Shady Trips (flight + hotel)

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    Better together
    Save up to P 3,118 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
    Plan, book, and manage your trip all in one place

Top hotels in Shady

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 P7,376 per night from Jul 13 to Jul 14
P7,376
P8,261 total
Jul 13 - Jul 14
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"Good"

Reviewed on Jul 2, 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
8.2/10 Very Good! (721 reviews)
"Nice old inn and good breakfast"

Reviewed on Jun 19, 2025

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Beekman Arms Hotel
Super 8 by Wyndham Kingston
Super 8 by Wyndham Kingston
2.5 out of 5
487 Washington Ave, Kingston, NY
Fully refundableReserve now, pay when you stay
The price is P4,734 per night from Jul 14 to Jul 15
P4,734
P5,302 total
Jul 14 - Jul 15
includes taxes & fees
6.2/10 (1,001 reviews)
"The floor in the room above is SQUEAKY. Everything else was great"

Reviewed on Jul 3, 2025

Super 8 by Wyndham Kingston
See all 1,999 properties in Shady
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 Shady vacation package cost?
Perhaps less than you might think --- from just , actually! By bundling flights, hotels and car rentals into your own customized vacation package, your Shady escape is just a few clicks away.
How do I get a cheap travel package to Shady?
Simply by bundling. Hotels, rental cars and flights --- combine whatever you need into a Shady vacation package to save a ton of cash. Score even more discounts when you add extras such as sightseeing tours to your booking. But that's not the only impressive part. You have the freedom to tailor your vacation your way. We offer more than 550 partner airlines and 1,000,000 properties around the world, so that everyone has an opportunity to travel and live out those vacation dreams.
Where should I stay in Shady?
With loads to explore in Shady, it's a good idea to book a room in a hotel close to its attractions. Overlook Mountain Trailhead, Karma Triyana Dharmachakra Monastery and Woodstock Music Shop are some good ones to put on your itinerary.
How far in advance should I book my Shady vacation?
Travelers can normally browse international airfares on Expedia up to 12 months prior to departure. Booking late? With a bit of luck, it's still possible to purchase a cheaper ticket only weeks before your journey.
What does an Expedia Shady travel package include?
Packages include flights, rental cars and hotels, but you can combine any of them to create your ideal Shady vacation. You can also add on a few tours and activities once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll score discounts you won't find elsewhere.
What should I know before booking a Shady travel package?
When you book your flights, hotels and car rentals together, you'll nab fantastic discounts. Whether you're organizing an island getaway in a villa or would rather stay in a convenient hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Shady Expedia vacation package?
Yes --- that's one of the best things about an Expedia package. You get to decide. We have access to more than 550 partner airlines all over the world, so you have options galore when creating your Shady adventure.
If I'm not able to travel, can I cancel my Shady vacation package?
We totally understand --- life sometimes gets in the way of your plans. If you've booked a Shady vacation package and need to change or cancel it, we're here to help. We suggest browsing our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to cancel or change your itinerary free of charge. If it's more than 24 hours, your hotel, airline or car rental company may impose a fee.

Popular places to visit

Byrdcliffe Barn

Byrdcliffe Barn is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's forest or experience its art scene.

Byrdcliffe Barn

Colony

You can get tickets for a performance at Colony during your stay in Woodstock. Amble around this relaxing area's forest or experience its art scene.

Colony

The Comeau Property

Explore the great outdoors at The Comeau Property, a lovely green space in Woodstock. Amble around this relaxing area's forest or experience its art scene.

The Comeau Property

Things to do

Self-Guided Audio Driving Tour in Catskills Scenic Byway

Self-Guided Audio Driving Tour in Catskills Scenic Byway

P955
per traveler
Self-Guided Audio Driving Tour in Catskills Scenic Byway
We have 50 animals here at Napping House Farm. These include horses, donkeys, chickens, pigs, geese, emus, and goats!

Meet Our Rescue Animals: Private Tour of A Family-Run Farm

P5,478
per traveler
100% of travellers recommend
Meet Our Rescue Animals: Private Tour of A Family-Run Farm
See all activities in Woodstock
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.