Craryville Vacations from $447

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Your Craryville Vacation

When a getaway to the city is calling, answer it with a vacation package to Craryville. With all your travel needs worked out before you leave, all you have to do here is focus on having the time of your life. When the time comes to head out and see the sights, be sure to include Catamount Aerial Adventure Park and Taconic State Park on the itinerary for your trip to Craryville. Whatever your travel plans or budget, organizing a tailored Craryville vacation is easy with Expedia.

The Latest Craryville vacation packages

Price found within the past 48 hours. Click for updated prices.
Coldbrook Bed and Breakfast

Coldbrook Bed and Breakfast

4 out of 5
Save 100% on your flight
Price was $649, price is now $447 per person
$447
per person
Oct 9 - Oct 12
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
10/10 Exceptional! (7 reviews)
Superbly designed B&B where comfort is found in every detail - from the beds to the fire pit with s'mores kits to the breakfast choices. Amazing experience - the modern, fresh and inviting design of this B&B is nestled in the woods with views of the mountains. We spent a long weekend here, exploring the local towns and trails by day, happy to come home to this lovely B&B every evening. We'll be back!

Reviewed on Aug 4, 2025

AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Save 100% on your flight
Price was $927, price is now $599 per person
$599
per person
Oct 24 - Oct 29
found 3 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Hudson (HCC)
9/10 Wonderful! (409 reviews)
It was good expensive overall, but they can do better

Reviewed on Aug 7, 2025

The Hidden Inn

The Hidden Inn

4 out of 5
Save 100% on your flight
Price was $722, price is now $479 per person
$479
per person
Oct 24 - Oct 29
found 3 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Hudson (HCC)
9.4/10 Exceptional! (37 reviews)
Great restaurant right downstairs. Quiet little town. Will be going back.

Reviewed on Aug 13, 2025

Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Save 100% on your flight
Price was $710, price is now $492 per person
$492
per person
Oct 24 - Oct 29
found 3 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Hudson (HCC)
9.2/10 Wonderful! (259 reviews)
Great place to rest and relax if this is what you want to do. I would highly recommend. They have great facilities at the hotel the hot tub and steam room was a hit for us. The property is very quiet and serene.

Reviewed on Aug 19, 2025

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
Save 100% on your flight
Price was $1,295, price is now $924 per person
$924
per person
Oct 25 - Oct 29
found 3 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Hudson (HCC)
9.4/10 Exceptional! (164 reviews)
Loved everything about it, especially large deck with view of waterfall. Interiors were beautiful and contemporary in a very convenient and comfortable way. No negatives.

Reviewed on Aug 18, 2025

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Craryville Hotel Deals

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging

3.5 out of 5
880 NY State Route 82, Hudson Valley, Craryville, NY
$175 nightly
The price is $196 total per night from Aug 21 to Aug 22
$196 total
Aug 21 - Aug 22
Total includes taxes and fees
10/10 Exceptional! (102 reviews)
"I love my stay! Really welcome I ever clean and beautiful! Muffins belisiosos!"

Reviewed on Jul 18, 2025

Changing Times Boutique Country Lodging
Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

2 out of 5
282 Cairo Junction Rd, Catskill, NY
$204 nightly
The price is $220 total per night from Aug 21 to Aug 22
$220 total
Aug 21 - Aug 22
Total includes taxes and fees
9.4/10 Exceptional! (59 reviews)
"It was just really nice. Cute little (and I do mean little) modern trailer/cabins. Nicely appointed. Good lighting. . We’ll be back."

Reviewed on Aug 18, 2025

Postcard Cabins Eastern Catskills
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
$93 nightly
The price is $104 total per night from Sep 2 to Sep 3
$104 total
Sep 2 - Sep 3
Total includes taxes and fees
8.2/10 Very Good! (1,001 reviews)
"nice place"

Reviewed on Aug 18, 2025

Quality Inn
See all 1,718 properties in Craryville
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.

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Frequently asked questions

How much does a Craryville vacation package cost?
Offering great value package deals from $447 on Expedia, you'll be surprised at how little a vacation to Craryville costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Craryville?
If you're looking to book a cheap Craryville vacation package, consider traveling in January, February and September. You're likely to find better prices on flights and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Craryville?
With a well-organized schedule, you can easily tick off the main Craryville attractions in a handful of days. But if you prefer to venture off the beaten track or go on day tours, consider booking your Craryville vacation for longer.
How to find the best Craryville package deals?
Use Expedia's filters to find some fabulous Craryville package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Craryville package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Craryville vacation as a package?
You can enjoy significant savings on your next Craryville getaway by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best hotel and flight prices. 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 Craryville?
Land incredible discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Craryville getaway.
Does Expedia offer Book Now, Pay Later Craryville vacation packages?
Jet off on your ideal getaway to Craryville with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait for the next payday — we've partnered with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stay on budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.