Town of Southold Town Vacations from AED3,557
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Top destinations in Town of Southold Town
Southold
Mattituck
Cutchogue
Orient
East Marion
Peconic
Laurel
Fishers Island
The Latest Town of Southold Town Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Log Comfort 3
Lower Vailsburg
AED3,557
per person
Nov 22 - Nov 29
found 10 hours ago
Roundtrip non-stop flight included
Manchester (MAN) to New York (JFK)
8/10 Very Good! (1 review)
The host was wonderful and very responsive. She even offers extended check out which was great. The listing could be a bit more detailed on the apartment. It appears to be a place to rent rooms but the whole apartment was offered. There is a camera IN the apartment which was very uncomfortable as I felt like I could not get comfortable for the time I was there and being watched I could not enjoy the living room. Other than that I have no complaints.
Reviewed on 3 August 2026
Ink 48 Hotel
Manhattan
AED5,447
per person
Nov 22 - Nov 29
found 10 hours ago
Roundtrip non-stop flight included
Manchester (MAN) to New York (JFK)
8.4/10 Very Good! (1,768 reviews)
Hotel was great, quick and rather safe walk to Time square or a Subway station. Would absolutely stay again.
Reviewed on 29 September 2026
Town of Southold Town Hotel Deals
Sound View Greenport
58775 County Rd 48 Greenport NY
AED 827
AED 1,050 total
25 Oct - 26 Oct
includes taxes & fees
Zey Hotel
439 Main Street Greenport NY
AED 620
AED 708 total
4 Oct - 5 Oct
includes taxes & fees
9.2/10 Wonderful! (413 reviews)
"Adorable, comfy, clean , and convenient with friendly staff."
Reviewed on 29 September 2026
North Fork Resort
690 Queen St Greenport NY
AED 946
AED 1,081 total
1 Oct - 2 Oct
includes taxes & fees
9.6/10 Exceptional! (61 reviews)
"Fantastic contemporary cottage. Looks brand new and it has everything. Wonderful place to stay. Check in process needs improvement with more attention paid to details by staff."
Reviewed on 29 September 2026
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.
Stay near popular Town of Southold Town attractions
Orient Point County Park
10.0/10 (1 review)
Explore the great outdoors at Orient Point County Park, a lovely green space in Orient Point. Stroll along the beaches or discover the area's sunsets.
Photo by Joe Vickiana
Orient Beach State Park
8.6/10 (33 reviews)
You can take time to visit Orient Beach State Park during your travels to Orient. Stroll along the waterfront or discover the area's sunsets.
Photo by Adriana T
Bedell Cellars
8.6/10 (4 reviews)
You can enjoy a tasting or tour at Bedell Cellars during your travels to Cutchogue. While you're in the area, stroll along the beautiful beaches.
Raphael Winery
You can enjoy a tasting or tour at Raphael Winery during your travels to Peconic. Wander the beaches or discover the area's sunsets.
67 Steps Beach
9.6/10 (26 reviews)
Why not spend a carefree afternoon at 67 Steps Beach during your travels in Greenport? Take in the festivals and sunsets in the area.
Harbes Family Farm
10.0/10 (2 reviews)
You can search for that perfect souvenir at Harbes Family Farm during your trip to Mattituck. While you're in the area, stroll along the beautiful beaches.
Kontokosta Winery
9.2/10 (48 reviews)
You can enjoy a tasting or tour at Kontokosta Winery during your travels to Greenport West. Wander the beautiful beaches in this family-friendly area.
Greenport Carousel
9.4/10 (50 reviews)
You can learn about the history of Greenport with a stop at Greenport Carousel. While you're in the area, stroll along the beaches.
