Shandaken Vacations from $691

Book a Hotel + Flight or Car together to unlock savings

Your Shandaken Vacation

Memorable adventures await when you reserve a vacation package to Shandaken. Whether you're a foodie, art enthusiast or just a traveler who loves discovering new places, there's something for everyone in this vibrant city. Love to explore your new surroundings? Belleayre Beach at Pine Hill Lake, Slide Mountain and Pine Hill Community Center are just three of the leading places to visit during a trip to Shandaken. A few quick clicks is all it takes to put together the ideal Shandaken vacation on Expedia.

The Latest Shandaken vacation packages

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

Creekside Inn

2.5 out of 5
Price was $1,509, price is now $691 per person
$691
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,004 reviews)
Room was clean, spacious with a wonderful canal view.

Reviewed on Jan 27, 2026

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $1,814, price is now $765 per person
$765
per person
Apr 9 - Apr 15
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Prime location within walking distance to all the hot spots. Included are 2 beach chairs with towels per day. Philip at the concierge received us warmly…checking us in early and giving us great recommendations. Room was a great size, A/C, with bathroom amenities. Overall, totally recommend.

Reviewed on Jan 31, 2026

Solé Miami, A Noble House Resort

Solé Miami, A Noble House Resort

4 out of 5
Ocean Four
Price was $1,566, price is now $718 per person
$718
per person
Apr 9 - Apr 15
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,935 reviews)
Location, the view from the room and how clean it was. Staff very friendly

Reviewed on Feb 4, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $24,360, price is now $11,328 per person
$11,328
per person
Apr 9 - Apr 15
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

4.5 out of 5
Hollywood
Price was $2,714, price is now $1,272 per person
$1,272
per person
Apr 13 - Apr 20
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Los Angeles (LAX)
9.2/10 Wonderful! (80 reviews)
We loved our stay here! Having an apartment was home away from home. Quiet neighborhood, close to everything. Comfy beds are hard to find and i was very pleased. Host was quick to respond.

Reviewed on Jan 23, 2026

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Shandaken Hotel Deals

Catskill Seasons Inn

Catskill Seasons Inn

2.5 out of 5
178 Route 42 Shandaken NY
$149 nightly
The price is $167 total per night from Feb 5 to Feb 6
$167 total
Feb 5 - Feb 6
Total with taxes and fees
8/10 Very Good! (249 reviews)
Wonderful Place. Close to skiing. Very responsive.

Reviewed on Jan 11, 2026

Catskill Seasons Inn
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
$164 nightly
The price is $177 total per night from Mar 4 to Mar 5
$177 total
Mar 4 - Mar 5
Total with taxes and fees
9/10 Wonderful! (857 reviews)
The room was very clean and spacious, and the bathroom looked newly renovated. The decor had a country/ mountain vibe. A little dark, but got a good night sleep on the comfortable mattress and pillows. Appreciated the amenities like coffee station in the front and fireplace with area to hang ...

Reviewed on Feb 1, 2026

Hunter Lodge, a Bluebird by Lark
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296 Windham NY
$149 nightly
The price is $161 total per night from Feb 22 to Feb 23
$161 total
Feb 22 - Feb 23
Total with taxes and fees
9.2/10 Wonderful! (749 reviews)
We love this hotel. We come back every year. It is clean, friendly, good breakfast, extraordinary baking goods and various coffee from the coffee machine. They also offered free hot wine, very thoughtful after a day on the slopes. On the critical side I would note small towels, a bit too firm mattress, ...

Reviewed on Jan 28, 2026

Hotel Vienna
See all 2,068 properties in Shandaken
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.

Find the Best Shandaken Vacation Packages

Shandaken Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Belleayre Mountain Ski Center, Belleayre Beach at Pine Hill Lake and Mount Tremper Arts

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Frequently asked questions

How much does a Shandaken vacation package cost?
Offering excellent value package deals from $691 on Expedia, you'll be thrilled with how little a vacation to Shandaken costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Shandaken?
If you're hoping to book a cheap Shandaken vacation package, consider traveling in April, November and December. You'll usually find better prices on hotels and airfares during these months — ideal for a budget-friendly getaway.
How many days is enough for Shandaken?
Typically, a handful of days is enough to check out the top sights during your Shandaken vacation. But if you'd like to have time to relax or go on day tours, think about extending your itinerary.
How to find the best Shandaken package deals?
Finding a cheap Shandaken package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can tailor your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most economical Shandaken package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Shandaken vacation as a package?
You can enjoy significant savings on your Shandaken getaway by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Shandaken?
If you have your Shandaken vacation dates locked in, book early to snap up some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Shandaken vacation packages?
Your Shandaken break should be an escape from your busy life, not a reason for money worries. So to allow you extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

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