Village of Southampton Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Village of Southampton Vacation

When you book a vacation package to Village of Southampton, you can relax and enjoy your break knowing that all your travel plans have been worked out ahead of time. Uncover the many wonders of this amazing city while based in a neighborhood like Montclair Colony, which is good for walking. Make your trip to Village of Southampton even more fulfilling by going sightseeing. Coopers Beach, Shinnecock Nation Cultural Center and Museum and Shinnecock Hills Golf Course are some of the leading attractions you'll want to explore. Stop daydreaming and start traveling. Browse the multitude of options on Expedia today and finally put your Village of Southampton vacation plans into gear!

Top Village of Southampton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $1,617, price is now CA $1,017 per person
CA $1,017
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (3,805 reviews)

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $3,580, price is now CA $2,201 per person
CA $2,201
per person
Dec 31 - Jan 4
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Great location; great service. Seemed to be a problem with the room heat/AC, but the weather was mild in NYC that week, so I cannot fully confirm.

Reviewed on Oct 26, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $6,819, price is now CA $4,245 per person
CA $4,245
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
9.2/10 Wonderful! (713 reviews)

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $4,919, price is now CA $3,202 per person
CA $3,202
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,370, price is now CA $1,545 per person
CA $1,545
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (1,536 reviews)

Ready to book your vacation to Village of Southampton?

 

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Village of Southampton Hotel Deals

Southampton Inn

Southampton Inn

3 out of 5
91 Hill Street Southampton NY
The price is CA $280 per night from Nov 3 to Nov 4
CA $280
CA $343 total
Nov 3 - Nov 4
includes taxes & fees
8.6/10 Excellent! (601 reviews)
"The check-in date of 4PM in the afternoon was a turn off given you are paying foe the full day. Bit of a money grab. Further the gentleman at the front desk who checked us in when we got there was arrogant. Otherwise a nice stay."

Reviewed on Sep 30, 2026

Southampton Inn
Harpoon House

Harpoon House

3 out of 5
136 Main St Southampton NY
The price is CA $378 per night from Oct 29 to Oct 30
CA $378
CA $432 total
Oct 29 - Oct 30
includes taxes & fees
8.4/10 Very good! (207 reviews)
"Appreciate that we were out of season, no amenities, just a room, clean however underwhelming. No heat source in bathroom to dry towels, asked for heater by text as no manned reception. Very accommodating received a plug in radiator which helped, although socket in bathroom was faulty. Water in Shower ..."

Reviewed on Oct 25, 2026

Harpoon House
Southampton Village Motel

Southampton Village Motel

2.5 out of 5
315 HAMPTON ROAD Southampton NY
Get rates
Southampton Village Motel
See all 3,986 properties in Village of Southampton
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
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Family Vacations

Stay near popular Village of Southampton attractions

A beach with sand dunes and a person walking along the shore.

Cooper's Beach

9.2/10 (171 reviews)
Escape NYC to play in the waves, sunbathe on fine, white sands or stroll past the exclusive mansions that line the dunes of one of the best beaches in the Hamptons.
See properties

What to do in Village of Southampton

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 Village of Southampton

Frequently asked questions

How much does a Village of Southampton vacation package cost?
You can grab a vacation package to this top destination from CA $1,017 on Expedia. But how much your vacation to Village of Southampton costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Village of Southampton?
You're likely to find reduced prices and better availability in January, March and December. Explore our cheap Village of Southampton vacation packages and you could score some great off-season deals.
How many days is enough for Village of Southampton?
Usually, a handful of days is enough to go to the top sights during your Village of Southampton vacation. But if you prefer to have more time to unwind or go on day trips, think about extending your trip.
Is it worth booking a vacation package to Village of Southampton?
Well known for its coastal beaches, culture and history, a Village of Southampton vacation is a hit with all kinds of visitors. Be sure to check out main sights like Shinnecock Hills Golf Course and Southampton Arts Centre, and consider renting a car for day trips to discover even more.
How to find the best Village of Southampton package deals?
Bagging a cheap Village of Southampton package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a few filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Village of Southampton 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 Village of Southampton vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking hotels and flights separately. Better still, you can customize your Village of Southampton escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
How to plan a trip to Village of Southampton?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Village of Southampton.
  2. Budget wisely: In addition to the cost of your accommodations, you'll need to factor in other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Village of Southampton.
  3. Decide how long to go away for: Now that you're up to speed on Village of Southampton, you can figure out the ideal length of your vacation. Pull together a rough plan and give yourself enough time for all the things you want to do.
  4. Combine your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the right Village of Southampton vacation package for you.

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