Highland Mills Vacations from ₩1,050,586

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Highland Mills Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was ₩1,497,050, price is now ₩1,050,586 per person
₩1,050,586
per person
Dec 20 - Dec 24
found 23 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to New York (JFK)
8.8/10 Excellent! (8,157 reviews)

The William Hotel Midtown, New York

The William Hotel Midtown, New York

3.5 out of 5
Manhattan
Save 100% on your flight
Price was ₩2,345,235, price is now ₩1,567,858 per person
₩1,567,858
per person
Dec 20 - Dec 24
found 23 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to New York (JFK)
9.4/10 Exceptional! (275 reviews)
Perfect location

Reviewed on Oct 30, 2026

42 Hotel

42 Hotel

3.5 out of 5
Price was ₩1,573,588, price is now ₩1,188,662 per person
₩1,188,662
per person
Dec 20 - Dec 24
found 23 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
We were visiting Brooklyn for the first time and this was a perfect spot for us. The staff were friendly and helpful. The room was clean, and on arrival I asked for a quiet room and they accommodated my request with no hesitation. The rooms come with complimentary water, wine, coffee and chocolates as well as lovely lotions and if you need anything else it’s a phone call away. We were able to walk into Williamsburg and feel safe with no issues and lots of great coffee shops and cafes on the way. We will be coming back!

Reviewed on Nov 1, 2026

Hotel Seville Nomad, in the Unbound Collection by Hyatt

Hotel Seville Nomad, in the Unbound Collection by Hyatt

4.5 out of 5
Manhattan
Price was ₩1,663,138, price is now ₩1,268,128 per person
₩1,268,128
per person
Dec 20 - Dec 24
found 23 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to New York (JFK)
8.8/10 Excellent! (1,570 reviews)

Ace Hotel New York

Ace Hotel New York

4 out of 5
Manhattan
Price was ₩1,581,244, price is now ₩1,213,556 per person
₩1,213,556
per person
Dec 20 - Dec 24
found 23 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to New York (JFK)
8.2/10 Very Good! (1,208 reviews)

Find the Best Highland Mills Vacation Packages

Highland Mills Hotel Deals

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is ₩154,875 per night from Nov 3 to Nov 4
₩154,875
₩182,947 total
Nov 3 - Nov 4
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"We mostly enjoyed our stay at Bear Mountain. Respectfully, The Overlook Lodge is closer to a roadside motel than a Lodge. There’s no staff on site or elevators, so fair warning if you have a lot of stuff with you and staying on the 2nd floor. This is probably a little nitpicky, but the lighting is ..."

Reviewed on Nov 1, 2026

Overlook Lodge at Bear Mountain
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is ₩146,738 per night from Nov 29 to Nov 30
₩146,738
₩170,401 total
Nov 29 - Nov 30
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 out of 5
3 Executive Blvd Suffern NY
Fully refundable
The price is ₩162,746 per night from Nov 30 to Dec 1
₩162,746
₩189,395 total
Nov 30 - Dec 1
includes taxes & fees
9/10 Wonderful! (1,061 reviews)
"The front desk supervisor, Justin, was an excellent employee. Very helpful and very nice. Had a great overnight stay with my fiancé and dog."

Reviewed on Nov 2, 2026

Crowne Plaza Suffern - Mahwah by IHG
See all 850 properties in Highland Mills
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

Palaia Vineyards Winery

This hippie-inspired winery in a 200-year-old barn pairs distinctive wines and meads with weekend live music. Enjoy vineyard views from the outdoor stage or relax in the rustic tasting room with artisanal pizzas.
See properties

Frequently asked questions

How much does a Highland Mills vacation package cost?
You'll find cheap prices from ₩1,050,586 on Expedia for your Highland Mills escape. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Highland Mills costs.
What are the cheapest months to go to Highland Mills?
January, February and March are the best times to look for cheap Highland Mills vacation packages. Opting to travel in quieter months means you can usually find reduced prices on hotels and flights.
How many days is enough for Highland Mills?
The ideal duration for your Highland Mills vacation depends on what you'd like to do. Usually, a few days to a week will give you enough time to go to all the main sights and discover some hidden spots along the way.
How to find the best Highland Mills package deals?
Start your search for a Highland Mills package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Highland Mills package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Highland Mills adventure off to a flying start.
Is it cheaper to book a Highland Mills vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging stays and flights individually. Better still, you can tailor your Highland Mills trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Highland Mills?
If you have your Highland Mills travel dates locked in, book early to bag some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Highland Mills?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Highland Mills.
  2. Plan your budget wisely: On top of the price of your stay, you should factor in other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Highland Mills.
  3. Set the duration of your trip: Start by listing all the activities and sights you want to get to in Highland Mills. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodations and airfare: Once you've settled on your trip dates and duration, book the ideal Highland Mills vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.