Pine Hill Vacations from $609

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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.
Hotel Vienna

Hotel Vienna

3 out of 5
Price was $694, price is now $609 per person
$609
per person
Dec 14 - Dec 18
found 8 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
9.4/10 Exceptional! (888 reviews)

Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

3 out of 5
Price was $4,118, price is now $3,342 per person
$3,342
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
No reviews

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

3 out of 5
Price was $4,233, price is now $3,472 per person
$3,472
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
No reviews

Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was $1,120, price is now $963 per person
$963
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
8.8/10 Excellent! (133 reviews)
El personal de recepcion fue muy atento y servicial. Nos encanto todas las amenidades del hotel y la energia del sitio. Definitavemente queremos volver.

Reviewed on Oct 26, 2026

Eastwind Windham

Eastwind Windham

3.5 out of 5
Price was $838, price is now $790 per person
$790
per person
Dec 10 - Dec 14
found 8 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
9.2/10 Wonderful! (122 reviews)
Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay.

Reviewed on Oct 20, 2026

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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.
See properties

Pine Hill Hotel Deals

The Wheelhouse Inn

The Wheelhouse Inn

2.5 out of 5
282 Main st Pine Hill NY
$100 nightly
The price is $112 total per night from Nov 6 to Nov 7
$112 total
Nov 6 - Nov 7
Total with taxes and fees
8.4/10 Very Good! (135 reviews)
"Very old, patchwork on the construction, was a poorly renovated house that contained many rooms. Somewhat like a bed and breakfast without the breakfast. Would not recommend this place."

Reviewed on Oct 24, 2026

The Wheelhouse Inn
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $141 total per night from Dec 2 to Dec 3
$141 total
Dec 2 - Dec 3
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
"Great place to stay, also check out the Bar which had drink options and some very tasty food. Only, complaint was paid for. Balcony room, which we got, looking at the parking lot…."

Reviewed on Nov 2, 2026

Hunter Lodge, a Bluebird by Lark
Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $152 total per night from Nov 4 to Nov 5
$152 total
Nov 4 - Nov 5
Total with taxes and fees
Hotel Vienna
See all 1,617 properties in Pine Hill
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 $609 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.