Cheap Vacations in Southampton
- Southampton vacations
- 3-night Southampton vacations
- 4-night Southampton vacations
- 5-night Southampton vacations
- 6-7 night Southampton vacations
3-night Southampton vacations
Price found within the past 48 hours. Click for updated prices.
4-night Southampton vacations
Price found within the past 48 hours. Click for updated prices.
5-night Southampton vacations
Price found within the past 48 hours. Click for updated prices.
6-7 night Southampton vacations
Price found within the past 48 hours. Click for updated prices.
Flight deals to Southampton
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
MCO
Orlando
EWR
New York
$68 Roundtrip, found 2 hours ago
$68
Roundtrip
found 2 hours ago
FLL
Fort Lauderdale
LGA
New York
$74 Roundtrip, found 1 hour ago
$74
Roundtrip
found 1 hour ago
MCO
Orlando
LGA
New York
$84 Roundtrip, found 16 hours ago
$84
Roundtrip
found 16 hours ago
Top rated hotels for your Southampton vacation
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Free Cancellation
Reserve now, pay when you stay
4.06 mi from city center
$140 nightly
The price is $160 total per night
$160 total
Apr 27 - Apr 28
Total with taxes and fees
When you stay at The Bentley Hotel Southampton in Southampton, you'll be near the airport, within a 5-minute drive of The Hamptons Beaches and Meschutt Beach.
Pool
Pet friendly
Southampton Inn
91 Hill Street Southampton NY
0.3 mi from city center
$219 nightly
The price is $251 total per night
$251 total
Apr 26 - Apr 27
Total with taxes and fees
Located in Southampton, Southampton Inn is in a shopping district, a 5-minute walk from Southampton Cultural Center and 6 minutes by foot from Southampton Arts Center.
Pool
Pet friendly
The Atlantic Hotel
1655 County Road 39 Southampton NY
3.46 mi from city center
$156 nightly
The price is $178 total per night
$178 total
May 4 - May 5
Total with taxes and fees
With a stay at The Atlantic Hotel in Southampton, you'll be in the business district, within a 5-minute drive of The Hamptons Beaches and Shinnecock Hills Golf Course.
Pool
Pet friendly
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.
Top Picks
- Fishing Resorts & in Southampton
- Hotels with Free Breakfast in Southampton
- 3 Star Hotels in Mattituck
- 3 Star Hotels in Water Mill
- Hotels with a Gym in Sag Harbor
- Water Mill Hotels
- Hotels with Free Parking in Hampton Bays
- Hotels with Shopping in Bridgehampton
- 3 Star Hotels in Sag Harbor
- Hotels with a Gym in Bridgehampton
- 5 Star Hotels in Mattituck
- 3 Star Hotels in Jamesport
- Chalets in Sagaponack
- Hotels with Air Conditioning in Hampton Bays
- Golf Resorts & in Sag Harbor
- Hotels with Balconies in Hampton Bays
- Villas in Water Mill
- Hotels near Pindar Vineyards
- Hotels with Free Breakfast in Bridgehampton
- Hotels with Tennis Courts in Southampton
- Chalets in Southampton
- 5 Star Hotels in Hampton Bays
- Lodges in Mattituck
- Hotels with a Wedding Venue in Bridgehampton
- Hotels with Room Service in Hampton Bays
- Hotels with Free Parking in Southampton
- Hotels with Shopping in Sag Harbor
- Apartments in Sag Harbor
- Oceanfront Hotels in Hampton Bays
- Extended Stay Hotels in Southampton
- Hotels with Airport Transfers in Jamesport
- Guest Houses in Jamesport
- Hotels with Air Conditioning in Sag Harbor
- Hotels near Clovis Point
- Hotels near East Hampton
- Arcade Hotels in Southampton
- Business Hotels in Southampton
- Hotels with Free Parking in Bridgehampton
- Chalets in Water Mill
- B&B in Hampton Bays
- Hotels near Lenz Winery
- Laurel Hotels
- Boutique Hotels in Southampton
- Hampton Bays Hotels
- Hotels near Bedell Cellars
- 5 Star Hotels in Southampton
- Hotels with Kitchenettes in Hampton Bays
- 3 Star Hotels in Bridgehampton
- Pet Friendly Hotels in Sag Harbor
- 4 Star Hotels in Sag Harbor
- Hotels with Tennis Courts in Hampton Bays
- 5 Star Hotels in Water Mill
- Winery Hotels in Sag Harbor
- Hotels with Pools in Mattituck
- 5 Star Hotels in Sag Harbor
- Hotels with Pools in Bridgehampton
- Condo Rentals in Bridgehampton
- 4 Star Hotels in Bridgehampton
- 3 Star Hotels in Southampton
- Beach Resorts & in Sag Harbor
- Hotels with Pools in Sag Harbor
- Beach Resorts & in Southampton
- Hotels near Sherwood House Vineyards
- Hotels with an Indoor Pool in Sag Harbor
- Romantic Getaways & Hotels in Mattituck
- Fishing Resorts & in Hampton Bays
- Cabin Rentals in Sag Harbor
- Cheap Hotels in Southampton
- 4 Star Hotels in Sagaponack
- Hotels near Cooper's Beach
- Motels in Sag Harbor
- Pet Friendly Hotels in Jamesport
- Lodges in Southampton
- Hotels with Kitchenettes in Southampton
- Hostels in Mattituck
- Hotels with Bars in Quogue
- Business Hotels in Bridgehampton
- Hotels with Air Conditioning in Jamesport
- Villas in Mattituck
- Hotels near Meschutt Beach
- 5 Star Hotels in Bridgehampton
- Hotels with Bars in Sag Harbor
- Condo Rentals in Southampton
^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.
