Southampton Vacations

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Find the Best Southampton Vacation Packages

Southampton Hotel Deals

The Atlantic Hotel
The Atlantic Hotel
2.5 out of 5
1655 County Road 39, Southampton, NY
The price is SAR 447 per night from Apr 29 to Apr 30
SAR 447
SAR 605 total
includes taxes & fees
29 Apr - 30 Apr
7/10 Good! (843 reviews)
"Everything was fine- I feel like the hotel was empty- except for the room directly above me. If there are so many vacant rooms, why not spread them apart so that I’m not kept up all night from the noise?"

Reviewed on 14 April 2025

The Atlantic Hotel
The Bentley Hotel Southampton
The Bentley Hotel Southampton
2 out of 5
161 Hills Station Rd, Southampton, NY
Fully refundableReserve now, pay when you stay
The price is SAR 537 per night from Apr 21 to Apr 22
SAR 537
SAR 707 total
includes taxes & fees
21 Apr - 22 Apr
9.4/10 Exceptional! (241 reviews)
"I recently stayed at The Bentley Hotel in Southampton, NY, and had a great experience. The place was super clean, spacious, and had such a cute vibe overall. It felt more like a stylish little getaway spot than your typical hotel. The staff were incredibly friendly and welcoming, which made the stay ..."

Reviewed on 13 April 2025

The Bentley Hotel Southampton
Southampton Inn
Southampton Inn
3 out of 5
91 Hill Street, Southampton, NY
The price is SAR 807 per night from Apr 21 to Apr 22
SAR 807
SAR 983 total
includes taxes & fees
21 Apr - 22 Apr
8.4/10 Very Good! (515 reviews)
"Nice place"

Reviewed on 23 January 2025

Southampton Inn
See all 531 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.

Frequently asked questions

How much does a Southampton vacation package cost?
You can grab a vacation package to this top destination 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?
February, March and December are great times to search for cheap Southampton vacation packages. Traveling in quieter periods means you’ll typically find reduced prices on hotels and flights.
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?

  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 vacation package that brings all your bookings together.

Discover the most popular places to visit in Southampton

Cooper\'s Beach

Cooper's Beach

4.5/5(68 reviews)

Why not spend a carefree afternoon at Cooper's Beach during your travels in Village of Southampton? Wander the seaside or discover the area's sunsets.

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

Shinnecock Nation Cultural Center and Museum

You can spend an afternoon browsing the exhibits at Shinnecock Nation Cultural Center and Museum in Shinnecock Hills. While you're in the area, stroll along the beautiful beaches.

Shinnecock Nation Cultural Center and Museum
My favorite sign .. The mean it to

Southampton Arts Center

4.5/5(7 reviews)

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