Shady Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Ready to book your vacation to Shady?

 

Choose your dates

Shady Hotel Deals

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Dec 6 to Dec 7
CA $168
CA $212 total
Dec 6 - Dec 7
includes taxes & fees
Hunter Lodge, a Bluebird by Lark
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Nov 9 to Nov 10
CA $150
CA $169 total
Nov 9 - Nov 10
includes taxes & fees
Beekman Arms and Delamater Inn
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
282 Cairo Junction Rd Catskill NY
The price is CA $225 per night from Dec 6 to Dec 7
CA $225
CA $304 total
Dec 6 - Dec 7
includes taxes & fees
9.6/10 Exceptional! (338 reviews)
"good"

Reviewed on Nov 5, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
See all 2,050 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.