Oyster Bay Holidays

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Oyster Bay Holiday

Our pick of the best Oyster Bay Hotel Deals

Picton Accommodation Gateway Motel

Picton Accommodation Gateway Motel

4 out of 5
32 High Street (Main Street) Picton
Fully refundableReserve now, pay when you stay
The price is NZ$105 per night from 17 July to 18 July
NZ$105
17 July - 18 July
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Extremely comfortable bed, good linen and very clean premises. I’d suggest that a little milk and some packets of raw sugar alongside the usual teas and coffee-making stuff in the kitchen would be welcomed by many travellers. D"

Reviewed on 20 June 2026

Picton Accommodation Gateway Motel
Harbour View Motel

Harbour View Motel

4.5 out of 5
30 Waikawa Road Picton
The price is NZ$134 per night from 1 July to 2 July
NZ$134
1 July - 2 July
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Th⅚is is a gem of a little apartment hotel. The room was spotless clean, large and well-appointed. The balcony has a breathtaking view of the harbor and waterfront. The location is convenient- a short walk from the high street. All of the necessities are within easy. I had such a nice stay. Highly ..."

Reviewed on 14 June 2026

Harbour View Motel
Picton Beachcomber Inn

Picton Beachcomber Inn

3 out of 5
27 Waikawa Road Picton
Fully refundableReserve now, pay when you stay
The price is NZ$108 per night from 3 July to 4 July
NZ$108
3 July - 4 July
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"We often stay at Beachcombers when coming on or off the ferry late at night. Access from the ferry is quick and easy, the room is warm and very clean and quiet. All facilities are of a high standard."

Reviewed on 21 June 2026

Picton Beachcomber Inn
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.

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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.