Shady Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Shady

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 3.976.240 ₫ per night from 29 Jul to 30 Jul
3.976.240 ₫
4.498.120 ₫ total
29 Jul - 30 Jul
includes taxes & fees
8.2/10 Very good! (937 reviews)
"I liked the property. Thought there could be more lights outside by dinner tables. Got to do something about the skunks that are near main lodge area patio rooms. Otherwise was a great experience hotel. Like how they had kitchen area and living room area in the one lodge area but rooms were small. ..."

Reviewed on 26 Jul 2026

Beekman Arms and Delamater Inn
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 3.738.008 ₫ per night from 10 Aug to 11 Aug
3.738.008 ₫
4.605.647 ₫ total
10 Aug - 11 Aug
includes taxes & fees
Hunter Lodge, a Bluebird by Lark
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 5.238.476 ₫ per night from 3 Aug to 4 Aug
5.238.476 ₫
6.794.752 ₫ total
3 Aug - 4 Aug
includes taxes & fees
9.6/10 Exceptional! (261 reviews)
"It was great!"

Reviewed on 26 Jul 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
See all 2,081 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 holiday package cost?
Perhaps less than you might think — from just , actually! By bundling flights, hotels and car rentals into your own customized holiday 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 holiday 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 holiday your way. We offer more than 550 partner airlines and 1null000null000 properties around the world, so that everyone has an opportunity to travel and live out those holiday 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 holiday?
Travellers 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 holiday. 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 organising 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 holiday 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 holiday package?
We totally understand — life sometimes gets in the way of your plans. If you've booked a Shady holiday 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.