Hillside Vacations

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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

If you're spending some time in Roundout, Hudson River Maritime Museum and Trolley Museum of New York are top sights worth seeing.

Find hotels in Roundout

Hillside Hotel Deals

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is NT$3,092 per night from Sep 28 to Sep 29
NT$3,092
NT$3,591 total
Sep 28 - Sep 29
includes taxes & fees
7.6/10 Good! (403 reviews)
"Overall good stay"

Reviewed on 2025/8/24

Quality Inn Poughkeepsie
Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
2702 Main St, Gardiner, NY
The price is NT$31,199 per night from Sep 22 to Sep 23
NT$31,199
NT$36,263 total
Sep 22 - Sep 23
includes taxes & fees
9.4/10 Exceptional! (52 reviews)
"Such a dreamy escape. The staff is excellent, friendly, and always ready to help. The rooms are serene and comfortable. Amazing spa and spa staff. Restaurant is also top-notch"

Reviewed on 2025/5/15

Wildflower Farms, Auberge Resorts Collection
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

2 out of 5
7 Terwilliger Ln, New Paltz, NY
Fully refundableReserve now, pay when you stay
The price is NT$3,208 per night from Sep 3 to Sep 4
NT$3,208
NT$3,593 total
Sep 3 - Sep 4
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Front desk was a pleasure to deal with. Smooth and easy check in. Rooms were clean and access to the parking lot was great. All around great experience. We will definitely be back."

Reviewed on 2025/8/25

Americas Best Value Inn New Paltz
See all 1,437 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 vacation 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 vacation to Hillside costs.
What are the cheapest months to go to Hillside?
If you'd like to score a cheap Hillside vacation 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 travelers.
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 vacation 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 traveling on a weekday, when prices are often lower.
Is it cheaper to book a Hillside vacation as a package?
You can enjoy significant savings on your Hillside break by booking a personalized vacation 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 vacation package to Hillside?
If you've got your Hillside vacation 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 favorite 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 accommodations 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 personalized Hillside vacation package.

Discover the most popular places to visit in Hillside

Hudson Valley Mall

3.5/5(12 reviews)

You can find the perfect gifts to bring home at Hudson Valley Mall during your trip to Kingston. Stroll along the riverfront or experience the area's festivals.

Hudson Valley Mall

Forsyth Park

3.5/5(4 reviews)

You can take time to visit Forsyth Park during your travels to Kingston. Experience the area's entertainment venues and festivals.

Forsyth Park

Hudson River Maritime Museum

You can study the exhibits at Hudson River Maritime Museum, a museum with a story of its own, during your travels to Kingston. Experience the area's entertainment venues and festivals.

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