Hillside Holidays

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Top hotels in Hillside

DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is €123 per night from 20 Apr to 21 Apr
€123
includes taxes & fees
20 Apr - 21 Apr
8.2/10 Very Good! (1,004 reviews)
"We had a very nice stay! Even though our room faced market street, there was very little noise. Free covered parking was very much appreciated!"

Reviewed on 27 Mar 2025

DoubleTree by Hilton Poughkeepsie
Wildflower Farms, Auberge Resorts Collection
Wildflower Farms, Auberge Resorts Collection
5 out of 5
2702 Main St, Gardiner, NY
The price is €683 per night from 30 Mar to 31 Mar
€683
includes taxes & fees
30 Mar - 31 Mar
9.4/10 Exceptional! (49 reviews)
"Its a beautiful property and some of the best staff and service. Looking forward to be back soon"

Reviewed on 4 Mar 2025

Wildflower Farms, Auberge Resorts Collection
AutoCamp Catskills
AutoCamp Catskills
5 out of 5
882 NY-212, Saugerties, NY
Fully refundableReserve now, pay when you stay
The price is €186 per night from 17 Apr to 18 Apr
€186
includes taxes & fees
17 Apr - 18 Apr
9/10 Wonderful! (364 reviews)
"This isn’t my first time at AutoCamp, and every visit has been fantastic! The service has always been top-notch, and this time was no exception. Due to a last-minute extra night, I didn’t realize there were different room types, but Colin and Amy were incredibly kind. Colin, the manager on duty, ..."

Reviewed on 24 Mar 2025

AutoCamp Catskills
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.

Frequently asked questions

How much does a Hillside holiday package cost?
You’ll find cheap prices on Expedia for your Hillside break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your holiday to Hillside costs.
What are the cheapest months to go to Hillside?
If you’d like to score a cheap Hillside holiday package, consider planning a trip in January, February and March. You’ll usually find lower prices on hotels and flights during these quieter months — ideal for budget-conscious travellers.
How many days is enough for Hillside?
With a well-planned schedule, you can easily tick off the top Hillside sights in a handful of days. But if you’d like to discover hidden spots or go on day trips, think about booking your Hillside holiday for longer.
How to find the best Hillside package deals?
Bagging a cheap Hillside package deal is a breeze with Expedia. After you’ve entered your destination and preferred dates under our “Packages” tab, set your budget, add some filters and browse what’s available. You can tweak your search by “Amenities,” “Property type,” “Popular locations” and more. Order the results by “Price: low to high” to discover the most pocket-friendly Hillside package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Hillside holiday as a package?
You can enjoy significant savings on your Hillside break by booking a personalised holiday package. Check the “Package” heading, then enter your destination and travel dates to view the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Hillside?
If you’ve got your Hillside holiday dates finalized, book as early as you can to bag some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Hillside?

  1. Pick your dates: The things you want to do in Hillside and your favourite season can help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and experiences. Your accommodation will probably be the biggest expense during your trip to Hillside.
  3. Decide your trip length: Think about how long you’d like to spend discovering Hillside. Plan your itinerary so you can get to all the activities and attractions you’re interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalised Hillside holiday package.

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