Hillside Packages (Flight + Hotel)

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Where to stay in Hillside

Find the best Hillside areas and neighborhoods for the activities you enjoy most. Learn more about Hillside
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Roundout

2 out of top 10 points of interest in this area

While visiting Roundout, you might make a stop by sights like Hudson River Maritime Museum and Trolley Museum of New York.

Find hotels in Roundout

Top hotels in Hillside

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave, Kingston, NY
Fully refundableReserve now, pay when you stay
The price is ฿4,226 per night from 29 Jul to 30 Jul
฿4,226
฿4,733 total
29 Jul - 30 Jul
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"We had a great stay. Breakfast was a good with several options."

Reviewed on 15 Jul 2025

Best Western Plus Kingston Hotel And Conference Center
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road, Poughkeepsie, NY
Fully refundable
The price is ฿3,384 per night from 11 Aug to 12 Aug
฿3,384
฿3,930 total
11 Aug - 12 Aug
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Good value for price. Large,comfortable room and bed. Bathtub a plus. Many hotels are changing to only shower. Good breakfast. Courteous staff. Checked in at one PM so room not ready yet. After checking in so early, I was given a room by not only the elevator but ALSO the noisy ice machine!? I was ..."

Reviewed on 20 Jul 2025

Holiday Inn Express Poughkeepsie by IHG
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3 out of 5
25 OLD VINEYARD PLACE, Hyde Park, NY
Fully refundableReserve now, pay when you stay
The price is ฿5,189 per night from 17 Aug to 18 Aug
฿5,189
฿5,870 total
17 Aug - 18 Aug
includes taxes & fees
9.6/10 Exceptional! (363 reviews)
"The restaurant food for dinner is atrocious. They put out a wonderful breakfast."

Reviewed on 21 Jul 2025

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
See all 1,446 properties in Hillside
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.

Things to do

Llama/Alpaca Hike and Farm Tour

Llama/Alpaca Hike and Farm Tour

฿2,109
per adult
100% of travellers recommend
Llama/Alpaca Hike and Farm Tour
See all activities in Kingston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.