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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    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Hay Beach

Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $1,831, price is now CA $1,119 per person
CA $1,119
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $2,681, price is now CA $1,531 per person
CA $1,531
per person
Jan 15 - Jan 17
found 2 days ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on Nov 6, 2026

Eurostars The Chemists’ Club Hotel

Eurostars The Chemists’ Club Hotel

4 out of 5
Manhattan
Price was CA $3,020, price is now CA $1,759 per person
CA $1,759
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (555 reviews)
Very convenient location. Good sized rooms.

Reviewed on Nov 9, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,811, price is now CA $2,989 per person
CA $2,989
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
Incredible views, ambiance, staff, and overall experience! The only thing to note is that it can be quite loud since you're right on the waterfront and the ferries and boats sound their horns frequently

Reviewed on Nov 8, 2026

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Price was CA $3,333, price is now CA $2,079 per person
CA $2,079
per person
Feb 4 - Feb 7
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (673 reviews)
Excellent stay

Reviewed on Oct 26, 2026

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 Wades Beach and Shelter Island Historical Society.

Find hotels in Menantic Creek

Hay Beach Hotel Deals

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is CA $512 per night from Nov 29 to Nov 30
CA $512
CA $702 total
Nov 29 - Nov 30
includes taxes & fees
Gurney's Montauk Resort & Seawater Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from Nov 10 to Nov 11
CA $110
CA $126 total
Nov 10 - Nov 11
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from Nov 12 to Nov 13
CA $230
CA $289 total
Nov 12 - Nov 13
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"Good one stop no drive resort . Relaxed lounge and good live music Friday and Saturday. Dinner and a show with a great Sunday brunch is a fun weekend . This is the slow season not much to do in the winter . Still a fun spot ."

Reviewed on Nov 8, 2026

Water's Edge Resort & Spa
See all 3,786 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.
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Frequently asked questions

How much does a Hay Beach vacation package cost?
Starting from only CA $1,119, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.