Highland Mills Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
1 Hotel Brooklyn Bridge
Price was CA $4,521, price is now CA $2,684 per person
CA $2,684
per person
Mar 18 - Mar 24
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
The entire stay was exceptional! From the point of entry to departure 10/10
Reviewed on Jan 29, 2026
Lotte New York Palace
Manhattan
Price was CA $1,608, price is now CA $1,052 per person
CA $1,052
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,723 reviews)
Wonderful staff! Clean room! Wish we could have stayed longer!
Reviewed on Feb 13, 2026
Sheraton New York Times Square Hotel
Manhattan
Price was CA $1,681, price is now CA $1,104 per person
CA $1,104
per person
Mar 18 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (5,413 reviews)
The rooms were clean and the elevators were easily accessible. They have the options to store the bags $6/day which was very helpful before and after check in. It is located close to time square so we were able to walk there. The only con I would say is that the front desk staff had attitude when asked questions and were rude at times. Other than that, great place!
Reviewed on Feb 14, 2026
Outsite Chelsea
Manhattan
Price was CA $1,828, price is now CA $1,201 per person
CA $1,201
per person
Mar 18 - Mar 24
found 17 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (46 reviews)
Stayed here around Christmas and it was the quietest place I’ve stayed in the city. Easy instructions and had a smooth in and out. Room is pretty small but if you’re not planning on being in a lot it’s a perfect place to sleep and clean up. Very VERY quiet building and area. Perfect for me and my mom, would definitely stay again.
Reviewed on Feb 7, 2026
Highland Mills Hotel Deals
DoubleTree by Hilton Hotel Nanuet
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Mar 1 to Mar 2
CA $144
CA $168 total
Mar 1 - Mar 2
includes taxes & fees
8.8/10 Excellent! (1,066 reviews)
Beautiful hotel and great amenities. We loved the suite, the lobby overlook, and especially the heated pool and jacuzzi near the fitness room. The warm cookies and water at check-in were a nice touch, and the overnight staff member who welcomed us was very kind. Unfortunately, our stay was dampened ...
Reviewed on Feb 9, 2026
Sonesta Simply Suites Nanuet
20 Overlook Blvd Nanuet NY
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Feb 15 to Feb 16
CA $121
CA $141 total
Feb 15 - Feb 16
includes taxes & fees
8.2/10 Very Good! (1,077 reviews)
Very nice staff its clean and warm. They also have a very good outdoor team to clean up the snow.
Reviewed on Feb 10, 2026
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Feb 22 to Feb 23
CA $141
CA $167 total
Feb 22 - Feb 23
includes taxes & fees
9.2/10 Wonderful! (969 reviews)
Everything was great. Staff was great
Reviewed on Feb 5, 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.
Discover the most popular places to visit in Highland Mills
Palaia Vineyards Winery
You can enjoy a tasting or tour at Palaia Vineyards Winery during your travels to Woodbury. Discover the mountain views and shops in this family-friendly area.
What to do in Highland Mills
Bear Mountain State Park+ BeaconTown 1-Day Tour From NY
CA $128
per adult
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
CA $1,064
per traveller
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
