Pine Plains Vacations

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Discover the most popular places to visit in Pine Plains

Thompson Pond

Commune with nature and explore the great outdoors at Thompson Pond during your travels in Pine Plains. Wander the lakeside in this relaxing area.

Thompson Pond

Pine Plains Hotel Deals

Inn at Pine Plains

Inn at Pine Plains

3.5 out of 5
3036 Church St., Pine Plains, NY
$275 nightly
The price is $311 total per night from Nov 16 to Nov 17
$311 total
Nov 16 - Nov 17
Total with taxes and fees
9.8/10 Exceptional! (298 reviews)
Very nice spacious room and a good value.

Reviewed on Oct 25, 2025

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
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $118 total per night from Dec 1 to Dec 2
$118 total
Dec 1 - Dec 2
Total with taxes and fees
7.6/10 Good! (1,002 reviews)
Room was clean and comfortable.

Reviewed on Nov 3, 2025

Best Western Plus Kingston Hotel And Conference Center
Beekman Arms Hotel

Beekman Arms Hotel

3.5 out of 5
6387 MILL ST, Rhinebeck, NY
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $177 total per night from Dec 12 to Dec 13
$177 total
Dec 12 - Dec 13
Total with taxes and fees
8.2/10 Very Good! (784 reviews)
Room was a great size, comfortable beds and pillows, roomy bathroom. It was quiet. Only problem, heat very high at night. Staff was very pleasant and helpful. Breakfast was mediocre, a distance to walk from the Inn location to the office facility where breakfast was held. Breakfast needs a rethinking ...

Reviewed on Nov 13, 2025

Beekman Arms Hotel
See all 1,531 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.