![](https://forever.travel-assets.com/flex/flexmanager/images/2020/06/26/Orbitz-wizard-background.jpg?impolicy=fcrop&w=900&h=225&q=mediumHigh)
Southold Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top rated hotels for your Southold vacation package
![The Shoals Suites and Slips](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/90ac61e4_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Shoals Suites and Slips
61600 Main Rd, Southold, NY
1.41 mi from city center
The price is $339 per night
$339
per night
Jun 23 - Jun 24
Guests of The Shoals Suites and Slips enjoy features like a business center, free use of bicycles and a computer station. Front-desk staff can assist with concierge services, luggage storage, and securing valuables. Additional amenities include a banquet hall, a picnic area, and wedding services.
Breakfast included
Free WiFi
![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cd68f637_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
Free Cancellation
Reserve now, pay when you stay
11.94 mi from city center
The price is $238 per night
$238
per night
Jul 15 - Jul 16
At The Bentley Hotel Southampton, guests have access to a seasonal outdoor pool, laundry facilities, and a garden. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests.
Pool
Pet friendly
![Greenview Inn Riverhead](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/71c6dd90_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Greenview Inn Riverhead
1433 W Main St, Riverhead, NY
Free Cancellation
Reserve now, pay when you stay
17.58 mi from city center
The price is $86 per night
$86
per night
Jun 27 - Jun 28
Guests staying at Greenview Inn Riverhead enjoy free WiFi in public areas, laundry facilities, and a garden. There's free parking if you drive. The 24-hour front desk has staff always at the ready. This smoke-free motel also has a vending machine.
Parking included
Free WiFi
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.
More trip options
Hotels
Hotels in HiltonLuxury Hotels in BinghamtonHotels in Lake GeorgeHotels in IthacaHotels with Hot Tubs in WatertownHotels in AlbanyHotels in MontaukHotels with Hot Tubs in SyracuseCheap Hotels in SyracuseHotels in Saratoga SpringsRomantic Getaways & Hotels in SyracuseCheap Hotels in AlbanyHotels with Hot Tubs in Niagara FallsHotels with Hot Tubs in AlbanyHotels in Alexandria BayHotels in Lake PlacidHotels in RiverheadHotels with Hot Tubs in UticaHotels in White PlainsHotels in MiddletownHotels in Niagara FallsHotels in Syracuse
Packages