Pine Plains Vacations

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Stay near popular Pine Plains attractions

Thompson Pond

8.0/10 (1 review)
This 15,000-year-old glacial kettle pond offers a peaceful 2.7-mile trail through diverse ecosystems. Bring binoculars to spot some of the 160 bird species that inhabit this National Natural Landmark.
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Pine Plains Hotel Deals

Inn at Pine Plains

Inn at Pine Plains

3.5 out of 5
3036 Church St. Pine Plains NY
$261 nightly
The price is $296 total per night from Jul 6 to Jul 7
$296 total
Jul 6 - Jul 7
Total with taxes and fees
Inn at Pine Plains
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
7.4/10 Good! (1,006 reviews)
"overall great place to stay easy and convenient"

Reviewed on Jun 30, 2026

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Best Western Plus Kingston Hotel And Conference Center
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
$202 nightly
The price is $226 total per night from Jul 9 to Jul 10
$226 total
Jul 9 - Jul 10
Total with taxes and fees
9/10 Wonderful! (520 reviews)
"Front deck is super nice!"

Reviewed on Jun 29, 2026

AutoCamp Catskills
See all 1,582 properties in Pine Plains
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 Plains Vacation Packages

Pine Plains Essential Information

Language
English
Currency
U.S dollars
Population
1,350
Top Sights
Millbrook Vineyards and Winery, Wings Castle and Old Rhinebeck Aerodrome

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Frequently asked questions

How much does a Pine Plains vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Pine Plains costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Pine Plains?
November, December and January are the best times to search for cheap Pine Plains vacation packages. Opting to travel in quieter periods means you can typically find lower prices on hotels and flights.
How many days is enough for Pine Plains?
The ideal duration of your Pine Plains vacation depends on what you'd like to do. Usually, a handful of days to a week will give you plenty of time to hit all the top attractions and explore some hidden treasures along the way.
How to find the best Pine Plains package deals?
Start your search for a Pine Plains package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Pine Plains package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Pine Plains adventure underway.
Is it cheaper to book a Pine Plains vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights separately. Better still, you can customize your Pine Plains escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Pine Plains?
Enjoy incredible bargains by reserving your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Pine Plains getaway.
Does Expedia offer Book Now, Pay Later Pine Plains vacation packages?
Set off on your perfect escape to Pine Plains with our Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until payday — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stay on budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.