Name: Hotel Vienna
Price range: $120 total
Rating: 9.2

Your Shady Vacation

Make planning your travels easier by reserving a vacation package to Shady. Let us take care of the minutiae, so you can focus on enjoying everything this neighborhood can offer. Want to explore the sights during your trip to Shady? Pencil in a visit to nearby attractions such as Overlook Mountain Trailhead, Woodstock Music Shop and Karma Triyana Dharmachakra Monastery. No matter what your ideal Shady vacation looks like, you can make it a reality with Expedia.

The Latest Shady Vacation Packages

Price found within the past 48 hours. Click for updated prices.

The Hidden Inn

$277

per person

Nov 14 - Nov 16

found 17 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Hudson (HCC)

9/10 Wonderful! (44 reviews)

Very charming and comfortable! Would happily stay here again and definitely recommend!

Reviewed on Sep 28, 2025

AutoCamp Catskills

Save 100% on your flight

$377

per person

Nov 14 - Nov 16

found 17 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Hudson (HCC)

9/10 Wonderful! (417 reviews)

We enjoyed an overnight stay at this Air Stream when we visited Kaaterskill Falls for our anniversary. Clean & spacious bathroom, nice to be able to take a hot shower after a full day hike. Kitchenette well equipped with mini fridge, microwave, electric kettle & dinnerware & utensils. Private picnic table & fire pit outside for campfire & cooking but you have to buy the firewood which wasn’t included in the resort fee. Had dinner at the clubhouse kitchen, burger was delicious. In the morning hiked the trail around the campground, very peaceful & quiet. Overall we had a memorable stay.

Reviewed on Oct 4, 2025

Modern Catskills Escape w/ Open Living, Steam Shower, Fireplace & Hot Tub w/ Mountain Views, Minutes From Woodstock & Trails Suncliff Vista

Save 100% on your flight

$672

per person

Nov 14 - Nov 16

found 17 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Hudson (HCC)

No reviews

Woodstock Way Hotel

Save 100% on your flight

$642

per person

Nov 14 - Nov 16

found 17 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Hudson (HCC)

9.6/10 Exceptional! (180 reviews)

I loved the Tannery Brook suites is the way go.

Reviewed on Oct 3, 2025

Overlook Hotel

$308

per person

Nov 14 - Nov 16

found 17 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Hudson (HCC)

8.4/10 Very Good! (10 reviews)

newly renovated with modern room amenities. Unfortunately the tv stopped working in the morning

Reviewed on Sep 20, 2025

Shady Hotel Deals

Best Western Plus Kingston Hotel And Conference Center

503 Washington Ave, Kingston, NY

$122 nightly

$137 total

Oct 13 - Oct 14

Total with taxes and fees

7.6/10 Good! (1,001 reviews)

"The lady at the front desk was very nice and let me check in early. I was so thankful because I had driven all night to get there."

Reviewed on Oct 1, 2025

Hunter Lodge, a Bluebird by Lark

7433 Main St, Hunter, NY

Fully refundableReserve now, pay when you stay

$151 nightly

$163 total

Nov 3 - Nov 4

Total with taxes and fees

9.2/10 Wonderful! (774 reviews)

"Very nice and relaxing."

Reviewed on Oct 1, 2025

Hotel Vienna

107 State Route 296, Windham, NY

Fully refundableReserve now, pay when you stay

$111 nightly

$120 total

Nov 2 - Nov 3

Total with taxes and fees

9.2/10 Wonderful! (657 reviews)

"Great, clean hotel"

Reviewed on Oct 3, 2025

See all 2,016 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.