Westhampton 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*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

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

Your Westhampton Beach Vacation

Reserve a Westhampton Beach vacation package and get ready to experience this amazing city the stress-free way. Consider basing yourself in the neighborhood of North Fork, which is good for coastal beaches and walking. If a sightseeing tour is part of the plan during your trip to Westhampton Beach, stop by major attractions like Westhampton Beach Performing Arts Center, Cupsogue County Park and Rogers Beach. Your perfect Westhampton Beach vacation is just clicks away. Search airfares, hotels and more on Expedia for a trip that's tailored to suit your travel style.

Top Westhampton Beach Vacation Deals

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 1 day 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

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 16 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (673 reviews)
Excellent stay

Reviewed on Oct 26, 2026

The Mark

The Mark

5 out of 5
Manhattan
Price was CA $4,235, price is now CA $2,649 per person
CA $2,649
per person
Feb 4 - Feb 7
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (723 reviews)
Fire alarm went off three times in middle of the night and no apology or refund.

Reviewed on Nov 8, 2026

Ready to book your vacation to Westhampton Beach?

 

Choose your dates

Westhampton Beach Hotel Deals

Seven Beach Lane

Seven Beach Lane

2 out of 5
7 Beach Ln Westhampton Beach NY
The price is CA $267 per night from Nov 10 to Nov 11
CA $267
CA $305 total
Nov 10 - Nov 11
includes taxes & fees
9.6/10 Exceptional! (52 reviews)
"was great"

Reviewed on Nov 1, 2026

Seven Beach Lane
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

Westhampton Beach NY
10/10 Exceptional! (224 reviews)
"Family friendly!"

Reviewed on Oct 7, 2026

Get rates
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach

Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach

Westhampton Beach NY
10/10 Exceptional! (110 reviews)
"Esther was warm and quick to respond to any questions we had. We had a lovely Girls weekend here. The house was close to town with great shopping and restaurants. When it rained, we enjoyed some time relaxing in the living room by the fireplace."

Reviewed on Oct 18, 2026

Get rates
Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach
See all 2,611 properties in Westhampton 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Westhampton Beach attractions

Westhampton Beach Performing Arts Center

8.6/10 (7 reviews)
Enjoy an outing to Westhampton Beach Performing Arts Center during your stay in Westhampton Beach. Wander the beautiful beaches in this quaint area.
See properties

What to do in Westhampton Beach

great fun with friends

Full Day Private Long Island Wine Tours from New York City

CA $267
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 $1,833
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 $1,837
per traveller
100% of travellers recommend
Hamptons Private Day Trip from New York City
See all activities in Westhampton Beach

Frequently asked questions

How much does a Westhampton Beach vacation package cost?
You can pick up a vacation package to this destination from CA $1,119 on Expedia. However, how much your vacation to Westhampton Beach costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Westhampton Beach?
The off-season is the best time to visit Westhampton Beach if you're on a budget. Another tip for getting cheap Westhampton Beach vacation packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Westhampton Beach?
The ideal length for your Westhampton Beach vacation depends on what you'd like to do and see. Typically, a few days to a week will give you plenty of time to visit all the leading attractions and discover some hidden spots along the way.
How to find the best Westhampton Beach package deals?
Start your search for a Westhampton Beach package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Westhampton Beach package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Westhampton Beach adventure underway.
Is it cheaper to book a Westhampton Beach vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights individually. Better still, you can personalize your Westhampton Beach trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Westhampton Beach?
Secure amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Westhampton Beach adventure.
How to plan a trip to Westhampton Beach?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Westhampton Beach.
  2. Set a budget: Factor in expenses such as transportation, flights and meals when calculating how much to set aside for your trip to Westhampton Beach. Then, choose a hotel that matches your budget, whether that's an economical stay or a deluxe retreat.
  3. Decide how long to go for: Now that you know more about Westhampton Beach, you can figure out the perfect length of your vacation. Put together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Westhampton Beach vacation package.

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