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.
8.3 942 reviews
Southold, NY
05/07 – 09/07
£1036/nighttotal: £4144 (4 )
Sound View Greenport
2 4
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.
8.7 1000 reviews
Southold, NY
05/07 – 09/07
£1214/nighttotal: £4856 (4 )
The Harbor Front Inn
3 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.
8.8 431 reviews
Southold, NY
05/07 – 09/07
£1252/nighttotal: £5008 (4 )
The Harbor Front Inn
3 4
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.
8.5 82 reviews
Southold, NY
05/07 – 09/07
£995/nighttotal: £3980 (4 )
Shelter Island House
3 4
hotel , Shelter Island Heights
The Shelter Island House is situated in Shelter Island Heights, a short distance from the village centre and the island's beautiful beaches. This 4-star hotel enjoys very good user ratings, making it a popular choice for travellers. The hotel has a range of facilities, including a swimming pool, garden, and terrace, perfect for relaxing and enjoying the sunshine. Guests can also enjoy the on-site restaurant, bar, and spa, as well as take advantage of the concierge service, room service, and free Wi-Fi.
9.7 195 reviews
Southold, NY
05/07 – 09/07
£2532/nighttotal: £10128 (4 )
Hotel Moraine
3 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.
8.2 315 reviews
Southold, NY
05/07 – 09/07
£1743/nighttotal: £6972 (4 )
Sound View Greenport
3 4
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.
9.4 636 reviews
Southold, NY
05/07 – 09/07
£938/nighttotal: £3752 (4 )
The Shoals Suites & Slips
3 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.
9.3 215 reviews
Southold, NY
05/07 – 09/07
£1512/nighttotal: £6048 (4 )
The Pridwin Hotel
3 4
hotel , Shelter Island Heights
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.
9.3 844 reviews
Southold, NY
05/07 – 09/07
£595/nighttotal: £2380 (4 )
Sag Harbor Inn
1 4
hotel , Sag Harbor
The Sag Harbor Inn is located in Sag Harbor, a short distance from Havens Beach and within easy reach of attractions like Montauk Point Lighthouse. The hotel has consistently received excellent ratings for its location, cleanliness, and overall guest experience. The inn offers comfortable rooms with a choice of layouts, including single-bedroom options with a floor area of 36 square metres. Amenities include a seasonal outdoor pool, a shared lounge, free private parking, and a continental breakfast served each morning.
9.6 273 reviews
Southold, NY
05/07 – 09/07
£1686/nighttotal: £6744 (4 )
The Menhaden Hotel
3 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.
9.0 484 reviews
Southold, NY
05/07 – 09/07
£2581/nighttotal: £10324 (4 )
Faraway Sag Harbor
2 4
hotel , Sag Harbor
Baron's Cove is located in Sag Harbor, New York, just a short drive from Montauk and Mystic, offering a convenient base for exploring the charming Hamptons. This 4-star hotel has received very good user ratings for its location, cleanliness, and overall experience. The accommodation has a range of rooms with either ocean or garden views. Guests can enjoy a saltwater swimming pool, on-site restaurant, bike hire, a shop, and a range of other amenities including a spa, fitness centre, and tennis court.
Top-Rated 5-Star Hotels in Southold, NY
Upscale hotels in Southold, NY offer the kind of stay you will want to return to, featuring premium amenities and refined service throughout.
9.4 636 reviews
Southold, NY
05/07 – 09/07
£938/nighttotal: £3752 (4 )
The Shoals Suites & Slips
3 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.
8.5 82 reviews
Southold, NY
05/07 – 09/07
£995/nighttotal: £3980 (4 )
Shelter Island House
3 4
hotel , Shelter Island Heights
The Shelter Island House is situated in Shelter Island Heights, a short distance from the village centre and the island's beautiful beaches. This 4-star hotel enjoys very good user ratings, making it a popular choice for travellers. The hotel has a range of facilities, including a swimming pool, garden, and terrace, perfect for relaxing and enjoying the sunshine. Guests can also enjoy the on-site restaurant, bar, and spa, as well as take advantage of the concierge service, room service, and free Wi-Fi.
9.0 484 reviews
Southold, NY
05/07 – 09/07
£2581/nighttotal: £10324 (4 )
Faraway Sag Harbor
2 4
hotel , Sag Harbor
Baron's Cove is located in Sag Harbor, New York, just a short drive from Montauk and Mystic, offering a convenient base for exploring the charming Hamptons. This 4-star hotel has received very good user ratings for its location, cleanliness, and overall experience. The accommodation has a range of rooms with either ocean or garden views. Guests can enjoy a saltwater swimming pool, on-site restaurant, bike hire, a shop, and a range of other amenities including a spa, fitness centre, and tennis court.
9.2 522 reviews
Southold, NY
05/07 – 09/07
£887/nighttotal: £3548 (4 )
American Beech Hotel
2 4
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.
Compare Hotels with a Swimming Pool in Southold, NY
A hotel with a swimming pool near the water in Southold, NY is a great base for a refreshing swim to complement a day by the sea.
8.5 82 reviews
Southold, NY
05/07 – 09/07
£995/nighttotal: £3980 (4 )
Shelter Island House
3 4
hotel , Shelter Island Heights
The Shelter Island House is situated in Shelter Island Heights, a short distance from the village centre and the island's beautiful beaches. This 4-star hotel enjoys very good user ratings, making it a popular choice for travellers. The hotel has a range of facilities, including a swimming pool, garden, and terrace, perfect for relaxing and enjoying the sunshine. Guests can also enjoy the on-site restaurant, bar, and spa, as well as take advantage of the concierge service, room service, and free Wi-Fi.
9.3 844 reviews
Southold, NY
05/07 – 09/07
£595/nighttotal: £2380 (4 )
Sag Harbor Inn
1 4
hotel , Sag Harbor
The Sag Harbor Inn is located in Sag Harbor, a short distance from Havens Beach and within easy reach of attractions like Montauk Point Lighthouse. The hotel has consistently received excellent ratings for its location, cleanliness, and overall guest experience. The inn offers comfortable rooms with a choice of layouts, including single-bedroom options with a floor area of 36 square metres. Amenities include a seasonal outdoor pool, a shared lounge, free private parking, and a continental breakfast served each morning.
9.3 215 reviews
Southold, NY
05/07 – 09/07
£1512/nighttotal: £6048 (4 )
The Pridwin Hotel
3 4
hotel , Shelter Island Heights
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.
8.7 1000 reviews
Southold, NY
05/07 – 09/07
£1214/nighttotal: £4856 (4 )
The Harbor Front Inn
3 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.
Frequently asked questions about hotels in Southold, NY
How can travelers relax during a week in and arond Southold, NY?
Southold is perfect for a relaxing getaway. Spend your days exploring the beaches, like the beautiful Orient Beach State Park, or take a scenic drive along the North Fork. In the evenings, enjoy a delicious meal at one of the many local restaurants, and unwind with a glass of wine at a local vineyard. For a truly relaxing experience, book a massage at the Soundview Greenport, a spa in the nearby town of Greenport.
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 comfortable beds, private bathrooms, and air conditioning. Many also have TVs and Wi-Fi. Some hotels may also offer amenities like swimming pools, fitness centres, and complimentary breakfast. You can find a variety of hotels in Southold, ranging from budget-friendly options to luxury accommodations.
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 and September to October. You'll find better deals and fewer crowds during these months. If you're looking for warm weather and beach activities, the summer months are the busiest, but prices will be higher. If you're looking for a more relaxed and affordable experience, consider visiting during the off-season.
What are some pet-friendly activities in and around Southold, NY?
Southold is a very dog-friendly area. You can walk your dog on the beach at Orient Beach State Park, or take them for a hike at the nearby Long Island Sound. Many of the restaurants and cafes in Southold also welcome dogs on their patios. For a fun day out with your furry friend, visit the Mattituck Inlet, a great spot for a walk or a swim.
What are the best family friendly hotels in Southold, NY?
Base your next maritime getaway at shoreside hotels in Southold, NY, situated a brief journey from local beach communities.
9.3 215 reviews
Southold, NY
05/07 – 09/07
£1512/nighttotal: £6048 (4 )
The Pridwin Hotel
3 4
hotel , Shelter Island Heights
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.
Best Southold, NY hotels with air conditioning
9.6 273 reviews
Southold, NY
05/07 – 09/07
£1686/nighttotal: £6744 (4 )
The Menhaden Hotel
3 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.
9.3 215 reviews
Southold, NY
05/07 – 09/07
£1512/nighttotal: £6048 (4 )
The Pridwin Hotel
3 4
hotel , Shelter Island Heights
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.
8.3 942 reviews
Southold, NY
05/07 – 09/07
£1036/nighttotal: £4144 (4 )
Sound View Greenport
2 4
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.
9.2 522 reviews
Southold, NY
05/07 – 09/07
£887/nighttotal: £3548 (4 )
American Beech Hotel
2 4
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.
Guest-Favourite Hotels with a Balcony in Southold, NY
Step outside onto your own terrace and take in the water and coastal scenery, as every hotel in Southold, NY on this list includes one.
8.8 431 reviews
Southold, NY
05/07 – 09/07
£1252/nighttotal: £5008 (4 )
The Harbor Front Inn
3 4
hotel , Greenport
8.3 942 reviews
Southold, NY
05/07 – 09/07
£1036/nighttotal: £4144 (4 )
Sound View Greenport
2 4
hotel , Southold
9.6 273 reviews
Southold, NY
05/07 – 09/07
£1686/nighttotal: £6744 (4 )
The Menhaden Hotel
3 4
hotel , Greenport
9.4 636 reviews
Southold, NY
05/07 – 09/07
£938/nighttotal: £3752 (4 )
The Shoals Suites & Slips
3 4
hotel , Southold
Top Hotels for Families in Southold, NY
Travelling to Southold, NY with children? A quality family hotel makes everything easier, with lifeguarded beaches and plenty of room to spread out at every option.
8.3 942 reviews
Southold, NY
05/07 – 09/07
£1036/nighttotal: £4144 (4 )
Sound View Greenport
2 4
hotel , Southold
8.2 315 reviews
Southold, NY
05/07 – 09/07
£1743/nighttotal: £6972 (4 )
Sound View Greenport
3 4
hotel , Greenport
9.3 215 reviews
Southold, NY
05/07 – 09/07
£1512/nighttotal: £6048 (4 )
The Pridwin Hotel
3 4
hotel , Shelter Island Heights
9.6 273 reviews
Southold, NY
05/07 – 09/07
£1686/nighttotal: £6744 (4 )
The Menhaden Hotel
3 4
hotel , Greenport
Best Pet-Friendly Hotels in Southold, NY
Stay at a dog-friendly hotel in Southold, NY, perfectly situated for coastal strolls and sandy paw adventures.
8.3 942 reviews
Southold, NY
05/07 – 09/07
£1036/nighttotal: £4144 (4 )
Sound View Greenport
2 4
hotel , Southold
Choose the Right Hotel with Parking in Southold, NY
Free on-site parking comes with every hotel near the water in Southold, NY so you can focus on the coast and local beaches from day one.
8.7 1000 reviews
Southold, NY
05/07 – 09/07
£1214/nighttotal: £4856 (4 )
The Harbor Front Inn
3 4
hotel , Greenport
8.3 942 reviews
Southold, NY
05/07 – 09/07
£1036/nighttotal: £4144 (4 )
Sound View Greenport
2 4
hotel , Southold
9.0 484 reviews
Southold, NY
05/07 – 09/07
£2581/nighttotal: £10324 (4 )
Faraway Sag Harbor
2 4
hotel , Sag Harbor
9.4 636 reviews
Southold, NY
05/07 – 09/07
£938/nighttotal: £3752 (4 )
The Shoals Suites & Slips
3 4
hotel , Southold
Search Hotels with Spa Facilities in Southold, NY
Wellness travel to Southold, NY starts with a hotel that has a proper spa. Every option in our collection has one.