Village of Southampton Vacation Packages

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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.
Elegant Harlem Suites

Elegant Harlem Suites

2 out of 5
Manhattan
Price was CA $1,843, price is now CA $1,234 per person
CA $1,234
per person
Oct 16 - Oct 19
found 22 hours ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
No reviews
Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Manhattan
Price was CA $3,084, price is now CA $1,775 per person
CA $1,775
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,951 reviews)
The Omni Berkshire is in a good location, busy and walkable. A big plus was that we found street parking across from the hotel’s entrance. We stayed at this hotel because we were attending the US Open. The lobby had a tennis theme (outfitted with table tennis) so that was a nice touch. As for our room, I prefer a lower floor which we had, but no view whatsoever. Well, a view of the adjoining building about 25’ away. Didn’t know if that was because we booked through a third party. Anyway, the room was attractive and spotless. However, we were very disappointed to learn that the room didn’t have a mini fridge. The front desk informed us that one had to be requested ahead of time. A tad unusually when you’re paying that much for a room in NYC. And btw, no coffee maker either! Also,I was so excited to check out the 17th floor roof deck and the view. Turns out it was about five chairs squeezed into a very narrow, very short space. It think it was about 10-ish on a Saturday night and we could not access it. In closing, we probably would not stay there again unless we got an incredible rate.

Reviewed on Aug. 25, 2025

Outsite Chelsea

Outsite Chelsea

2 out of 5
Manhattan
Price was CA $2,671, price is now CA $1,550 per person
CA $1,550
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (10 reviews)
Nice stay. Very low bed and little room to get in and out. Great location. If booking through Expedia, be careful to check for shared/private bathroom as the description is misleading.

Reviewed on Aug. 22, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $2,776, price is now CA $1,669 per person
CA $1,669
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.

Reviewed on Aug. 21, 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was CA $4,911, price is now CA $3,001 per person
CA $3,001
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,001 reviews)
Exceedingly above my expectations

Reviewed on Jul. 31, 2025

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 $415 per night from Sep 14 to Sep 15
CA $415
CA $496 total
Sep 14 - Sep 15
includes taxes & fees
8.4/10 Very Good! (535 reviews)
Comfiest beds in Southampton
"Wonderful location in town, walking distance to restaurants / shops etc. the most comfortable bed I have ever slept in. I woke not wanting to move. The sheets were so luxurious and bed so comfy. We got the hotel shuttle to the beach driven by a wonderful lady, so friendly and helpful. The hotel provided ..."

Reviewed on Aug. 9, 2025

Southampton Inn
Harpoon House

Harpoon House

3 out of 5
136 Main St, Southampton, NY
The price is CA $343 per night from Sep 2 to Sep 3
CA $343
CA $392 total
Sep 2 - Sep 3
includes taxes & fees
8.2/10 Very Good! (131 reviews)
"Lovely renovation with everything new and fresh. Just a couple of things missing like a bedside clock and a hair dryer, but a quite good accommodation within easy walking distance of town."

Reviewed on Aug. 19, 2025

Harpoon House
Southampton Village Motel

Southampton Village Motel

2.5 out of 5
315 HAMPTON ROAD, Southampton, NY
The price is CA $629 per night from Sep 7 to Sep 8
CA $629
CA $719 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (52 reviews)
"Amazing"

Reviewed on Jul. 25, 2025

Southampton Village Motel
See all 4,018 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
Family Vacations
Family Vacations

Discover the most popular places to visit in Village of Southampton

Cooper\'s Beach

Cooper's Beach

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.

Cooper's Beach
Shinnecock Museuem and Cultural Center featuring heritage elements

Shinnecock Nation Cultural Center and Museum

Learn about the traditional ways of life of the Shinnecock and admire indigenous artworks in Long Island’s only Native American-owned and operated museum.

Shinnecock Nation Cultural Center and Museum
Southampton Arts Center

Southampton Arts Center

After visiting Southampton Arts Center, make a plan to see the other sights and activities in Village of Southampton. While you're in the area, stroll along the beautiful beaches.

Southampton Arts Center

What to do in Village of Southampton

East Hampton Shops

Hamptons Private Day Trip from New York City

CA $1,788
per traveller
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

CA $1,788
per traveller
The Hamptons and Long Island Wineries Private Tour
Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting

From Mattituck: North Fork Area Bike Tour with Food Tasting

CA $191
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
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 $1,234 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.