How much does a Southampton vacation package cost?

You can grab a vacation package to this top destination from $357 on Expedia. But how much your vacation to Southampton costs will depend on the season, length of stay and hotel choice.

What are the cheapest months to go to Southampton?

You can usually find lower prices and better availability in November, December and January. Browse our cheap Southampton vacation packages and you could get some great off-season discounts.

How many days is enough for Southampton?

For your Southampton vacation, a few days will be enough to explore the highlights. Make sure to check out Southampton Historical Museum — it's one of the main sights in this destination. If you want more adventure, think about basing yourself here and heading off on some day tours from Southampton.

Is it worth booking a vacation package to Southampton?

It's easy to see why a Southampton vacation is on the to-do list of many travelers. Major attractions like Cooper's Beach are just the beginning of things to keep you busy here.

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 vacation as a package?

Expedia vacation 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 customized Southampton vacation by choosing your preferred accommodation type, airline and car class.

When to book a vacation package to Southampton?

If you've got your Southampton vacation 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?

Choose when to go: Check your diary and pack your bags. Your favorite season and the type of activities available will also help you decide when to vacation in Southampton. Work out your budget: Make sure you have enough money to pay for everything from food and transportation to flights and experiences. Your hotel will likely be the largest expense during your trip to Southampton. Organize your Southampton escape with our trip planning tool : Search for and book accommodations and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Southampton together. Set the duration of your trip: Start by making a list of all the attractions and activities you'd like to experience in Southampton. Then, estimate how long you'll need at each, including any travel time. Bundle your accommodations and airfare: After you've settled on your dates and duration, book the perfect Southampton vacation package for you. Add on experiences and excursions: Read our travel guide to find some awesome things to do in Southampton . Book tickets or make reservations as soon as you can to save time and avoid the hassle of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Southampton vacation packages?

Set off on your perfect escape to Southampton with help from Expedia's Book Now, Pay Later vacations. There's no need to save up or wait until your next paycheck — we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snag great deals before they sell out.

Southampton Vacation Packages 2025/2026 from $404

Name: The Bentley Hotel Southampton
Price range: $268 total
Rating: 9.4

Your Southampton Vacation

When a fun city getaway is calling, answer it with a Southampton vacation package. The neighborhood of Village of Southampton, which is great for history, coastal beaches and culture, makes a great base for your adventures. The Hamptons Beaches, Coopers Beach and Shinnecock Nation Cultural Center and Museum are just a few of the sights you'll want to check out during your trip to Southampton. Don't put off exploring this city any longer. Your dream Southampton vacation is a few clicks away with Expedia.

The Latest Southampton vacation packages

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

The Inn At Fox Hollow Hotel

$357

per person

Nov 4 - Nov 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9.2/10 Wonderful! (1,003 reviews)

This place is the bomb. Loved our suite, loved the pool and the breakfast was wonderful

Reviewed on Aug 12, 2025

Windrose On Hudson

$376

per person

Oct 28 - Nov 1

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (NYC)

8.4/10 Very Good! (9 reviews)

Only one night so did not use the amenities. The refrigerator in the room died in the night so lost my leftovers. The room was clean and the staff was helpful. The shower function was strange. I would stay there again.

Reviewed on Aug 12, 2025

Courtyard New York Manhattan/ Midtown East

Manhattan

$867

per person

Sep 26 - Sep 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9/10 Wonderful! (2,296 reviews)

The front desk staff was great and friendly.

Reviewed on Aug 22, 2025

Omni Berkshire Place

Manhattan

Save 100% on your flight

$1,208

per person

Oct 8 - Oct 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9.2/10 Wonderful! (1,951 reviews)

Beautiful, spacious room and courteous staff made us feel very welcome. Will definitely book again.

Reviewed on Aug 23, 2025

Sound View Greenport

Save 100% on your flight

$758

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

8.4/10 Very Good! (561 reviews)

Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound

Reviewed on Aug 18, 2025

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Southampton Hotel Deals

The Atlantic Hotel

1655 County Road 39, Southampton, NY

$183 nightly

$209 total

Sep 21 - Sep 22

Total with taxes and fees

7/10 Good! (914 reviews)

"Nice place. Recommend."

Reviewed on Aug 18, 2025

The Bentley Hotel Southampton

161 Hills Station Rd, Southampton, NY

Fully refundableReserve now, pay when you stay

$235 nightly

$268 total

Sep 3 - Sep 4

Total with taxes and fees

9.4/10 Exceptional! (321 reviews)

Great family time!

"Great location, hotel room was super roomy for my family if six, beds super comfy and it was quiet at night and slept great! the grounds were well kept and the pool heated. The staff very friendly and helpful. Easy check in and check out! Would definitely stay again."

Reviewed on Aug 21, 2025

Sea Haven Resort Motel

52 Longview Road, Southampton, NY

$173 nightly

$198 total

Sep 2 - Sep 3

Total with taxes and fees

7/10 Good! (21 reviews)

"Great staff"

Reviewed on Jul 27, 2025

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.

Things to do in and around Southampton

Southampton, New York, offers a perfect blend of beach and outdoor activities for a romantic getaway. Visitors can enjoy golfing at scenic courses, explore ski fields, and partake in various low-cost activities. Popular attractions include beautiful shore excursions and tours that highlight the area's charm. Whether you're looking to relax on the beach or engage in fun outdoor adventures, Southampton has something for everyone.

Shopping

For a delightful shopping experience in Southampton, visit Victoria's Secret (5 miles away) for lingerie and sleepwear, or Nancy + Co. (6 miles away) for unique gifts. If you're up for a drive, check out The Style Bar, located 10 miles away, for trendy clothing and accessories.

Recreation

Experience the beauty of Shinnecock Hills Golf Course, where you can enjoy a round of golf amidst stunning landscapes. For relaxation, visit Shinnecock East County Park, perfect for unwinding in nature. Sebonack Golf Course offers another chance to engage in outdoor sports while soaking in the scenic surroundings.

Adventure

Splish Splash Water Park, located 18 miles from Southampton, offers thrilling water slides and family-friendly attractions, perfect for a fun-filled day. Experience the charm of the Greenport Carousel, 15 miles away, featuring delightful rides in a beautiful outdoor setting. For adrenaline junkies, Riverhead Raceway, 17 miles away, delivers exciting motor racing events.

Nightlife

In Southampton, experience vibrant nightlife at places like the Southampton Social Club and The Plaza. Enjoy live music, dancing, and cocktails in a lively atmosphere, while nearby bars like The Inn Spot offer a cozy retreat. The summer months also bring outdoor events and beach parties for extra fun.

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

Find the best attractions in Southampton

Southampton, New York, offers a perfect blend of beach, outdoor, and romantic experiences. Explore stunning beaches, delve into local history at museums, and enjoy the marina's charm. Whether you're after cultural experiences or outdoor adventures, there's something for everyone. Don't forget to consider staying at one of the lovely Southampton resorts for a memorable vacation.

Cooper's Beach: Experience the quintessential beach vibes at Cooper's Beach, known for its soft sand and stunning ocean views. Enjoy sunbathing, swimming, and beachcombing in a serene environment, making it a perfect spot for relaxation and seaside fun.
Shinnecock Nation Cultural Center and Museum: Dive into the rich heritage of the Shinnecock Nation at this insightful museum. Engage with exhibits showcasing their history, art, and culture, offering a unique perspective on Native American life on Long Island.
Southampton Arts Center: Immerse yourself in creativity at the Southampton Arts Center, where you can explore diverse exhibitions and cultural events. It’s a vibrant hub for art lovers, offering workshops, performances, and community programs.

Best time to go to Southampton

The best time to visit Southampton is dependant 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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	36.0°F (2.2°C)	Light Rain	Mostly Sunny	Average	Moderately Low
February	36.0°F (2.2°C)	Light Rain	Mostly Sunny	Average	Moderately Low
March	39.9°F (4.4°C)	Light Rain	Mostly Sunny	Average	Moderately Low
April	47.5°F (8.6°C)	Light Rain	Mostly Sunny	Average	Average
May	55.9°F (13.3°C)	Light Rain	Mostly Sunny	Moderately High	Average
June	65.1°F (18.4°C)	Light Rain	Mostly Sunny	Moderately High	Moderately High
July	73.2°F (22.9°C)	Light Rain	Mostly Sunny	Moderately High	Moderately High
August	73.8°F (23.2°C)	Light Rain	Mostly Sunny	Average	Moderately High
September	68.5°F (20.3°C)	Light Rain	Mostly Sunny	Average	Average
October	60.1°F (15.6°C)	Light Rain	Mostly Sunny	Moderately Low	Average
November	50.0°F (10.0°C)	Light Rain	Mostly Sunny	Moderately Low	Average
December	42.4°F (5.8°C)	Light Rain	Mostly Sunny	Moderately Low	Average

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 to Southampton during the low season (January to March) for more affordable options.
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.