Find luxury hotels in Southold, NY

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Top Southold Luxury Hotels

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Southoldand its attractions for luxury travelers

In Southold, New York, luxury travelers will find a charming blend of natural beauty and sophisticated leisure activities. Begin your exploration with a visit to the stunning vineyards of the North Fork Wine Region, where you can indulge in private wine tastings and gourmet food pairings at renowned wineries like Jason's Vineyard and Kontokosta Winery, which offers breathtaking waterfront views. For a touch of adventure, take a scenic boat tour through the serene waters of Peconic Bay, allowing you to soak in the picturesque landscapes and perhaps catch sight of playful seals. The historic Southold Village, with its quaint boutiques and artisanal shops, invites leisurely strolls and unique finds, perfect for those who appreciate quality craftsmanship. Families can enjoy a day at the nearby Southold Town Beach, known for its pristine sands and calm waters, ideal for both relaxation and family-friendly activities. Finally, staying at a luxury hotel such as the Sound View Greenport, just a short drive away, allows guests to enjoy upscale amenities, including oceanfront dining and personalized concierge services, ensuring an unforgettable escape in this tranquil coastal paradise.

Find the best luxury hotels and resorts in Southold

For travelers seeking an exquisite getaway in Southold, New York, these top luxury hotels offer unparalleled comfort and indulgence. Each hotel provides unique amenities designed to enhance your experience.

The Shoals Suites and Slips

  • Why it's great for a luxury retreat: The Shoals Suites and Slips is a superb choice for luxury travelers, a remarkable guest review rating of 9.6. Guests will revel in the premium bedding and plush bathrobes that set the tone for relaxation, while the concierge service ensures every desire is catered to. Enjoy romantic couples dining experiences and exclusive private tours at nearby wineries, elevating your stay to an unforgettable experience.
  • Other amenities: The hotel features fully equipped kitchenettes with ovens and espresso makers, allowing guests to prepare their own meals. Relax on your furnished balcony or patio, or enjoy a private picnic on the private island. With beach access nearby, travelers can take advantage of complimentary beach towels and indulge in yoga classes along the shore. Additional offerings include daily housekeeping, onsite shopping, and a beautiful garden for leisurely strolls.
  • Nearby attractions: Greenport Carousel - 3.1 miles, Railroad Museum of Long Island - 3.01 miles, The Old Field Vineyards - 0.42 miles

Top Southold Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Very nice staff, amenities great, an older place, but well kept. Wish there was more than 1 window, a bit stuffy. Felt safe in parking lot and in my room."
Michelle 3-night trip
Posted 3 days ago
Pier Blue Inn Old Saybrook - Essex

Frequently asked questions

Are you looking for a luxury hotel for your stay in Southold?
Use Expedia to help you arrange a flight to East Hampton, NY (HTO) airport or Westhampton, NY (FOK-Francis S. Gabreski) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you'd like to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Southold has to offer. Southold has some interesting things to see and do including Sparkling Pointe and Croteaux Vineyards, so you might want to take in the local sights during your visit.
When can I expect good weather in Southold?
Planning for the weather is an important factor for making your trip to Southold a success, especially when you're splurging. The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Southold is 57 inches.
What's there to see and do in Southold?
Experience Southold with a stop at Sparkling Pointe, Croteaux Vineyards, and Osprey's Dominion. If you have extra time while you're in the area, you might want to stop by Sannino's Bella Vita Vineyard and The Old Field Vineyards.
How can I get around Southold?
It's easier to get around town in style when you know your options. If you want to venture outside of the area, hop on a train at Southold Station.

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