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.
The Wayne Inn

The Wayne Inn

2 out of 5
Price was CA $1,408, price is now CA $670 per person
CA $670
per person
Jul 17 - Jul 20
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
7/10 Good! (296 reviews)
Clean room - hot shower -

Reviewed on May 5, 2026

New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Manhattan
Price was CA $1,635, price is now CA $979 per person
CA $979
per person
Jul 3 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (4,409 reviews)
I asked for assistance to decorate a room for a honeymoon they said they would they didn’t

Reviewed on May 31, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,193, price is now CA $1,950 per person
CA $1,950
per person
Jul 10 - Jul 12
found 14 hours ago
Roundtrip flight included
Toronto (YTZ) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
Loved the location and the great views

Reviewed on May 25, 2026

Pendry Natirar

Pendry Natirar

5 out of 5
Price was CA $4,716, price is now CA $2,919 per person
CA $2,919
per person
Jul 2 - Jul 5
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (11 reviews)
Great rooms, wonderful service and staff, perfect location and very pet friendly.

Reviewed on Apr 26, 2026

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was CA $1,964, price is now CA $1,238 per person
CA $1,238
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (2,494 reviews)
Clean room, friendly staff!!

Reviewed on May 27, 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

Ready to book your vacation to The Catskills?

 

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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
The price is CA $247 per night from Jun 7 to Jun 8
CA $247
CA $387 total
Jun 7 - Jun 8
includes taxes & fees
8.2/10 Very Good! (2,221 reviews)
"Great"

Reviewed on May 30, 2026

The Kartrite Resort & Indoor Waterpark
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Jun 14 to Jun 15
CA $164
CA $184 total
Jun 14 - Jun 15
includes taxes & fees
7.4/10 Good! (1,002 reviews)
"There was a hole in my door so anyone could look in. Pool always closed."

Reviewed on May 30, 2026

Best Western Plus Kingston Hotel And Conference Center
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
The price is CA $222 per night from Jun 2 to Jun 3
CA $222
CA $286 total
Jun 2 - Jun 3
includes taxes & fees
8.8/10 Excellent! (1,131 reviews)
"Always a great time! They upgraded us to a nicer room when we got there! Between the food, bar, casino, swimming pool and hot tub, it's a great place to stay! Highly recommend"

Reviewed on May 30, 2026

Resorts World Catskills Casino
See all 4,515 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Discover the most popular places to visit in The Catskills

Aerial view of colorful autumn foliage in serene forest and majestic mountains, Bethel, United States.

Woodstock Monument

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.

Woodstock Monument
Culinary Institute of America

Culinary Institute of America

Enjoy the collegiate vibe when you visit Culinary Institute of America, during your travels in Hyde Park. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.

Culinary Institute of America
Franklin D. Roosevelt Presidential Library and Museum

Franklin D. Roosevelt Presidential Library and Museum

The country’s first presidential library documents the life and works of the revered leader who served as the 32nd U.S. president.

Franklin D. Roosevelt Presidential Library and Museum

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.