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Featured Hotels near Town of Southold Town

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

4 out of 5
1400 Silvermere Rd, Greenport, NY
The price is CHF 254 per night from 12 May to 13 May
CHF 254
includes taxes & fees
12 May - 13 May
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! (82 reviews)
A Serene Escape
"Our stay at the Silver Sands Motel was absolutely wonderful! From the moment we arrived, we were greeted with warm hospitality and a peaceful atmosphere that made it easy to unwind. The rooms were spotless, beautifully maintained, and offered stunning views that added to the serene vibe. The location ..."

Reviewed on 23 Apr 2025

Silver Sands Motel & Beach Bungalows
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd, Southold, NY
The price is CHF 180 per night from 26 May to 27 May
CHF 180
includes taxes & fees
26 May - 27 May
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! (158 reviews)
"this place was absolutely beautiful, would definitely recommend staying here. a downtown area is just a little ways away and theres an amazing restaurant within walkable distance. its a beachgoers dream stay!"

Reviewed on 4 May 2025

The Shoals Suites and Slips
Greenporter Hotel

Greenporter Hotel

2 out of 5
326 Front St, Greenport, NY
The price is CHF 177 per night from 19 May to 20 May
CHF 177
includes taxes & fees
19 May - 20 May
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! (97 reviews)
Nice Hotel
"Everything was as expected. Staff was helpful and professional. Room was clean and cozy. Thanks !!"

Reviewed on 28 Oct 2024

Greenporter Hotel
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Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road), Greenport, NY
The price is CHF 233 per night from 26 May to 27 May
CHF 233
includes taxes & fees
26 May - 27 May
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! (212 reviews)
"Great experience here!! Definitely worth it…"

Reviewed on 5 May 2025

Cliffside Resort Condominiums
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is CHF 290 per night from 11 May to 12 May
CHF 290
includes taxes & fees
11 May - 12 May
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! (520 reviews)
"We loved the location of our room which opened right onto the sound. Stunning sunsets!!"

Reviewed on 27 Apr 2025

Sound View Greenport
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St, Greenport, NY
The price is CHF 223 per night from 11 May to 12 May
CHF 223
includes taxes & fees
11 May - 12 May
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.
"There was construction so the lobby was inaccessible and noise from construction went on until late in the day."

Reviewed on 1 May 2025

The Harbor Front Inn
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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.