Cheap flights from Town of Southold Town
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Featured Hotels near Town of Southold Town
Silver Sands Motel & Beach Bungalows
1400 Silvermere Rd Greenport NY
Our customers tell us that they can't get enough of the helpful staff at Silver Sands Motel & Beach Bungalows. During your stay, you'll be within walking distance of Railroad Museum of Long Island. Features include free WiFi in public areas and free self-parking, plus 3 restaurants.
9.8/10 Exceptional! (144 reviews)
Everything was excellent, best hotel on the north fork.
Reviewed on 1 Jan 2026
The Menhaden
207 Front St Greenport NY
The price is €273 per night from 17 Feb to 18 Feb
€273
17 Feb - 18 Feb
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Menhaden. During your stay, you're just a quick walk from Camera Obscura. Free breakfast, free WiFi in public areas and a restaurant are available.
9.6/10 Exceptional! (174 reviews)
Loved our stay at the Menhaden! Everything was great especially the staff who went beyond our expectations...from offering us champagne and my husband a great mocktail to cleaning the snow off our car! The place is so pretty and the bar has all fun games & all albums you can play. The king room was ...
Reviewed on 6 Jan 2026
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is €152 per night from 19 Jan to 20 Jan
€152
19 Jan - 20 Jan
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Shoals Suites and Slips. During your stay, you're just a quick walk from The Old Field Vineyards. Enjoy features like a bar, a coffee shop/cafe and a business centre.
9.4/10 Exceptional! (235 reviews)
Friendly staff, area was cleaned
Reviewed on 12 Jan 2026
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Zey Hotel
439 Main Street Greenport NY
During your stay at Zey Hotel, you're just a quick walk from Greenport Farmers' Market. You'll find features such as free WiFi in public areas and free self-parking, plus a bar.
9/10 Wonderful! (294 reviews)
Quiet yet situated right in the heart of Greenport.
Reviewed on 6 Jan 2026
The Harbor Front Inn
209 Front St Greenport NY
The price is €141 per night from 19 Jan to 20 Jan
€141
19 Jan - 20 Jan
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Harbor Front Inn. During your stay, you're just a quick walk from Camera Obscura. Free breakfast, free WiFi in public areas and a 24-hour gym are available.
8.8/10 Excellent! (562 reviews)
The staff was wonderful and the room and views fantastic.
Reviewed on 12 Jan 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is €157 per night from 21 Jan to 22 Jan
€157
21 Jan - 22 Jan
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Sound View Greenport. During your stay, you'll be close to East End Seaport Maritime Museum. Features include free breakfast and free WiFi in public areas, plus 2 bars.
8.4/10 Very Good! (606 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...
Reviewed on 10 Jan 2026
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Packages
Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.