Oswald Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 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
Oswald Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Margaritaville Resort Times Square
Manhattan
S$2,353
per person
16 Nov - 21 Nov
found 10 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9/10 Wonderful! (4,269 reviews)
I was on vacation in New York City, location was excellent, Staff was friendly, Room was very small, yet it was perfect, plenty of storage for a week's worth of clothes for 2 people. Beds were comfortable. Bathroom had good counter space, shower head could use some maintenance. It didn't hold in place. Overall very happy with my stay
Reviewed on 14 Oct, 2026
Top hotels in Oswald
Rydges Resort Hunter Valley
430 Wine Country Drive Lovedale NSW
Fully refundableReserve now, pay when you stay
S$220
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"This is the 3rd year staying here in October for my sons golf tournament. Got to see the owner around again. Well done to Dr Schwartz! Everything is clean and well maintained. There some amenities that were low, but as soon as we notified housekeeping it was all provided quite quickly. Even though ..."
Reviewed on 9 Oct, 2026
Oaks Cypress Lakes Resort
15 Thompsons Road Pokolbin NSW
Fully refundableReserve now, pay when you stay
S$169
28 Oct - 29 Oct
includes taxes & fees
Harrigan's Hunter Valley
2090 Broke Rd Pokolbin NSW
Fully refundableReserve now, pay when you stay
S$124
28 Oct - 29 Oct
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"Breakfast and bar was great too"
Reviewed on 12 Oct, 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.
Frequently asked questions
How much does an Oswald holiday package cost?
You can snap up a holiday package to this destination from S$2,131 on Expedia. However, how much your holiday to Oswald costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Oswald?
If you're hoping to snag a cheap Oswald holiday package, consider travelling in March, May and June. You'll generally find lower rates on flights and accommodation during these months — perfect for a budget-friendly break.
How many days is enough for Oswald?
Generally, a handful of days is enough to explore the top attractions during your Oswald holiday. But if you want to have time to kick back or take day trips, think about extending your trip.
How to find the best Oswald package deals?
Landing a cheap Oswald package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add some filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most wallet-friendly Oswald package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book an Oswald holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking stays and flights separately. Better still, you can tailor your Oswald trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Oswald?
Enjoy fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Oswald holiday.
How to plan a trip to Oswald?
- Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Oswald.
- Work out your budget: Make sure you have enough money to cover everything from meals and transportation to activities and flights. Your accommodation will probably be the biggest expense during your trip to Oswald.
- Work out your trip length: Think about how long you want to spend exploring Oswald. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Oswald holiday package.
* 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.
