Southampton Vacation Packages
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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.
Top Southampton Vacation Deals
Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York
Manhattan
Price was CA $2,377, price is now CA $1,475 per person
CA $1,475
per person
Apr 1 - Apr 5
found 14 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,001 reviews)
Great location - expensive for your return.
Reviewed on Feb 16, 2026
Pendry Natirar
Price was CA $5,357, price is now CA $3,138 per person
CA $3,138
per person
May 3 - May 9
found 21 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (7 reviews)
The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful.
Reviewed on Jun 13, 2025
The Fifth Avenue Hotel
Manhattan
Price was CA $3,384, price is now CA $2,126 per person
CA $2,126
per person
May 16 - May 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (159 reviews)
Absolutely everything. Amazingly appointed room, very friendly stafff.
Reviewed on Mar 1, 2026
Southampton Beach Vacation
There's nothing more delightful than a Southampton vacation. Whether you're sipping on refreshing margaritas at a local hot spot or reading your favorite 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 vacation homes are another popular choice for travelers 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 vacation 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.
Southampton Hotel Deals
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Mar 8 to Mar 9
CA $183
CA $210 total
Mar 8 - Mar 9
includes taxes & fees
9.6/10 Exceptional! (440 reviews)
Nice
Reviewed on Feb 24, 2026
Hamlet Inn
300 Montauk Highway Southampton NY
The price is CA $134 per night from Mar 3 to Mar 4
CA $134
CA $173 total
Mar 3 - Mar 4
includes taxes & fees
8.6/10 Excellent! (454 reviews)
Room was clean surrounding was extremely tranquil
Reviewed on Feb 20, 2026
Harpoon House
136 Main St Southampton NY
8.4/10 Very Good! (149 reviews)
Room was clean. Bathroom was refinished.
Reviewed on Feb 15, 2026
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.
Discover the most popular places to visit in Southampton
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.
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.
Southampton Arts Center
Enjoy a stop at Southampton Arts Center, an entertaining place to visit in Village of Southampton. While you're in the area, stroll along the beautiful beaches.
What to do in Southampton
Full Day Private Long Island Wine Tours from New York City
CA $259
per adult
Hamptons Private Day Trip from New York City
CA $1,780
per traveller
The Hamptons and Long Island Wineries Private Tour
CA $1,780
per traveller
Explore a world of travel with Expedia
- Hotels near Agawam Park
- Hotels near Cooper's Beach
- Apartments in Hamptons
- B&B in Hamptons
- Cottages in Hamptons
- Beach Hotel Hotels in Hamptons
- Cheap Hotels in Hamptons
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- Ski Hotels in Hamptons
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- Hamptons Hotels
- Resorts in Hamptons
- New York Hotels
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- Hotels near Parrish Art Museum
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- Golf Hotels in Shinnecock Hills
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- Beach Hotel Hotels in Water Mill
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- Water Mill Hotels
- Inns in Water Mill
- Resorts in Water Mill
- Bedell Cellars
- Castello di Borghese / Hargrave Vineyard
- Cooper's Beach
- East Hampton Main Beach
- East Hampton Vacations
- First United Methodist Church
- Georgica Beach
- Hampton Bays Vacations
- Hamptons Vacations
- Visit Hamptons
- Havens Beach
- Hither Hills State Park
- Hither Woods Preserve
- Kontokosta Winery
- Longhouse Reserve
- Martha Clara Vineyards
- Napeague State Park
- North Main Street Historic District
- Old Hook Mill
- Orient Vacations
- Parrish Art Museum
- Pindar Vineyards
- Pollock-Krasner House and Study Center
- Ponquogue Beach
- Sag Harbor Vacations
- Shelter Island Heights Vacations
- Visit Shinnecock Hills
- Shinnecock Nation Cultural Center and Museum
- Visit Shinnecock Reservation
- Southampton Arts Center
- Suffolk County Vacations
- Tanger Outlet Center
- Wolffer Estates Vineyard
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
