Sullivan County Vacation Packages

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Your Sullivan County Vacation

Head off on your next epic adventure with a Sullivan County vacation package, and leave relaxed knowing all the details are organized. And with the ability to customize your getaway, it'll be one to remember. A trip to Sullivan County wouldn't be complete without getting to some of its most well-known cities, starting with Monticello. Some of the most popular attractions here include Resorts World Catskills and Forestburgh Playhouse. Callicoon is another favourite city with Sullivan County travellers. Visitors to this exciting destination enjoy Hunter Lake and Callicoon Town Hall. Whether you plan to travel for a couple of days or a couple of weeks, Expedia are here to help you organize your next Sullivan County vacation.

Top vacation destinations in Sullivan County

A wooden covered bridge with a 6'6" clearance and a 3-ton weight limit.
FlightsFlightsHotelsHotels

Roscoe

Roscoe

Top Sullivan County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $1,722, price is now CA $1,010 per person
CA $1,010
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

LGA AIRPORT

LGA AIRPORT

2 out of 5
Queens
Price was CA $5,106, price is now CA $3,089 per person
CA $3,089
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
10/10 Exceptional! (2 reviews)
The best airbnb Ive stayed at in New York with the best price for our family of 6. The place was so clean, amenities looked brand new. It had a homey feel to it, my kids didnt want to leave. We will definently be booking again in the future.

Reviewed on Dec 24, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,263, price is now CA $1,404 per person
CA $1,404
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
The bar cafe in the lobby was amazing! Quick check in, clean property and very spacious rooms for this price point in NYC

Reviewed on Nov 13, 2026

The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,122, price is now CA $1,343 per person
CA $1,343
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,006 reviews)

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Price was CA $3,260, price is now CA $2,144 per person
CA $2,144
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
9.2/10 Wonderful! (673 reviews)
I had another wonderful stay. This is one of my favourite places to stay whenever I’m in town. The location is fantastic, and the views are some of the best in the city. The staff are always friendly, courteous, and happy to accommodate requests. I enjoyed the restaurant more on previous visits, and there are plenty of excellent dining options within walking distance. I’d happily stay here again.

Reviewed on Nov 13, 2026

Sullivan County Hotel Deals

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
The price is CA $163 per night from Nov 15 to Nov 16
CA $163
CA $286 total
Nov 15 - Nov 16
includes taxes & fees
8.2/10 Very good! (2,488 reviews)
"No hay muchas opciones de comida pero todo bueno"

Reviewed on Nov 13, 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
The price is CA $218 per night from Dec 14 to Dec 15
CA $218
CA $282 total
Dec 14 - Dec 15
includes taxes & fees
8.8/10 Excellent! (1,295 reviews)
"Very Clean and Beautiful Place. Staff was Great . Highly Recommend !"

Reviewed on Nov 13, 2026

Resorts World Catskills Casino
Cozy cottage by the river in Catskill

Cozy cottage by the river in Catskill

Livingston Manor NY
9.8/10 Exceptional! (37 reviews)
"The whole cottage is fully stocked, just bring your toothbrush and you're all set."

Reviewed on Nov 12, 2026

Get rates
Cozy cottage by the river in Catskill
See all 866 properties in Sullivan County
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 Sullivan County vacation package cost?
Custom make your Sullivan County vacation package from an affordable CA $1,010. Choose from any combination of rental cars, flights and hotels to pull together the getaway you've been dreaming of. Remember to add on a few experiences or tours!
How do I get a cheap travel package to Sullivan County?
Booking a hotel and flight together with Expedia won't just save precious time — it'll save you a pretty penny too. A Sullivan County vacation package makes it easy to organize the ideal trip. With more than 550 airlines worldwide to select from, finding convenient flights that fit your schedule won't be a hassle. On top of that, we have over 1,000,000 hotels globally to select from. Now that's what you call choice. No matter who you are, Expedia can show you the world.
What are the top hotels in Sullivan County?
Take a look at Days Inn by Wyndham Liberty and The Kartrite Resort & Indoor Waterpark. They're top picks for many travelers headed to Town of Thompson. If Livingston Manor features in your travel plans, Resorts World Catskills Casino and Best Western Monticello are both cozy options.
How far in advance should I book my Sullivan County vacation?
It's hard to pick the perfect time for airfares, but we usually say the earlier, the better. Most international flights on Expedia become available up to a year in advance. If you can't book early, don't worry. Budget prices occasionally appear just weeks before departure dates.
What does an Expedia Sullivan County travel package include?
Travel packages include hotels, rental cars and flights, but you can combine any of them to create your dream Sullivan County getaway. You can also add on a few activities and tours once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll enjoy deals you won't find elsewhere.
Can I choose my airline with a Sullivan County Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You're the boss! We have access to more than 550 partner airlines around the world, so you have options galore when creating your Sullivan County getaway.
If I'm not able to travel, can I cancel my Sullivan County vacation package?
It's hard to predict what the future holds, so it's good to know that you can cancel or change your Sullivan County vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.

Stay near popular Sullivan County attractions

Woodstock Monument

9.4/10 (331 reviews)
Learn about the local history of Bethel when you spend time at Woodstock Monument. Stroll along the riverfront or experience the theater scene in this trendy area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.