The Catskills Vacation Packages

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Your The Catskills Vacation

When adventure calls, answer it with a tailor-made vacation package to The Catskills. Wherever you're headed and whatever you have planned, get ready to discover a destination with plenty to offer. Start your trip to The Catskills with a couple of nights in Poughkeepsie visiting popular attractions like Vanderbilt Mansion National Historic Site and Hyde Park Station. Monticello is another city that draws crowds from far and wide. Resorts World Catskills and Forestburgh Playhouse are two of the leading places to see in this destination. When you're ready to stop dreaming and start discovering, Expedia will help turn your The Catskills vacation into reality.

Top The Catskills 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 $1,591, price is now CA $1,077 per person
CA $1,077
per person
Sep 4 - Sep 7
found 1 hour ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
Very quick and easy to talk to! Staff was always available. Also super respectful.

Reviewed on Jun 26, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $2,929, price is now CA $1,582 per person
CA $1,582
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (680 reviews)
A clean professional hotel. The down side is that it is very expensive and whilst the staff are very professional, they could not be described as warm and friendly. But maybe that could be said for New York service generally. Thank you ~ Jon

Reviewed on Jun 20, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,458, price is now CA $2,133 per person
CA $2,133
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.

Reviewed on Jun 6, 2026

Pendry Natirar

Pendry Natirar

5 out of 5
Price was CA $3,463, price is now CA $2,198 per person
CA $2,198
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
10/10 Exceptional! (12 reviews)
Great rooms, wonderful service and staff, perfect location and very pet friendly.

Reviewed on Apr 26, 2026

The Prince Kitano New York

The Prince Kitano New York

4.5 out of 5
Manhattan
Price was CA $1,628, price is now CA $1,077 per person
CA $1,077
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (2,292 reviews)
Great location. Quiet clean lovely hotel

Reviewed on Jun 25, 2026

Where to stay in The Catskills

Find the best The Catskills areas and neighborhoods for the activities you enjoy most. Learn more about The Catskills
Rhinebeck Village

Rhinebeck Village

If you're spending some time in Rhinebeck Village, Dutchess County Fairgrounds and Starr Library are top sights worth seeing.

Find hotels in Rhinebeck Village

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The Catskills 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 $181 per night from Jun 30 to Jul 1
CA $181
CA $305 total
Jun 30 - Jul 1
includes taxes & fees
8.2/10 Very good! (2,258 reviews)
"Todo fue muy bueno ,las atenciones ,me encantó como trabajan los salvavidas muy atentos a su trabajo.toda el área preciosas ,muy limpio todo y el personal te dan un trato excelente."

Reviewed on Jun 25, 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 $292 per night from Jul 2 to Jul 3
CA $292
CA $366 total
Jul 2 - Jul 3
includes taxes & fees
8.8/10 Excellent! (1,148 reviews)
"Resorts is the cleanest, best maintained casino hotel I’ve ever been to. Staff is always cheerful and helpful. The pool is beautiful and the rooms are oversized and very well appointed."

Reviewed on Jun 25, 2026

Resorts World Catskills Casino
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Jul 1 to Jul 2
CA $119
CA $134 total
Jul 1 - Jul 2
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"Overall, very happy with our stay, will be back. There was a problem with our first room, but the staff and manager fixed the issue and provided another acceptable room. All of the staff that we dealt with were very helpful and accommodating, pleasant to deal with. If you travel a lot, you know that ..."

Reviewed on Jun 26, 2026

SureStay Plus Hotel by Best Western Highland Poughkeepsie
See all 4,581 properties in The Catskills
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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Stay near popular The Catskills attractions

A mountainous landscape with autumn foliage, a ski lift, and a lake.

Hunter Mountain

9.2/5 (639 reviews)
Hit the slopes in Hunter with a visit to Hunter Mountain. Discover the mountain views in this relaxing area.
See properties

Frequently asked questions

Can I cancel my flight booking to The Catskills due to COVID-19?
Our handy Customer Service Portal has important information about changing or canceling your flight due to COVID-19. Before booking, it's wise to scroll through the terms and conditions of your preferred carrier too.
What's the best way to find cheap flights to The Catskills that have flexible change policies?
At Expedia, we've been channeling our inner yoga master to bring you the most flexible fares on the market. Simply tick the "No change fee" box directly below the filter heading "Flexible change policies" to find your dream flight to The Catskills.
What are some of the general tips for travelers to The Catskills during the COVID-19 outbreak?
The COVID-19 outbreak has changed how the world works in endless ways, and travel has changed with it. The following tips will help you understand the new challenges and get you ready for your escape to The Catskills:
  • Before you lock in a flight, find out if any travel restrictions or bans apply — in both your destination and origin. Get up-to-date information by reviewing government and travel websites.
  • Wear a face mask even during airport screening. A TSA officer will ask you to lower your mask temporarily to verify your identity.
  • To minimize the risk of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA officer.
  • One container of liquid hand sanitizer is now allowed in your carry-on baggage. It must not be larger than 12 oz (350 ml), and you'll have to take it out of your bag for X-ray scanning.
  • To minimize handling during screening, place personal items such as your belt, phone and wallet into your carry-on rather than into the bins.
  • Separate any food you have for X-ray screening. Food items often set off the alarm. Placing them in a clear plastic bag and into a bin reduces the need for a TSA officer to handle and inspect your belongings.

Which airlines fly to The Catskills?
Let Delta take you there. This widely known carrier operates 4895 services each month to John F. Kennedy Intl. Airport (JFK), a The Catskills gateway.
How can I find cheap tickets to The Catskills?
Book in advance, consider alternative airports, use points or miles — there are loads of ways! Another one is to make use of Expedia's "flexible dates" function. Search for your The Catskills flight, then compare the cheapest prices for nearby dates. In the last seven days, the lowest price for a flight to The Catskills was .
How much is a flight to The Catskills?
You could have locked in a return airfare to The Catskills from anywhere between and in the last seven days. For one-way journeys taking off from (), the lowest amount paid during this period was .
What are the most popular airports to fly into in The Catskills?
Start organizing your The Catskills trip by booking a seat on one of the 13452 flights per month to John F. Kennedy Intl. Airport (JFK). This is the region's main entry point.
When is the cheapest time to fly to The Catskills?
Try to leave early in the week to land a bargain fare to The Catskills. Tuesday is normally the most affordable day to depart, with Monday running a close second. Saturday typically has the most expensive fares. This is because a lot of people prefer to start their getaway on a weekend.
How much is a plane ticket to The Catskills?
Airfares ranged from to over the last seven days. When you're ready to book, we're here to help you grab a cheap flight to The Catskills.
What months are the cheapest to book a flight to The Catskills?
February is a good month to snap up a fabulous deal to The Catskills. Bear in mind that the priciest time to book a seat in the U.S. Isn't during the height of summer, but the festive month of December.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.