Hillside Lake Holidays from £896

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Your Hillside Lake Holiday

Book a Hillside Lake holiday package that has everything you need and no unnecessary extras. Great for families, history and culture, consider staying in the neighbourhood of Poughkeepsie Waterfront. When it's time to head out and see the sights, be sure to put East Fishkill Community Library and Beekman Golf Course on the to-do list for your trip to Hillside Lake. Stop dreaming and start doing. Browse the multitude of options on Expedia today and put your Hillside Lake holiday plans into gear!

Top Hillside Lake Flight + Hotel Deals

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

Hotel St. James

3 out of 5
Manhattan
Save 100% on your flight
Price was £1,551, price is now £896 per person
£896
per person
3 Sept - 9 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (7,519 reviews)
Clean and close to everything.

Reviewed on 12 Jul 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was £3,128, price is now £1,798 per person
£1,798
per person
21 Aug - 26 Aug
found 11 hours ago
Return flight included
London (LHR) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!

Reviewed on 5 Jul 2026

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was £2,942, price is now £1,733 per person
£1,733
per person
23 Sept - 28 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.6/10 Exceptional! (703 reviews)
Very nice hotel. Perfect location in FiDi. Great restaurant. Helpful staff. Well maintained. All the good things.

Reviewed on 7 Jul 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was £2,065, price is now £1,217 per person
£1,217
per person
3 Sept - 9 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (3,130 reviews)
The best hotel weve stayed in NYC!

Reviewed on 12 Jul 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was £1,988, price is now £1,196 per person
£1,196
per person
3 Sept - 9 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,652 reviews)
I’ve been to NYC many times and this location wins my business, for sure! Proximity to tons of things, rooms are gorgeous and so well maintained. Staff was extremely helpful!

Reviewed on 12 Jul 2026

Hillside Lake Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
1,100
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Canopus Beach, Beekman Golf Course and East Fishkill Community Library

Top hotels in Hillside Lake

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 £102 per night from 11 Aug to 12 Aug
£102
11 Aug - 12 Aug
includes taxes & fees
9/10 Wonderful! (1,020 reviews)
"Room is clean, breakfast was good. Excellent for the value"

Reviewed on 12 Jul 2026

Hyatt Place Poughkeepsie / Hudson Valley
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is £77 per night from 11 Aug to 12 Aug
£77
11 Aug - 12 Aug
includes taxes & fees
8.4/10 Very good! (163 reviews)
"Dd"

Reviewed on 10 Jul 2026

Spark by Hilton Fishkill
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is £102 per night from 11 Aug to 12 Aug
£102
11 Aug - 12 Aug
includes taxes & fees
8.4/10 Very good! (1,016 reviews)
"The staff were so friendly & helpful! We had a great evening at the restaurant, and the food & cocktails were delicious!"

Reviewed on 12 Jul 2026

DoubleTree by Hilton Poughkeepsie Convention Center
See all 755 properties in Hillside Lake
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.
All Inclusive Holidays
All Inclusive Holidays
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Family Friendly Holidays

Frequently asked questions

How much does a Hillside Lake travel package cost?
From as little as £896. Yes, you read that correctly. Our Hillside Lake travel packages are a great way to make your dollars go much further. Combine your preferred flights, hotels and rental car and get out and explore this vibrant destination.
If I'm not able to travel, can I cancel my Hillside Lake travel package?
Whether it's your hotel or flight, yes, you can cancel or amend it. Locked in your Hillside Lake travel package in the last 24 hours? You may be able to make any changes for free. For bookings older than that, you may incur a charge from your airline, hotel or car rental company. For further information, check out our Customer Service Portal. We'll help you each step of the way.
How do I get a cheap travel package to Hillside Lake?
Just think of all the awesome things you could do in Hillside Lake with a wad of extra cash in your pocket. Watch your savings stack up when you combine your hotel and flights into a Hillside Lake travel package. You have loads of choice when it comes to booking with Expedia too. In fact, you can pick from more than 550 airlines and 1,000,000 properties throughout the world. Whether you're taking a break with the family or going it alone, planning a getaway to Hillside Lake is better with a package.
Does Expedia offer Book Now, Pay Later Hillside Lake holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has devised a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fantastic getaway without draining your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your trip in multiple transactions.
  • Low deposit holidays: When you stumble on an awesome deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your getaway.

Where should I stay in Hillside Lake?
A trip to Hillside Lake wouldn't be complete without checking out Beekman Golf Course. Why not stay near this much-loved tourist attraction?
What are the top hotels in Hillside Lake?
Le Chambord at Curry Estate and Inn At Arbor Ridge Hotel & Conference Centre are a couple of the most popular properties in Hillside Lake. Why not have a look at the facilities and rates at each and then make up your mind?
How far in advance should I book my Hillside Lake holiday?
Travellers are usually able to compare international flights on Expedia within 12 months of the departure date. Booking at the last minute? With a little bit of luck, it's still possible to purchase a cheaper ticket only weeks before your journey.
What does an Expedia Hillside Lake travel package include?
Flights, hotels and a shiny set of wheels for your road trip adventures. Simply choose your favourite bundle and get access to great discounts. Once you've made your booking, add on a few experiences and tours and watch your savings pile up. When it comes to planning your Hillside Lake trip, you're the boss!
What should I know before booking a Hillside Lake travel package?
Our prices are already low. However, you'll score even more bargains when you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and lots of choice.
Can I choose my airline with a Hillside Lake Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our travel packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.

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. Flight-inclusive packages are ATOL protected.