Woodbourne Vacation Packages
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Your Woodbourne Vacation
Take the hard work out of travel planning with a Woodbourne vacation package. A good neighborhood to base yourself in this amazing city is Greenfield Park, which is good for camping and a lot more. Any trip to Woodbourne needs a well-planned itinerary. Fill yours with leading attractions like Sullivan County Dramatic Workshop - Rivoli Theatre, Tarry Brae Golf Course and Neversink Dam. A few clicks is all it takes to create a customized Woodbourne vacation on Expedia.
Top Woodbourne Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel St. James
Manhattan
Price was CA $1,289, price is now CA $836 per person
CA $836
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (6,546 reviews)
The best place to stay on a budget if you’re planning to see Broadway shows. I’ve already reserved The St. James for my trip in April.
Reviewed on Feb 6, 2026
1 Hotel Central Park
Manhattan
Price was CA $3,267, price is now CA $2,010 per person
CA $2,010
per person
Apr 25 - Apr 29
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
Excellent stay! Friendly staff, comfortable, beautiful rooms & lobby.
Reviewed on Feb 2, 2026
The Fifth Avenue Hotel
Manhattan
Price was CA $3,505, price is now CA $2,194 per person
CA $2,194
per person
Apr 25 - Apr 29
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (159 reviews)
Staff were lovely, helpful and pleasant. Turndown service way too late, though—9:45 might catch some guests sleeping.
Reviewed on Jan 3, 2026
1 Hotel Brooklyn Bridge
Price was CA $2,254, price is now CA $1,469 per person
CA $1,469
per person
Apr 25 - Apr 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
The entire stay was exceptional! From the point of entry to departure 10/10
Reviewed on Jan 29, 2026
Woodbourne Hotel Deals
Private Lakeside Paradise - Pool/2Hot tub/Sauna/RV/Pickleball/Basketball
Woodbourne NY
The price is CA $844 per night from Feb 9 to Feb 10
CA $844
CA $1,856 total
Feb 9 - Feb 10
includes taxes & fees
8.6/10 Excellent! (3 reviews)
Host was great and very accommodating! :)
Reviewed on Jan 26, 2026
Log Cabin in Catskill NYS
Woodbourne NY
9.8/10 Exceptional! (46 reviews)
Cozy cabin, good to relax with friends
Reviewed on Oct 13, 2025
The Kartrite Resort & Indoor Waterpark
555 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
The price is CA $245 per night from Feb 8 to Feb 9
CA $245
CA $369 total
Feb 8 - Feb 9
includes taxes & fees
8/10 Very Good! (1,943 reviews)
Great stay
Reviewed on Feb 2, 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.
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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.
