Callicoon Center Vacations from $256

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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

The Latest Callicoon Center vacation packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

2.5 out of 5
Price was $310, price is now $256 per person
$256
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
8/10 Very Good! (1,001 reviews)
After being switched from a room with a wet carpet, our new room was clean, spacious and the bed very comfortable. The breakfast was a nice added touch.

Reviewed on Feb 1, 2026

Buttermilk Falls Inn

Buttermilk Falls Inn

3 out of 5
Price was $1,086, price is now $831 per person
$831
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
9.4/10 Exceptional! (38 reviews)
Room was cozy, nice winter wonderland feel with a fireplace. Recommendations: refill the hot water for afternoon tea from 3-6pm. Otherwise, it's lukewarm from sitting out since breakfast service. Also, the toaster setting burns thin-sliced bread. The sign asks guests not to adjust the setting, but something needs to be adjusted. Loved the animals, looking forward to visiting again maybe when the spa renovations are done.

Reviewed on Dec 11, 2025

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Price was $378, price is now $307 per person
$307
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
7.2/10 Good! (679 reviews)
The room was clean and staff was very helpful and professional.

Reviewed on Jan 28, 2026

Beekman Arms Hotel

Beekman Arms Hotel

3.5 out of 5
Rhinebeck Village
Price was $612, price is now $504 per person
$504
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
8.4/10 Very Good! (785 reviews)
Excellent & helpful staff. Beautiful historic Inn. Enjoyed time in The Tavern. Outstanding food of the highest order. Due to snow storm we have had to stay 2 extra nights which was kindly facilitated by the management.

Reviewed on Jan 25, 2026

The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn

3 out of 5
Rhinebeck Village
Price was $893, price is now $737 per person
$737
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
9.2/10 Wonderful! (114 reviews)
Bed was very comfortable, lovely huge tub, warm delicious homemade croissants every morning. Kind and helpful proprietors.

Reviewed on Oct 29, 2025

Don't see what you're looking for?
See all available trips from Columbus to Callicoon Center
View all trips

Callicoon Center Hotel Deals

Callicoon Hills

Callicoon Hills

2.5 out of 5
1 Hills Resort Rd Callicoon Center NY
9/10 Wonderful! (151 reviews)
Great room and resort grounds, coffee shop is lovely. No TVs in some of the rooms and the bathroom is super small. But otherwise a fantastic spot. Firepits and SMORES!

Reviewed on Nov 17, 2025

Get rates
Callicoon Hills
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $283 total per night from Feb 5 to Feb 6
$283 total
Feb 5 - Feb 6
Total with taxes and fees
8/10 Very Good! (1,934 reviews)
Yes

Reviewed on Jan 28, 2026

The Kartrite Resort & Indoor Waterpark
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $199 total per night from Feb 10 to Feb 11
$199 total
Feb 10 - Feb 11
Total with taxes and fees
8.6/10 Excellent! (1,115 reviews)
Staff was great

Reviewed on Jan 27, 2026

Resorts World Catskills Casino
See all 824 properties in Callicoon Center
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 Callicoon Center Vacation Packages

Callicoon Center Essential Information

Language
English
Currency
U.S dollars
Top Sights
Lake Superior State Park, Bethel Woods and Lake Superior

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Callicoon Center vacation package cost?
Offering great value package deals from $256 on Expedia, you'll be pleasantly surprised at how much a vacation to Callicoon Center costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Callicoon Center?
You can typically find reduced prices and greater availability in January, March and December. Check out our cheap Callicoon Center vacation packages and you could get some excellent off-season deals.
How many days is enough for Callicoon Center?
With a well-organized schedule, you can easily hit the main Callicoon Center sights in a handful of days. But if you want to venture off the beaten track or go on day trips, consider booking your Callicoon Center vacation for longer.
How to find the best Callicoon Center package deals?
Finding a cheap Callicoon Center package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most affordable Callicoon Center package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Callicoon Center vacation as a package?
You can enjoy significant savings on your next Callicoon Center retreat by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best airfares and hotel prices. Bundle everything into a neat 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 Callicoon Center?
If you've got your Callicoon Center travel dates confirmed, book as soon as you can to grab some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
Does Expedia offer Book Now, Pay Later Callicoon Center vacation packages?
If you're anything like us, you love going away but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Callicoon Center vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.