Pine Plains Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together

    Save up to £335 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Packages with flights are ATOL protected

Pine Plains Essential Information

Language
English
Currency
U.S dollars
Population
1,350
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Millbrook Vineyards and Winery, Wings Castle and Old Rhinebeck Aerodrome

Top hotels in Pine Plains

Inn at Pine Plains

Inn at Pine Plains

3.5 out of 5
3036 Church St., Pine Plains, NY
9.8/10 Exceptional! (288 reviews)
"It's a beautiful property! The staff did an excellent job making our stay perfect. Our rooms were lovely. Breakfast was delicious. Thanks for making our stay a wonderful experience."

Reviewed on 20 Jun 2025

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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
The price is £109 per night from 17 Aug to 18 Aug
£109
17 Aug - 18 Aug
includes taxes & fees
7.8/10 Good! (1,006 reviews)
"Other than the arcade being a joke and taking our money while literally 2 games worked, we had a nice stay. Chose the hotel for pool and arcade, so slightly disappointed. Pool was nice, clean and warm. We had it to ourselves which was nice. Front desk staff was extremely friendly and helpful."

Reviewed on 8 Aug 2025

Best Western Plus Kingston Hotel And Conference Center
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

2.5 out of 5
4142 Albany Post Rd, Hyde Park, NY
Fully refundableReserve now, pay when you stay
The price is £67 per night from 7 Sept to 8 Sept
£67
7 Sept - 8 Sept
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"Great"

Reviewed on 7 Aug 2025

Quality Inn Hyde Park Poughkeepsie North
See all 1,545 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Pine Plains travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Pine Plains from just . And the more you bundle, the more you save. Your dream holiday has never been more affordable.
If I'm not able to travel, can I cancel my Pine Plains travel package?
Because we understand life can be unpredictable, the answer is yes. To find out more, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may charge a fee if your booking is older than that.
How do I get a cheap travel package to Pine Plains?
Our Pine Plains travel packages offer plenty of savings for the savvy wanderer. For the best deals, simply combine your hotel, flights and activities into a neat and tidy package. But great bargains are only the start of your next memorable adventure. When you book with Expedia, you'll have more than 550 air carriers and 1,000,000 hotels around the world to pick from. Whatever your budget, there's a travel package with your name on it.
Does Expedia offer Book Now, Pay Later Pine Plains holidays?
Yes, we do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in instalments. Simply click on the payment plan that suits best during the checkout process and take the stress out of budgeting for your trip. Don't forget to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that suit all types of budgets, so you can book that well-deserved holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan from Klarna.

Where should I stay in Pine Plains?
A getaway in Pine Plains wouldn't be complete without a visit to Thompson Pond. Why not book a hotel within walking distance of this fantastic tourist attraction?
What are the top hotels in Pine Plains?
Secure a room at HYATT house Fishkill/Poughkeepsie. It's one of this neighbourhood's most in-demand hotels. Another great option in Pine Plains is Hyatt Place Poughkeepsie.
How far in advance should I book my Pine Plains holiday?
Get rewarded with the biggest variety at the cheapest prices by booking your trip to Pine Plains early. Air carriers tend to advertise tickets anywhere up to 12 months before departure, so start your planning as soon as possible. Having said that, Expedia is constantly working to give you the best bargains around, so it's never a bad time to book your dream holiday!
What does an Expedia Pine Plains travel package include?
From airfares and hotels to rental cars, Expedia can help you put together a Pine Plains package that's right for you. Heading away for a week or longer? Check out a hotel, flight and rental car bundle. If you're taking a quick break, a hotel and flight deal may suit you better. Experiences can also be added after you've booked. Our travel packages make it simple to save and plan.
What should I know before booking a Pine Plains travel package?
You'll land great savings when you bundle your hotels, flights and rental cars into a package. Not only that, booking everything in one spot will make your trip planning easier. So why waste money or time? Whether you're organising a luxury city stay with your love or a low-cost family road trip, have a look at our travel packages today.
Can I choose my airline with a Pine Plains Expedia travel package?
You certainly can. We offer more than 550 airline partners globally, so choose the carrier that best fits your travel preferences.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.