The Catskills Holidays

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The Catskills Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was S$1,337, price is now S$885 per person
S$885
per person
18 Sept - 21 Sept
found 20 hours ago
Return flight included
Boston (BOS) to New York (JFK)
6.8/10 (1,962 reviews)
Great location, big rooms

Reviewed on 26 Jun, 2026

San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Manhattan
Save 100% on your flight
Price was S$1,635, price is now S$964 per person
S$964
per person
18 Sept - 21 Sept
found 20 hours ago
Return flight included
Boston (BOS) to New York (JFK)
9.4/10 Exceptional! (1,831 reviews)
This was our 2nd time staying at the San Carlos as didn’t disappoint. Location perfect for walking to Central Park, Grand Central. Located near subway station. Room was very spacious, clean with tv & air con. Staff very pleasant and helpful.

Reviewed on 22 Jun, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was S$1,924, price is now S$1,158 per person
S$1,158
per person
18 Sept - 21 Sept
found 20 hours ago
Return flight included
Boston (BOS) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,080 reviews)
Breakfast was excellent

Reviewed on 26 Jun, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was S$1,806, price is now S$1,095 per person
S$1,095
per person
18 Sept - 21 Sept
found 20 hours ago
Return flight included
Boston (BOS) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,636 reviews)
Staff ,servicio excelente. Mi hijo dejo.la cámara por accidente en la habitación y sin problema ninguno la recupere

Reviewed on 26 Jun, 2026

The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was S$1,582, price is now S$1,043 per person
S$1,043
per person
18 Sept - 21 Sept
found 20 hours ago
Return flight included
Boston (BOS) to New York (JFK)
9/10 Wonderful! (1,525 reviews)
All staff were helpful and friendly. My daughter is in wheelchair. The accessibility was superior to other hotels we have stayed in. Only improvement would be to add safety bars by toilet and in shower. Overall very pleasant stay and I highly recommend the Lombardy to others.

Reviewed on 21 Jun, 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
A colorful storefront with a sign for 'EB's Hudson Valley Finds Gallery' and 'Bread Alone'.

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

Top hotels in The Catskills

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 S$279 per night from 30 Jun to 1 Jul
S$279
30 Jun - 1 Jul
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 25 Jun, 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 S$334 per night from 2 Jul to 3 Jul
S$334
2 Jul - 3 Jul
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 25 Jun, 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 S$122 per night from 2 Jul to 3 Jul
S$122
2 Jul - 3 Jul
includes taxes & fees
7.8/10 Good! (1,004 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 26 Jun, 2026

SureStay Plus Hotel by Best Western Highland Poughkeepsie
See all 4,534 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.

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)
Hunter Mountain transforms from a winter ski paradise to a summer adventure hub in the Catskill Mountains. Take the scenic chairlift for breathtaking views or test your courage on the exhilarating zip-line courses.
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 cancelling 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 travellers 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 organising 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.
Which airlines with flights to The Catskills employ COVID-19 cleanliness policies?
Physical distancing is only one small part of new aviation measures to minimize the spread of COVID-19. From the check-in desk to arrival, these airlines will bring you to your destination with greater peace of mind:
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.