Pine Hill Vacations from $220

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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.
The Colonial Motel

The Colonial Motel

2.5 out of 5
Price was $232, price is now $220 per person
$220
per person
Jan 26 - Jan 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)
18.8/10 Exceptional! (402 reviews)
Quiet, cozy. Got checked in by a cat. Loved it.

Reviewed on Nov 23, 2025

Catskills Retreat w/ Hot Tub, Fire Pit, Pool & Mtn Views The Windham Mountain House by Avantstay

Catskills Retreat w/ Hot Tub, Fire Pit, Pool & Mtn Views The Windham Mountain House by Avantstay

3 out of 5
Save 100% on your flight
Price was $2,290, price is now $1,562 per person
$1,562
per person
Jan 26 - Jan 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)
No reviews
The Haüs Windham

The Haüs Windham

2 out of 5
Price was $380, price is now $320 per person
$320
per person
Jan 27 - Jan 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)
17.2/10 Exceptional! (17 reviews)
Hot tub could have been cleaner but all in all. Beautiful and amazing views! Great service with the front desk calls and extra towels provided no problem!

Reviewed on Sep 15, 2025

Hotel Vienna

Hotel Vienna

2.5 out of 5
Price was $355, price is now $303 per person
$303
per person
Jan 26 - Jan 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)
18.8/10 Exceptional! (699 reviews)
Very good hotel and nice welcome

Reviewed on Nov 24, 2025

Eastwind Windham

Eastwind Windham

2 out of 5
Price was $304, price is now $280 per person
$280
per person
Jan 27 - Jan 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)
18.4/10 Exceptional! (67 reviews)
Would absolutely stay here again. Place was clean, the amenities were great and the staff was the best!

Reviewed on Nov 24, 2025

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Discover the most popular places to visit in Pine Hill

Belleayre Beach

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.

Belleayre Beach

Pine Hill Community Center

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 Community Center

Pine Hill Hotel Deals

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
$153 nightly
The price is $165 total per night from Dec 2 to Dec 3
$165 total
Dec 2 - Dec 3
Total with taxes and fees
9.2/10 Wonderful! (810 reviews)
Easy and quick transaction

Reviewed on Nov 13, 2025

Hunter Lodge, a Bluebird by Lark
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296 Windham NY
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $170 total per night from Dec 14 to Dec 15
$170 total
Dec 14 - Dec 15
Total with taxes and fees
9.2/10 Wonderful! (705 reviews)
We enjoyed our stay which included our continental breakfasts, great coffee (machine offered several variations), pool, sauna fresh air and a quiet room. The room did lack clothes dressers or a place to put our clothes.

Reviewed on Nov 21, 2025

Hotel Vienna
Urban Cowboy Lodge

Urban Cowboy Lodge

5 out of 5
37 Alpine Rd Big Indian NY
$165 nightly
The price is $185 total per night from Dec 2 to Dec 3
$185 total
Dec 2 - Dec 3
Total with taxes and fees
9.2/10 Wonderful! (181 reviews)
I was not happy about the extra charges for "resort fees".

Reviewed on Nov 19, 2025

Urban Cowboy Lodge
See all 1,582 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 $220 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.