Oyster Bay Vacations

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Find the Best Oyster Bay Vacation Packages

Oyster Bay Hotel Deals

Edit Picton

Edit Picton

3.5 out of 5
25 Waikawa Road Picton
Fully refundableReserve now, pay when you stay
The price is AEDĀ 267 per night from Dec 2 to Dec 3
AEDĀ 267
AEDĀ 308 total
2 Dec - 3 Dec
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"Okay, good for night before a ferry but room was in need of bathroom refit and there are dripping pipes which were fun at 3am.. still was awake for ferry....."

Reviewed on 10 November 2026

Edit Picton
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 AEDĀ 175 per night from Nov 19 to Nov 20
AEDĀ 175
AEDĀ 201 total
19 Nov - 20 Nov
includes taxes & fees
8.6/10 Excellent! (231 reviews)
"Would benefit from bath mats in the shower area."

Reviewed on 2 November 2026

The Boathouse Lodge
Harbour View Motel

Harbour View Motel

4.5 out of 5
30 Waikawa Road Picton
The price is AEDĀ 377 per night from Nov 14 to Nov 15
AEDĀ 377
AEDĀ 434 total
14 Nov - 15 Nov
includes taxes & fees
Harbour View Motel
See all 138 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.

Frequently asked questions

How much does an Oyster Bay vacation package cost?
You'll find cheap prices on Expedia for your Oyster Bay break. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Oyster Bay costs.
What are the cheapest months to go to Oyster Bay?
If you're looking to book a cheap Oyster Bay vacation package, consider visiting in May, June and July. You'll usually find better rates on hotels and flights during these months ā€” ideal for a budget-friendly getaway.
How to find the best Oyster Bay package deals?
Use Expedia's handy filters to find some fabulous Oyster Bay package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Oyster Bay package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book an Oyster Bay vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging stays and flights separately. Better still, you can customize your Oyster Bay escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Oyster Bay?
Land amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Oyster Bay vacation.
How to plan a trip to Oyster Bay?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Oyster Bay.
  2. Set your budget: Factor in expenses like flights, food and transportation when calculating how much to set aside for your trip to Oyster Bay. Then, choose a hotel that works with your budget, whether that's a wallet-friendly option or a deluxe retreat.
  3. Decide your trip length: Consider how much time you want to spend exploring Oyster Bay. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodations: Once you've settled on your dates and duration, book the ideal Oyster Bay vacation package for you.