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.
Lotte New York Palace

Lotte New York Palace

Manhattan
Save 100% on your flight
CA $1,379
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,282 reviews)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

Save 100% on your flight
CA $1,961
per person
Dec 21 - Dec 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,007 reviews)
1 Hotel Central Park

1 Hotel Central Park

Manhattan
Save 100% on your flight
CA $3,528
per person
Dec 28 - Jan 2
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,007 reviews)
Pendry Manhattan West

Pendry Manhattan West

Manhattan
Save 100% on your flight
CA $2,182
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.8/10 Exceptional! (563 reviews)
I was very impressed with the Pendry West this stay. The staff were very friendly and helpful, the room was very clean and quiet, and everything went as smoothly as can be. I also love the little coffee shop Black Fox that is attached to the hotel and the convenience and access to so many great restaurants and shops.

Reviewed on Oct 8, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

Manhattan
Save 100% on your flight
CA $1,771
per person
Dec 4 - Dec 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (4,026 reviews)
Walking to all the tourist sites. Area was safe. Staff was very helpful especially in arranging our transportation to the airport. Room was very clean.

Reviewed on Oct 12, 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 Bays Hotel on Main

Hampton Bays Hotel on Main

2 W Montauk Hwy Hampton Bays NY
CA $168
CA $192 total
Oct 15 - Oct 16
includes taxes & fees
7.6/10 Good! (119 reviews)
"This hotel was clean, comfy and reasonably priced. Everything worked out well virtually checking in and was perfect for our one night stay. Parking was a little nerve racking since there was no parking on the premise but the street parking worked out well reading the street signs and moving the car ..."

Reviewed on Oct 4, 2026

Hampton Bays Hotel on Main
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
CA $302
CA $345 total
Oct 13 - Oct 14
includes taxes & fees
9.2/10 Wonderful! (803 reviews)
"Beautiful property. Lovely rooms."

Reviewed on Oct 11, 2026

The Hampton Maid
 Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
CA $212
CA $242 total
Oct 13 - Oct 14
includes taxes & fees
9/10 Wonderful! (417 reviews)
"It was a girl's weekend. The cottage was clean. The stuff was not always available as it is a little off-season. The property was very adorable, well maintained."

Reviewed on Oct 10, 2026

Hampton's Vacation Inn
See all 3,801 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.

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
A person standing on a sandy beach with footprints, looking out at the ocean with waves.
Photo by Globe Surfing

Tiana Beach

9.0/10 (26 reviews)
Why not spend a lazy afternoon at Tiana Beach during your trip to Hampton Bays? Wander the beaches and seaside in the area.
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A large body of water with a narrow, sandy beach and a small island with buildings.

Sandbar Beach

9.4/10 (9 reviews)
Why not spend a lazy afternoon at Sandbar Beach during your trip to Hampton Bays? Wander the beaches and seaside in the area.
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Meschutt Beach

8.6/10 (64 reviews)
If a restful vacation is part of your travel plans, Meschutt Beach might be the perfect place to seek out during your trip to Hampton Bays. While you're in the area, stroll along the seaside.
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Good Ground Park

You can learn about the history of Hampton Bays with a stop at Good Ground Park. Wander the beaches and seaside in the area.
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What to do in Hampton Bays

great fun with friends

Full Day Private Long Island Wine Tours from New York City

CA $264
per adult
Full Day Private Long Island Wine Tours from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

CA $1,817
per traveller
The Hamptons and Long Island Wineries Private Tour
Hamptons Private Day Trip from New York City

Hamptons Private Day Trip from New York City

CA $1,817
per traveller
100% of travellers recommend
Hamptons Private Day Trip from New York City
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 $1,379 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.

Explore a world of travel with Expedia

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