Oyster Bay Holidays from £553

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Your Oyster Bay Holiday

When a break in the city is calling, answer it with a Oyster Bay holiday package. The neighbourhood of Cove - East Side - Shippan, which is good for cycling, coastal beaches and walking, makes a wonderful base for your adventures. If your trip to Oyster Bay includes a little sightseeing, check out popular attractions like Sagamore Hill National Historic Site, Long Island University Post Campus and Cold Spring Harbour Laboratory. Whoever you're escaping with and whatever you want to spend, your dream Oyster Bay holiday is just clicks away with Expedia.

Top Oyster Bay Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
per person
21 Aug - 25 Aug
found 1 day ago
Return flight included
Manchester (MAN) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,431 reviews)
This is my 3rd stay at this hotel and as always i enjoyed myself. The amenities, the staff, the surrounding areas, and the spectacular views, make for an amazing stay.

Reviewed on 2 Jun 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
24 Aug - 30 Aug
found 1 day ago
Return direct flight included
Glasgow (GLA) to New York (JFK)
8.8/10 Excellent! (1,004 reviews)
One of the Best hotel I have ever stayed. Little small, little pricey, but they did everything right.

Reviewed on 25 Jun 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
16 Aug - 23 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
9.8/10 Exceptional! (1,212 reviews)
I've stayed in a lot of good quality hotels in New York,but this one was a bit different. My stay felt very safe and personable, I had everything I needed, and if I didn't I had the front desk to always guide me through any questions I had. Very clean rooms, and such an amazing surrounding area with lots of options for food

Reviewed on 2 Jul 2025

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Save 100% on your flight
per person
16 Aug - 23 Aug
found 24 hours ago
Return direct flight included
Glasgow (GLA) to New York (JFK)
9/10 Wonderful! (230 reviews)
Service in the hotel was terrible , butler service and room service was very bad

Reviewed on 11 Jun 2025

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
16 Aug - 23 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
We love Loews Regency NYC. The staff is exceptional and the rooms are very comfortable.

Reviewed on 29 Jun 2025

Oyster Bay Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
6,700
Max Temp Winter
4ºC
Max Temp Summer
27ºC
Top Sights
NYCB Theatre at Westbury, Adventureland and Eisenhower Park

Top hotels in Oyster Bay

Comfort Inn JFK Airport
Comfort Inn JFK Airport
2.5 out of 5
132-15 150th Avenue, Jamaica, NY
Fully refundableReserve now, pay when you stay
The price is £152 per night from 3 Aug to 4 Aug
£152
3 Aug - 4 Aug
includes taxes & fees
8/10 Very Good! (4,665 reviews)
"For a quick stay after a cancelled flight, the hotel worked well being clean and comfortable. There was a fair amount of noise both inside and out in the evening, as well as the hotel shuttle to the airport was overbooked."

Reviewed on 4 Jul 2025

Comfort Inn JFK Airport
Radio Hotel
Radio Hotel
4 out of 5
2420 Amsterdam Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is £119 per night from 7 Jul to 8 Jul
£119
7 Jul - 8 Jul
includes taxes & fees
8.6/10 Excellent! (2,568 reviews)
"Property was perfectly fine. It was rather small but that's what you expect I suppose in Manhattan. It was a weird thing where we had to buy two drinks for $22 to get the hotel room. I would have preferred not to have had the drink. The bed was comfortable everything was adequate. We were close to ..."

Reviewed on 4 Jul 2025

Radio Hotel
Ly New York Hotel
Ly New York Hotel
2.5 out of 5
15-61 127th St, College Point, NY
Fully refundableReserve now, pay when you stay
The price is £86 per night from 7 Jul to 8 Jul
£86
7 Jul - 8 Jul
includes taxes & fees
8.8/10 Excellent! (1,431 reviews)
"Great for a weekend stay!"

Reviewed on 4 Jul 2025

Ly New York Hotel
See all 2,280 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

What to do in Oyster Bay

Self-Guided Scavenger Hunt: Huntington A Walk To Remember

Self-Guided Scavenger Hunt: Huntington A Walk To Remember

£9
per adult
Self-Guided Scavenger Hunt: Huntington A Walk To Remember
2 Hour Guided Kayak Tour in Cold Spring Harbor NY

2 Hour Guided Kayak Tour in Cold Spring Harbor NY

£73
per adult
2 Hour Guided Kayak Tour in Cold Spring Harbor NY
Sailing into the sunset!

Private Long Island Sound Sailing Experience

£480
per traveller
Private Long Island Sound Sailing Experience
See all activities in Oyster Bay

Frequently asked questions

Why should I book my Oyster Bay holiday with Expedia?
Expedia has your back for all aspects of your Oyster Bay getaway. You'll always land the best deals, but when you bundle your accommodation, airfares and/or car hire into a holiday package, you'll score even bigger savings. Looking to really make the most of your escape? Add some exciting tours and activities to your customised package. Expedia offers flexible cancellation policies on almost all bookings, so you won't need to worry if your travel plans change. Head over to our Customer Service Portal link to learn more.
When is the best time of year to holiday in Oyster Bay?
Oyster Bay can get busy in May, June and July, so if you want to avoid the crowds, travel in December, January and February. Plan your trip to Oyster Bay according to what style of adventure you want. January is the coolest time of year, when average daytime temperatures are 0ºC. In July, the warmest month, you can expect averages of 24ºC during the day.
What are the top hotels for my holiday in Oyster Bay?
Presidential Victorian Mansion in the Oyster Bay Cove neighbourhood is a top choice for an Oyster Bay getaway. Lock in a room here and you'll be perfectly placed to explore all that this vibrant city has to offer.
How do I get a cheap holiday to Oyster Bay?
Bundle your hotels and flights with Expedia to save on your next trip. With over 400 airlines and 321,000 properties throughout the world, your Oyster Bay holiday can be customised exactly to suit your budget. With all those extra pounds, why not add some fun experiences and tours? It's an easy way to unlock even more discounts. The holiday you've always dreamed of in Oyster Bay is much closer than you thought! Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Oyster Bay holiday?
Make sure your holiday in Oyster Bay is one to remember by stopping by its leading attractions. NYCB Theatre at Westbury, Long Island University Post Campus, Cold Spring Harbour Laboratory and Sands Point Preserve are among the things we recommend seeing while you're in the area.
Do I need a visa for my Oyster Bay holiday?
Official government websites are the best source of information on visa requirements, application procedures and necessary documentation. Your nationality and the reason for your visit, whether it be for tourism or work, will determine if you'll need a visa for Oyster Bay. Be sure that your passport is up to date and has a minimum of six months validity remaining beyond your date of return. Finalise all your travel planning well ahead of time to avoid any last-minute surprises.
What should I wear on my Oyster Bay holiday?
Do a little research into the types of clothing people in Oyster Bay wear, and maybe even browse fashion pages on social media for inspiration. You'll want to create a versatile travel wardrobe with pieces that suit your destination and show off your personal style.
What does an Expedia Oyster Bay holiday include?
Expedia has all you need to organise your Oyster Bay getaway, but how you structure your package is your choice. Pick from any combination of hotels, flights and hire cars. Searching for some tours or experiences to keep you busy? Once you've made your booking, you can add them on too. No matter your style or budget, there's a deal to meet your needs. Private holiday homes and hotel resorts are a few popular property types in Oyster Bay. No matter your preference or size of your group, you can count on Expedia for the freedom and flexibility to personalise your escape.
Does Expedia offer Book Now, Pay Later Oyster Bay holidays?
Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has devised a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a terrific getaway without exhausting your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy payment plans. If making bite-sized repayments each month works for you, pick this option during the checkout process.
  • No-deposit holidays: When you come across an unbeatable deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.

Can I choose my airline with an Oyster Bay Expedia holiday?
Yes, the choice is all yours. We offer more than 400 airlines globally, so you can tailor your Oyster Bay adventure according to your needs and budget.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.