Southold Vacation Packages
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Top Southold vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Lotte New York Palace
Manhattan
9/10 Wonderful! (2,230 reviews)
Nov 21 - Nov 25
4 night stay
Atlanta (ATL) to New York (JFK)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,823, price is now $906 per person
$906
per person
found 1 day ago
It was perfect and stay there
Reviewed on Sep 26, 2026
4.0-star property
Hotel Riu Plaza Manhattan Times Square
Manhattan
9.2/10 Wonderful! (3,950 reviews)
Dec 4 - Dec 7
3 night stay
Atlanta (ATL) to New York (JFK)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,276, price is now $1,276 per person
$1,276
per person
found 1 day ago
Very clean
Great location
Reviewed on Sep 26, 2026
5.0-star property
Park Lane New York
Manhattan
8.4/10 Very Good! (1,804 reviews)
Dec 8 - Dec 13
5 night stay
Atlanta (ATL) to New York (JFK)
Delta • Roundtrip • Coach
Save 100% on your flight
Price was $3,884, price is now $2,223 per person
$2,223
per person
found 1 day ago
A very average experience for the money paid.
Reviewed on Sep 25, 2026
Top rated hotels for your Southold vacation package
The Shoals Suites and Slips
61600 Main Rd Southold NY
1.41 mi from city center
$254 nightly
The price is $286 total per night
$286 total
Oct 1 - Oct 2
Total with taxes and fees
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 express check-out, a ballroom, and wedding services.
Free WiFi
Restaurant
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Free Cancellation
15.32 mi from city center
$91 nightly
The price is $104 total per night
$104 total
Oct 5 - Oct 6
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex features free WiFi in public areas and a picnic area. Free parking is included with your stay. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area.
Pet friendly
Parking included
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Free Cancellation
Reserve now, pay when you stay
14.97 mi from city center
$218 nightly
The price is $251 total per night
$251 total
Oct 7 - Oct 8
Total with taxes and fees
Guests of Water's Edge Resort & Spa have access to a private beach, a full-service spa, and an indoor pool. You can put free valet parking to good use if you drive. The 24-hour front desk has staff standing by to help with tours or tickets, securing valuables, and luggage storage. Other amenities at this beach resort include a gym, a sauna, and outdoor tennis courts.
On private beach
Pool
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.
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