Oyster Bay Vacations from $2,057

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Your Oyster Bay Vacation

Reserve a Oyster Bay vacation package that includes everything you need and no unnecessary extras. Great for views, cafes and watersports, consider staying in the neighborhood of Waikawa Bay. Te Weu Weu Bay is one of the must-see attractions to include on your sightseeing agenda during a trip to Oyster Bay. Whoever you're heading away with and whatever you plan to spend, your ultimate Oyster Bay vacation is only clicks away with Expedia.

The Latest Oyster Bay vacation packages

Price found within the past 48 hours. Click for updated prices.
Carnmore Chateau Marlborough

Carnmore Chateau Marlborough

5 out of 5
Blenheim CBD
Price was $2,153, price is now $2,057 per person
$2,057
per person
Feb 1 - Feb 6
found 10 hours ago
Roundtrip flight included
Houston (IAH) to Blenheim (BHE)
9.2/10 Wonderful! (1,001 reviews)
The Chateau Marlborough was well located in the wine region town of Blenheim. Our rooms had a lovely view of the clock tower in the park. Staff was friendly and helpful. We enjoyed our stay.

Reviewed on Nov 30, 2025

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Oyster Bay Hotel Deals

The Boathouse Lodge

The Boathouse Lodge

2 out of 5
9 Auckland St Picton Marlborough
Fully refundableReserve now, pay when you stay
$42 nightly
The price is $49 total per night from Dec 30 to Dec 31
$49 total
Dec 30 - Dec 31
Total with taxes and fees
8.4/10 Very Good! (91 reviews)
Excellent place to stay

Reviewed on Dec 3, 2025

The Boathouse Lodge
Edit Picton

Edit Picton

3.5 out of 5
25 Waikawa Road Picton
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $101 total per night from Dec 16 to Dec 17
$101 total
Dec 16 - Dec 17
Total with taxes and fees
7.8/10 Good! (1,001 reviews)
Nice room. Very noisy, but thats not necessarily the properties fault.

Reviewed on Dec 7, 2025

Edit Picton
Picton Beachcomber Inn

Picton Beachcomber Inn

3 out of 5
27 Waikawa Road Picton
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $110 total per night from Dec 13 to Dec 14
$110 total
Dec 13 - Dec 14
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
Easy check in, allowed to enter early.

Reviewed on Dec 7, 2025

Picton Beachcomber Inn
See all 140 properties in Oyster Bay
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.

Find the Best Oyster Bay Vacation Packages

Oyster Bay Essential Information

Language
English
Currency
New Zealand dollars
Closest Airport
Woodbourne Airport (BHE)
Top Sights
Waikawa Marina, Victoria Domain and Picton Harbour

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Frequently asked questions

How much does an Oyster Bay vacation package cost?
You'll find cheap prices from $2,057 on Expedia for your Oyster Bay getaway. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Oyster Bay costs.
What are the cheapest months to go to Oyster Bay?
If you're hoping to score a cheap Oyster Bay vacation package, consider planning a trip in February, March and April. You'll usually find better prices on airfares and hotels during these quieter months — ideal for travelers wishing to save money.
How many days is enough for Oyster Bay?
Generally, a handful of days is enough to visit the main attractions during your Oyster Bay vacation. But if you want to have some time to rest or take day tours, think about extending your itinerary.
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 vacation as a package?
Expedia vacation 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 personalized Oyster Bay vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Oyster Bay?
If you're considering a spur-of-the-moment Oyster Bay vacation, 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.
Does Expedia offer Book Now, Pay Later Oyster Bay vacation packages?
Jet off on your ideal getaway to Oyster Bay with help from Expedia's Book Now, Pay Later vacations. There's no need to save up or wait until your next payday — we've partnered with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stick to your budget and snap up bargains while they last.

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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.