Hay Beach Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Holiday Package Deals in Hay Beach

Price found within the past 48 hours. Click for updated prices.
Sound View Greenport

Sound View Greenport

CA $1,331
per person
Nov 14 - Nov 21
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (698 reviews)
I booked thru Expedia but never checked in because you were SOLD OUzt! Expedia has a problem to fix!

Reviewed on Sep 2, 2026

Seven Beach Lane

Seven Beach Lane

CA $1,587
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.4/10 Exceptional! (33 reviews)
Great stay!

Reviewed on Sep 1, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

CA $2,168
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,013 reviews)
Topping Rose House

Topping Rose House

CA $2,601
per person
Nov 14 - Nov 21
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (157 reviews)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

Manhattan
CA $2,276
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (3,936 reviews)

Where to stay in Hay Beach

Find the best Hay Beach areas and neighborhoods for the activities you enjoy most. Learn more about Hay Beach
A beach with a wooden sign that reads "Please take off your shoes!"

Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Shelter Island Historical Society and Sunset Beach.

A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

Silver Beach

While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Crescent Beach and Sunset Beach.

A pebble beach with calm water, a distant bridge, and a forested island.

Coecles Harbor

When in Coecles Harbor, you can plan a visit to Shelter Island Historical Society and Mashomack Preserve, some noteworthy sights in the nearby area.

An aerial view of a large estate surrounded by water, featuring a prominent mansion, rocky shorelines, and a small island with a lighthouse.

Shorewood

While there might not be top attractions in Shorewood, you can explore the larger area and discover places like Mashomack Preserve and Shelter Island Historical Society.

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Montclair Colony

While Montclair Colony isn't home to many top sights, Sunset Beach and Crescent Beach are some notable places to visit nearby.

Hay Beach Hotel Deals

Sound View Greenport

Sound View Greenport

58775 County Rd 48 Greenport NY
CA $324
CA $410 total
Oct 1 - Oct 2
includes taxes & fees
8.4/10 Very good! (712 reviews)
"I booked thru Expedia but never checked in because you were SOLD OUzt! Expedia has a problem to fix!"

Reviewed on Sep 2, 2026

Sound View Greenport
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
CA $127
CA $146 total
Sep 9 - Sep 10
includes taxes & fees
8/10 Very good! (1,000 reviews)
"Reasonable price, nice staff, clean rooms. Fills the need for a short stay!"

Reviewed on Sep 1, 2026

Pier Blue Inn Old Saybrook - Essex
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
CA $166
CA $224 total
Oct 1 - Oct 2
includes taxes & fees
The Atlantic Hotel
See all 3,904 properties in Hay Beach
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 a Hay Beach vacation package cost?
Starting from only CA $1,331, a vacation package is your ticket to low-priced travel. Build your own Hay Beach getaway by choosing from our wide range of hotels, airfares and rental cars.
How do I get a cheap travel package to Hay Beach?
Just think of all the fabulous things you could do in Hay Beach with extra cash in your wallet. Watch your savings stack up when you combine your airfare and hotel bookings into a Hay Beach vacation package. You have plenty of choice when you book your trip with Expedia too. In fact, you can take your pick of more than 550 airlines and 1,000,000 hotel options worldwide. Whether you're taking a vacation with the whole family or going it alone, exploring Hay Beach is better with a package.
Where should I stay in Hay Beach?
We recommend staying near the action. Many travelers like to book hotels within easy reach of top attractions, like Gardiners Bay Country Club, Shelter Island Historical Society and Shelter Island Whales Tail.
What are the top hotels in Hay Beach?
Tranquil Resort Style Retreat With Luxury Gunite Pool 2 Min From Sandy Beaches and Resort Style Home - Family Friendly are among the most well-known hotels in Hay Beach. Why not take a look at the facilities and amenities at each and then make up your mind?
How far in advance should I book my Hay Beach vacation?
While not all airlines advertise ticket prices early, you can usually compare international fares on Expedia up to 12 months in advance. This is the time you'll score some fantastic deals. If you're purchasing tickets last minute, you may still be in luck. Low prices occasionally emerge only weeks before departure.
What does an Expedia Hay Beach travel package include?
Rental cars, hotels and flights, or any combination of the three — the choice is yours. Whether you're visiting Hay Beach with the entire family or traveling with your friends, there's a bundle to fit your budget and style. Once you've made your booking, why not add on a few tours or activities?
What should I know before booking a Hay Beach travel package?
Whether it's relaxation or adventure you're chasing, a Hay Beach vacation package lets you organize your escape your way. Plus, you'll score great discounts when you combine your accommodations with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Hay Beach Expedia vacation package?
Yes, the choice is yours. Expedia has access to more than 550 airlines all over the world, so you can tailor your Hay Beach trip according to your needs and budget.
If I'm not able to travel, can I cancel my Hay Beach vacation package?
If your travel plans in Hay Beach have changed, it's good to know that you can amend or cancel your booking. If your booking was made within the last 24 hours, you may be able to receive a refund. If your booking is older than that, your hotel, airline or car rental company may charge a cancellation fee. To learn more, visit our Customer Service Portal.

Things to do

Public Schooner Sail in Greenport

Sunday Brunch Sail in Greenport

CA $242
per adult
Sunday Brunch Sail in Greenport
See all activities in Shelter Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.