Pine Plains Holidays

Book a Hotel + Flight or Car together to unlock savings

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! (287 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 3.427.477 ₫ per night from 3 Aug to 4 Aug
3.427.477 ₫
3.838.774 ₫ total
3 Aug - 4 Aug
includes taxes & fees
7.8/10 Good! (1,011 reviews)
"We had a great stay. Breakfast was a good with several options."

Reviewed on 15 Jul 2025

Best Western Plus Kingston Hotel And Conference Center
Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

2 out of 5
282 Cairo Junction Rd, Catskill, NY
The price is 4.417.660 ₫ per night from 29 Jul to 30 Jul
4.417.660 ₫
5.759.166 ₫ total
29 Jul - 30 Jul
includes taxes & fees
9.2/10 Wonderful! (36 reviews)
"Excelente experiencia, consejo importante descargar el mapa para que sea mas facil encontrar la cabaña asignada."

Reviewed on 21 Jul 2025

Postcard Cabins Eastern Catskills
See all 1,535 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.

Frequently asked questions

How much does a Pine Plains holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday 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?
You're likely to find lower rates and better availability in February, March and April. Browse our cheap Pine Plains holiday packages and you could get some great off-season deals.
How many days is enough for Pine Plains?
The ideal length for your Pine Plains holiday depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to check out all the leading attractions and discover 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 holiday as a package?
An Expedia holiday package could land you great savings when compared to booking accommodation and flights separately. Better still, you can customise 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 holiday 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.
How to plan a trip to Pine Plains?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred season and the available activities will also help you decide when to visit Pine Plains.
  2. Calculate your budget: Make sure you have enough money to cover everything from dining out and transportation to airfares and activities. Your hotel will probably be the largest expense during your trip to Pine Plains.
  3. Decide your trip length: Consider how much time you want to spend discovering Pine Plains. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customised Pine Plains holiday package.