Southold Trip
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Top Southold Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Seville Nomad, in the Unbound Collection by Hyatt
Manhattan
Save 100% on your flight
Price was ₹116,643, price is now ₹70,231 per person
₹70,231
per person
24 Dec - 28 Dec
found 21 hours ago
Return flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,115 reviews)
Walkable area, staff very friendly and helpful, although breakfast seemed to be short staffed with slow service. This was inconveinant when plans were made for the day.
Valet parking was great.
I would recommend this hotel, rooms clean and not cramped.
Reviewed on 27 Sept 2025
Hyatt Centric Times Square New York
Manhattan
Save 100% on your flight
Price was ₹164,271, price is now ₹90,815 per person
₹90,815
per person
24 Dec - 28 Dec
found 21 hours ago
Return flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,866 reviews)
Super clean, staff very attentive and eager to help out with everything. We’re already planing our next weekend back.
Reviewed on 5 Oct 2025
NobleDEN Hotel
Manhattan
Save 100% on your flight
Price was ₹141,236, price is now ₹83,914 per person
₹83,914
per person
24 Dec - 28 Dec
found 21 hours ago
Return flight included
Toronto (YTO) to New York (JFK)
9.8/10 Exceptional! (1,344 reviews)
The most inconvenient location ever. Streets dirty around the hotel. The room was so tiny and awkwardly set up. That half your bathroom was next to the bed. The only thing in its own room was a toilet even the mirror hung next to the bed over the bathroom sink And housekeeping did a terrible job though the room was clean when we first walked in. I would never stay there again and I would never stay in that area.
Reviewed on 6 Oct 2025
The Westin New York Grand Central
Manhattan
Save 100% on your flight
Price was ₹135,846, price is now ₹88,463 per person
₹88,463
per person
24 Dec - 28 Dec
found 21 hours ago
Return flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,517 reviews)
friendly staff, easy check out, accommodating staff
Reviewed on 5 Oct 2025
Top hotels in Southold
The Shoals Suites and Slips
61600 Main Rd, Southold, NY
The price is ₹19,352 per night from 14 Oct to 15 Oct
₹19,352
₹24,330 total
14 Oct - 15 Oct
includes taxes & fees
9.4/10 Exceptional! (209 reviews)
"Great quick stay"
Reviewed on 28 Sept 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is ₹7,111 per night from 7 Oct to 8 Oct
₹7,111
₹8,179 total
7 Oct - 8 Oct
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"Only issue....the refrigerator makes an annoying sound which is amlpified wearing hearing aids"
Reviewed on 30 Sept 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is ₹8,301 per night from 3 Nov to 4 Nov
₹8,301
₹9,546 total
3 Nov - 4 Nov
includes taxes & fees
7.6/10 Good! (1,012 reviews)
"We have stayed there before so have been pleased with it."
Reviewed on 29 Sept 2025
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.
Popular places to visit
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.
Corey Creek Winery
You can enjoy a tasting or tour at Corey Creek Winery during your travels to Southold. Wander the beautiful beaches 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.
