Southold Vacation Packages

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Top Southold vacation package deals

Price found within the past 48 hours. Click for updated prices.
OYO Times Square
4.0-star property

OYO Times Square

Manhattan
6.8/10 (2,082 reviews)

Dec 3 - Dec 6

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,374, price is now $810 per person
$810
per person
found 1 day ago

The Gotham Hotel
4.5-star property

The Gotham Hotel

Manhattan
9.2/10 Wonderful! (1,051 reviews)

Dec 2 - Dec 5

3 night stay

Atlanta (ATL) to New York (JFK)

Delta • Coach

New York (JFK) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,673, price is now $997 per person
$997
per person
found 1 day ago

1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

9/10 Wonderful! (1,004 reviews)

Dec 2 - Dec 4

2 night stay

Atlanta (ATL) to New York (JFK)

Delta • Coach

New York (JFK) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,796, price is now $1,078 per person
$1,078
per person
found 1 day ago

NobleDEN Hotel
4.0-star property

NobleDEN Hotel

Manhattan
9.8/10 Exceptional! (1,643 reviews)

Dec 9 - Dec 15

6 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,526, price is now $1,540 per person
$1,540
per person
found 1 day ago
The room was very well designed. Packed everything we needed into a smallish space, so it felt spacious! Balcony was nice but our view was building tops! Beds and pillows were comfortable, with nice rain shower head in walk in shower, and separate water closet for the toilet. The staff were excellent, always courteous and helpful. The guys working the front desk enhanced our stay by telling us about the city and how to get where. Special thanks to Jon, Thomas, Justin, Morgan, and anyone else I may have forgotten. It was great being in the middle of Little Italy and within walking distance of the 9/11 memorial and museum, the Hudson River and numerous other things within walking distance. I would recommend and stay there again!

Reviewed on Sep 24, 2026

The Towers at Lotte New York Palace
5.0-star property

The Towers at Lotte New York Palace

Manhattan
9.2/10 Wonderful! (702 reviews)

Nov 18 - Nov 22

4 night stay

Atlanta (ATL) to New York (JFK)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $3,658, price is now $2,245 per person
$2,245
per person
found 1 day ago

Top rated hotels for your Southold vacation package

The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
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.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
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 1 - Oct 2
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.
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
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.
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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.

Things to do

Public Schooner Sail in Greenport

Sunday Brunch Sail in Greenport

$175
per adult
Sunday Brunch Sail in Greenport
See all activities in Southold
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