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

Hotel St. James

3 out of 5
Manhattan
Price was CA $1,463, price is now CA $932 per person
CA $932
per person
Aug 21 - Aug 25
found 10 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
Room has air conditioning and it’s cleaned daily.

Reviewed on Jul 5, 2026

Echo Valley Cottages

Echo Valley Cottages

3 out of 5
Price was CA $1,761, price is now CA $1,064 per person
CA $1,064
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.6/10 Excellent! (62 reviews)
The place was very clean and the manager was excellent. Definitely would go back.

Reviewed on Jun 25, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $4,519, price is now CA $2,841 per person
CA $2,841
per person
Aug 21 - Aug 25
found 7 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (284 reviews)
little far from time square.

Reviewed on Jun 30, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was CA $14,977, price is now CA $9,489 per person
CA $9,489
per person
Aug 16 - Aug 22
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (152 reviews)
Amazing

Reviewed on May 29, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,331, price is now CA $2,764 per person
CA $2,764
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!

Reviewed on Jul 5, 2026

Ready to book your vacation to Woodbourne?

 

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Woodbourne 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 $317 per night from Jul 9 to Jul 10
CA $317
CA $459 total
Jul 9 - Jul 10
includes taxes & fees
8.2/10 Very good! (2,274 reviews)
"Mas variedad de comida pienso que hace falta"

Reviewed on Jul 5, 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 CA $318 per night from Jul 8 to Jul 9
CA $318
CA $395 total
Jul 8 - Jul 9
includes taxes & fees
8.8/10 Excellent! (1,159 reviews)
"Had a great July 4th here! Firework show amazing! DJ at the show also great. All the food at the hotel was great - had a wonderful meal at the steakhouse . Pool was fun too. Highly recommend!"

Reviewed on Jul 5, 2026

Resorts World Catskills Casino
Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty

2 out of 5
52 Sullivan Ave Liberty NY
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Jul 12 to Jul 13
CA $178
CA $201 total
Jul 12 - Jul 13
includes taxes & fees
6.8/10 (1,008 reviews)
"Wish the check out time could be extended without a charge. At least to 12"

Reviewed on Jul 5, 2026

Days Inn by Wyndham Liberty
See all 1,068 properties in Woodbourne
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
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Stay near popular Woodbourne attractions

East Pond

Commune with nature and explore the great outdoors at East Pond during your travels in Woodbourne.
See properties

Frequently asked questions

How much does a Woodbourne vacation package cost?
Offering great value package deals from CA $932 on Expedia, you'll be thrilled with how little a vacation to Woodbourne costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Woodbourne?
To pick up cheap Woodbourne vacation packages, organize your getaway outside of busy periods like public holidays and major festivals. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Woodbourne?
The ideal length of your Woodbourne vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you plenty of time to hit all the major attractions and discover some hidden gems along the way.
How to find the best Woodbourne package deals?
Start your search for a Woodbourne package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Woodbourne package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Woodbourne escape off to a flying start.
Is it cheaper to book a Woodbourne vacation as a package?
You can enjoy significant savings on your Woodbourne break by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Woodbourne?
If you're planning an impromptu Woodbourne trip, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Woodbourne?

  1. Choose when to get away: Check your schedule and pack your bags. Your favourite time of year and the activities on offer will also help you decide when to vacation in Woodbourne.
  2. Set a budget: Factor in expenses such as transportation, flights and meals when calculating how much to put aside for your trip to Woodbourne. Then, pick a property that suits your budget, whether that's an affordable stay or a swankier getaway.
  3. Decide how long to go away for: Now that you know more about Woodbourne, you can figure out the perfect length of your vacation. Create a draft itinerary and allocate enough time to cover everything you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Woodbourne vacation package that brings all your bookings together.

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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.