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! (145 reviews)
Everything was perfect. Beautiful room, lovely staff, great food.
Reviewed on 25 Feb 2026
The Menhaden
207 Front St Greenport NY
The price is €273 per night from 8 Mar to 9 Mar
€273
per night
8 Mar - 9 Mar
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! (177 reviews)
John is an excellent hospitality professional. Very mindful of the guest experience.
Reviewed on 23 Feb 2026
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is €167 per night from 9 Mar to 10 Mar
€167
per night
9 Mar - 10 Mar
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! (244 reviews)
Very friendly
Reviewed on 6 Mar 2026
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Greenporter Hotel
326 Front St Greenport NY
Our customers tell us that they can't get enough of the helpful staff at Greenporter Hotel. During your stay, you're just a quick walk from Railroad Museum of Long Island. Enjoy features like free WiFi in public areas and free self-parking, plus a gym.
9.2/10 Wonderful! (284 reviews)
Staff looked tired,
Reviewed on 2 Jan 2026
The Harbor Front Inn
209 Front St Greenport NY
The price is €162 per night from 22 Mar to 23 Mar
€162
per night
22 Mar - 23 Mar
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! (570 reviews)
Room was beautiful and everyone who worked there was very nice. We’d love to go back!
Reviewed on 2 Mar 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is €175 per night from 23 Mar to 24 Mar
€175
per night
23 Mar - 24 Mar
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! (618 reviews)
Staff was over the top helpful, nice!!!! If you needed help or anything they were right on it for you Thank you do very much for making a sad trip for a loved ones memorial into something grateful!!
Reviewed on 1 Mar 2026
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View all propertiesLowest 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.
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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.