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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 2 restaurants.
9.6/10 Exceptional! (88 reviews)
"I found the Silver Sands facility an attractive place. The bungalow where we stayed was very well decorated. Room service was A+. The weather was not the best one but we managed to enjoy ourselves. My only suggestion is to make pathways in concrete so that it is easier to move the luggage from the ..."
Reviewed on 25 May 2025
The Shoals Suites and Slips
61600 Main Rd, Southold, NY
The price is €588 per night from 15 Jun to 16 Jun
€588
includes taxes & fees
15 Jun - 16 Jun
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 restaurant, a bar and a coffee shop/cafe.
9.4/10 Exceptional! (168 reviews)
"Great stay! Room was very spacious and clean! Loved the outdoor space with the picnic tables and food truck. Such a great weekend, staff was very kind."
Reviewed on 27 May 2025
Greenporter Hotel
326 Front St, Greenport, NY
The price is €189 per night from 3 Jun to 4 Jun
€189
includes taxes & fees
3 Jun - 4 Jun
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 24-hour gym.
9.2/10 Wonderful! (101 reviews)
"Very clean, nice rooms and atmosphere. Friendly staff."
Reviewed on 23 May 2025
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Cliffside Resort Condominiums
61475 Route 48 (North Road), Greenport, NY
The price is €263 per night from 8 Jun to 9 Jun
€263
includes taxes & fees
8 Jun - 9 Jun
During your stay at Cliffside Resort Condominiums, you'll be close to Railroad Museum of Long Island. Enjoy features like free WiFi in public areas and free self-parking, plus laundry facilities. This comfortable aparthotel has 68 apartments over 2 floors. Each apartment includes amenities such as free WiFi and a kitchenette.
8.8/10 Excellent! (217 reviews)
"After some lengthy travel to get to LI this was an excellent choice to start our vacation. Great accommodations, comfortable and great location."
Reviewed on 26 May 2025
The Harbor Front Inn
209 Front St, Greenport, NY
The price is €240 per night from 1 Jun to 2 Jun
€240
includes taxes & fees
1 Jun - 2 Jun
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. Enjoy features like free breakfast, plus a 24-hour gym and concierge services.
8.6/10 Excellent! (463 reviews)
"Center of Greenport. Close to all. Great water view. Access to ferries and train. Wonderful staff. Newly renovated."
Reviewed on 27 May 2025
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is €330 per night from 2 Jun to 3 Jun
€330
includes taxes & fees
2 Jun - 3 Jun
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! (523 reviews)
"We loved the location of our room which opened right onto the sound. Stunning sunsets!!"
Reviewed on 27 Apr 2025
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