Oyster Bay Vacations

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Find the Best Oyster Bay Vacation Packages

Oyster Bay Hotel Deals

Picton Beachcomber Inn

Picton Beachcomber Inn

3 out of 5
27 Waikawa Road, Picton
Fully refundableReserve now, pay when you stay
The price is ₩76,222 per night from Aug 25 to Aug 26
₩76,222
₩87,655 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Beds were very comfortable. Nice little patio area. Very clean. Well located."

Reviewed on Aug 17, 2025

Picton Beachcomber Inn
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 ₩62,883 per night from Aug 25 to Aug 26
₩62,883
₩72,316 total
Aug 25 - Aug 26
includes taxes & fees
8.4/10 Very Good! (913 reviews)
"Friendly welcome. Very tidy clean rooms . Easy to find"

Reviewed on Jul 7, 2025

Picton Accommodation Gateway Motel
Harbour View Motel

Harbour View Motel

4.5 out of 5
30 Waikawa Road, Picton
Fully refundableReserve now, pay when you stay
The price is ₩83,208 per night from Sep 10 to Sep 11
₩83,208
₩95,691 total
Sep 10 - Sep 11
includes taxes & fees
9.2/10 Wonderful! (972 reviews)
"We had such a lovely stay, despite getting in really late due to a cancelled ferry. Staff were nice, the bed was so comfy and the views over the harbour and town were amazing. We will definitely be staying again!"

Reviewed on Aug 20, 2025

Harbour View Motel
See all 141 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 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 looking to book a cheap Oyster Bay vacation package, consider traveling in May, June and July. You'll typically find better prices on hotels and flights during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Oyster Bay?
The ideal duration for your Oyster Bay vacation 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 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.
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 accommodations and airfare: Once you've nailed down your travel dates and duration, book the ideal Oyster Bay vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.