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 Sullivan County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Outsite Chelsea

Outsite Chelsea

2 out of 5
Manhattan
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (8 reviews)
The place and amenities were really nice. The only bad thing was the bathroom got nasty really quick so for me the shared bathrooms won’t work. But they do have private bathroom rooms. Other than the dirty bathrooms not getting cleaned enough everything was great, location and space.

Reviewed on Jun. 25, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,004 reviews)
One of the nicest stays we've stayed And we stay at least in 20-25 hotels a year

Reviewed on Jul. 18, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
per person
Oct 18 - Oct 26
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.4/10 Very Good! (544 reviews)
We stayed here for an overnight for a girls trip with my 8yr old daughter, we had the best time. We will be back!

Reviewed on Jul. 30, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (3,398 reviews)
Overall given the chance I would happily go back. I thought it was a great value for the money

Reviewed on Aug. 5, 2025

The Manner, The Unbound Collection by Hyatt

The Manner, The Unbound Collection by Hyatt

5 out of 5
Manhattan
per person
Oct 25 - Oct 30
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (36 reviews)
The lounge area is super cozy and relaxing.

Reviewed on Aug. 4, 2025

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 $267 per night from Aug 10 to Aug 11
CA $267
CA $389 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (1,614 reviews)
"Its a small, quiet and a cozy waterpark. Staff was excellent. We enjoyed the lazy river. There are limited rides, dining options. You have to pay extra for room service. There arent much activiites around the area. Overall we enjoyed the quiet, small, cozy feel of the place. Good for preteens and ..."

Reviewed on Jul. 31, 2025

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 $215 per night from Sep 3 to Sep 4
CA $215
CA $278 total
Sep 3 - Sep 4
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
"Always a great clean room"

Reviewed on Aug. 1, 2025

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 $145 per night from Sep 4 to Sep 5
CA $145
CA $164 total
Sep 4 - Sep 5
includes taxes & fees
6.8/10 (1,009 reviews)
"Very clean and nice but the air conditioner rattled really loud making it hard to fall asleep. Would go back and try a different room :)"

Reviewed on Aug. 4, 2025

Days Inn by Wyndham Liberty
See all 868 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.
All Inclusive Vacations
All Inclusive Vacations
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Beach Vacations
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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 $782. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.