Woodbourne Holidays

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Woodbourne Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Price was S$3,201, price is now S$2,392 per person
S$2,392
per person
27 Aug - 30 Aug
just found
Return direct flight included
Singapore (SIN) to New York (JFK)
9.6/10 Exceptional! (703 reviews)
We stayed at The Wall Street Hotel for a Fourth of July staycation, and it exceeded every expectation. From the moment we arrived, the service was warm and welcoming. The hotel strikes a beautiful balance between luxury and comfort. The ambiance feels effortlessly sophisticated with a refined maritime inspired aesthetic that perfectly complements the history of the neighborhood. Every space is thoughtfully designed, creating an atmosphere that's both elegant and relaxing. The room was spacious and incredibly comfortable, and the amenities felt carefully curated and of exceptional quality from the bedding and bath products to the little details that made our stay feel special. The location was ideal for exploring the Seaport and enjoying the holiday festivities while still feeling like a peaceful retreat from the crowds. Overall, it was the perfect New York City staycation. We'd gladly return and highly recommend The Wall Street Hotel to anyone looking for a luxurious, intimate, and beautifully designed escape in Lower Manhattan.

Reviewed on 13 Jul, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was S$4,576, price is now S$3,257 per person
S$3,257
per person
27 Aug - 30 Aug
just found
Return direct flight included
Singapore (SIN) to New York (JFK)
9.2/10 Wonderful! (284 reviews)
little far from time square.

Reviewed on 30 Jun, 2026

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Price was S$3,834, price is now S$2,772 per person
S$2,772
per person
27 Aug - 30 Aug
just found
Return direct flight included
Singapore (SIN) to New York (JFK)
9.2/10 Wonderful! (651 reviews)
Amazing hotel, staff make the whole experience, bar is great. Reception and concierge team are excellent, in particular Lauren who made check in a breeze. Gym and pool are excellent for a New York hotel.

Reviewed on 21 Jun, 2026

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was S$3,796, price is now S$2,861 per person
S$2,861
per person
27 Aug - 30 Aug
just found
Return direct flight included
Singapore (SIN) to New York (JFK)
9.6/10 Exceptional! (244 reviews)
The property was absolutely beautiful- so well decorated! The staff was not only helpful and knowledgeable, but also very kind. If you’re looking for a beautiful luxury property, definitely don’t sleep on this one!

Reviewed on 2 Jul, 2026

Faena New York

Faena New York

5 out of 5
Manhattan
Price was S$3,916, price is now S$2,961 per person
S$2,961
per person
27 Aug - 30 Aug
just found
Return direct flight included
Singapore (SIN) to New York (JFK)
9.6/10 Exceptional! (63 reviews)
Amazing service

Reviewed on 5 Jul, 2026

Top hotels in Woodbourne

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$472 per night from 12 Aug to 13 Aug
S$472
12 Aug - 13 Aug
includes taxes & fees
8.2/10 Very good! (2,315 reviews)
"Was very happy with the room"

Reviewed on 13 Jul, 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$294 per night from 16 Jul to 17 Jul
S$294
16 Jul - 17 Jul
includes taxes & fees
8.8/10 Excellent! (1,172 reviews)
"We are not casino people at all, but we needed a last minute place to stay in the area. We were impressed with the size, quality, and cleanliness of the room. The pool was nice as well with an adults only pool and a family pool. Room check in was smooth. We will come back for sure."

Reviewed on 13 Jul, 2026

Resorts World Catskills Casino
Best Western Monticello

Best Western Monticello

2.5 out of 5
16 Raceway Rd Monticello NY
The price is S$205 per night from 21 Jul to 22 Jul
S$205
21 Jul - 22 Jul
includes taxes & fees
8.2/10 Very good! (1,017 reviews)
"Clean and quiet. Did not use the pool - no time! It looked clean. Breakfast was 6 to 9 - too early for a Saturday after a concert the night before. Good location to get to Bethel Woods. Tillys Diner a few doors away was clean, coY and reasonably priced. Food was very good there. Town is fairly ..."

Reviewed on 11 Jul, 2026

Best Western Monticello
See all 1,064 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.

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 holiday package cost?
Offering great value package deals from S$2,392 on Expedia, you'll be surprised at how little a holiday to Woodbourne costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Woodbourne?
The off-season is the best time to travel to Woodbourne if you're on a budget. Another tip for finding cheap Woodbourne holiday packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Woodbourne?
With a well-planned itinerary, you can easily tick off the main Woodbourne attractions in a few days. But if you prefer to discover hidden gems or go on day tours, consider booking your Woodbourne holiday for longer.
How to find the best Woodbourne package deals?
Use Expedia's filters to find some tempting Woodbourne package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Woodbourne package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Woodbourne holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still have the flexibility to create a customised Woodbourne holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Woodbourne?
If you're considering a spontaneous Woodbourne holiday, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Woodbourne?

  1. Choose your travel dates: What you plan to do in Woodbourne and your favourite season can help you decide when to travel.
  2. Set your budget: Consider costs like food, flights and transportation when working out how much to set aside for your trip to Woodbourne. Then, choose a property that works with your budget, whether that's a low-cost option or a more upscale retreat.
  3. Decide how many days away: Start by listing all the activities and sights you'd like to experience in Woodbourne. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your airfare and accommodation: After you've settled on your dates and duration, lock in the ideal Woodbourne holiday package for you.

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.