Monticello Vacation Packages

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Your Monticello Vacation

Simplify your travel planning by booking a Monticello vacation package. A great neighborhood to stay in this captivating city is Greenfield Park, which is good for camping and lots more. If sightseeing is on the to-do list during your trip to Monticello, look around popular attractions like Resorts World Catskills, The Kartrite Resort & Indoor Waterpark and Monticello Casino and Raceway. That dream Monticello vacation is a couple of clicks away. Browse flights, accommodations and more on Expedia for a trip that's tailored just for you.

Top Monticello Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
Price was CA $739, price is now CA $669 per person
CA $669
per person
May 19 - May 22
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
8.6/10 Excellent! (1,004 reviews)
The rooms were amazing and staff was so accommodating....

Reviewed on Feb 27, 2026

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Price was CA $877, price is now CA $775 per person
CA $775
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
8.2/10 Very Good! (707 reviews)
Convenient location and great staff. The assigned room was clean and comfortable, but the bathroom door would not shut properl.

Reviewed on Mar 2, 2026

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
Price was CA $770, price is now CA $683 per person
CA $683
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Newburgh (SWF)
8.6/10 Excellent! (1,006 reviews)
The tvs are pretty outdated. Wish it at least had Netflix. But overall the room was clean and not a bad spot to stay if you need to chill for a night or two. Gets the job done. Breakfast options were kinda limited but at least the offer it complimentary.

Reviewed on Mar 4, 2026

Aspiratinns Hotel & Wellness Center

Aspiratinns Hotel & Wellness Center

3 out of 5
Price was CA $1,482, price is now CA $1,342 per person
CA $1,342
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Newburgh (SWF)
No reviews
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
Price was CA $853, price is now CA $780 per person
CA $780
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Newburgh (SWF)
9.4/10 Exceptional! (980 reviews)
Best hotel in town. Clean clean smoke free hotel

Reviewed on Feb 27, 2026

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Monticello 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 $292 per night from Mar 15 to Mar 16
CA $292
CA $421 total
Mar 15 - Mar 16
includes taxes & fees
8.2/10 Very Good! (2,003 reviews)
This is our 3rd time at Kartrite . We love it!

Reviewed on Mar 2, 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
8.8/10 Excellent! (1,082 reviews)
Clean room with an amazing view!! Friendly staff and plenty of great food to choose from right on sight.

Reviewed on Mar 5, 2026

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Resorts World Catskills Casino
Best Western Monticello

Best Western Monticello

2.5 out of 5
16 Raceway Rd Monticello NY
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Mar 21 to Mar 22
CA $129
CA $146 total
Mar 21 - Mar 22
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
Everything went well and we enjoyed our stay.

Reviewed on Mar 6, 2026

Best Western Monticello
See all 505 properties in Monticello
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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Discover the most popular places to visit in Monticello

Resorts World Catskills

Why not try your luck with a visit to Resorts World Catskills during your travels in Monticello? Amble around the area's forest or visit its casinos.

Resorts World Catskills

The Kartrite Resort & Indoor Waterpark

Enjoy an outing to The Kartrite Resort & Indoor Waterpark during your stay in Monticello. Discover the area's live music, or seek out its hiking trails.

The Kartrite Resort & Indoor Waterpark

Concord Monster Golf Course

Enjoy a round of golf in Monticello at Concord Monster Golf Course. Amble around the area's forest or visit its casinos.

Concord Monster Golf Course

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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.