Pine Hill Vacations from $789
Book a Hotel + Flight or Car together to unlock savings
Your Pine Hill Vacation
Experience the excitement and buzz of Pine Hill with a customized Pine Hill vacation package. From its rural countryside to its spectacular views, you'll never have a boring moment in this city. A trip to Pine Hill is a superb opportunity to see the sights. Be sure to visit well-known attractions like Belleayre Mountain Ski Center, Belleayre Beach at Pine Hill Lake and Slide Mountain. Browse Expedia's extensive range of travel options and start planning your ultimate vacation to Pine Hill today.
The Latest Pine Hill vacation packages
Price found within the past 48 hours. Click for updated prices.
Wylder Hotel Windham
$789
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
8.8/10 Excellent! (111 reviews)
This is the second year I come to Wylder hotel with my family and I am going to make it an annual visit 😍 PS we visit in the summer ❤️ We love it here in the summer! The property is beautiful located in the heart of Windham, NY. Anything you may need is 2-5 mins walk or drive from the hotel. The pool is heated (85 degrees). The restaurant is ahhhhazing. The bakery is delicious. There are so many places around the property where you can just sit, relax, sip coffee or beer, breathe in fresh air. The views are breathtaking. If you are feeling wild you can take a dip in the river. The hotel rooms are ginormous, prob can fit 2 more beds. This hotel is super pet friendly 😍 our pup has been here twice with us now 😊 Staff is professional, kind and always helpful. I LOVE Wylder hotel ❤️ highly recommend.
Reviewed on Aug 16, 2026
The Haüs Windham
$1,007
per person
Sep 24 - Sep 28
found 13 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Hudson (HCC)
7.8/10 Good! (33 reviews)
Firstly I would like to say communication with the staff is extremely difficult. Constantly having to call multiple times to get to someone. For example, the code given for room wasn’t correct and communication took forever. There was no toiletries whatsoever and since communication was so hard it forced us to buy our own paper towels, towels, rags, etc. The property was nice but it was clear no housekeeping had been in there before we came. The nature was probably the only thing that made up for all the inconveniences.
Reviewed on Aug 13, 2026
Stay near popular Pine Hill attractions
Belleayre Beach
8.6/10 (7 reviews)
If a restful vacation is part of your travel plans, Belleayre Beach might be the perfect place to seek out during your trip to Pine Hill. Discover the mountain views while you're in the area.
Pine Hill Community Center
8.4/10 (5 reviews)
Enjoy an outing to Pine Hill Community Center during your stay in Pine Hill. Discover the area's mountain views and seek out the hiking trails.
Pine Hill Hotel Deals
Hunter Lodge, a Bluebird by Lark
7433 Main St Hunter NY
$143 nightly
$155 total
Sep 8 - Sep 9
Total with taxes and fees
Wylder Hotel Windham
19 New York 296 Windham NY
$303 nightly
$327 total
Aug 20 - Aug 21
Total with taxes and fees
8.8/10 Excellent! (117 reviews)
"This is the second year I come to Wylder hotel with my family and I am going to make it an annual visit 😍 PS we visit in the summer ❤️ We love it here in the summer! The property is beautiful located in the heart of Windham, NY. Anything you may need is 2-5 mins walk or drive from the hotel. The ..."
Reviewed on Aug 16, 2026
Emerson Resort & Spa
5340 NY-28 Mount Tremper NY
$215 nightly
$240 total
Aug 26 - Aug 27
Total with taxes and fees
9.2/10 Wonderful! (92 reviews)
"The Emerson is a great resort/spa. Our room was just beautiful, clean , and comfortable. However, you will need to plan your stay well before you arrive since spa treatments book up quickly. My stay was spur of the moment so there was no availability, not even for a pedicure. Also be advised that ..."
Reviewed on Aug 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.
Find the Best Pine Hill Vacation Packages
Pine Hill Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 280 |
Max Temp Winter | 25ºF |
Max Temp Summer | 75ºF |
Top Sights | Belleayre Mountain Ski Center, Belleayre Beach at Pine Hill Lake and Mount Tremper Arts |
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Frequently asked questions
How much does a Pine Hill vacation package cost?
Offering great value package deals from $789 on Expedia, you'll be thrilled with how little a vacation to Pine Hill costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Pine Hill?
May, June and August are great times to search for cheap Pine Hill vacation packages. Traveling in less busy periods means you can typically find better prices on hotels and flights.
How many days is enough for Pine Hill?
With a well-organized itinerary, you can easily tick off the top Pine Hill attractions in a few days. But if you'd like to venture off the beaten track or go on day tours, consider booking your Pine Hill vacation for longer.
Is it worth booking a vacation package to Pine Hill?
Whether you're looking to check out top attractions such as Belleayre Beach at Pine Hill Lake and Pine Hill Community Center on your Pine Hill vacation, or coming for its great mountain biking, hiking and camping, there's something for everyone here. With so much to see and do, you'll quickly learn why so many travelers think Pine Hill is a good vacation destination.
How to find the best Pine Hill package deals?
Begin your search for a Pine Hill package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Pine Hill package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Pine Hill adventure off to a flying start.
Is it cheaper to book a Pine Hill vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Pine Hill vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Pine Hill?
If you have your Pine Hill vacation dates confirmed, book early to snap up some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later Pine Hill vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Pine Hill vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.