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Southold Holidays from NZ$3,731
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The Latest Southold Holiday Deals
Price found within the past 48 hours. Click for updated prices.
![The Life Hotel](https://images.trvl-media.com/lodging/7000000/6880000/6874200/6874173/4887f3f6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![The Knickerbocker Hotel](https://images.trvl-media.com/lodging/10000000/9600000/9593800/9593707/c810f3f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![NobleDEN Hotel](https://images.trvl-media.com/lodging/9000000/8690000/8682300/8682234/d77a4b61_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Mondrian Park Avenue](https://images.trvl-media.com/lodging/18000000/17800000/17793500/17793410/fca47c89_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Our pick of the best Southold Hotel Deals
![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
Fully refundableReserve now, pay when you stay
The price is NZ$165 per night from 23 Jun to 24 Jun
NZ$165
per night
23 Jun - 24 Jun
6/10 (370 reviews)
"We arrived before check in time, staff worked with us to get room ready. They were very nice"
Reviewed on 10 Jun. 2024
![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
The price is NZ$618 per night from 24 Jun to 25 Jun
NZ$618
per night
24 Jun - 25 Jun
9.4/10 Exceptional! (82 reviews)
"Lovely spot. Beautiful rooms and helpful staff. We will come again"
Reviewed on 31 May 2024
![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
Fully refundableReserve now, pay when you stay
The price is NZ$441 per night from 15 Jul to 16 Jul
NZ$441
per night
15 Jul - 16 Jul
9.2/10 Wonderful! (84 reviews)
"Beautiful hotel, everything brand new everything clean staff very friendly and accommodating close to everything"
Reviewed on 11 Jun. 2024
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
Discover the most popular places to visit in Southold
Sparkling Pointe
You can enjoy a tasting or tour at Sparkling Pointe during your travels to Southold. Discover the sunsets and wineries in this family-friendly area.
Croteaux Vineyards
You can enjoy a tasting or tour at Croteaux Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.
Sannino's Bella Vita Vineyard
You can enjoy a tasting or tour at Sannino's Bella Vita Vineyard during your travels to Southold. Wander the beaches or discover the sunsets in this family-friendly area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.