The Pridwin Hotel is situated on Shelter Island, a short ferry ride from the mainland and a short drive from the quaint village of Shelter Island Heights. It is a 4-star hotel with excellent user ratings for location, cleanliness, and overall experience. The hotel offers a variety of rooms and cottages, all with stunning water views. Guests can enjoy a range of amenities including a swimming pool, spa, restaurant, bar, fitness centre, tennis court, and a variety of seasonal activities.
9.8 149 reviews
Southold, NY
12/10 – 23/10
A$1272/nighttotal: A$13992 (11 )
Silver Sands Motel & Beach Bungalows
2 4
hotel , Greenport
This Greenport motel is situated directly on the beach, just under 2km from the Railroad Museum of Long Island, East End Seaport Maritime Museum, and Greenport Carousel. Guests consistently rate this accommodation as excellent. The motel offers a range of amenities to enhance your stay, including a restaurant, bar, garden, and terrace. You can enjoy a drink at one of the two bars/lounges on the property or dine at the lobby bar.
8.8 431 reviews
Southold, NY
10/07 – 12/07
A$1522/nighttotal: A$3044 (2 )
The Harbor Front Inn
1 2
hotel , Greenport
The Harbor Front Inn, a 3.5-star hotel in Greenport, offers a prime location with waterfront access and proximity to local attractions. This pet-friendly accommodation provides complimentary Wi-Fi, an on-site swimming pool, a fitness centre, and rooms featuring balconies or terraces, with select rooms offering separate living areas and all including streaming video and daily newspapers.
9.4 637 reviews
Southold, NY
12/10 – 23/10
A$717/nighttotal: A$7887 (11 )
The Shoals Suites & Slips
1 4
hotel , Southold
The Shoals Suites & Slips is located in Southold, a charming village on Long Island's North Fork, just a short drive from the beautiful beaches of Orient Point. It is a 4-star hotel with excellent user ratings. The hotel offers comfortable rooms with private bathrooms and free parking. Guests can enjoy a range of amenities, including a restaurant, bar, terrace, garden, and concierge service.
Southold, NY
12/10 – 23/10
A$998/nighttotal: A$10978 (11 )
Zey Hotel
1 4
hotel , Greenport
Zey Hotel, an adults-only boutique accommodation in Greenport, is conveniently situated a short walk from the beach, 300 metres from Greenport Farmers' Market, and 400 metres from Camera Obscura. This establishment offers Pan-Asian dining at the onsite Kon-Tiki restaurant, a bar/lounge, complimentary wireless internet, and a terrace and garden, with free self-parking available.
Southold, NY
12/10 – 23/10
A$1353/nighttotal: A$14883 (11 )
Silver Sands Motel & Beach Bungalows
2 4
hotel , Greenport
The Silver Sands Motel & Beach Bungalows is situated in Southold, approximately 5km from Greenport town centre, offering convenient access to the Long Island Railroad Museum, East End Seaport Museum, and Greenport's antique carousel. This 4-star lodging provides guest rooms with air conditioning, Wi-Fi, and parking, accommodating up to 2 guests, and features an on-site restaurant serving local cuisine, a terrace, and a garden.
9.2 305 reviews
Southold, NY
12/10 – 23/10
A$1081/nighttotal: A$11891 (11 )
Zey Hotel
2 4
hotel , Greenport
Zey Hotel, a 3.5-star establishment in Greenport, is situated a short walk from the waterfront, the Greenport Farmers' Market, Greenport Harbor Brewing Company (both within 500 metres), and Greenport Station (800 metres away). This hotel offers complimentary WiFi in public areas, free self-parking, and bicycle hire, with concierge services available to assist guests, alongside a coffee shop/cafe and coffee/tea in a common area.
8.2 315 reviews
Southold, NY
10/07 – 12/07
A$1508/nighttotal: A$3016 (2 )
Sound View Greenport
1 2
hotel , Greenport
Sound View Greenport, a four-star hotel in Greenport, NY, offers a prime location on the coastline with excellent access to local attractions. This family-friendly establishment provides complimentary breakfast, free Wi-Fi, on-site parking, concierge and ticket services, room service, a swimming pool with a poolside bar, and tennis courts, alongside a restaurant and bar.
8.7 999 reviews
Southold, NY
12/10 – 23/10
A$503/nighttotal: A$5533 (11 )
The Harbor Front Inn
1 4
hotel , Greenport
The Harbor Front Inn is conveniently located in the heart of Greenport, just a short walk from the North Ferry Terminal and a 3-minute drive from Kontokosta Winery. This 3-star hotel consistently receives very good user ratings, making it a popular choice for travellers visiting the area. The inn offers comfortable rooms with modern amenities, including a flat-screen TV, refrigerator, and private bathroom. Guests can enjoy a range of on-site facilities, such as a swimming pool, fitness centre, and free Wi-Fi.
9.7 195 reviews
Southold, NY
12/10 – 23/10
A$1862/nighttotal: A$20482 (11 )
Hotel Moraine
2 4
hotel , Greenport
Hotel Moraine is located in Greenport, 24 miles from Splish Splash and 46 miles from Long Island MacArthur Airport, making it a convenient base for exploring the area. The hotel consistently receives excellent ratings for its location, cleanliness and overall experience. The hotel offers a range of comfortable rooms, each accommodating up to two guests. Guests can enjoy a variety of amenities, including a seasonal outdoor swimming pool, a fitness centre, a bar and lounge, a sun terrace, free Wi-Fi, and complimentary bikes for exploring the charming streets and waterfront of Greenport.
Southold, NY
12/10 – 23/10
A$501/nighttotal: A$5511 (11 )
The Harbor Front Inn
1 4
hotel , Greenport
The Harbor Front Inn is located in the Egypt Lane Historic District, 22 kilometres from Greenport's city centre. This 3-star hotel offers a charming setting with easy access to the town's attractions. The accommodation has a range of amenities including a swimming pool, fitness room, and terrace. Guests can also enjoy free Wi-Fi, parking, and a concierge service.
Southold, NY
12/10 – 23/10
A$493/nighttotal: A$5423 (11 )
Sound View Greenport
1 4
hotel , Southold
The Sound View Greenport hotel is located in Greenport, just 3 kilometres from the town centre, offering easy access to local shops, restaurants, and attractions. This 4-star accommodation provides a comfortable and convenient base for exploring the area. The hotel features a range of amenities, including an outdoor swimming pool, a fitness centre, and a tennis court. Guests can also enjoy a meal at the on-site restaurant and bar, or relax on the terrace or in the garden.
Best Southold, NY luxury hotels (4 and 5 stars)
Among the 14 accommodations in Southold, NY, here are the 2 best luxury hotels
9.6 273 reviews
Southold, NY
12/10 – 23/10
A$1742/nighttotal: A$19162 (11 )
The Menhaden Hotel
2 4
hotel , Greenport
The Menhaden Hotel is situated in Greenport, just 26 miles from Splish Splash water park and 47 miles from Long Island MacArthur Airport, making it an ideal base for exploring the charming waterfront town. This 4-star hotel boasts excellent user ratings for its location, cleanliness, and overall experience. The hotel offers comfortable rooms with private bathrooms and modern amenities, including air conditioning, free Wi-Fi, and flat-screen TVs. Guests can enjoy the on-site restaurant and bar, relax on the terrace, or explore the area on complimentary bikes.
9.2 522 reviews
Southold, NY
10/07 – 12/07
A$1381/nighttotal: A$2762 (2 )
American Beech Hotel
1 2
hotel , Greenport
The American Beech Hotel is situated in Greenport, just 26 miles from Splish Splash water park and 48 miles from Long Island MacArthur Airport, making it a convenient base for exploring the charming town and surrounding area. This 4-star hotel has received very good user ratings, indicating a high level of satisfaction among guests. The hotel offers spacious rooms with air conditioning, seating areas, flat-screen TVs, safety deposit boxes, and private bathrooms with complimentary toiletries. Guests can enjoy a range of amenities, including a swimming pool, terrace, garden, spa, restaurant, bar, and free bikes to explore the local area.
Best Southold, NY hotels with a pool
Among the 14 accommodations in Southold, NY, here are the 2 best hotels with a pool
8.3 942 reviews
Southold, NY
10/07 – 12/07
A$1414/nighttotal: A$2828 (2 )
Sound View Greenport
1 2
hotel , Southold
Sound View Greenport is a 3-star hotel situated on the North Fork in Greenport, just 98 miles from New York City and a short drive from popular destinations like Montauk and East Hampton. It has received very good user ratings, making it a popular choice for travellers seeking a relaxing getaway. This hotel offers a range of amenities and activities to keep guests entertained, including a seasonal outdoor pool, a private beach area, bike hire, a tennis court, a shared lounge, a bar, and a restaurant. The rooms all have stunning waterfront views, allowing guests to enjoy the beauty of the Long Island Sound.
Southold, NY
10/07 – 12/07
A$1397/nighttotal: A$2794 (2 )
The Harbor Front Inn
1 2
hotel , Greenport
The Harbor Front Inn is located in Southold, a 7km drive from the centre of Greenport. This 3-star hotel offers a peaceful retreat after a day exploring the bustling town. The hotel has a range of facilities including a swimming pool, a fitness centre, a terrace, and a concierge service. Guests can also enjoy free Wi-Fi and parking, as well as comfortable rooms with amenities like a TV, bathrobes, and slippers.
Frequently asked questions about hotels in Southold, NY
How can travelers relax during a week in and arond Southold, NY?
Southold is all about slowing down and enjoying the simple pleasures. Spend your days exploring the beaches, like the one at Orient Point State Park. Rent a bike and cycle along the scenic roads, or simply relax with a good book at a local cafe. In the evenings, enjoy the sunset over the Long Island Sound from one of the many waterfront restaurants.
What are the best hotels with a swimming pool in Southold, NY?
What amenities can travelers expect in hotel rooms in Southold, NY?
Hotel rooms in Southold typically offer basic amenities like comfortable beds, air conditioning, and private bathrooms. Some hotels may also have additional features like swimming pools, fitness centres, or complimentary breakfast. However, it's always best to check the specific amenities offered by each hotel before booking.
What are the most popular 2, 3 and 4-star hotels in Southold, NY?
When is the best time to book a hotel in Southold, NY?
The best time to book a hotel in Southold is during the shoulder seasons, from April to May or September to October, when the weather is still pleasant but the crowds are smaller. You'll also find better deals on accommodation during these months.
What are some pet-friendly activities in and around Southold, NY?
Southold is a dog-friendly destination. Many of the beaches, like the one at Orient Point State Park, allow dogs on leash, and there are plenty of dog-friendly restaurants and cafes. You can also take your furry friend for a walk along the scenic Southold waterfront or explore the nearby nature trails.
What are the best family friendly hotels in Southold, NY?
Which towns or cities worth a visit near Southold, NY?
Greenport, just a short drive from Southold, is a charming waterfront village with a vibrant arts scene and a lively nightlife. Mattituck, known for its vineyards and farm stands, is another great option for a day trip. If you're looking for a more urban experience, you can visit the city of Riverhead, which is home to a variety of shops, restaurants, and attractions.
What are the best pet friendly hotels in Southold, NY?
Zey Hotel, an adults-only boutique accommodation in Greenport, is conveniently situated a short walk from the beach, 300 metres from Greenport Farmers' Market, and 400 metres from Camera Obscura. This establishment offers Pan-Asian dining at the onsite Kon-Tiki restaurant, a bar/lounge, complimentary wireless internet, and a terrace and garden, with free self-parking available.
9.7 195 reviews
Southold, NY
12/10 – 23/10
A$1862/nighttotal: A$20482 (11 )
Hotel Moraine
2 4
hotel , Greenport
Hotel Moraine is located in Greenport, 24 miles from Splish Splash and 46 miles from Long Island MacArthur Airport, making it a convenient base for exploring the area. The hotel consistently receives excellent ratings for its location, cleanliness and overall experience. The hotel offers a range of comfortable rooms, each accommodating up to two guests. Guests can enjoy a variety of amenities, including a seasonal outdoor swimming pool, a fitness centre, a bar and lounge, a sun terrace, free Wi-Fi, and complimentary bikes for exploring the charming streets and waterfront of Greenport.
9.4 637 reviews
Southold, NY
12/10 – 23/10
A$717/nighttotal: A$7887 (11 )
The Shoals Suites & Slips
1 4
hotel , Southold
The Shoals Suites & Slips is located in Southold, a charming village on Long Island's North Fork, just a short drive from the beautiful beaches of Orient Point. It is a 4-star hotel with excellent user ratings. The hotel offers comfortable rooms with private bathrooms and free parking. Guests can enjoy a range of amenities, including a restaurant, bar, terrace, garden, and concierge service.
8.2 315 reviews
Southold, NY
10/07 – 12/07
A$1508/nighttotal: A$3016 (2 )
Sound View Greenport
1 2
hotel , Greenport
Sound View Greenport, a four-star hotel in Greenport, NY, offers a prime location on the coastline with excellent access to local attractions. This family-friendly establishment provides complimentary breakfast, free Wi-Fi, on-site parking, concierge and ticket services, room service, a swimming pool with a poolside bar, and tennis courts, alongside a restaurant and bar.
Best Southold, NY hotels with a balcony
8.3 942 reviews
Southold, NY
10/07 – 12/07
A$1414/nighttotal: A$2828 (2 )
Sound View Greenport
1 2
hotel , Southold
Sound View Greenport is a 3-star hotel situated on the North Fork in Greenport, just 98 miles from New York City and a short drive from popular destinations like Montauk and East Hampton. It has received very good user ratings, making it a popular choice for travellers seeking a relaxing getaway. This hotel offers a range of amenities and activities to keep guests entertained, including a seasonal outdoor pool, a private beach area, bike hire, a tennis court, a shared lounge, a bar, and a restaurant. The rooms all have stunning waterfront views, allowing guests to enjoy the beauty of the Long Island Sound.
9.4 637 reviews
Southold, NY
12/10 – 23/10
A$717/nighttotal: A$7887 (11 )
The Shoals Suites & Slips
1 4
hotel , Southold
The Shoals Suites & Slips is located in Southold, a charming village on Long Island's North Fork, just a short drive from the beautiful beaches of Orient Point. It is a 4-star hotel with excellent user ratings. The hotel offers comfortable rooms with private bathrooms and free parking. Guests can enjoy a range of amenities, including a restaurant, bar, terrace, garden, and concierge service.
Southold, NY
12/10 – 23/10
A$501/nighttotal: A$5511 (11 )
The Harbor Front Inn
1 4
hotel , Greenport
The Harbor Front Inn is located in the Egypt Lane Historic District, 22 kilometres from Greenport's city centre. This 3-star hotel offers a charming setting with easy access to the town's attractions. The accommodation has a range of amenities including a swimming pool, fitness room, and terrace. Guests can also enjoy free Wi-Fi, parking, and a concierge service.
9.2 522 reviews
Southold, NY
10/07 – 12/07
A$1381/nighttotal: A$2762 (2 )
American Beech Hotel
1 2
hotel , Greenport
The American Beech Hotel is situated in Greenport, just 26 miles from Splish Splash water park and 48 miles from Long Island MacArthur Airport, making it a convenient base for exploring the charming town and surrounding area. This 4-star hotel has received very good user ratings, indicating a high level of satisfaction among guests. The hotel offers spacious rooms with air conditioning, seating areas, flat-screen TVs, safety deposit boxes, and private bathrooms with complimentary toiletries. Guests can enjoy a range of amenities, including a swimming pool, terrace, garden, spa, restaurant, bar, and free bikes to explore the local area.