Hampton Bays Vacation Packages
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Your Hampton Bays Vacation
When you book a vacation package to Hampton Bays, all the planning is taken care of before you leave. This gives you a lot more time to uncover some of the things that characterize this coastal city, such as its beaches, laid-back lifestyle and spectacular views. If taking in sights is on the cards during your trip to Hampton Bays, swing by well-known attractions like The Hamptons Beaches, Coopers Beach and Shinnecock Nation Cultural Center and Museum. A few clicks is all it takes to build the perfect Hampton Bays vacation on Expedia.
Top Hampton Bays Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Loews Regency New York Hotel
Manhattan
Price was CA $3,110, price is now CA $1,845 per person
CA $1,845
per person
Apr 2 - Apr 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Staff were very accomodating and looked after my family well during our stay. Nothing was too difficult for them.
Reviewed on Jan 17, 2026
1 Hotel Central Park
Manhattan
Price was CA $3,267, price is now CA $2,010 per person
CA $2,010
per person
Apr 25 - Apr 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
Excellent stay! Friendly staff, comfortable, beautiful rooms & lobby.
Reviewed on Feb 2, 2026
The Fifth Avenue Hotel
Manhattan
Price was CA $3,505, price is now CA $2,194 per person
CA $2,194
per person
Apr 25 - Apr 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (159 reviews)
Staff were lovely, helpful and pleasant. Turndown service way too late, though—9:45 might catch some guests sleeping.
Reviewed on Jan 3, 2026
1 Hotel Brooklyn Bridge
Price was CA $4,579, price is now CA $3,003 per person
CA $3,003
per person
Apr 25 - Apr 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
The entire stay was exceptional! From the point of entry to departure 10/10
Reviewed on Jan 29, 2026
The Pierre, A Taj Hotel, New York
Manhattan
Price was CA $2,804, price is now CA $1,883 per person
CA $1,883
per person
Apr 25 - Apr 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (1,007 reviews)
Staff warm, & welcoming, bar, great breakfast, & restaurant lovely, don’t miss coffee at the bar in the morning & Friday with the Martinis piano singers.
Reviewed on Feb 5, 2026
Hampton Bays Beach Vacation
Listen to the waves crashing onto the shore and look out over the shimmering waters on your Hampton Bays vacation. If you're in need of some time out, a trip to Hampton Bays is your ticket to relaxation. We have plenty of Hampton Bays vacation packages to choose from. Lock in one near Meschutt Beach, just 3 kilometres from the downtown area, and live out your vacation dreams without blowing your budget.
Hampton Bays Hotel Deals
Hampton Bays Hotel on Main
2 W Montauk Hwy Hampton Bays NY
The price is CA $193 per night from Feb 13 to Feb 14
CA $193
CA $221 total
Feb 13 - Feb 14
includes taxes & fees
7/10 Good! (70 reviews)
Loved the 2 bar options on the property.
Reviewed on Oct 16, 2025
10 Bedroom Hampton House with a regulation size Pickleball court
Hampton Bays NY
9.8/10 Exceptional! (22 reviews)
Location of this property is impeccable.
Reviewed on Aug 28, 2025
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Hampton Bays NY
9.4/10 Exceptional! (131 reviews)
We absolutely loved the place and had a great time. There was plenty of space for the kids to spread out and enjoyed the indoor fireplace. The sunrise views were amazing and it's always special to stay on the water. Communication with the owner was great. We hope to visit again.
Reviewed on Jan 11, 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 Hampton Bays
Ponquogue Beach
Stretching along a narrow strip of land on Long Island’s southern shoreline is this beautiful sandy beach. Relax in the sun or get active on the sand or water.
What to do in Hampton Bays
Hamptons Private Day Trip from New York City
CA $1,804
per traveller
The Hamptons and Long Island Wineries Private Tour
CA $1,804
per traveller
Explore a world of travel with Expedia
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- Farmstay in South Fork
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- Inns in South Fork
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- Resorts in South Fork
- Aparthotels in South Jamesport
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- Hotels near The Hamptons Beaches
- B&B in Town of Southampton
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- Motels in Town of Southampton
- Luxury Hotels in Tuckahoe
- Tuckahoe Hotels
- Bedell Cellars
- Castello di Borghese / Hargrave Vineyard
- Cooper's Beach
- East Hampton Main Beach
- East Hampton Vacations
- Visit East Quogue
- First United Methodist Church
- Georgica Beach
- Hamptons Vacations
- Havens Beach
- Kontokosta Winery
- Longhouse Reserve
- Martha Clara Vineyards
- Moriches Vacations
- North Main Street Historic District
- Old Hook Mill
- Parrish Art Museum
- Pindar Vineyards
- Pollock-Krasner House and Study Center
- Ponquogue Beach
- Visit Quogue
- Sag Harbor Vacations
- Shelter Island Heights Vacations
- Visit Shinnecock Hills
- Shinnecock Nation Cultural Center and Museum
- Visit Shinnecock Reservation
- Shoreham Vacations
- Smith Point County Park
- Southampton Arts Center
- Southampton Vacations
- Suffolk County Vacations
- Twa Flight 800 International Memorial
- 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.
