1,649
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (7,398 reviews)
Even is not the best hotel the staff and the position is making this small hotel a five stars. Every time that we asked for help they were fully supportive. Position is top, and is compensating all possible issues.
Reviewed on Jun 12, 2026
The Towers at Lotte New York Palace
Manhattan
Price was CA $3,188, price is now CA $1,923 per person
CA $1,923
per person
Aug 9 - Aug 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (679 reviews)
Fantastic location, beautiful rooms, immaculate condition and the most amazing views
Reviewed on Jun 8, 2026
Hotel Riu Plaza New York Times Square
Manhattan
Price was CA $3,250, price is now CA $1,973 per person
CA $1,973
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,055 reviews)
Breakfast on property was great! Hotel has terrible elevators though. Busy mornings you will be waiting for them!!!
Reviewed on Jun 12, 2026
1 Hotel Brooklyn Bridge
Price was CA $5,671, price is now CA $3,491 per person
CA $3,491
per person
Aug 1 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,007 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.
Reviewed on Jun 6, 2026
Highland Mills Hotel Deals
Spark by Hilton Fishkill
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Jul 2 to Jul 3
CA $140
CA $162 total
Jul 2 - Jul 3
includes taxes & fees
8.2/10 Very Good! (127 reviews)
"Best stay that I had in the area hands down. My name on the tv was a nice touch"
Reviewed on Jun 11, 2026
The Crossroads Hotel, Newburgh
5 Lakeside Rd Newburgh NY
The price is CA $225 per night from Jul 4 to Jul 5
CA $225
CA $266 total
Jul 4 - Jul 5
includes taxes & fees
7.2/10 Good! (776 reviews)
"Parking ok Problem with door No breakfast Overall very good"
Reviewed on Jun 9, 2026
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Jun 21 to Jun 22
CA $159
CA $185 total
Jun 21 - Jun 22
includes taxes & fees
9/10 Wonderful! (1,019 reviews)
"When I got there the room was nice but for the 2day Stay no one clean the room."
Reviewed on Jun 8, 2026
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.
Stay near popular Highland Mills attractions
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
