Southold Holiday Packages
Save when you book Southold package deals
Top Southold holiday packages
Price found within the past 48 hours. Click for updated prices.
Kimpton Ashbel New York Park Avenue
Manhattan
Price was AU$4,821, price is now AU$3,752 per person
AU$3,752
per person
5 Nov - 13 Nov
found 1 day ago
Return direct flight included
Melbourne (MEL) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
I thoroughly enjoyed my stay at the Kimpton! From the moment we arrived, we felt so welcomed and taken care of. They even had a bottle of wine waiting for us upon arrival, which was such a thoughtful touch.
The view from our room was incredible. We had a beautiful view of Grand Central, which made the stay feel even more special and gave us a great view of the city.
The staff were absolutely wonderful. They were extremely kind, welcoming, and attentive throughout our entire four day stay. We actually had multiple conversations with different members of the staff during our time there and every interaction felt genuine and pleasant. They were always happy to answer any questions we had and made us feel comfortable throughout our stay.
Room service was also impeccable. Everything was handled efficiently, and the service was consistently excellent.
Overall, I had such a wonderful experience and would absolutely stay here again.. Highly recommend!
Reviewed on 4 Oct 2026
Top Southold hotels
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is AU$367 per night from 1 Nov to 2 Nov
AU$367
1 Nov - 2 Nov
includes taxes & fees
The Shoals Suites and Slips: Winery hotel with free WiFi and a bar/lounge. Located near the bay.
"The staff were all great, the food from food truck was delicious, check in was quick!"
Reviewed on 30 Sept 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is AU$284 per night from 1 Nov to 2 Nov
AU$284
1 Nov - 2 Nov
includes taxes & fees
Water's Edge Resort & Spa: Business-friendly resort with free WiFi and free valet parking. Located on the waterfront.
"The property was definitely worth a five-star rating and the views of the Bay were tremendous! The rooms were very clean and the beds were super comfortable. I had a wonderful breakfast looking out over the water. It was magical"
Reviewed on 2 Oct 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is AU$129 per night from 6 Oct to 7 Oct
AU$129
6 Oct - 7 Oct
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex: Pet-friendly hotel with free WiFi and free parking. Located in a shopping district.
"I would not recommend this property. Very expensive -244- for a smelly room, one small packet of shampoo, stained mattress pad."
Reviewed on 4 Oct 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.
