Oyster Bay Holidays

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Oyster Bay

The Boathouse Lodge
The Boathouse Lodge
2 out of 5
9 Auckland St, Picton, Marlborough
Fully refundableReserve now, pay when you stay
The price is S$66 per night from 5 Mar to 6 Mar
S$66
includes taxes & fees
5 Mar - 6 Mar
8.8/10 Excellent! (33 reviews)
"Just across from the foreshore Breakfast supplied and coffee Value for money"

Reviewed on 15 Feb,2025

The Boathouse Lodge
Picton Yacht Club Hotel
Picton Yacht Club Hotel
3.5 out of 5
25 Waikawa Road, Marlborough, Picton
The price is S$163 per night from 9 Mar to 10 Mar
S$163
includes taxes & fees
9 Mar - 10 Mar
7.6/10 Good! (1,002 reviews)
"Very nice front staff and we appreciated the upgrade from the staff as well as the very good service."

Reviewed on 11 Feb,2025

Picton Yacht Club Hotel
Piwaka Lodge and Backpackers
Piwaka Lodge and Backpackers
2 out of 5
75 High St., Picton, Marlborough
Fully refundableReserve now, pay when you stay
The price is S$64 per night from 18 Feb to 19 Feb
S$64
includes taxes & fees
18 Feb - 19 Feb
8.8/10 Excellent! (133 reviews)
"Beautiful"

Reviewed on 15 Feb,2025

Piwaka Lodge and Backpackers
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 Oyster Bay holiday package cost?
You’ll find cheap prices on Expedia for your Oyster Bay getaway. However, factors like the hotel choice, length of stay and season will influence how much your holiday to Oyster Bay costs.
What are the cheapest months to go to Oyster Bay?
If you’re looking to book a cheap Oyster Bay holiday package, consider travelling in May, June and July. You’ll typically find better prices on hotels and flights during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Oyster Bay?
The ideal duration for your Oyster Bay holiday depends on what you’d like to see and do. Generally, a few days to a week will give you time to tick off all the major attractions and explore some hidden treasures along the way.
How to find the best Oyster Bay package deals?
Begin your search for an Oyster Bay package deal by entering your travel dates and destination under our “Packages” tab. Then add a few filters, like “Property type” and “Amenities,” to fine-tune the results to your exact style. You can also sort by “Package discount” and discover offers that come with unbeatable savings. If you don’t find the perfect Oyster Bay package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Oyster Bay adventure underway.
Is it cheaper to book an Oyster Bay holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You’ll typically land a better deal than booking each component individually. And you’ll still get the freedom to create a personalised Oyster Bay holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Oyster Bay?
If you’re considering a spur-of-the-moment Oyster Bay holiday, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Oyster Bay?

  1. Choose when to go: Check your schedule and pack your bags. Your preferred season and the activities on offer will also help you decide when to escape to Oyster Bay.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and meals to experiences and flights. Your hotel will likely be the largest expense during your trip to Oyster Bay.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you’d like to get to in Oyster Bay. Then, estimate how long you’ll need for each, as well as any travel time.
  4. Combine your accommodation and airfare: Once you’ve nailed down your travel dates and duration, book the ideal Oyster Bay holiday package for you.

* 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.