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! (139 reviews)
Just a perfect little get away! The facility was perfectly quaint yet trendy, the staff was friendly, and it was so cozy and close to all the local wineries! 10/10 recommend and I will most definitely be back!
Reviewed on 15 Nov 2025
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is €182 per night from 4 Dec to 5 Dec
€182
per night
4 Dec - 5 Dec
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! (224 reviews)
My o
Reviewed on 24 Nov 2025
North Fork Cottages & RV Resort
690 Queen St Greenport NY
During your stay at North Fork Cottages & RV Resort, you'll be within walking distance of Kontokosta Winery. You'll find features such as free WiFi in public areas and free self-parking, plus laundry facilities. This comfortable cottage has 40 cottages. All cottages offer free WiFi and patios.
9.4/10 Exceptional! (6 reviews)
Cabin was clean, well appointed and very comfortable. The staff immediately responded at 7am when we called to reset the hot water heater. The Solo fire pit looked very tempting but we did not have the time to enjoy that. will be back!
Reviewed on 14 Nov 2025
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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! (290 reviews)
Not applicable
Reviewed on 20 Nov 2025
The Harbor Front Inn
209 Front St Greenport NY
The price is €145 per night from 29 Dec to 30 Dec
€145
per night
29 Dec - 30 Dec
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.
8.6/10 Excellent! (538 reviews)
Always love staying there when in Greenport. Clean. Central. Quality continental breakfast.
Reviewed on 24 Nov 2025
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is €200 per night from 24 Dec to 25 Dec
€200
per night
24 Dec - 25 Dec
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! (593 reviews)
Amazing views and comfy bed and room. No sound privacy between the rooms at all! I guess they o relooked sound insulation in an otherwise gorgeous renovation of a roadside motel.
Reviewed on 19 Nov 2025
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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.