The Catskills Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 Ned NoMad

The Ned NoMad

5 out of 5
Manhattan
Price was CA $1,568, price is now CA $973 per person
CA $973
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (119 reviews)
Room was great staff not so good

Reviewed on Feb 15, 2026

Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Price was CA $2,229, price is now CA $1,295 per person
CA $1,295
per person
Jun 20 - Jun 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,852 reviews)
Complementary pastry amazing. Staff was absolutely fantastic…professional and nice.

Reviewed on Apr 9, 2026

Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Manhattan
Price was CA $2,436, price is now CA $1,462 per person
CA $1,462
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,827 reviews)
Great location, friendly and helpful staff. It's a good hotel to stay in if you're up an about in new york city.

Reviewed on Apr 15, 2026

OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was CA $2,097, price is now CA $1,280 per person
CA $1,280
per person
Jun 20 - Jun 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
7/10 Good! (1,799 reviews)
Clean Room, near Shops and Dennis tried to accommodate due to TV not working in rm#701 and then moved to rm#401 but the heat did not work in that room so we were given a portable heater

Reviewed on Apr 15, 2026

Pendry Natirar

Pendry Natirar

5 out of 5
Price was CA $3,526, price is now CA $2,187 per person
CA $2,187
per person
May 20 - May 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (10 reviews)
The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful.

Reviewed on Jun 13, 2025

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?

 

Choose your dates

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 $236 per night from Apr 19 to Apr 20
CA $236
CA $374 total
Apr 19 - Apr 20
includes taxes & fees
8.2/10 Very Good! (2,101 reviews)
We had a great time !

Reviewed on Apr 15, 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 $142 per night from May 17 to May 18
CA $142
CA $159 total
May 17 - May 18
includes taxes & fees
7.6/10 Good! (1,004 reviews)
We’ve stayed at this property in the past and had no issues, it was convenient for our weekend visit but this time around not so. The room was locked from the inside when we tried to check-in to our room; apparently that part of the hotel was to be blocked off but somehow we were given a key to the ...

Reviewed on Apr 12, 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
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Apr 19 to Apr 20
CA $209
CA $271 total
Apr 19 - Apr 20
includes taxes & fees
8.8/10 Excellent! (1,103 reviews)
Great

Reviewed on Apr 14, 2026

Resorts World Catskills Casino
See all 4,500 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
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in The Catskills

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
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
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.

Explore a world of travel with Expedia

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