Deals on vacations and trips to Pine Hill

Save when you book Pine Hill package deals

Choose two or more items and save on your trip:

Pine Hill flight + hotel vacation packages

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

Hotel Vienna

2.5 out of 5
Price was $1,023, price is now $802 per person
$802
per person
Feb 24 - Mar 3
found 6 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Hudson (HCC)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. There's an indoor pool on site, and a terrace and a garden are also provided.
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Save 100% on your flight
Price was $1,244, price is now $902 per person
$902
per person
Feb 24 - Mar 3
found 6 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Hudson (HCC)
A restaurant and a bar/lounge are featured at this holiday park. Guests will appreciate free perks like free self parking and WiFi in public areas. A grocery/convenience store, a lobby fireplace, and a communal living room are also on offer.
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Price was $1,212, price is now $920 per person
$920
per person
Feb 24 - Mar 3
found 6 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Hudson (HCC)
This smoke-free hotel features 2 hot tubs, an outdoor pool, and a restaurant. Enjoy the sauna and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
Save 100% on your flight
Price was $1,672, price is now $1,289 per person
$1,289
per person
Feb 24 - Mar 3
found 6 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Hudson (HCC)
A bar/lounge and a coffee shop are featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and a snack bar/deli are also on offer.
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Save 100% on your flight
Price was $1,602, price is now $1,277 per person
$1,277
per person
Feb 24 - Mar 3
found 6 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Hudson (HCC)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a lobby fireplace, and a communal living room are also on offer.

Top Pine Hill hotels deals

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $183 total per night
$183 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A lobby fireplace, a communal living room, and a library are also on offer.
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296 Windham NY
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $161 total per night
$161 total
Dec 16 - Dec 17
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. There's an indoor pool on site, and a terrace and a garden are also provided.
Pool
Breakfast included
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
61 LIFTSIDE DR Hunter NY
$218 nightly
The price is $235 total per night
$235 total
Dec 16 - Dec 17
Total with taxes and fees
This smoke-free hotel features 2 hot tubs, an outdoor pool, and a restaurant. Enjoy the sauna and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Urban Cowboy Lodge

Urban Cowboy Lodge

5 out of 5
37 Alpine Rd Big Indian NY
$129 nightly
The price is $144 total per night
$144 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This lodge features a restaurant, a sauna, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli, a lobby fireplace, and a communal living room are also on offer.
Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
10 Waterfall Way Woodstock NY
$249 nightly
The price is $274 total per night
$274 total
Dec 16 - Dec 17
Total with taxes and fees
A bar/lounge and a coffee shop are featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and a snack bar/deli are also on offer.
Spa
Pet friendly
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23 Windham NY
$199 nightly
The price is $215 total per night
$215 total
Dec 16 - Dec 17
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A bar/lounge is also provided.
Don't see what you're looking for?
See all available properties in Pine Hill
View all properties
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.

Popular places to visit

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

4/5(4 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 Community Center

Frequently asked questions

How much are vacation packages to Pine Hill?
With a Travelocity vacation package, you can live it up in Pine Hill from just $802. Hotels, adventures and flights — we have it all. You're bound to save loads just by bundling together your bookings. With everything taken care of before you even set off, you can sit back, relax and not worry about a thing.
How long should my Pine Hill vacation be?
An average of 2 nights is how long most travelers spend discovering Pine Hill. Wondering whether that'll be sufficient time to get to all the things on your travel itinerary? Stay a few extra nights so you won't miss a thing.
Where can I get the best vacation package deals for Pine Hill?
Travelocity can help you lock in a Pine Hill package deal. With as many as 400 air carriers and 1,000,000 properties worldwide, we're sure you'll find the perfect mix.
Why should I purchase my Pine Hill vacation bundle via Travelocity?
Because we believe in creating stress-free travel experiences. From hotels and flights to car rentals and activities, our packages make traveling a breeze. Our customer support is available 24/7 to make sure you're being well taken care of. We also have a Price Match Guarantee, so you can secure your trip knowing you've scored the best deal around.
Can I save on my Pine Hill car rental if I bundle it with a hotel or flight?
Combining your car, flight and hotel into a Pine Hill vacation package is the easiest way to land the best deal. Plus, having your own rental car gives you total freedom to find your way to all the landmarks you want to see. Located 100 mi from Pine Hill, Times Square is one place that should have a place on your itinerary. Load up the car and make a day trip of it.
What is the best time of year to go to Pine Hill?
Consider visiting in November, December and January to experience this place at its most exciting. While they are undoubtedly the busiest months, the buzzing energy that comes with the tourist season is difficult to resist. If you're chasing a more chilled pace, May, June and August may be more your style. Don't want to pay a fortune for somewhere to stay? Try to avoid booking a room in , when prices usually soar. Look for someplace cheap and cozy in instead.
Which airport is best for Pine Hill?
Albany Intl. Airport (ALB) is where many travelers touch down. It's located 55 mi northeast from downtown Pine Hill. You can also check out the deals to Stewart Intl. Airport (SWF), which is 50 mi away from central Pine Hill.
What is there to do in Pine Hill?
There is a certain kind of magic as you roam the streets of Pine Hill. Belleayre Beach at Pine Hill Lake and Pine Hill Community Center are just a couple of renowned sights that make this city so special, so add them to your must-see list.
Where should I stay when visiting Pine Hill?
Many travelers opt to spend their nights at the Colonial inn. It's a great base for your Pine Hill escape.

Photos of local treasures

Browse Pine Hill vacation photos for more inspiration