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 lush green golf course with a lake and trees in the background.
FlightsFlightsHotelsHotels

Roscoe

Roscoe

Top Sullivan County Vacation Deals

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

Hotel St. James

3 out of 5
Manhattan
Price was CA $1,842, price is now CA $1,178 per person
CA $1,178
per person
Sep 3 - Sep 7
found 4 hours ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $6,100, price is now CA $3,790 per person
CA $3,790
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
Nicely designed hotel with beautiful views. Staff was very nice but service was generally slow.

Reviewed on Jun 28, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,423, price is now CA $1,533 per person
CA $1,533
per person
Sep 3 - Sep 7
found 4 hours ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,632 reviews)
The hotel is the heart of Times Square. The breakfast was fine. Due to heavy rush during holiday season.

Reviewed on Jun 30, 2026

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $3,055, price is now CA $1,935 per person
CA $1,935
per person
Aug 3 - Aug 8
found 5 hours ago
Roundtrip flight included
Toronto (YTZ) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
We usually stay at the Ritz but prices were up overall due to the World Cup so we tried this property. It was fantastic and we may have found a new favorite.

Reviewed on Jun 15, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,445, price is now CA $1,549 per person
CA $1,549
per person
Sep 3 - Sep 7
found 4 hours ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,099 reviews)
Excellent service snd breakfast

Reviewed on Jun 30, 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
Fully refundableReserve now, pay when you stay
The price is CA $283 per night from Jul 5 to Jul 6
CA $283
CA $421 total
Jul 5 - Jul 6
includes taxes & fees
8.2/10 Very good! (2,267 reviews)
"Seems like every year they take away more and more. Had to look outside of the resort for most meals and even the kids activities were lacking. Had a great time but usually at resorts, we dont have to leave the property for accommodations"

Reviewed on Jun 30, 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 $318 per night from Jul 7 to Jul 8
CA $318
CA $395 total
Jul 7 - Jul 8
includes taxes & fees
8.8/10 Excellent! (1,156 reviews)
"Beautiful Hotel and Casino but Happy Hour never happed. The bartenders at the 360 Bar were nonexistent. Asked at the other Bars and they said we cannot Honor that. We were disappointed."

Reviewed on Jun 30, 2026

Resorts World Catskills Casino
Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty

2 out of 5
52 Sullivan Ave Liberty NY
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Jul 12 to Jul 13
CA $178
CA $201 total
Jul 12 - Jul 13
includes taxes & fees
6.8/10 (1,000 reviews)
"This place needs a complete renovation. Everything, and I mean everything, is old. The outdoor pool is cemented shut even though it's advertised as having an outdoor pool. The carpets are torn and smelly. The toilet was so low to the ground that I felt like I was sitting on the floor. The coffee ..."

Reviewed on Jun 30, 2026

Days Inn by Wyndham Liberty
See all 903 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 $1,178. 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.