Hampton Bays Vacation Packages

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Your Hampton Bays Vacation

When you book a vacation package to Hampton Bays, all the planning is taken care of before you leave. This gives you a lot more time to uncover some of the things that characterize this coastal city, such as its beaches, laid-back lifestyle and spectacular views. If taking in sights is on the cards during your trip to Hampton Bays, swing by well-known attractions like The Hamptons Beaches, Coopers Beach and Shinnecock Nation Cultural Center and Museum. A few clicks is all it takes to build the perfect Hampton Bays vacation on Expedia.

Top Hampton Bays Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $2,272, price is now CA $1,338 per person
CA $1,338
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (244 reviews)
The property was absolutely beautiful- so well decorated! The staff was not only helpful and knowledgeable, but also very kind. If you’re looking for a beautiful luxury property, definitely don’t sleep on this one!

Reviewed on Jul 2, 2026

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was CA $2,820, price is now CA $1,359 per person
CA $1,359
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (2,498 reviews)
I love this place. I always choose to go here, but I have been disappointed the last few times that I’ve gone here. I’ve been given rooms where the AC unit is louder than the street. Preventing you from getting a good nights rest then last night I had to go to New York for an emergency and the AC unit in my room was not working and they said they provided a portable little did. I know it was a portable little fan that was blowing hot air I had to take two showers to stay cool and not hyperventilate now wasn’t terribly hot, but I am a person that runs really hot so I need cold AC air and I paid close to $500 on top of that I didn’t even get keys to my room. The maintenance man had to let me in my room. I guess their computer system was on now. The host was nice and kind but very disappointed very disappointed lately.

Reviewed on Jul 13, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was CA $3,141, price is now CA $1,868 per person
CA $1,868
per person
Aug 31 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to New York (JFK)
6/10 (2 reviews)
Wrong address no instructions

Reviewed on Jun 18, 2026

Faena New York

Faena New York

5 out of 5
Manhattan
Price was CA $3,518, price is now CA $2,163 per person
CA $2,163
per person
Aug 31 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to New York (JFK)
9.6/10 Exceptional! (63 reviews)
Amazing service

Reviewed on Jul 5, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,792, price is now CA $2,982 per person
CA $2,982
per person
Aug 15 - Aug 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!

Reviewed on Jul 5, 2026

Hampton Bays Beach Vacation

Listen to the waves crashing onto the shore and look out over the shimmering waters on your Hampton Bays vacation. If you're in need of some time out, a trip to Hampton Bays is your ticket to relaxation. We have plenty of Hampton Bays vacation packages to choose from. Lock in one near Meschutt Beach, just 3 kilometres from the downtown area, and live out your vacation dreams without blowing your budget.

Ready to book your vacation to Hampton Bays?

 

Choose your dates

Hampton Bays Hotel Deals

Hampton's Vacation Inn

Hampton's Vacation Inn

2.5 out of 5
177 West Montauk Highway Hampton Bays NY
The price is CA $287 per night from Jul 27 to Jul 28
CA $287
CA $327 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (349 reviews)
"The check in was great! The place is clean, but very outdated. The grounds are nice"

Reviewed on Jul 13, 2026

Hampton's Vacation Inn
Bayview Resort

Bayview Resort

2.5 out of 5
53 West Tiana Road Hampton Bays NY
The price is CA $371 per night from Jul 27 to Jul 28
CA $371
CA $424 total
Jul 27 - Jul 28
includes taxes & fees
8.8/10 Excellent! (466 reviews)
"Patrick & Bryan do a great job of making you feel welcome. Quick smiles and accommodating in every way. The property is a tucked-in treasure."

Reviewed on Jul 6, 2026

Bayview Resort
The Hampton Maid

The Hampton Maid

2.5 out of 5
259 E Montauk Hwy Hampton Bays NY
The price is CA $554 per night from Aug 5 to Aug 6
CA $554
CA $633 total
Aug 5 - Aug 6
includes taxes & fees
9.2/10 Wonderful! (725 reviews)
"The perfect place to stay in Southampton. It was so peaceful, quiet , and comfortable. We truly loved everything about our 2 night stay here. We can’t wait to visit again!"

Reviewed on Jul 11, 2026

The Hampton Maid
See all 3,884 properties in Hampton Bays
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Hampton Bays attractions

A sandy beach path with wooden fences on either side leading to the ocean.

Ponquogue Beach

9.2/10 (70 reviews)
Stretching along a narrow strip of land on Long Island’s southern shoreline is this beautiful sandy beach. Relax in the sun or get active on the sand or water.
See properties

What to do in Hampton Bays

great fun with friends

Full Day Private Long Island Wine Tours from New York City

CA $268
per adult
Full Day Private Long Island Wine Tours from New York City
Hamptons Private Day Trip from New York City

Hamptons Private Day Trip from New York City

CA $1,845
per traveller
100% of travellers recommend
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

CA $1,845
per traveller
The Hamptons and Long Island Wineries Private Tour
See all activities in Hampton Bays

Frequently asked questions

How much does a Hampton Bays vacation package cost?
Offering excellent value package deals from CA $1,338 on Expedia, you'll be pleasantly surprised at how much a vacation to Hampton Bays costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Hampton Bays?
You can usually find lower rates and greater availability in January, February and March. Check out our cheap Hampton Bays vacation packages and you could score some excellent off-season deals.
How many days is enough for Hampton Bays?
The ideal length for your Hampton Bays vacation depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to hit all the leading attractions and explore some hidden spots along the way.
Is it worth booking a vacation package to Hampton Bays?
During your Hampton Bays vacation, you can look forward to experiencing some excellent views and coastal beaches. Leave enough room in your schedule to explore leading sights like Ponquogue Beach and Tiana Beach.
How to find the best Hampton Bays package deals?
Finding a cheap Hampton Bays package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most wallet-friendly Hampton Bays package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Hampton Bays vacation as a package?
You can enjoy significant savings on your next Hampton Bays retreat by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Hampton Bays?
Secure fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Hampton Bays break.
How to plan a trip to Hampton Bays?

  1. Choose your dates: The things you'd like to do in Hampton Bays and your preferred season will help you decide when to go.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and dining out to activities and flights. Your accommodations will probably be the biggest expense during your trip to Hampton Bays.
  3. Decide your trip length: Consider how much time you want to spend discovering Hampton Bays. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Hampton Bays vacation package that brings all your bookings together.

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