Hillside Lake Vacation Packages
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Your Hillside Lake Vacation
Book a Hillside Lake vacation package that has everything you need and no unnecessary extras. Great for families, history and culture, consider staying in the neighborhood 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 vacation plans into gear!
Top Hillside Lake Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The William Hotel Midtown, New York
Manhattan
CA $1,017
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.4/10 Exceptional! (232 reviews)
NOS ENCANTÓ EL HOTEL, MUY ATENTOS, SUPER LIMPIO. CELEBRAMOS AQUI NUESTRO HONEYMOON, NOS DEJARON UN DETALLE EN NUESTRA HABITACIÓN X DICHO MOTIVO Y NOS HICIERON SENTIR ESPECIALES , LA PASAMOS ESPECTACULAR. UN SITIO MUY ESPECIAL PARA NOSOTROS. VOLVEMOS PARA CELEBRAR NUESTRO ANIVERSARIO CON USTEDES Y EN NUESTRA CIUDAD FAVORITA, NY..😍
Reviewed on Sep 21, 2026
Lotte New York Palace
Manhattan
CA $1,030
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (2,230 reviews)
The Lotte New York Palace is a beautiful hotel, and overall we really enjoyed the property. However, the beds were surprisingly squeaky and uncomfortable. Considering the price and caliber of the hotel, I expected a much higher-quality mattress and a more comfortable night’s sleep. Upgrading the mattresses would make a significant difference in the overall guest experience.
Reviewed on Sep 22, 2026
The Lex NYC
Manhattan
CA $1,065
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (1,001 reviews)
This hotel is very vonvif you want to be near Manhattan and in walking distance with nice restaurant and convenient stores. It's less than 10 mins walk from Madison park and less than 30 mins walk from Strand bookstore. The room and bathroom are decent. I loved my stay but I wish there was a mini fridge or coffee machine in the room. The free breakfast is fine if you're only looking for coffee and pastry nothing fancy.
Reviewed on Sep 20, 2026
1 Hotel Brooklyn Bridge
CA $2,159
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
This was the best hotel stay I’ve ever had. I travel weekly for business so I have stayed at many hotels but the 1 really stands out as exceptional. The staff were so friendly and welcoming. The location was so convenient to get to Manhattan. The ferry dock is a 2 min walk and there’s tons of good food around the area as well. The room was immaculate and we loved the filtered water refilling station inside the room. The internet was easy to connect to and the TV was so easy to connect to my phone. The AC worked great and kept the room cool. The rooftop had great views of the city. All around we really loved this hotel and felt like it was totally worth the money. Next time I return to Brooklyn I will definitely be returning to the 1! Thank you so much for the great stay!
Reviewed on Sep 21, 2026
LGA AIRPORT
Queens
CA $2,424
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
10/10 Exceptional! (2 reviews)
The best airbnb Ive stayed at in New York with the best price for our family of 6. The place was so clean, amenities looked brand new. It had a homey feel to it, my kids didnt want to leave. We will definently be booking again in the future.
Reviewed on Dec 24, 2025
Ready to book your vacation to Hillside Lake?
Hillside Lake Hotel Deals
Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
Fully refundable
CA $136
CA $157 total
Oct 12 - Oct 13
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
CA $154
CA $179 total
Oct 13 - Oct 14
includes taxes & fees
9/10 Wonderful! (1,079 reviews)
"Super clean, modern and comfortable. Checking in and out was a total breeze and the room had everything we needed"
Reviewed on Sep 21, 2026
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
CA $125
CA $140 total
Sep 27 - Sep 28
includes taxes & fees
8/10 Very good! (1,000 reviews)
"Very clean room. Hotel stairs carpets were okay. Nice breakfast and very friendly staff. Nice comfortable bed and large pillow selection."
Reviewed on Sep 17, 2026
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 Lake vacation package cost?
You can pick up a vacation package to this top destination from CA $1,017 on Expedia. However, how much your vacation to Hillside Lake costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Hillside Lake?
If you're looking to book a cheap Hillside Lake vacation package, consider travelling in January, February and March. You'll typically find lower rates on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Hillside Lake?
Usually, a handful of days is enough to visit the top sights during your Hillside Lake vacation. However, if you prefer to have time to rest or go on day tours, consider extending your trip.
How to find the best Hillside Lake package deals?
Begin your search for a Hillside Lake package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Hillside Lake package deal straight away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Hillside Lake escape off to a flying start.
Is it cheaper to book a Hillside Lake vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights separately. Better still, you can customize your Hillside Lake trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Hillside Lake?
Score fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Hillside Lake getaway.
How to plan a trip to Hillside Lake?
- Choose your dates: What you plan to do in Hillside Lake and your preferred season will help you decide when to go.
- Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to flights and experiences. Your hotel will likely be the largest expense during your trip to Hillside Lake.
- Work out your trip length: Consider how much time you want to spend discovering Hillside Lake. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Hillside Lake vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
