Southampton Holidays

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Southampton Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Dutch Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Dutch Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Queens
Save 100% on your flight
S$1,040
per person
22 Sept - 25 Sept
found 2 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
7/10 Good! (452 reviews)
Upon checking in, I had to be transferred two times because the room’s AC condensation was dripping onto the floor and made it wet which I slipped on. I caught myself. The second room was the same situation so I was transferred into a third room..Naveen the man that was helping me was the only good part of this experience. We tried his best although was just by himself there is basically no other help at this property other than Navene. The gym is not operational and that was not stated the rooms however our actually nice although my TV was not working..

Reviewed on 8 Aug, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
Save 100% on your flight
S$1,918
per person
22 Sept - 25 Sept
found 2 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (3,255 reviews)
Loved staying at this hotel. Location was perfect to Times Square. The room was clean and the views were stunning. Breakfast was top class. No complaints.

Reviewed on 9 Aug, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

Manhattan
Save 100% on your flight
S$1,855
per person
22 Sept - 25 Sept
found 2 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (3,841 reviews)
YOTEL New York Times Square

YOTEL New York Times Square

Manhattan
Save 100% on your flight
S$1,288
per person
22 Sept - 25 Sept
found 2 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
7.8/10 Good! (2,955 reviews)
Millie, the cleaner, was very helpful. However, I’m not sure the reception staff really wanted to be there. The lady at reception was yawning while talking to us, sitting cross-legged, and generally seemed like she didn’t enjoy what she was doing. The other guy wasn’t able to help us with the check-in, and when we reached the check-in counter, there were no key cards available. Overall, I had the feeling that I was disturbing them during my stay rather than being welcomed as a guest.

Reviewed on 8 Aug, 2026

OYO Times Square

OYO Times Square

Manhattan
Save 100% on your flight
S$1,418
per person
22 Sept - 25 Sept
found 2 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
6.8/10 (2,037 reviews)

Things to do in and around Southampton

Southampton is ideal for beach and outdoor romantic getaways, offering a range of activities. Visitors can enjoy the local golf courses, partake in skiing, or relax in picturesque picnic areas, perfect for family outings. Explore the charming surroundings while indulging in these delightful experiences.

Shopping

For a delightful shopping experience in Southampton, visit BookHampton for a great selection of books, located 14.5km away. If you're up for a drive, head to The Style Bar, 16.1km away, or explore Love Lane, a vibrant shopping area 17.7km away, perfect for gifts and souvenirs.

Recreation

Experience the serene atmosphere at Shinnecock East County Park, perfect for relaxation and wellness activities amidst nature. For sports enthusiasts, the Shinnecock Hills Golf Course and Sebonack Golf Course offer stunning outdoor settings to enjoy a round of golf while soaking in the beautiful Southampton landscape.

Adventure

All Star Bowling is a vibrant arcadeAdventureZone located 22.5km from Southampton, offering family-friendly fun and exciting games. For thrill-seekers, the Long Island Skydiving Center, situated 30.6km away, promises an exhilarating aerial experience. Splish Splash Water Park, 29.0km away, is perfect for family adventure and entertainment.

Nightlife

Southampton's nightlife is vibrant and diverse. Enjoy cocktails at the chic 75 Main or unwind at the lively Southampton Publick House for a local brew. For a more relaxed vibe, the Blue Parrot offers a laid-back atmosphere, perfect for mingling after a day of exploring.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Southampton

Southampton offers the perfect backdrop for beach, outdoor, and romantic getaways. Visitors can enjoy the stunning beaches, delve into local history at museums, or unwind in urban parks. The area's diverse attractions cater to those seeking cultural experiences as well as family-friendly activities, ensuring a delightful stay for all travellers exploring this charming destination.

  • Halsey House: Immerse yourself in the rich history of Southampton at Halsey House, a charming museum that showcases local culture and heritage. This beautifully preserved building offers a glimpse into the past, making it a fascinating stop for history enthusiasts.
  • Mashashimuet Park: Located 14.5km from Southampton, Mashashimuet Park is perfect for families seeking outdoor fun. With its expansive green spaces, playgrounds, and walking trails, it offers a delightful environment for picnics, sports, and leisurely strolls amidst nature.
  • Cooper's Beach: Enjoy the sun and surf at Cooper's Beach, a picturesque stretch of sand in Southampton. With its stunning views and relaxing atmosphere, it's an ideal spot for sunbathing, swimming, or simply soaking in the beach vibes.

Best time to go to Southampton

The best time to visit Southampton is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January and February are its coolest month on average. At the time of February, visitor numbers are average and weather is mostly sunny.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January36.0°F (2.2°C)Light RainMostly SunnyAverageModerately Low
February36.0°F (2.2°C)Light RainMostly SunnyAverageModerately Low
March39.9°F (4.4°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.9°F (13.3°C)Light RainMostly SunnyModerately HighAverage
June65.1°F (18.4°C)Light RainMostly SunnyModerately HighModerately High
July73.2°F (22.9°C)Light RainMostly SunnyModerately HighModerately High
August73.8°F (23.2°C)Light RainMostly SunnyAverageModerately High
September68.5°F (20.3°C)Light RainMostly SunnyAverageAverage
October60.1°F (15.6°C)Light RainMostly SunnyModerately LowAverage
November50.0°F (10.0°C)Light RainMostly SunnyModerately LowAverage
December42.4°F (5.8°C)Light RainMostly SunnyModerately LowAverage

Tips to save on your trip to Southampton

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically January to March) for more affordable package holidays to Southampton.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Southampton Beach Holiday

There's nothing more delightful than a Southampton holiday. Whether you're sipping on refreshing margaritas at a local hot spot or reading your favourite magazine along the water's edge, your trip to Southampton is the time to live out your beachy daydreams. Many people choose to stay close to Cooper's Beach, situated just 5 kilometres from downtown. However, you'll also discover a great range of Southampton packages around Meschutt Beach and Ponquogue Beach, two other superb nearby options.

Things You Should Know About Southampton

  • If you're after that seaside lifestyle, check out our Southampton beach hotels. Beautiful water views and fresh sea air — what more could anyone ask for?
  • Private holiday homes are another popular choice for travellers planning a stay in Southampton. Some great options are SH001 5 Bedroom Holiday home By Senstay and Casa Newmark Holiday home 7 BestStayz.1.
  • Southampton is home to roughly 3,100 people. Why not head out and have a conversation with a few of them? It's a terrific way to get some local knowledge! You can also look up our Southampton things to do page.
  • After you've saved loads by booking a Southampton holiday package, you can splurge on unforgettable travel experiences. Cooper's Beach, Meschutt Beach and Wolffer Estates Vineyard are a few attractions that should be on your must-see list.

Top hotels in Southampton

The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
S$320
8 Sept - 9 Sept
includes taxes & fees
7.2/10 Good! (1,007 reviews)
"Honestly the staff weren't welcoming at all. Wasn't the greatest experience and the pictures are not as expected"

Reviewed on 9 Aug, 2026

The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
S$258
7 Sept - 8 Sept
includes taxes & fees
9.6/10 Exceptional! (557 reviews)
"Peace, My Bentley hotel experience was superb! The staff is very hospitable, friendly, helpful, courteous and professional. The suite was very nice. I love the fact that you have to go through two securely locked, solid doors in order to get inside. I also loved the lay out, including the fact that ..."

Reviewed on 7 Aug, 2026

The Bentley Hotel Southampton
Capri

Capri

281 County Road 39A Southampton NY
S$830
8 Sept - 9 Sept
includes taxes & fees
Capri
See all 569 properties in 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.

Stay near popular Southampton attractions

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

Cooper's Beach

9.2/10 (171 reviews)
Cooper's Beach dazzles with pristine white sands and Atlantic views against a backdrop of Hamptons mansions. Enjoy the gentle surf, rent chairs and umbrellas, or visit the beachside café.
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A sign for the Shinnecock Nation Cultural Center and Museum with a wooden building in the background.

Shinnecock Nation Cultural Center and Museum

9.6/10 (5 reviews)
This unique museum offers a 10,000-year journey through Shinnecock history with rare artefacts and hand-painted exhibits. Visit the Wikun Living History Village to experience traditional Native American crafts.
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A historic stone house with a wooden picket fence, surrounded by lush green trees and a well-maintained lawn.

Halsey House

7.6/10 (7 reviews)
You can spend time studying the exhibits at Halsey House during your travels in Village of Southampton. While you're in the area, stroll along the beautiful beaches.
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Shinnecock Hills Golf Course

8.6/10 (14 reviews)
This historic golf club, established in 1891, has challenged champions through multiple US Opens. Members and their guests savour the rolling fairways and classic clubhouse with panoramic course views.
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Southampton Arts Center

8.8/10 (30 reviews)
This historic 1897 building houses a vibrant cultural hub showcasing local and international artists through diverse exhibitions. Explore the sculpture garden while enjoying free gallery admission year-round.
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Shinnecock East County Park

8.0/10 (4 reviews)
This unspoiled barrier beach offers Atlantic Ocean views and prime striped bass fishing near Shinnecock Inlet. Reserve a beachfront camping spot for self-contained vehicles and experience the ultimate coastal escape.
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North Main Street Historic District

9.4/10 (12 reviews)
Stroll through Southampton's architectural timeline with homes from the 18th and 19th centuries. Admire the Jagger family's Italianate farmsteads and the picturesque historic railway station along tree-lined streets.
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National Golf Club

8.8/10 (3 reviews)
This historic links-style course (1911) features holes modelled on British counterparts. Golfers enjoy panoramic Peconic Bay views while playing alongside the distinctive windmill.
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What to do in Southampton

Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

S$1,674
per traveller
The Hamptons and Long Island Wineries Private Tour
great fun with friends

Full Day Private Long Island Wine Tours from New York City

S$244
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

S$1,674
per traveller
100% of travellers recommend
Hamptons Private Day Trip from New York City
See all activities in Southampton

Frequently asked questions

How much does a Southampton holiday package cost?
You can grab a holiday package to this top destination from S$1,040 on Expedia. But how much your holiday to Southampton costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Southampton?
February, March and December are great times to search for cheap Southampton holiday packages. Travelling in quieter periods means you'll typically find reduced prices on hotels and flights.
How many days is enough for Southampton?
With a well-planned schedule, you can easily tick off the most popular Southampton sights in a handful of days. But if you prefer to explore off the beaten track or take day trips, think about booking your Southampton holiday for longer.
Is it worth booking a holiday package to Southampton?
Southampton offers everything you need for an unforgettable trip. Begin your Southampton holiday on a high note by checking out popular attractions like Shinnecock Hills Golf Course.
How to find the best Southampton package deals?
Begin your search for a Southampton package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Southampton package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Southampton escape underway.
Is it cheaper to book a Southampton holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component separately. And you'll still have the flexibility to create a customised Southampton holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Southampton?
If you've got your Southampton holiday dates locked in, book as soon as you can to snap up some fantastic deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Southampton?
  1. Pick your dates: The things you plan to do in Southampton and your preferred season can help you decide when to travel.
  2. Set your budget: Consider expenses such as flights, transportation and food when calculating how much to save for your trip to Southampton. Then, select a hotel that matches your budget, whether that's a wallet-friendly stay or a swankier retreat.
  3. Decide how long to go away for: Now that you're more familiar with Southampton, you can figure out the right length of your break. Pull together a rough plan and allocate enough time for all the things you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Southampton holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.