
Monticello Vacations from ¥181,427
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Monticello Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Sleep Inn & Suites Middletown - Goshen
Price was ¥198,092, price is now ¥181,427 per person
¥181,427
per person
Feb 18 - Feb 23
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Newburgh (SWF)
8.6/10 Excellent! (1,002 reviews)
everything was clean including the restroom. good air conditioning as well as nice mattress with thick pillows. TV was nice I didnt know how to change it to smart TV though as I saw on the Remote it said “Smart”. The shower got hot really quick and it was a nice quiet stay. Breakfast was amazing a lot of options and it tasted good.
Reviewed on Jan 7, 2026


Holiday Inn Express Hotel & Suites Chester by IHG
Price was ¥198,846, price is now ¥185,570 per person
¥185,570
per person
Feb 18 - Feb 23
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Newburgh (SWF)
8.4/10 Very Good! (1,003 reviews)
Suite I paid for was not available for first night- not sure what went wrong…
Reviewed on Jan 5, 2026

Days Inn by Wyndham Middletown
Price was ¥204,784, price is now ¥193,602 per person
¥193,602
per person
Feb 18 - Feb 23
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Newburgh (SWF)
6.4/10 (671 reviews)
Staff is very helpful and the property was cleaned and because of the cold weather the pool was close.
Reviewed on Dec 9, 2025

Courtyard by Marriott Middletown Goshen
Price was ¥194,856, price is now ¥184,392 per person
¥184,392
per person
Feb 18 - Feb 23
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Newburgh (SWF)
8.6/10 Excellent! (1,000 reviews)
Room was really nice and spacious and clean. Definitely nicer than most. The lobby was beautiful with fireplaces and comfortable furniture. It was just the food situation and sparse staffing that would make me never stay here again. There was no complimentary coffee in the lobby — even the cheepest most terrible places have that. And the breakfast situation sounds a lot better than it is. There were few choices and just one guy back there taking orders, cooking it and serving it. I watched a man wait ten minutes just to buy an expensive cup of black coffee while the cook made our food. No one was there to help him. This is not the staff’s fault — it’s the management/corporate decisions that make this place not a pleasant place who want to enjoy the hotel experience beyond just a nice room. I think simple things like coffee in the lobby, more staff, and more breakfast choices wouid go a long way
Reviewed on Jan 5, 2026
Find the Best Monticello Vacation Packages
Monticello Hotel Deals

The Kartrite Resort & Indoor Waterpark
555 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
The price is ¥25,136 per night from Jan 15 to Jan 16
¥25,136
¥38,976 total
Jan 15 - Jan 16
includes taxes & fees
8/10 Very Good! (1,919 reviews)
Amazing
Reviewed on Jan 11, 2026

Resorts World Catskills Casino
888 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,114 reviews)
Great resort hotel. Clean and big enough room, and nice people.
Reviewed on Jan 8, 2026

Best Western Monticello
16 Raceway Rd Monticello NY
Fully refundableReserve now, pay when you stay
The price is ¥14,589 per night from Jan 18 to Jan 19
¥14,589
¥16,486 total
Jan 18 - Jan 19
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Evrething is fine
Reviewed on Jan 5, 2026
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.
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.
